344957-25-1

Basic information

• Product Name: 2-CYANOBENZYLAMINE
• Synonyms: 2-CYANOBENZYLAMINE;o-CyanobenzylaMine
• CAS NO: 344957-25-1
• Molecular Formula: C₈H₈N₂
• Molecular Weight: 132.16
• Product Categories: Anilines, Aromatic Amines and Nitro Compounds
• Mol File: 344957-25-1.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 255.819°C at 760 mmHg
• Flash Point: 108.516°C
• Appearance: /
• Density: 1.101g/cm³
• Vapor Pressure: 0.016mmHg at 25°C
• Refractive Index: 1.573
• Storage Temp.: 2-8°C(protect from light)
• PKA: 8.01±0.10(Predicted)
• CAS DataBase Reference: 2-CYANOBENZYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CYANOBENZYLAMINE(344957-25-1)
• EPA Substance Registry System: 2-CYANOBENZYLAMINE(344957-25-1)

Safety Data

• Hazardous Substances Data: 344957-25-1(Hazardous Substances Data)

Usage

Uses

2-Cyanobenzylamine is used in the preparation of benzazepine derivatives as histamine H3 antagonists.

InChI:InChI=1/C8H8N2/c9-5-7-3-1-2-4-8(7)6-10/h1-4H,5,9H2

Upstream product

• 612-13-5 2-cyanobenzyl chloride 
• 7647-01-0 hydrogenchloride 
• 157117-83-4 2-<(2-Cyan-phenyl)methyl>-2H-isoindol-1,3-dion 
• 91-15-6 phthalonitrile 
• 626-17-5 benzene-1,3-dicarbonitrile 
• 22115-41-9 2-(bromomethyl)benzonitrile 
• 40508-03-0 2-(azidomethyl)benzonitrile 

Downstream Products

• 439118-51-1 (2-cyanobenzyl)carbamic acid tert-butyl ester 
• 1638544-64-5 Alogliptin benzoate 
• 850649-61-5 alogliptin 
• 91-15-6 phthalonitrile 
• 439116-13-9 tert-butyl N-[[2-(aminomethyl)phenyl]methyl]carbamate 
• 40508-03-0 2-(azidomethyl)benzonitrile 

Relevant articles and documents

METHOD FOR PRODUCING m-XYLYLENE DIAMINE

PROBLEM TO BE SOLVED: To provide a method for producing m-xylylene diamine that makes it possible to efficiently produce m-xylylene diamine by reducing the formation of by-products even when a reaction temperature is lowered in a hydrogenation reaction step. SOLUTION: In the presence of a catalyst with palladium carried on carbon and in the absence of ammonia and an amine compound (excluding a reaction product), 1,3-dicyanobenzene and hydrogen are reacted at 0°C or higher and 50°C or lower, and hydrogen is added to the 1,3-dicyanobenzene, producing m-xylylene diamine. SELECTED DRAWING: None COPYRIGHT: (C)2021,JPOandINPIT

An efficient hydrogenation of dinitrile to aminonitrile in supercritical carbon dioxide

The highly selective hydrogenation of adiponitrile proceeds effectively in supercritical carbon dioxide (scCO2) to produce 6-aminocapronitrile with excellent selectivity of 100% over rhodium/alumina (Rh/Al2O 3) and without any additive, which is impossible in classical organic solvents. The presence of CO2 can be beneficial or mandatory for the exclusive formation of the aminonitrile as it can act as a solvent to enhance the activity and also as temporary protecting agent to increase the selectivity. These results successfully show the general concept of using scCO2 as a protective medium for the selectivity control of dinitrile to aminonitrile reactions. Recycling of the catalyst and further extension of this method to other dinitriles were also investigated.

Unexpected enhancement of thrombin inhibitor potency with o-aminoalkylbenzylamides in the P1 position

Thrombin inhibitors incorporating o-aminoalkylbenzylamides in the P1 position were designed, synthesized and found to have enhanced potency and selectivity in several different structural classes. X-ray crystallographic analysis of compound 24 bound in the α-thrombin-hirugen complex provides an explanation for these unanticipated results.