76005-94-2

Basic information

• Product Name: Benzenemethanimine, 2-chloro-a-phenyl-
• CAS NO: 76005-94-2
• Molecular Formula: C13H10ClN
• Molecular Weight: 215.682
• Mol File: 76005-94-2.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Benzenemethanimine, 2-chloro-a-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanimine, 2-chloro-a-phenyl-(76005-94-2)
• EPA Substance Registry System: Benzenemethanimine, 2-chloro-a-phenyl-(76005-94-2)

Safety Data

• Hazardous Substances Data: 76005-94-2(Hazardous Substances Data)

Usage

Physical state

Colorless liquid

Odor

Strong, irritating odor

Use

Synthesis of pharmaceuticals and organic compounds, intermediate for chemicals and dyes production

Toxicity

Toxic if ingested or inhaled, can cause skin and eye irritation

Safety precautions

Handle with caution, follow proper safety protocols when working with it

Upstream product

• 873-32-5 2-Chlorobenzonitrile 
• 591-51-5 phenyllithium 
• 100-58-3 phenylmagnesium bromide 
• 5162-03-8 (2-chlorophenyl)(phenyl)methanone 

Downstream Products

• 39265-25-3 N-(3-Dimethylaminopropyl)-2-chlor-diphenylketoimin 
• 55095-13-1 α-(2-chlorophenyl)phenylmethylamine 
• 519175-63-4 1-(2-chlorophenyl)isoquinolin-3-yl trifluoromethanesulfonate 
• 89721-02-8 1-(2-chlorophenyl)isoquinolin-3-ol 
• 519175-62-3 N-[α-(2-chlorophenyl)phenylmethyl]-2,2-diethoxyacetamide 
• 1131329-32-2 4-methoxy-6-phenylphenanthridine 
• 5162-03-8 (2-chlorophenyl)(phenyl)methanone 
• 89242-09-1 1-(2-chlorophenyl)-3-isoquinolinecarboxylic acid 
• 439614-60-5 1-(2-chlorophenyl)isoquinoline-3-carboxaldehyde 
• 92853-34-4 1-(2-chlorophenyl)-3-methylisoquinoline 

Relevant articles and documents

Efficient and scalable synthesis of ketones via nucleophilic Grignard addition to nitriles using continuous flow chemistry

In the present Letter we report the development of efficient continuous flow chemistry conditions for the scalable preparation of ketones. This transformation is achieved via nucleophilic addition of Grignard reagents to the corresponding nitriles and imine hydrolysis by means of in-series plug flow reactors.

Synthesis of N-methyl-N-(1-methylpropyl)-1-(2-chlorophenyl)-isoquinoline-3-[11C]ca rboxamide ([11C-carbonyl]PK11195) and some analogues using [11C]carbon monoxide and 1-(2-chlorophenyl)isoquinolin-3-yl triflate

The benzodiazepine receptor ligand, N-methyl-N-(1-methylpropyl)-1-(2-chlorophenyl)isoquinoline-3-carboxamide (PK11195), and five structurally related analogues were 11C-labelled via a palladium-mediated carbonylation using [11C]carbon monoxide, 1-(2-chlorophenyl)isoquinolin-3-yl trifluoromethanesulfonate and various amines. The 11C-labelled products were obtained with decay-corrected radiochemical yields in the range of 10-55% and with high specific radioactivity (e.g. 200-900 GBq μmol-1). The radiochemical purity of the final products exceeded 98%. In a typical experiment starting with 3.75 GBq [11C]carbon monoxide, 0.57 GBq of LC-purified products were obtained within 35 min of the start of the carbonylation reaction. For confirmation of the labelling position, N-(1-methylethyl)-1-(2-chlorophenyl)-isoquinoline-3-(13C)carboxamide was prepared and analysed by NMR. The precursor 1-(2-chlorophenyl)isoquinolin-3-yl trifluoromethanesulfonate was synthesised in five steps starting from 2-chlorobenzophenone. The precursor N-methyl-sec-butylamine was prepared from sec-butylamine by the reaction with ethyl chloroformate followed by reduction with LiAlH4. The non-radioactive reference compounds for the analogues were synthesised from 1-(2-chlorophenyl)isoquinoline-3-carboxylic acid and the appropriate amines.