131770-31-5

Basic information

• Product Name: N-(4-Chlorophenyl)glycine methyl ester
• Synonyms: N-(4-Chlorophenyl)glycine methyl ester;(4-Chloro-phenylamino)-acetic acid methyl ester
• CAS NO: 131770-31-5
• Molecular Formula: C₉H₁₀ClNO₂
• Molecular Weight: 199.6342
• Mol File: 131770-31-5.mol
• Article Data: 10

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-(4-Chlorophenyl)glycine methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-Chlorophenyl)glycine methyl ester(131770-31-5)
• EPA Substance Registry System: N-(4-Chlorophenyl)glycine methyl ester(131770-31-5)

Safety Data

• Hazardous Substances Data: 131770-31-5(Hazardous Substances Data)

Upstream product

• 5465-90-7 N-(4-chlorophenyl)glycine 
• 67-56-1 methanol 
• 16695-14-0 Malonic acid monomethyl ester 
• 106-47-8 4-chloro-aniline 
• 108-59-8 malonic acid dimethyl ester 
• 96-34-4 methyl chloroacetate 
• 96-32-2 bromoacetic acid methyl ester 
• 598-21-0 2-Bromoacetyl bromide 

Downstream Products

• 177712-04-8 N-(4-chlorobenzenesulfonyl)-N'-(4-chlorophenyl)-N'-methoxycarbonylmethylurea 
• 76814-60-3 C₁₁H₁₁Cl₂NO₃ 
• 1240239-13-7 methyl (S)-2-[N-(4-chlorophenyl)-N-(1-phenyl-2-propynyl)amino]acetate 
• 34733-55-6 (2R*,3R*)-2,3-dimethyl-1,4-diphenylbutane-1,4-dione 
• 177712-05-9 N-(4-chlorobenzene-sulfonyl)-N'-(4-chlorophenyl)-N'-carboxymethyl-urea 

Relevant articles and documents

Transition-metal-free decarboxylation of dimethyl malonate: An efficient construction of α-amino acid esters using TBAI/TBHP

A transition-metal-free decarboxylation coupling process for the preparation of α-amino acid esters, which succeeded in merging hydrolysis/decarboxylation/nucleophilic substitution, is well described. This strategy uses commercially available inexpensive starting materials, catalysts and oxidants and has a wide substrate scope and operational simplicity. This journal is

Iodine-mediated one-pot synthesis of indoles and 3-dimethylaminoindoles via annulation of enaminones

The synthesis of 2-carbonylindoles was achieved via a iodine-mediated cyclization of the corresponding enaminone precursors, which were formed by reaction of the ?-arylaminomethylene carbonyl derivatives with N,N'-dimethylformamide dimethyl acetal (DMFDMA). An alternative and more efficient procedure consisted of a similar cyclization of the enaminones, but under solvent-free and grinding reaction conditions. In another iodine-promoted procedure, 2-carbonyl-3-dimethylaminoindoles were synthesized via a one-pot cascade reaction between the α-arylaminomethylene carbonyl derivative and DMFDMA.ARKAT-USA, Inc.

Copper-catalyzed enantioselective propargylic amination of propargylic esters with amines: Copper-allenylidene complexes as key intermediates

The scope and limitations of the copper-catalyzed propargylic amination of various propargylic esters with amines are presented, where optically active diphosphines such as Cl-MeO-BIPHEP and BINAP work as good chiral ligands. A variety of secondary amines are available as nucleophiles for this catalytic reaction to give the corresponding propargylic amines with a high enantioselectivity. The results of some stoichiometric and catalytic reactions indicate that the catalytic amination proceeds via copper-allenylidene complexes formed in situ, where the attack of amines to the electrophilic γ-carbon atom in the allenylidene complex is an important step for the stereoselection. Investigation of the relative rate constants for the reaction of several para-substituted propargylic acetates with N-methylanilines reveals that the formation of the copper-allenylidene complexes is involved in the rate-determining step. The result of the density functional theory calculation on a model reaction also supports the proposed reaction pathway involving copper-allenylidene complexes as key intermediates. The catalytic procedure presented here provides a versatile and direct method for the preparation of a variety of chiral propargylic amines.