4-Isoquinolinecarbonitrile

Base Information

• Chemical Name: 4-Isoquinolinecarbonitrile
• CAS No.: 34846-65-6
• Molecular Formula: C10H6N2
• Molecular Weight: 154.171
• Hs Code.: 2933499090
• NSC Number: 74868
• DSSTox Substance ID: DTXSID20902613
• Nikkaji Number: J1.410.742H
• Mol file: 34846-65-6.mol

Synonyms:4-isoquinolinecarbonitrile

Chemical Property of 4-Isoquinolinecarbonitrile

Chemical Property:

• Vapor Pressure: 0.000182mmHg at 25°C
• Melting Point: 104 °C
• Refractive Index: 1.654
• Boiling Point: 329.067 °C at 760 mmHg
• PKA: 1.96±0.10(Predicted)
• Flash Point: 116.843 °C
• PSA: 36.68000
• Density: 1.211 g/cm³
• LogP: 2.10648
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 154.053098200
• Heavy Atom Count: 12
• Complexity: 203

Purity/Quality:

99% ^*data from raw suppliers

isoquinoline-4-carbonitrile 95-98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=NC=C2C#N

Technology Process of 4-Isoquinolinecarbonitrile

There total 2 articles about 4-Isoquinolinecarbonitrile which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

4-chloroisoquinoline (1532-91-8) + dicyanozinc (557-21-1) → isoquinoline-4-carbonitrile (34846-65-6)

Guidance literature:

dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In water; N,N-dimethyl-formamide; at 120 ℃; for 1h;

DOI:10.1016/j.tetlet.2006.03.026

Reference yield: 27.0%

benzaldehyde (100-52-7) + 2-benzoyl-1,2-dihydro-1,4-isoquinolinedicarbonitrile (117908-22-2) → isoquinoline-4-carbonitrile (34846-65-6) + 1,2-diphenyl-2-oxoethyl benzoate (1459-20-7) + Benzoic acid (4-cyano-isoquinolin-1-yl)-phenyl-methyl ester (117908-29-9)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; for 0.25h;

Reference yield: 87.0%

isoquinoline-4-carbonitrile (34846-65-6) + p-toluidine (106-49-0,12221-03-3) → 1-(p-tolyl)isoquinoline-4-carbonitrile

Guidance literature:

p-toluidine; With tetrafluoroboric acid; tert.-butylnitrite; In ethanol; water; at 0 - 20 ℃; for 1h;

isoquinoline-4-carbonitrile; With tetrabutylammonium tetrafluoroborate; trifluoroacetic acid; In dimethyl sulfoxide; at 20 ℃; for 4.5h; Electrochemical reaction;

DOI:10.1002/anie.201909600

upstream raw materials:

benzaldehyde

2-benzoyl-1,2-dihydro-1,4-isoquinolinedicarbonitrile

4-chloroisoquinoline

dicyanozinc

Downstream raw materials:

isoquinolin-4-ylmethanamine

4-isoquinolinecarboxylic acid

2-benzoyl-1,2-dihydro-1,4-isoquinolinedicarbonitrile

2-(2-Bromo-benzyl)-4-cyano-isoquinolinium; bromide

Refernces

• 1、 Higashino, Takeo,Sato, Susumu,Suge, Hiroki,Tanji, Ken-Ichi,Miyashita, Akira,Katori, Tatsuhiko. "Reactions of 3-Benzoyl-3,4-dihydro-2-methyl-4-quinazolinecarbonitrile (2-Methylquinazoline Reissert Compound) with Acid, Base, Sodium Hydride, and Electrophiles". . p. 930 - 939. Retrieved 2007/10/02.