5-nitro-2-(3-toluidino)benzenesulfonamide -Drug Synthesis Database

【结构式】

【分子编号】43036

【品名】5-nitro-2-(3-toluidino)benzenesulfonamide

【CA登记号】

【分子式】C₁₃H₁₃N₃O₄S

【分子量】307.33004

【元素组成】C 50.81% H 4.26% N 13.67% O 20.82% S 10.43%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号：(V)

The reaction of 2-chloro-5-nitroaniline (I) with NaNO2 in HCl and HOAc, followed by addition of CuCl2 and SO2 yields sulfonyl chloride (II). Reaction of (II) with NH4OH affords sulfonamide (III), which is then treated 3-methylaniline (IV) in 3-chlorotoluene to furnish intermediate (V). Final conversion of (V) into the target product is achieved by treatment in H2O/acetone with NaOH and carbamimidothioate (VIII), which can be obtained by reaction of dimethyl N-cyanodithioiminocarbonate (VI) with amine (VII) in EtOH.

参考文献中间体

合成目标

【1】 Delarge, J.; Masereel, B.; Dogne, J.-M. (University of Liege); Benzenic sulphonamide derivs. and their uses. WO 0042004 .

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(I)	43033	2-chloro-5-nitroaniline; 2-chloro-5-nitrophenylamine	6283-25-6	C₆H₅ClN₂O₂	详情	详情
(II)	43034	2-chloro-5-nitrobenzenesulfonyl chloride;2-Chloro-5-nitro-benzenesulfonyl chloride;2-Chloro-5-nitrophenylsulfonyl chloride;6-Chloro-3-nitrobenzenesulfonyl chloride	4533-95-3	C₆H₃Cl₂NO₄S	详情	详情
(III)	43035	2-chloro-5-nitrobenzenesulfonamide	96-72-0	C₆H₅ClN₂O₄S	详情	详情
(IV)	30687	3-methylphenylamine; m-toluidine	108-44-1	C₇H₉N	详情	详情
(V)	43036	5-nitro-2-(3-toluidino)benzenesulfonamide		C₁₃H₁₃N₃O₄S	详情	详情
(VI)	43037	[[bis(methylsulfanyl)methylene]amino]methane		C₄H₉NS₂	详情	详情
(VII)	18672	azepane	111-49-9	C₆H₁₃N	详情	详情
(VIII)	43038	methyl N-cyano-1-azepanecarbimidothioate		C₉H₁₅N₃S	详情	详情

Extended Information