3968-03-4

Upstream product

• 345-18-6 2-fluoro-5-chloronitrobenzene 
• 70-55-3 toluene-4-sulfonamide 
• 106-47-8 4-chloro-aniline 
• 98-59-9 p-toluenesulfonyl chloride 
• 2903-34-6 4-methyl-N-(4-chlorophenyl)benzenesulfonamide 

Downstream Products

• 304911-98-6 N-(4-chloro-2-nitro-phenyl)-N-ethyl-4-methyl-benzenesulfonamide 
• 86662-09-1 Morpholine-4-carbothioic acid {2-[(2-bromo-ethyl)-(toluene-4-sulfonyl)-amino]-5-chloro-phenyl}-amide 
• 86671-00-3 N-[(Z)-3-Chloro-10-(toluene-4-sulfonyl)-9,10-dihydro-8H-7-thia-5,10-diaza-benzocycloocten-6-yl]-N'-phenyl-hydrazine 
• 86670-99-7 (Z)-3-Chloro-6-morpholin-4-yl-10-(toluene-4-sulfonyl)-9,10-dihydro-8H-7-thia-5,10-diaza-benzocyclooctene 
• 345936-77-8 N-(2-Bromo-ethyl)-N-(4-chloro-2-isothiocyanato-phenyl)-4-methyl-benzenesulfonamide 
• 345930-02-1 N-(2-Amino-4-chloro-phenyl)-N-(2-bromo-ethyl)-4-methyl-benzenesulfonamide 
• 86661-97-4 N-(2-bromoethyl)-4'-chloro-2'-nitro-p-toluenesulfonanilide 

Relevant academic research and scientific papers

Copper-mediated regioselective efficient direct ortho-nitration of anilide derivatives

The mild and readily available Cu(NO3)2 mediated ortho nitration of anilides with broad substrate using K2S2O8 as an oxidant in the absence of any other metal catalyst and nitrating agent under mild conditions was reported for the first time.

A microwave-assisted approach to N-(2-nitrophenyl)benzenesulfonamides that enhanced peroxidase activity in response to excess cadmium

A facile and efficient approach to N-(2-nitrophenyl) benzenesulfonamides was developed under microwave irradiation. A series of pyrabactin analogues containing nitrophenyl scaffold was obtained in excellent yields. In addition, the method was pretty suitable to prepare flusulfamide. Significantly, the 3ae could enhance POD activity in response to heavy metal stress.

Copper-Catalyzed Direct Nitration on Aryl C-H Bonds by Concomitant Azidation-Oxidation with TMS Azide and TBHP under Aerobic Conditions

An unprecedented copper-catalyzed in situ azidation-oxidation for the nitration of anilides and sulfonamides has been developed by direct CAr-H functionalization. This novel and efficient nitration protocol is achieved employing TMSN3 and TBHP without the exclusion of air or moisture. The synthetic applications of the 2-nitroanilides have been explored.

Direct oxidative nitration of aromatic sulfonamides under mild conditions

A direct nitration of aromatic sulfonamides using sodium nitrite as the nitrating agent has been developed. The reaction shows typically mono-substitution selectivity and can be enlarged to the gram scale with good yield.

Chemoselective nitration of aromatic sulfonamides with tert-butyl nitrite

A methodology for the efficient conversion of aromatic sulfonamides into their mono-nitro derivatives using tert-butyl nitrite is reported. The reaction exhibits a high degree of chemoselectivity for sulfonamide functionalized aryl systems, even in the presence of other sensitive or potentially reactive functionalities.

Sulfonamide derivatives

The present invention relates to microbicides for agricultural or horticultural use containing a sulfonamide derivative.

SULFONAMIDE DERIVATIVES

The present invention relates to microbicides for agricultural or horticultural use containing sulfonamide derivative of, for example, a formula (I):or a salt thereof,[wherein A1is (1) an aryl group which may be substituted or (2) a heterocyclic group which may be substituted, X1is (1) a chemical bond, (2) a methylene group which may be substituted, or (3) a vinylene group which may be substituted, B1is a five-membered heterocyclic group comprising nitrogen or sulfur atoms as the ring-constructing atoms except for carbon atoms and may be substituted or a condensed heterocyclic group which may be substituted, Z1is (1) a hydrocarbon group which may be substituted, (2) an acyl group which may be substituted, (3) formyl group, (4) an amino group which may be substituted, (5) a group represented by -N=CR1R2(wherein each of R1and R2is a hydrogen atom or a hydrocarbon group which may be substituted), (6) a cyclic amino group, (7) a group represented by -OR3(wherein R3is a hydrogen atom, a hydrocarbon group which may be substituted, an acyl group which may be substituted, formyl group or an alkylsulfonyl group which may be substituted) or (8) -S(O)nR4(wherein n stands for an integer from 0 to 2, R4stands for a hydrogen atom or a hydrocarbon group which may be substituted). The said compounds or the salts thereof are sulfonamide derivatives with microbicidal action, areuseful as excellent microbicides for agricultural or horticultural use, because they are safe, and they have little influence on human beings, farm animals, natural enemies, or the environment, and exert excellent control effects even on resistant microbes.

REACTION OF N-ARYLSULFONAMIDES WITH NITROSATING AGENTS

Only the mononitro derivatives are formed by the action of nitrosating agents on N-arylsulfonamides containing halogen atom and alkoxy and alkyl groups in the amide ring.The nature of the effect and the directing action of the substituents are discussed a