2-(dimethylamino)ethanethioamide -Drug Synthesis Database

【结构式】

【分子编号】30602

【品名】2-(dimethylamino)ethanethioamide

【CA登记号】

【分子式】C₄H₁₀N₂S

【分子量】118.20288

【元素组成】C 40.65% H 8.53% N 23.7% S 27.13%

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：(I)

The cyclization of dimethylaminothioacetamide (I) with ethyl bromopyruvate (II) in refluxing ethanol gives ethyl 2-(dimethylaminomethyl)-4-thiazolecarboxylate (III), which is reduced with lithium triethyl borohydride in THF yielding 2-(dimethylaminomethyl)-4-thiazolemethanol (IV). The condensation of (IV) with 2-aminoethanethiol (V) by means of 48% HBr affords 2-(dimethylaminomethyl)-4-(2-aminoethylthiomethyl)thiazole (VI), which is finally condensed with 1-(methylthio)-2-nitro-N-methylethyleneamine (VII) in water.

参考文献中间体

合成目标

【1】 Pioch, R.P. (Eli Lilly and Company); N-Methyl-N'-2-[[(2-dimethylaminomethyl)-4-thiazolyl]methylthio]ethyl-2-nitro-1,1-ethenediamine. EP 0049618; GB 2084581; JP 57091980; US 4375547 .
【2】 Serradell, M.N.; Castaner, J.; Nizatidine. Drugs Fut 1984, 9, 9, 655.

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)	30602	2-(dimethylamino)ethanethioamide		C₄H₁₀N₂S	详情	详情
(II)	25183	ethyl 3-bromo-2-oxopropanoate;ethyl 3-bromopyruvate;Bromopyruvic acid ethyl ester;ethyl 3-bromopyruvate;ethyl bromopyruvate	70-23-5	C₅H₇BrO₃	详情	详情
(III)	30603	ethyl 2-[(dimethylamino)methyl]-1,3-thiazole-4-carboxylate		C₉H₁₄N₂O₂S	详情	详情
(IV)	30604	[2-[(dimethylamino)methyl]-1,3-thiazol-4-yl]methanol		C₇H₁₂N₂OS	详情	详情
(V)	13186	2-Aminoethanethiol; 2-Amino-1-ethanethiol; 2-Aminoethylhydrosulfide; Cysteamine	60-23-1	C₂H₇NS	详情	详情
(VI)	30605	N-[(4-[[(2-aminoethyl)sulfanyl]methyl]-1,3-thiazol-2-yl)methyl]-N,N-dimethylamine; 2-[([2-[(dimethylamino)methyl]-1,3-thiazol-4-yl]methyl)sulfanyl]-1-ethanamine		C₉H₁₇N₃S₂	详情	详情
(VII)	13852	N-Methyl-N-[(E)-1-(methylsulfanyl)-2-nitroethenyl]amine; (E)-N-Methyl-1-(methylsulfanyl)-2-nitro-1-ethenamine; (E)-1-Methylthio-1-methylamino-2-nitroethylene	61832-41-5	C₄H₈N₂O₂S	详情	详情

Extended Information