17954-40-4

Basic information

• Product Name: methyl 1-cyanoisoquinoline-2(1H)-carboxylate
• CAS NO: 17954-40-4
• Molecular Formula: C₁₂H₁₀N₂O₂
• Molecular Weight: 214.22
• Mol File: 17954-40-4.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 430.6°C at 760 mmHg
• Flash Point: 214.2°C
• Density: 1.28g/cm³
• Vapor Pressure: 1.28E-07mmHg at 25°C
• Refractive Index: 1.611
• CAS DataBase Reference: methyl 1-cyanoisoquinoline-2(1H)-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 1-cyanoisoquinoline-2(1H)-carboxylate(17954-40-4)
• EPA Substance Registry System: methyl 1-cyanoisoquinoline-2(1H)-carboxylate(17954-40-4)

Safety Data

• Hazardous Substances Data: 17954-40-4(Hazardous Substances Data)

Upstream product

• 119-65-3 isoquinoline 
• 7677-24-9 trimethylsilyl cyanide 
• 79-22-1 methyl chloroformate 

Downstream Products

• 1097725-08-0 1-benzyl-1-cyano-2-methoxycarbonyl-1,2-dihydroisoquinoline 
• 72787-99-6 N-phenyl-isoquinoline-1-carboxamide 
• 1198-30-7 1-isoquinolinecarbonitrile 
• 105937-02-8 1-<(benzylthio)thiocarbonyl>-1,2-dihydro-2-methoxycarbonylisoquinoline-1-carbonitrile 
• 619-50-1 4-nitrobenzoic acid methyl ester 
• 93-58-3 benzoic acid methyl ester 
• 112-61-8 Methyl stearate 
• 24824-54-2 3,4-dimethoxybenzoic anhydride 
• 76700-83-9 3-5-dimethoxybenzoic anhydride 
• 794-94-5 p-Methoxybenzoic anhydride 
• 132846-52-7 1-phenyl-2-(3,4,5-trimethoxyphenyl)imidazo<5,1-a>isoquinolin-3-one 
• 132846-76-5 C₃₂H₃₂N₂O₆ 
• 132846-53-8 1-(2-phenylethynyl)-2-(4-methoxyphenyl)imidazo<5,1-a>isoquinolin-3-one 
• 132846-51-6 1-(2-phenylethenyl)-2-(4-methoxyphenyl)imidazo<5,1-a>isoquinolin-3-one 

Relevant articles and documents

Synthesis of new fused isoquinolines via Reissert compounds

(Chemical Equation Presented) Reissert compounds 2 derived from isoquinoline, chlomformates and TMS-cyanide were alkylated in position 1. The resulting alkylation products 3 as well as the precursors 2 reacted with Grignard reagents affording imidazoisoquinolines 4, 5, 7 and 8 by addition to the cyano group and Grignard reduction or by twofold addition to the cyano group, respectively. In both cases the alcohol of the 2-alkoxycarbonyl moiety was eliminated by attack of the N-atom at the carbonyl carbon atom. Under acid conditions, 1-benzylated Reissert compound 3h cyclised by attack of the resulting N-acyliminium C-atom at the o-position of the benzyl ring to form tetracyclic 1,3-bridged tetrahydroisoquinolines 10 and 11. Bromocyclisation of 1-allyl-2-menthyloxycarbonyl-substituted Reissert compounds 3b, c led to tricyclic dibromo products 12, in which the menthol moiety was split off and addition to the enamine double bond occurred. A 2-menthyloxycarbonyl group in Reissert compounds 2a and 3 failed to exert an asymmetric induction in all cases.