(3-Chloro-benzoylamino)-acetic acid ethyl ester

Base Information

• Chemical Name: (3-Chloro-benzoylamino)-acetic acid ethyl ester
• CAS No.: 66824-95-1
• Molecular Formula: C₁₁H₁₂ClNO₃
• Molecular Weight: 241.674
• DSSTox Substance ID: DTXSID801282253

Synonyms:(3-CHLORO-BENZOYLAMINO)-ACETIC ACID ETHYL ESTER;66824-95-1;ethyl 2-[(3-chlorobenzoyl)amino]acetate;ethyl 2-[(3-chlorophenyl)formamido]acetate;CBMicro_009592;SCHEMBL2563949;Ethyl (3-chlorobenzoyl)glycinate;ATNIQYFSDQIEJR-UHFFFAOYSA-N;DTXSID801282253;Ethyl 2-(3-chlorobenzamido)acetate;SMSF0005673;STL260659;AKOS001648140;CB12749;CCG-244483;N-(3-Chlorobenzoyl)glycine ethyl ester;BIM-0009552.P001;CS-0331418;ethyl N-[(3-chlorophenyl)carbonyl]glycinate;SR-01000478200;(3-CHLORO-BENZOYLAMINO)-ACETICACIDETHYLESTER;SR-01000478200-1

Chemical Property of (3-Chloro-benzoylamino)-acetic acid ethyl ester

Chemical Property:

• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 241.0505709
• Heavy Atom Count: 16
• Complexity: 258

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)CNC(=O)C1=CC(=CC=C1)Cl

Technology Process of (3-Chloro-benzoylamino)-acetic acid ethyl ester

There total 7 articles about (3-Chloro-benzoylamino)-acetic acid ethyl ester 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: 31.5%

1,3-dimethylthymine (4401-71-2) + glycine ethyl ester hydrochloride (623-33-6) + 3-chloro-benzenecarboperoxoic acid (937-14-4) → ethyl 2-(3-chlorobenzamido)acetate (66824-95-1) + 5-Chloro-6-ethoxy-1,3,5-trimethyl-dihydro-pyrimidine-2,4-dione (110918-89-3) + 3-Chloro-benzoic acid (4S,5S)-5-chloro-1,3,5-trimethyl-2,6-dioxo-hexahydro-pyrimidin-4-yl ester + trans-5-chloro-6-hydroxy-1,3-dimethyl-5,6-dihydrothymine (100201-55-6,110918-90-6,110918-91-7)

Guidance literature:

In dichloromethane; for 118h; Further byproducts given; Heating;

Reference yield: 8.0%

1,3-dimethylthymine (4401-71-2) + glycine ethyl ester hydrochloride (623-33-6) + 3-chloro-benzenecarboperoxoic acid (937-14-4) → ethyl 2-(3-chlorobenzamido)acetate (66824-95-1) + 5-Chloro-6-ethoxy-1,3,5-trimethyl-dihydro-pyrimidine-2,4-dione (110918-89-3) + (5S,6R)-5-Chloro-6-hydroxy-1,3,5-trimethyl-dihydro-pyrimidine-2,4-dione + trans-5-chloro-6-hydroxy-1,3-dimethyl-5,6-dihydrothymine (100201-55-6,110918-90-6,110918-91-7)

Guidance literature:

In dichloromethane; for 118h; Further byproducts given; Heating;

Reference yield:

glycine ethyl ester hydrochloride (623-33-6) + m-Chlorobenzoyl chloride (618-46-2) → ethyl 2-(3-chlorobenzamido)acetate (66824-95-1)

Guidance literature:

With potassium carbonate; In water; toluene; at -5 - 5 ℃;

DOI:10.1248/cpb.28.2045

upstream raw materials:

glycine ethyl ester hydrochloride

m-Chlorobenzoyl chloride

1,3-dimethylthymine

3-chloro-benzenecarboperoxoic acid

Downstream raw materials:

3-Chloro-N-{[2-(2-hydroxy-3-o-tolyloxy-propylamino)-ethylcarbamoyl]-methyl}-benzamide

3-Chloro-N-hydroxycarbamoylmethyl-benzamide

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