methyl 4-[(methylsulfonyl)amino]benzoate -Drug Synthesis Database

【结构式】

【分子编号】20538

【品名】methyl 4-[(methylsulfonyl)amino]benzoate

【CA登记号】

【分子式】C₉H₁₁NO₄S

【分子量】229.25668

【元素组成】C 47.15% H 4.84% N 6.11% O 27.92% S 13.99%

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：(II)

Reaction of p-aminobenzoic acid methyl ester (I) with methanesulfonyl chloride using pyridine as base provides the methanesulfonyl derivative (II). Heating (II) in heat N,N-diethyl-1,2-ethanediamine (III) at 140-50 C until complete disappearance of (II) gives the crude sematilide, which, after removal of excess diamine under vacuum, is crystallized as the hydrochloride salt from isopropanol/aqueous HCl.

参考文献中间体

合成目标

【1】 Lumma, W.C. Jr.; Davey, D.D.; Wohl, R.A. (Berlex Laboratories, Inc.); Substituted sulfonamidobenzamides, antiarrhythmic agents and compositions thereof.. EP 0158775; JP 85209559; US 4544654 .
【2】 Lumma, W.C. Jr.; SEMATILIDE HYDROCHLORIDE < Rec INNM; USAN >. Drugs Fut 1989, 14, 3, 234.

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)	20537	methyl 4-aminobenzoate	619-45-4	C₈H₉NO₂	详情	详情
(II)	20538	methyl 4-[(methylsulfonyl)amino]benzoate		C₉H₁₁NO₄S	详情	详情
(III)	12420	N-(2-Aminoethyl)-N,N-diethylamine; N,N-Diethylethylene-diamine; N(1),N(1)-Diethyl-1,2-ethanediamine	100-36-7	C₆H₁₆N₂	详情	详情

Extended Information