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【结 构 式】

【分子编号】33599

【品名】5-(propylsulfanyl)-1H-benzimidazol-2-ylamine; 5-(propylsulfanyl)-1H-benzimidazol-2-amine

【CA登记号】

【 分 子 式 】C10H13N3S

【 分 子 量 】207.29944

【元素组成】C 57.94% H 6.32% N 20.27% S 15.47%

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:(IV)

The condensation of 3-chloro-6-nitroacetanilide (I) with propylmercaptane (A) by means of aqueous refluxing NaOH gives 2-nitro-5-propylthioaniline (II), which was reduced with H2 over Pd/C in ethanol HCl to yield 4-propylthio-o-phenylenediamine (III). The cyclization of (III) with cyanogen bromide affords 2-amino-5-propylthiobenzimidazole (IV), which is finally condensed with methyl chloroformate. It can be condensed directly with a mixture of cyanamide and methyl chloroformate or with carbomethoxycyanamide (B). All these condensations are performed in basic medium.

1 Gyurik, R.J.; Theodorides, V.J.; Methyl 5-propylthio-2-benzimidazolecarbamate. DE 2527065; FR 2275203; GB 1464326; JP 51012936; US 3915986 .
2 Bogan, J.; Castaner, J.; Albendazole. Drugs Fut 1977, 2, 2, 81.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(A) 23703 propylhydrosulfide; 1-propanethiol 107-03-9 C3H8S 详情 详情
(B) 33600 methyl cyanocarbamate C3H4N2O2 详情 详情
(I) 25241 N-(5-chloro-2-nitrophenyl)acetamide 39163-92-3 C8H7ClN2O3 详情 详情
(II) 33597 2-nitro-5-(propylsulfanyl)phenylamine; 2-nitro-5-(propylsulfanyl)aniline C9H12N2O2S 详情 详情
(III) 33598 4-(propylsulfanyl)-1,2-benzenediamine; 2-amino-4-(propylsulfanyl)phenylamine; 2-Amino-5-propylthioaniline 66608-52-4 C9H14N2S 详情 详情
(IV) 33599 5-(propylsulfanyl)-1H-benzimidazol-2-ylamine; 5-(propylsulfanyl)-1H-benzimidazol-2-amine C10H13N3S 详情 详情
Extended Information