99838-92-3

Basic information

• Product Name: N-[2-(2-chlorophenyl)ethyl]formamide
• Synonyms: N-[2-(2-chlorophenyl)ethyl]formamide
• CAS NO: 99838-92-3
• Molecular Weight: 183.637
• Mol File: 99838-92-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: N-[2-(2-chlorophenyl)ethyl]formamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-[2-(2-chlorophenyl)ethyl]formamide(99838-92-3)
• EPA Substance Registry System: N-[2-(2-chlorophenyl)ethyl]formamide(99838-92-3)

Safety Data

• Hazardous Substances Data: 99838-92-3(Hazardous Substances Data)

Upstream product

• 64-18-6 formic acid 
• 13078-80-3 2-(2-chlorophenyl)ethanamine 
• 2856-63-5 2-Chlorophenylacetonitrile 
• 75-87-6 chloral 
• 109-94-4 formic acid ethyl ester 

Downstream Products

• 52516-17-3 2-(2-chlorochlorophenyl)-N-methylethanamine 
• 63720-63-8 N-2-Chlorphenethyl-N-methylaminoacetonitril 

Relevant articles and documents

Structure-activity correlations for β-phenethylamines at human trace amine receptor 1

A cell line in which RD-HGA16 cells were stably transfected with the hTAAR 1 receptor was created and utilized to carry out a systematic evaluation of a series of β-phenethylamines. Fair agreement was observed with data obtained for aryl and ethylene chain substituted analogs in an AV12-664 cell line in which hemagglutinin-tagged hTAAR 1 was stably co-expressed with rat Gαs. Analogs with multiple substituents as well as analogs with bulky groups were found to be partial agonists. Analogs in which the primary amino group was converted to a secondary or a tertiary amino group by N-methylation were also partial agonists. Comparative Molecular Field Analysis (CoMFA) using the potency data yielded a regression coefficient r2 of 0.824. The steric field contribution to the model was 61% with the balance (39%) contributed by the electrostatic field. The collective results suggest that increasing steric bulk both at the amino nitrogen, particularly by N-dimethylation, and at the 4-position of the aromatic ring leads to low efficacy ligands.

A general and efficient copper catalyst for the amidation of aryl halides

An experimentally simple and inexpensive catalyst system was developed for the amidation of aryl halides by using 0.2-10 mol % of Cul, 5-20 mol % of a 1,2-diamine ligand, and K3PO4, K2CO3, or Cs2CO3 as base. Catalyst systems based on N, N′-dimethylethylenediamine or trans-N,N′-dimethyl-1,2-cyclohexanediamine were found to be the most active even though several other 1,2-diamine ligands could be used in the easiest cases. Aryl iodides, bromides, and in some cases even aryl chlorides can be efficiently amidated. A variety of functional groups are tolerated in the reaction, including many that are not compatible with Pd-catalyzed amidation or amination methodology.