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【结 构 式】

【分子编号】30603

【品名】ethyl 2-[(dimethylamino)methyl]-1,3-thiazole-4-carboxylate

【CA登记号】

【 分 子 式 】C9H14N2O2S

【 分 子 量 】214.28844

【元素组成】C 50.45% H 6.59% N 13.07% O 14.93% S 14.96%

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:(III)

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.

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