Simple exploration of 58-74-2

58-74-2 1-(3,4-Dimethoxybenzyl)-6,7-dimethoxyisoquinoline 4680, aisoquinoline compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.58-74-2,1-(3,4-Dimethoxybenzyl)-6,7-dimethoxyisoquinoline,as a common compound, the synthetic route is as follows.

Using a method previously reported by Bremner et al. [40], the free base of papaverine (1b, 0.50 g,1.5 mmol) was dissolved in CHCl3 (10 mL) and treated portion wise with MCPBA (0.35 g, 2.4 mmol)over 5 min. After completion of the addition, the solution was stirred at room temperature for 19h. The colorless precipitate that formed was filtered and the filtrate was extracted with 5% NaOH(3 25 mL). The CHCl3-soluble material was dried down then recrystallized from acetone to yieldpure papaverine N-oxide (12, 310 mg, 58%)., 58-74-2

58-74-2 1-(3,4-Dimethoxybenzyl)-6,7-dimethoxyisoquinoline 4680, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Article; Egbewande, Folake A.; Coster, Mark J.; Jenkins, Ian D.; Davis, Rohan A.; Molecules; vol. 24; 21; (2019);,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Analyzing the synthesis route of 58-74-2

58-74-2, The synthetic route of 58-74-2 has been constantly updated, and we look forward to future research findings.

58-74-2, 1-(3,4-Dimethoxybenzyl)-6,7-dimethoxyisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE IV 6,7-Dimethoxy-1-(alpha-morpholinomethyl)-veratrylisoquinoline dihydrochloride (P3313) A mixture of 8 g (0.024 mole) of papaverine, 0.93 g (0.031 mole) of paraformaldehyde, 2.62 g (0.030 mole) of morpholine, 2.5 ml of concentrated hydrochloric acid, and 100 ml of ethyl alcohol was stirred and heated at reflux for 8 hours. The reaction mixture was cooled at -5C for 24 hours. The cooled reaction mixture was filtered to remove 1.5 g of papaverine hydrochloride. The filtrate was evaporated to a thick residue. This was dissolved in 100 ml of water and the solution made basic by the addition of 10N sodium hydroxide solution. The basic mixture was extracted with three 100 ml portions of ether. The ether extracts were combined, dried over anhydrous magnesium sulfate and filtered. The product was precipitated from the ether solution by the addition of hydrogen chloride. The precipitated solid was collected on a filter and recrystallized twice from isopropyl alcohol to yield 4.0 g of product melting at 182-184C. The infrared spectrum was consistent with the assigned structure. Analysis – Calculated for C25 H32 Cl2 N2 O5: C, 58.70; H, 6.32; Cl, 13.86; N, 5.48. Found: C, 58.91; H, 6.30; Cl, 13.37; N, 5.34.

58-74-2, The synthetic route of 58-74-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Armour Pharmaceutical Company; US3966724; (1976); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Analyzing the synthesis route of 58-74-2

58-74-2, The synthetic route of 58-74-2 has been constantly updated, and we look forward to future research findings.

58-74-2, 1-(3,4-Dimethoxybenzyl)-6,7-dimethoxyisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To an 8 mL dram vial was added iodobenzene diacetate (0.6 mmol, 1.5 equiv), arene (0.4 mmol,1 eq.), dichloroethane (2 mL), then 1 M hydrochloric acid (2 mL, 5 equiv). The solution wasallowed to stir (1000 rpm) at 50 C for the indicated amount of time. After which the solution waswashed with saturated sodium bicarbonate, followed by saturated sodium thiosulfate andconcentrated. The crude mixture was then purified by column chromatography.

58-74-2, The synthetic route of 58-74-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Fosu, Stacy C.; Hambira, Chido M.; Chen, Andrew D.; Fuchs, James R.; Nagib, David A.; Chem; vol. 5; 2; (2019); p. 417 – 428;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

New learning discoveries about 58-74-2

As the paragraph descriping shows that 58-74-2 is playing an increasingly important role.

58-74-2, 1-(3,4-Dimethoxybenzyl)-6,7-dimethoxyisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE II Preparation of 6,7-Dimethoxy-1-[(alpha-piperidinomethyl)-veratryl]isoquinoline dihydrochloride (P3138) A mixture of 10.2 g (0.03 mole) of papaverine, 1.2 g (0.04 mole) of paraformaldehyde, 4.9 g (0.04 mole) of piperidine hydrochloride and 150 ml of ethyl alcohol were heated at reflux for 7 hours. The solvent was removed from the reaction mixture by evaporation and the residue dissolved in 100 ml of water. The solution was made basic (pH of 10) by addition of 50 percent aqueous sodium hydroxide solution and the resulting mixture extracted with two 100 ml portions of benzene. The benzene extracts were combined and washed with two 100 ml portions of water and finally with 100 ml of aqueous saturated sodium chloride solution. The benzene layer was evaporated and the residue dissolved in 250 ml of acetone. The dihydrochloride salt of the product was precipitated by the addition of hydrogen chloride.

As the paragraph descriping shows that 58-74-2 is playing an increasingly important role.

Reference£º
Patent; Armour Pharmaceutical Company; US3966724; (1976); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem