Tag: M.W:200-300

Reference of Methyl 5-methoxyindole-2-carboxylate. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: Methyl 5-methoxyindole-2-carboxylate, is researched, Molecular C11H11NO3, CAS is 67929-86-6, about 2-[(2,3-Dihydro-1H-indol-1-yl)methyl]melatonin Analogues: A Novel Class of MT2-Selective Melatonin Receptor Antagonists. Author is Zlotos, Darius P.; Attia, Mohamed I.; Julius, Justin; Sethi, Shalini; Witt-Enderby, Paula A..

A novel series of 2-[(2,3-dihydro-1H-indol-1-yl)methyl]melatonin analogs I [R = Me, R’ = Me, propyl; R = H, R’ = Me, Et, cyclobutyl] and II [X = 5-methoxyindolin-1-yl, 5-methylindolin-1-yl, 5-bromoindolin-1-yl, pyrrolidin-1-yl, 6-nitroindolin-1-yl, 6-aminoindolin-1-yl] has been prepared to probe the steric and electronic properties of the binding pocket of the MT2 receptor accommodating the “”out-of-plane”” substituent of MT2-selective antagonists. The acetamide I (R = H, R’ = Me) bearing an unsubstituted indoline moiety displayed an excellent binding affinity and selectivity toward the MT2-subtype (MT2, Ki = 1 nM; MT1, Ki = 115 nM), behaving as a competitive antagonist. 5-Me, 5-OMe, 5-Br, 6-NH2, and 6-NO2 substitution of the indoline moiety reduced both MT2 affinity and selectivity, indicating that hydrophobic interactions play a decisive role in binding the out-of-plane substituent. The cyclobutanecarboxamide I (R = H, R’ = cyclobutyl) showed a biphasic binding pattern at MT2 receptors, indicating the presence of two MT2 binding sites, a high affinity (Ki = 1 pM) and a low affinity (Ki = 148 nM), while MT1 binding affinity was very low (Ki = 1.4 μM). Functional anal. of I (R = H, R’ = cyclobutyl) revealed it to be an antagonist at MT1 receptors and a partial agonist, at best, at MT2 receptors.

Different reactions of this compound(Methyl 5-methoxyindole-2-carboxylate)Reference of Methyl 5-methoxyindole-2-carboxylate require different conditions, so the reaction conditions are very important.

Reference:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Synthesis, crystal structure and magnetic properties of [Cu(mal)(abpt)(H2O)]·3/2H2O and [Cu2(sq)(abpt)2]·2H2O (mal = malonate, sq = squarate, abpt = 4-amino-3,5-di-2-pyridyl-4H-1,2,4 triazole), published in 2011, which mentions a compound: 1671-88-1, Name is 3,5-Di(pyridin-2-yl)-4H-1,2,4-triazol-4-amine, Molecular C12H10N6, Application In Synthesis of 3,5-Di(pyridin-2-yl)-4H-1,2,4-triazol-4-amine.

Two new mixed-ligand complexes of formula [Cu(mal)(abpt)(H2O)]·3/2H2O (1) and [Cu2(sq)(abpt)2]·2H2O (2) [mal = malonate, abpt = 4-amino-3,5-di-2-pyridyl-4H-1,2,4-triazole and sq = squarate], were prepared and characterized by x-ray crystal structure determination and magnetic studies. Complex 1 crystallizes in the monoclinic system, space group C2/c, with a 14.0086(2), b 10.0980(2), c 25.630(4) Å; β 97.5900(10)°, and Z = 8. Complex 2 crystallizes in the triclinic system, space group P1̅ with a 7.5696(15), b 8.4697(17), c 11.049(2) Å; β 93.00(3)°, α 96.98(3), γ 90.111(3)°and Z = 1. Complex 1 consist of a neutral mononuclear [Cu(mal)(abpt)(H2O)] unit and water mol. of crystallization in a distorted square pyramidal coordination sphere, while complex 2 is viewed as being made up of [Cu(sq)(abpt)2] units with the squarato ligand bridging the two copper(II) cations. Variable temperature magnetic behavior of the complexes reveals the existence of weak antiferromagnetic interaction for complex 1 and weak ferromagnetic intrachain interaction for complex 2.

Different reactions of this compound(3,5-Di(pyridin-2-yl)-4H-1,2,4-triazol-4-amine)Application In Synthesis of 3,5-Di(pyridin-2-yl)-4H-1,2,4-triazol-4-amine require different conditions, so the reaction conditions are very important.

Reference:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

COA of Formula: C12H10N6. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 3,5-Di(pyridin-2-yl)-4H-1,2,4-triazol-4-amine, is researched, Molecular C12H10N6, CAS is 1671-88-1, about Mononuclear complexes of 4-amino-3,5-bis(pyridin-2-yl)-1,2,4-triazole containing tripodal tris(3-aminopropyl)amine: crystal structure of [Ni(trpn)(abpt)](ClO4)2. Author is Shakir, Mohammad; Parveen, Shama; Begum, Nishat; Azim, Yasser.

Complexes of the type [M(trpn)(abpt)](ClO4)2 (1-6) [M = Mn, Fe, Co, Ni, Cu, Zn; trpn = tris(3-aminopropyl)amine; abpt = 4-amino-3,5-bis(pyridin-2-yl)-1,2,4-triazole] have been synthesized. The mode of bonding and overall geometry of these complexes have been deduced by elemental analyses data, molar conductance values, spectral studies obtained from FT-IR, 1H NMR and electronic spectral analyses and magnetic susceptibility measurements. The structure of complex 4 has been determined by single X-ray crystallog. On the basis of the above physicochem. studies and the single X-ray crystallog. data recorded on complex 4, an octahedral geometry has been suggested for all the complexes.

Different reactions of this compound(3,5-Di(pyridin-2-yl)-4H-1,2,4-triazol-4-amine)COA of Formula: C12H10N6 require different conditions, so the reaction conditions are very important.

Reference:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Safety of Diphenyl-2-pyridylphosphine. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: Diphenyl-2-pyridylphosphine, is researched, Molecular C17H14NP, CAS is 37943-90-1, about Secondary Coordination Sphere Design to Modify Transport of Protons and CO2.

An exploration of secondary coordination sphere (SCS) functional groups is presented with a focus on proton transport to a metal hydride active site for H2 formation and transport of CO2 so that formate can be obtained. In MeCN-H2O, pKa(AH) and steric bulk of the SCS groups are discussed along with their influence on each step in the mechanism for CO2 to formate catalysis and along with the influence of the proton source, which is MeCN-H2O or (MeCN)2H2O in MeCN-H2O (95:5) under N2 atmosphere. Under CO2, carbonic acid is also available. Catalysts containing various SCS groups were synthesized from [Fe4N(CO)12]- and have the form [Fe4N(CO)11L]- where L is Ph2P-SCS. Hydride formation rates are distinct under N2 vs. CO2, and that variation is dependent on the size of the SCS group. Under CO2, larger SCS groups inhibit access of the MeCN-H2O adducts to the active site and formate formation is observed, whereas smaller SCS groups allow transport of these adducts. This is best illustrated by catalysts containing the small SCS group pyridyl and the large SCS group N,N-dimethylaniline which both have the same pKa(AH) value. The smaller pyridyl group promotes selective H2 evolution, whereas larger N,N-dimethylaniline supports selective formate formation by slowing the transport of large MeCN-H2O adducts, allowing hydride transfer to the smaller substrate CO2. Secondary coordination sphere (SCS) steric and pKa environments were varied on Fe clusters. The parent Fe cluster, [Fe4N(CO)12]-, is an effective electrocatalyst for CO2 reduction to formate at -1.2 V vs. SCE, in pH 7 buffered H2O or in MeCN-H2O (95:5). Rates of hydride formation and hydride transfer to substrate were measured under both N2 and CO2, and increased steric bulk in the SCS was associated with slower rates of hydride formation and more selective C-H bond formation.

Different reactions of this compound(Diphenyl-2-pyridylphosphine)Safety of Diphenyl-2-pyridylphosphine require different conditions, so the reaction conditions are very important.

Reference:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: Methyl 5-methoxyindole-2-carboxylate(SMILESS: O=C(C(N1)=CC2=C1C=CC(OC)=C2)OC,cas:67929-86-6) is researched.Quality Control of 1-Hexyl-3,7-dimethyl-1H-purine-2,6(3H,7H)-dione. The article 《Synthesis, spectroscopic investigations, DFT studies, molecular docking and antimicrobial potential of certain new indole-isatin molecular hybrids: Experimental and theoretical approaches》 in relation to this compound, is published in Journal of Molecular Structure. Let’s take a look at the latest research on this compound (cas:67929-86-6).

Indole-isatin mol. hybrids I [R = H, 4-FC6H4; X = H, F, MeO, etc.] were synthesized and characterized by different spectroscopic methods and evaluated as new antimicrobial agents against a panel of Gram pos. bacteria, Gram neg. bacteria and molds. Compound I [R = 4-FC6H4, X = Cl] was selected as a representative example of the prepared compounds to perform computational investigations. Its vibrational properties were studied using FT-IR and FT-Raman with the aid of d. functional theory approach. The natural bond orbital anal. as well as HOMO and LUMO MOs investigations of compound I [R = 4-FC6H4, X = Cl] were carried out to explore its possible intermol. delocalization or hyperconjugation and its possible interactions with the target protein. Mol. docking of compound I [R = 4-FC6H4, X = Cl] predicted its binding mode with the fungal target protein.

Different reactions of this compound(Methyl 5-methoxyindole-2-carboxylate)HPLC of Formula: 67929-86-6 require different conditions, so the reaction conditions are very important.

Reference:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 37943-90-1, is researched, Molecular C17H14NP, about Synthesis, characterization, and electrochemistry of monophosphine-containing diiron propane-1,2-dithiolate complexes related to the active site of [FeFe]-hydrogenases, the main research direction is iron carbonyl propanedithiolate phosphine complex preparation redox potential; crystal structure iron carbonyl propanedithiolate phosphine complex.Related Products of 37943-90-1.

Five monophosphine-substituted diiron propane-1,2-dithiolate complexes as the active site models of [FeFe]-hydrogenases were synthesized and characterized. Reactions of [Fe2(CO)6[μ-SCH2CHMeS]] (1) with a monophosphine ligand tris(4-methylphenyl)phosphine, diphenyl-2-pyridylphosphine, tris(4-chlorophenyl)phosphine, triphenylphosphine, or tris(4-fluorophenyl)phosphine in the presence of the oxidative agent Me3NO·2H2O gave the monophosphine-substituted diiron complexes [Fe2(CO)5(L){μ-SCH2CHMeS}] [L = P(4-C6H4CH3)3, 2; Ph2P(2-C5H4N), 3; P(4-C6H4Cl)3, 4; PPh3, 5; P(4-C6H4F)3, 6] in 81%-94% yields. Complexes 2-6 were characterized by elemental anal., spectroscopy, and x-ray crystallog. Electrochem. studies revealed that these complexes can catalyze the reduction of protons to H2 in the presence of HOAc.

Different reactions of this compound(Diphenyl-2-pyridylphosphine)Related Products of 37943-90-1 require different conditions, so the reaction conditions are very important.

Reference:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: Diphenyl-2-pyridylphosphine, is researched, Molecular C17H14NP, CAS is 37943-90-1, about Bis(perchlorocatecholato)silicon and heteroleptic bidonors: hidden frustrated Lewis pairs resulting from ring strain.Safety of Diphenyl-2-pyridylphosphine.

Bis(perchlorocatecholato)silicon and bidentate N,N- or N,P-heteroleptic donors were reacted to form hexacoordinated complexes. Depending on the ring strain and hemilability in the adducts, frustrated Lewis pair (FLP) reactivity with aldehydes and catalytic ammonia borane dehydrocoupling was enabled. All reactions were analyzed using d. functional theory. This approach represents an alternative way, beyond relying on steric bulk, to achieve frustration in bimol. FLPs.

Different reactions of this compound(Diphenyl-2-pyridylphosphine)Safety of Diphenyl-2-pyridylphosphine require different conditions, so the reaction conditions are very important.

Reference:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Recommanded Product: 123784-07-6. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: 2-(5-Bromothiophen-2-yl)pyridine, is researched, Molecular C9H6BrNS, CAS is 123784-07-6, about Synthesis and structure-bactericidal activity relationships of non-ketolides: 9-Oxime clarithromycin 11,12-cyclic carbonate featured with three-to eight-atom-length spacers at 3-OH. Author is Li, Xue-Meng; Lv, Wei; Guo, Si-Yang; Li, Ya-Xin; Fan, Bing-Zhi; Cushman, Mark; Kong, Fan-Sheng; Zhang, Jun; Liang, Jian-Hua.

In general, potent non-ketolide versions of erythromycin possessed conformationally constricted two- or three-atom-length sidechains at 3-OH. Novel 14-membered non-ketolides possessing long spacers beyond three-atom length were evaluated for antibacterial activitcy. The most potent one is 34a, featuring a five-atom-length flexible linker from of a pyridine ring to the aglycon. Conversion of the pyridine of 34a to other aryl groups, changing the linker’s length of 34a to longer or shorter ones, and variation of the linker flexibility to a rigid olefin or alkyne led to decreased antibacterial activity. The hybrids of macrolides and quinolones 28b, 31 and 34b possessing various sidechains, unlike their 15-membered counterparts, were ineffective compared to 34a. Similar to the marketed ketolide telithromycin, the non-ketolide 34a proved to be a time-dependent bactericidal agent, but it exhibited superior in vivo pharmacokinetic properties such as longer half-life, higher plasma concentration, lower clearance and shorter time to reach the highest drug concentration relative to telithromycin. Mol. docking suggested 34a might π – π interact with the bacterial rRNA base G2505Ec. This study suggested that the bacteriostatic agent erythromycin can be structurally modified to afford a new bactericidal chemotype that targets the ribosome and is superior to ciprofloxacin with regard to its min. bactericidal concentration

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Reference:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Feng, Mi; Ji, Yu-Fei; Liang, Sheng-Li; Liu, Zhi-Liang researched the compound: 3,5-Di(pyridin-2-yl)-4H-1,2,4-triazol-4-amine( cas:1671-88-1 ).COA of Formula: C12H10N6.They published the article 《Bis[4-amino-3,5-bis(pyridin-2-yl)-4H-1,2,4-triazole-κ2N1,N5]diaquacobalt(II) bis(perchlorate)》 about this compound( cas:1671-88-1 ) in Acta Crystallographica, Section E: Structure Reports Online. Keywords: mol structure cobalt aqua aminopyridinyltriazole complex perchlorate; crystal structure cobalt aqua aminopyridinyltriazole complex perchlorate; hydrogen bond cobalt aqua aminopyridinyltriazole complex perchlorate. We’ll tell you more about this compound (cas:1671-88-1).

In the title structure, [Co(C12H10N6)2(H2O)2](ClO4)2, the CoII atom lies on an inversion center and is coordinated in a slightly distorted octahedral geometry by four N atoms from two 4-amino-3,5-bis(pyridin-2-yl)-4H-1,2,4-triazole (adpt) ligands in equatorial positions and two O atoms from two H2O mols. in axial positions. An intramol. N-H···N interaction stabilizes the mol. conformation. Intermol. N-H···O and O-H···O interactions involving the perchlorate counteranions extend the monomeric compound into a two-dimensional network parallel to the bc plane. Crystallog. data and at. coordinates are given.

Different reactions of this compound(3,5-Di(pyridin-2-yl)-4H-1,2,4-triazol-4-amine)COA of Formula: C12H10N6 require different conditions, so the reaction conditions are very important.

Reference:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Methoxyindoles and their derivatives, published in 1924, which mentions a compound: 67929-86-6, Name is Methyl 5-methoxyindole-2-carboxylate, Molecular C11H11NO3, Electric Literature of C11H11NO3.

2,5-O2N(HO)C6H3Me, m. 128°, was obtained in 58 g. yield (together with 42 g. of 4,5-O2N(HO)C6H3Me) by slowly adding 140 g. m-HOC6H4Me in 140 g. AcOH to a stirred mixture of 200 g. HNO3 (d. 1.5) and 400 g. AcOH at -8° to -5°, and removing the 4-NO2 derivative by steam distillation Me2SO4 (252 g.) added to 153 g. 2,5-O2N(HO)C6H3Me and 46 g. Na in 750 cc. MeOH gave a 90% yield of 2,5-O2N(MeO)C6H3Me (I), m. 55°. 2-Nitro-5-methoxyphenylpyruvic acid (II), yellow, m. 128° (phenylhydrazone, yellow, m. 151-2° (decomposition)), results in 51 g. yield from 50 g. of I and 63 g. (CO2Et)2 added to a suspn. of 35 g. EtONa in 300 cc. dry Et2O. Oxidation of II by H2O2 in 2% NaOH gave 2-nitro-5- methoxyphenylacetic acid, m. 176°. Reduction of II in NH4OH by FeSO4 gave a 73% yield of 5-methoxyindole-2-carboxylic acid (III), m. 196-7° (evolution of gas). Warmed with Ehrlich’s reagent, a deep pink color is produced, which fades on cooling. Me ester, m. 177°. Et ester, m. 156°. 2,3-O2N(MeO)C6H3Me, (CO2Et)2 and KOEt in Et2O give a 75% yield of 2-nitro-3-methoxy-phenylpyruvic acid (IV), pale yellow, m. 161-2°, or yellow with 0.5 AcOH of crystallization, m. 118-45°. The EtOH solution gives a deep green color with FeCl3, destroyed by mineral acids. Phenylhydrazone, yellow, m. 159° (decomposition). Oxidation of IV gives 2-nitro-3-methoxyphenylacetic acid, m. 137-8°, while reduction with FeSO4 and NH4OH gives 7-methoxyindole-2-carboxylic acid (V), m. 182° and decomposes on continued heating. Et ester, m. 114°. Me ester, m. 120°. 2-Nitro-6-methoxyphenylpyruvic acid (VI), yellow, m. 47-55°; phenylhydrazone, yellow, m. 173-4° (decomposition). Oxidation with H2O2 gives 2-nitro-6-methoxyphenylacetic acid, yellow, m. 172°, while reduction of VI gave 4-methoxyindole-2-carboxylic acid (VII), m. 234-5°, in 63% yield. Ehrlich’s reagent gives a purple color, which disappears on cooling. Me ester, m. 143.5°. Et ester, m. 161.5°. p-MeOC6H4NHNH2 (VIII), best prepared by diazotizing p-MeOC6H4NH2 and reducing with SnCl2 in concentrated HCl, m. 65°; yield, 44%. α-Ketobutyric acid p-methoxy-phenylhydrazone (IX), yellow, m. 105°. o-Methoxyphenylhydrazone (X), pale yellow, m. 112°. The action of concentrated H2SO4 on IX (or the components in EtOH) gives 5-methoxyskatole-2-carboxylic acid (XI), m. 200-1° (decomposition), isolated as the Et ester, m. 151-2°; Me ester, m. 156°. In the same way X gave 7-methoxyskatole-2-carboxylic acid (XII), m. 222-3°, isolated as the Me ester, m. 144-15°, the yield of the acid being only 23%. A by-product of this reaction is Et ketobutyrate phenylhydrazone, yellow, m. 59-60°. III, changed to the acid chloride by PCl5 in AcCl, this dissolved in CHCl3 and treated with MeNHCH2CH(OMe)2, gave 5-methoxyindole-2-carboxydimethylacetalyl-methylamide, m. 159°. This is converted by warming with saturated alc. HCl at 40-50° for 15 min. into a mixt, of about equal amounts of 10-methoxy-3-keto-4-methyl-3,4-dihydro-4-carboline (XIII), m. 280°, has a distinct blue fluorescence in the solid state, gives a yellow HCl salt, which is dissociated by H2O and gives no color with Ehrlich’s reagent or with vanillin and HCl in the cold; the alc. solution has a striking lilac fluorescence; and 10- methoxy-5-keto-4- methyl-4,5-dihydroindole-1,4-diazine (XIV), m. 243°, gives a greenish blue color with Ehrlich’s reagent, fading to a pale yellow on cooling and becoming green on boiling, and gives an intense purple color with vanillin and HCl; the EtOH solution has a very faint blue fluorescence which is not increased by adding HCl. 5-Methoxyindole-2-carboxyacetalylamide m. 151-2°, results from the chloride of III and H2NCH2CH(OEt)2; Ehrlich’s reagent gives a purple solution, becoming intense blue on warming, while NaNO2 produces a green color in the cold. Vanillin and HCl produce a deep pink which becomes intense bluish violet on the addition of NaNO2 and warming. The action of alc. HCl gives 10-methoxy-5-keto-4,5-dihydroindole-1,4-diazine (XV), sinters 265°, m. 280°. 5-Methoxyindole-2-carboxydimethylacetalylamide, m. 154°, and with alc. HCl gives XV. 5-Methoxyindole-2-carboxyacetalylmethylamide, m. 127°, is formed from the chloride of III and MeNHCH2CH(OEt)2; with alc. HCl it yields about equal quantities of XIII and XIV. 7- Methoxyindole-2-carboxydimethylacetalylmethylamide, obtained only as a sirup, gives with alc. HCl a mixture of approx. 4 parts 12-methoxy-3-keto-4-methyl-3,4-dihydro-4-carboline, pale yellow, m. 250°, yielding a golden-yellow HCl salt, and 1 part 12-methoxy-5-keto-4-methyl-4,5-dihydroindole-l,4-diazine, m. 135°, which gives a blue color with vanillin and HCl and a green color with Ehrlich’s solution 4-Methoxyindole-2-carboxydimethylacetalylmethylamide, m. 112°, which, with alc. HCl, gave 9-methoxy-3-keto-4-methyl-3,4-dihydro-4-carboline, m. 250°, and yields a sparingly soluble yellow HCl salt. The mother liquors gave a green color with vanillin and HCl but the diazine was not isolated. When XII was subjected to the above reactions, a compound C14H13O2N2Cl, m. 190°, was obtained, which was unchanged by treatment with 10% MeOH-KOH for 10 min. and is probably 9-chloro-12-methoxy-5-keto-4,7-dimethyl-4,5-dihydroindol-l,4-diazine. III decomposes vigorously when heated to 205-210°, yielding 5-methoxyindole (XVI), b17 176-8° m. 55°, acquires a pink tint which slowly darkens on standing, is only slightly volatile with steam (1 g. per l. of H2O), colors a pine shaving moistened with HCl reddish violet, gives a purple precipitate with concentrated HNO3 and NaNO2. Picrate, bright red, m. 145°. 1-Ac derivative (XVII), b25 210-1°, m. 80-1°. Nitration of the Ac derivative gave a mixture of an a-NO2 derivative, light brown, m. 149°, soluble in EtOH, and the b-NO2 derivative, brown, m. 213-4°, the a-derivative predominating. Hydrolysis gave a- and b-nitro-5-methoxyindoles, yellow, m. 144° (mixture m. about 112°); the a-form gives an orange-purple color with a pine stick, the b-form a deep purple. The a-form gives a pale red color with Ehrlich’s reagent, not affected by addition of NaNO2, while the b-form develops a red color only after addition of NaNO2. XVI, treated with CHCl3 and EtOH-KOH, yields a mixture of 5-methoxyindole-3-aldehyde, m. 178°, and 3-chloro-6-methoxyquinoline, m. 73-4°, separated by steam distillation XVI was also synthesized as follows: 4-Methoxy-2-aldehydophenylglycineamide oxime, yellow, m. 196° (decomposition) was obtained in 70% yield from 5,2-MeO(H2N)C6H3CH:NOH and ClCH2CONH2 (formyl derivative, bright yellow, m. 223°); on hydrolysis yields 4-methoxy-2-aldehydophenylglycine oxime, pale yellow, m. 178°; with saturated H2SO3 this is changed to 4-methoxy-2-aldehydophenylglycine, bright orange, m. 183° (decomposition) (phenylhydrazone, yellow, m. 175-6°) which yields XVII on boiling with AC2O and AcONa. V, decomposed at 230-3°, gives 73% of 7-methoxyindole, b17 157°, b21 159-61°, slowly turns brown on keeping, fairly volatile with steam (2 g. per 500 cc. H2O), gives a deep mauve pine-shaving reaction, gives a yellow color with Ehrlich’s reagent, deepening to orange-red on warming and to a deep reddish purple on addition of dilute NaNO2. Picrate, red, m. 156°. With alc. KOH and CHCl3 this yields 7-methoxyindole-3-aldehyde, m. 159-60°, and 3-chloro-8-methoxyquinoline, m. 84.5°; the yield of both products was small. VII, at 245-50°, gives 4-methoxyindole, m. 69.5°, (picrate, red, m. 159-60°) gives a deep purple pine-shaving reaction and a reddish purple color with Ehrlich’s reagent. XI decomposes at 210° and gives 75% of 5-methoxyskatole, m. 66°, apparently non-volatile with steam, gives a red pine-shaving reaction and a reddish purple color with Ehrlich’s reagent. Picrate, dark red, m. 151-2°. XII similarly yields 7-methoxyskatole, b20 170° (picrate, brownish red, m. 156°). The pine-shaving reaction is a deep purplish red; Ehrlich’s reagent gives no color in the cold; on warming a reddish purple color develops. The K derivative of II gives with Me2SO4 2-nitro-α-methoxycinnamic acid (XVIII), pale yellow, m. 164-5°. Na salt, yellow. Me ester, pale yellow, m. 67°; the Et ester appears to be an oil. Oxidation of XVIII gives o-O2NC6H4CHO. Reduction of XVIII with FeSO4 and NH4OH gives the 2-amino derivative, pale yellow, crystallines with 2AcOH and m. 167°. Me ester, yellow, m. 60-1°. The acid readily loses MeOH, forming indole-2-carboxylic acid, m. 203-4° (heating above its m. p., solution in cold concentrated H2SO4 at room temperature for 16 hrs., boiling with 10% HCl or reduction of XVIII with FeSO4 and NH4OH and boiling the reaction product for 24 hrs.). 2-Nitro-α,3-dimethoxycinnamic acid, from IV, as above, m. 202° (decomposition), and reduced to the 2-amino derivative, m. 139°, and decomposing above its m. p. to give V.

After consulting a lot of data, we found that this compound(67929-86-6)Electric Literature of C11H11NO3 can be used in many types of reactions. And in most cases, this compound has more advantages.

Reference:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem