183005-76-7

Basic information

• Product Name: 5-Chloro-2-ethoxy-4-ethoxycarbonylamino-benzoic acid methyl ester
• Synonyms: 5-Chloro-2-ethoxy-4-ethoxycarbonylamino-benzoic acid methyl ester
• CAS NO: 183005-76-7
• Molecular Weight: 301.727
• Mol File: 183005-76-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 5-Chloro-2-ethoxy-4-ethoxycarbonylamino-benzoic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Chloro-2-ethoxy-4-ethoxycarbonylamino-benzoic acid methyl ester(183005-76-7)
• EPA Substance Registry System: 5-Chloro-2-ethoxy-4-ethoxycarbonylamino-benzoic acid methyl ester(183005-76-7)

Safety Data

• Hazardous Substances Data: 183005-76-7(Hazardous Substances Data)

Upstream product

• 541-41-3 chloroformic acid ethyl ester 
• 112914-03-1 methyl 4-amino-5-chloro-2-ethoxybenzoate 

Downstream Products

• 183005-82-5 3-Amino-5-chloro-2-ethoxy-4-ethoxycarbonylamino-benzoic acid methyl ester 
• 183005-79-0 5-Chloro-2-ethoxy-4-ethoxycarbonylamino-3-nitro-benzoic acid methyl ester 

Relevant articles and documents

Synthesis of 4-chloro-7-ethoxy-2(3H)-benzoxazolone-6-carboxylic acid

As a part of metabolic studies of mosapride (1), a potential gastroprokinetic agent, the synthesis of 4-chloro-7-ethoxy-2(3H)-benzoxazolone-6-carboxylic acid (7) as a derivative of 4-amino-5-chloro-2-ethoxy-3-hydroxybenzoic acid (6), which has served a benzoic acid part of the metabolites 4 and 5, is described. Treatment of methyl 3-amino-4-substituted amino-5-chloro-2-ethoxybenzoate derivatives 11a-c with sodium nitrate in acidic medium gave the benzotriazole derivatives 13x,y instead of the objective 3-hydroxy counterpart. The synthesis of 7 started from o-vanillin acetate (15) and proceeded through the intermediates 2-hydroxy-3-methoxy-4-nitrobenzaldehyde (18), methyl 4-amino-2,3-dihydroxybenzoate (23), and methyl 7-hydroxy-2(3H)-benzoxazolone-6-carboxylate (30). Compound 30 was alternatively prepared from 23 via methyl 4-ethoxycarbonylamino-2-ethoxycarbonyloxy-3-hydroxybenzoate (29), which is the product resulting from the migration of the ethoxycarbonyl group of methyl 4-amino-2,3-diethoxycarbonyloxybenzoate (27).