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Usage

General Description

The chemical 1,2-Benzisothiazol-3(2H)-one, 2-[(4-chlorophenyl)methyl]- is an organic compound with a molecular formula C14H11ClNOS. It is a white solid at room temperature and is used as an intermediate in the synthesis of various pharmaceuticals and agrochemicals. 1,2-Benzisothiazol-3(2H)-one, 2-[(4-chlorophenyl)methyl]- belongs to the class of thiazoles, which are heterocyclic compounds containing a five-membered ring with sulfur and nitrogen atoms. It may also have applications in the field of chemical research and development. Additionally, its derivatives have been investigated for potential biological activities, such as antimicrobial and antifungal properties. Overall, this chemical has potential utility in the manufacturing of various products and for scientific investigations.

Upstream product

• 104-86-9 4-chlorobenzylamine 
• 54856-20-1 N-[2-(methoxycarbonyl)benzenesulfenyl]-1,2-benzisothiazolin-3-one 
• 4892-02-8 Methyl thiosalicylate 
• 304644-56-2 2-iodo-N-p-chlorobenzyl benzamide 
• 256947-56-5 ethyl 2-sulfenamoylbenzoate 
• 94266-24-7 2-methoxycarbonylbenzenesulfenamide 
• 19602-82-5 2,2'-dithiodibenzoic acid dichloride 

Relevant academic research and scientific papers

Electrochemical synthesis for benzisothiazol-3(2H)-ones by dehydrogenative N[sbnd]S bond formation

Herein, we report an electrochemical method for the synthesis of benzisothiazol-3(2H)-ones from 2-mercaptobenzamides. The electrochemical reaction proceeds through intramolecular N[sbnd]H/S[sbnd]H coupling cyclization reaction by generating H2 as the nonhazardous side product. Moreover, the developed procedure is highly advantageous due to its short reaction time, mild conditions and wide substrate scope without the employment of metal catalyst and exogenous-oxidant.2009 Elsevier Ltd. All rights reserved.

Domino Reactions Initiated by Copper-Catalyzed Aryl-I Bond Thiolation For the Switchable Synthesis of 2,3-Dihydrobenzothiazinones and Benzoisothiazolones

The three-component reactions of o-iodobenzamides, elemental sulfur and dichloromethane (DCM) providing 2,3-dihydro-4H-benzo[e][1,3]thiazin-4-ones (2,3-dihydrobenzothiazinones) are accomplished via copper-catalyzed aryl C?I thiolation and subsequent N-, S-hetero ring formation. In addition, the in situ aryl C?I bond thiolation is also employed for the switchable synthesis of benzo[d]isothiazol-3(2H)-ones (benzoisothiazolones) by subjecting o-iodobenzamides, elemental sulfur to the copper-catalyzed condition with microwave irradiation. (Figure presented.).

Synthesis of 1,2-benzisothiazolin-3-one by transamination of sulfenamides

N-Substituted sulfenamoylbenzoates were synthesized by transamination of N-unsubstituted sulfenamoylbenzoates with amines. The reaction did not always proceed by simple amine exchange between the amines and ammonia on the sulfur atom of the sulfenamides. In reactions with aliphatic amines, the sulfenamides cyclized to form N-substituted 1,2-benzisothiazolin-3-ones. The synthesis of 1,2-benzisothiazolin-3-ones by intramolecular transamination was also investigated by S-amination of 2-mercaptobenzamides.

An effective synthesis of N-substituted 2-sulfenamoylbenzoates and 1,2-benzisothiazolin-3-ones that uses 1,2-benzisothiazolin-3-one as a leaving group

N-Substituted 2-sulfenamoylbenzoates and 1,2-benzisothiazolin-3-ones were effectively synthesized by the substitution reaction between S-[2-(3-oxo-1,2-benzisothiazolinyl)]-2-mercaptobenzoates (2) and primary amines. The substitution reaction occurred on the sulfur atom of the 2-sulfenamoyl group of 2, and 1,2-benzisothiazolin-3-one behaved as a leaving group. The eliminated 1,2-benzisothiazolin-3-one could be reused as a starting material for the synthesis of 2. N,N-Disubstituted 2-sulfenamoylbenzoates were prepared by the reaction of 2 with secondary amines.