Munoz, G. Garcia et al. published their research in Anales Real Soc. Espan., Fis. y Quim. (Madrid) in 1961 | CAS: 52250-50-7

1-Phenyl-3,4-dihydroisoquinoline (cas: 52250-50-7) belongs to isoquinoline derivatives. Quinoline and its derivatives are widely used as fungicides, biological agents, antibiotics, alkaloids, dyes, rubber chemicals and flavoring agents. It protonates to form salts upon treatment with strong acids, such as HCl. It forms adducts with Lewis acids, such as BF3.Application In Synthesis of 1-Phenyl-3,4-dihydroisoquinoline

Nitrilium salts in the synthesis of heterocyclic compounds was written by Munoz, G. Garcia;Lora-Tamayo, M.;Madronero, R.;Marzal, J. Martinez. And the article was included in Anales Real Soc. Espan., Fis. y Quim. (Madrid) in 1961.Application In Synthesis of 1-Phenyl-3,4-dihydroisoquinoline This article mentions the following:

The general reaction between a complex of a nitrile with SnCl4 and β-halogenated aryl group was described. PhCH2CH2Cl and several RCN reacted to yield I (R and % yield given): H, 14; Me, 91 (b0.3 57°); Et, 100 (b0.5 76-7°); Cl3C, O; Ph, 65 (b0.7 139-40°); o-MeC6H4, 59; o-O2NC6H4, 50 (m. 83-4°); m-O2NC6H4, 48; p-O2NC6H4, 23 (m. 119-21°); p-MeOC6H4, 8; 3,4(MeO)2C6H3, 16; αC10H7, 26; β-C10H7, 60; PhCH2, 55 (b0.5 142°); p-MeOC6H4CH2, 6. The use of 1-chloro(3,4-dimethoxyphenyl)-ethane as a halogenated compound gave the corresponding dimethoxy derivatives of I (R and % yield given): Me, 58 (m. 105-6°); Ph, 82 (m. 122-3°); PhCH2, 80; 3,4-(MeO)2C6H3CH2, 21. 1-(R-substituted)-6,7-methylenedioxy-3-methyl-3,4-dihydroisoquinolines (II) were prepared by use of RCN and 1-(3,4-methylenedioxyphenyl)-2-bromopropane (III) (R and % yield given): Me, 75; Et, 64; MeOCH2, 64; Ph, 53, m. 94-4.5°; p-MeOC6H4, 30, m. 98°; 3,4-(MeO)2C6H3, 52; 3,4-(CH2O2)C6H3, 45, m. 121-2°; PhCH2, 79; 3,4-(MeO)2C6H3CH2, 23. Use of 3,4-(MeO)2C6H3CH2CHMeBr instead of III gave the 6,7-dimethoxy-3-Me derivatives of I (R and % yield given): Me, 90; Et, 92; MeOCH2, 60; Ph, 69, m. 101-3°; p-MeOC6H4, 32, m. 103-4°; 3,4-(MeO)2C6H3, 17; 3,4-(CH2O2)C6H3, 12; o-O2NC6H4 7; m-O2NC6H4, 50; PhCH2, 64; 3,4-(MeO)2C6H3CH2, 30. The picrates of all the compounds were prepared and m.ps. given. Reaction of RCN with o-ClCH2C6H4NH2 gave corresponding 2-R derivatives of 3,4-dihydroquinazoline (IV) (R and % yield given): Me, 68, b0.5 125-8°; Et, 92; Pr, 91, b0.3 122-3°; MeOCH2, 68; Ph, 86, m. 142-3°; p-MeOC6H4, 75, m. 178-9°; o-O2NC6H4, 71, m. 94-5°; m-O2NC6H4, 96, m. 224-5°; o-ClC6H4, 40, m. 108-9°; α-C10H7, 90, m. 152-3°; PhCH2, 100, m. 130-1°; p-ClC6H4CH2, 93, m. 125-6°. Similarly o-MeNHC6H4CH2Cl was used to prepare the 1-Me derivatives of IV (R and % yield given): Me, 85, b0.2 80-1°; Ph, 83, m. 113-14°; o-O2NC6H4, 75, m. 131-2°; p-MeOC6H4, 80. Some derivatives of IV were dehydrogenated to give the corresponding quinazolines (R and m.p. given): Me, -; Ph, 104-5°; p-MeOC6H4, 95-6°; o-O2NC6H4, 108-9°; p-ClC6H4, -; α-C10H7, m. 127-8°. In the experiment, the researchers used many compounds, for example, 1-Phenyl-3,4-dihydroisoquinoline (cas: 52250-50-7Application In Synthesis of 1-Phenyl-3,4-dihydroisoquinoline).

1-Phenyl-3,4-dihydroisoquinoline (cas: 52250-50-7) belongs to isoquinoline derivatives. Quinoline and its derivatives are widely used as fungicides, biological agents, antibiotics, alkaloids, dyes, rubber chemicals and flavoring agents. It protonates to form salts upon treatment with strong acids, such as HCl. It forms adducts with Lewis acids, such as BF3.Application In Synthesis of 1-Phenyl-3,4-dihydroisoquinoline

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem