76508-33-3

Basic information

• Product Name: Benzoic acid, 2-[[(2-methoxy-2-oxoethyl)amino]sulfonyl]-, methyl ester
• CAS NO: 76508-33-3
• Molecular Formula: C11H13NO6S
• Molecular Weight: 287.293
• Mol File: 76508-33-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Benzoic acid, 2-[[(2-methoxy-2-oxoethyl)amino]sulfonyl]-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoic acid, 2-[[(2-methoxy-2-oxoethyl)amino]sulfonyl]-, methyl ester(76508-33-3)
• EPA Substance Registry System: Benzoic acid, 2-[[(2-methoxy-2-oxoethyl)amino]sulfonyl]-, methyl ester(76508-33-3)

Safety Data

• Hazardous Substances Data: 76508-33-3(Hazardous Substances Data)

Upstream product

• 6639-62-9 methyl 3-oxo-2,3-dihydrobenzo[d][1,2]thiazol-2-acetate 1,1-dioxide 
• 124-41-4 sodium methylate 
• 128-44-9 saccharin sodium salt 

Downstream Products

• 35511-15-0 methyl 2-methyl-4-hydroxy-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide 
• 5510-09-8 1,1-dioxo-2,3-dihydro-1H-1λ⁶-benzo[e][1,2]thiazin-4-one 
• 35511-14-9 methyl 4-hydroxy-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide 

Relevant articles and documents

A facile one-pot synthesis of 4-hydroxy-3-methoxycarbonyl-2-methyl-2H-1,2-benzothiazine 1,1-dioxide, a key intermediate in the synthesis of oxicam anti-inflammatory agents

4-Hydroxy-3-methoxycarbonyl-2-methyl-2H-1,2-benzothiazine 1,1-dioxide (8) was synthesized by a one-pot procedure, starting from the readily available saccharine. The synthesis involves 4 transformations with an overall yield equivalent to that from the stepwise process.

3-Oxo-1,2-benzoisothiazoline-2-acetic Acid 1,1-Dioxide Derivatives. I. Reaction of Esters with Alkoxides

Reaction of 3-oxo-1,2-benzoisothiazoline-2-acetic acid alkyl esters 1,1-dioxide (1a-d) with alkaline alkoxides was carried out under various conditions.Under mild conditions, o-(N-carboxymethylsulfamyl)benzoic acids dialkyl esters (2a-d) were obtained with good yields.Reaction of 1a-d or 2a-d with sodium alkoxide under drastic conditions afforded 4-hydroxy-2H-1,2-benzothiazine-3-carboxylic acid alkyl esters 1,1-dioxide (3a-d).Transesterification was observed when esters 1b-d were treated with sodium methoxide in methanol.Esters 3a-d were hydrolyzed in concentrated aqueous sodium hydroxide affording the acid 6.Attempts to recrystallize 6 from water resulted in its decarboxylation to give 2H-1,2-benzothiazine-4-(3H)one 1,1-dioxide (7).Compound 6 could not be obtained by acid hydrolysis of esters 3a-d or by rearrangement of 3-oxo-1,2-benzoisothiazoline-2-acetic acid 1,1-dioxide (8).Different experimental evidence supports the suggestion that rearrangement took place by ethanolysis of the carboxamide linkage affording the open sulfonamides (fast step) followed by a Dieckmann cyclization (slow step).It was demonstrated that transesterification took place in the open sulfonamides 2.