1379595-97-7

Basic information

• Product Name: 2-Chloro-6-MethylaMino-benzoic acid Methyl ester
• Synonyms: 2-Chloro-6-MethylaMino-benzoic acid Methyl ester;methyl 2-chloro-6-(methylamino)benzoate
• CAS NO: 1379595-97-7
• Molecular Formula: C₉H₁₀ClNO₂
• Molecular Weight: 199.6342
• Mol File: 1379595-97-7.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Chloro-6-MethylaMino-benzoic acid Methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Chloro-6-MethylaMino-benzoic acid Methyl ester(1379595-97-7)
• EPA Substance Registry System: 2-Chloro-6-MethylaMino-benzoic acid Methyl ester(1379595-97-7)

Safety Data

• Hazardous Substances Data: 1379595-97-7(Hazardous Substances Data)

Upstream product

• 1379595-98-8 2-chloro-6-methylaminobenzoic acid hydrochloride 
• 74-88-4 methyl iodide 
• 2148-56-3 2-chloro-6-aminobenzoic acid 
• 20829-96-3 5-chloro-1H-benzo[d][1,3]oxazine-2,4-dione 
• 616-38-6 carbonic acid dimethyl ester 

Downstream Products

• 1379595-99-9 methyl 2-chloro-6-[[3-(ethyl(phenyl)amino)-3-oxopropanoyl]methylamino]benzoate 

Relevant articles and documents

An Efficient Method for the Synthesis of Laquinimod

Laquinimod, 5-chloro-1,2-dihydro-N-ethyl-4-hydroxy-1-methyl-2-oxo-N- phenyl-3-quinoline carboxamide, is an oral drug in clinical trials for the treatment of multiple sclerosis. An efficient synthetic method for laquinimod from 2-amino-6-chlorobenzoic acid via four steps was established. The overall yield of laquinimod is up to 82% as compared with 70% reported in literature. It has also been demonstrated that green reagent dimethyl carbonate is not suitable for the N-methylation of 5-chloroisatoic anhydride owing to the ring-cleavage reaction induced by the generated methanol. The ring-cleavage by-products were isolated and characterized by 1H-NMR and 13C-NMR. In addition, in the study of laquinimod derivatives, we found that 5-chloro-1,2-dihydro-N-ethyl-4-hydroxy-1-methyl-2-oxo-N-phenyl-3-quinoline carboxamide (laquinimod) was obtained in much higher yield than 7-chloro-1,2-dihydro-N-ethyl-4-hydroxy-1-methyl-2-oxo-N-phenyl-3-quinoline carboxamide under the same reaction conditions, and it is possibly attributed to a neighboring group effect.