• English
  • 简体中文
Login Register
Current Location: Home > Feedback Help Print

【结 构 式】

【分子编号】14935

【品名】[2-[isobutyl(methyl)amino]phenyl]methanol

【CA登记号】

【 分 子 式 】C12H19NO

【 分 子 量 】193.289

【元素组成】C 74.57% H 9.91% N 7.25% O 8.28%

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 acylation of methylanthranilate (I) with isobutyryl chloride (II) gives 2-isobutyramidobenzoic acid methyl ester (III), which is reduced with LiAlH4 to 2-(isobutylamino)benzyl alcohol (IV). The methylation of (IV) with dimethyl sulfate yields 2-(N-isobutyl-N-methylamino)benzyl alcohol (V), which is treated with SOCl2 to afford the corresponding benzyl chloride (VI). The condensation of (VI) with benzimidazole-2-thiol (VII) by means of NaOH yields 2-[2-(N-isobutyl-N-methylamino)benzylsulfanyl)benzimidazole (VIII), which is finally oxidized with m-chloroperbenzoic acid (MCPBA) as usual.

1 Mealy, N.; Castaner, J.; Leminoprazole. Drugs Fut 1996, 21, 2, 155.
2 Mazaki, M.; Yamakawa, T.; Nomura, Y. (Nippon Chemiphar Co., Ltd.); Method for the preparation of benzimidazole cpds. JP 1990078665 .
3 Okabe, S.; Sato, M.; Yamakawa, T.; Nomura, T.; Hayashi, M. (Nippon Chemiphar Co., Ltd.); Cytoprotective agents for stomach and intestine. JP 1988230633 .
4 Susumu, O.; Masaru, S.; Tomio, Y.; Yutaka, N.; Masatoshi, H. (Nippon Chemiphar Co., Ltd.); Benzimidazole derivs. and antiulcer agents contain. AU 8546409; BE 0903128; CH 665417; DE 3531487; ES 8703142; FR 2569691; GB 2163747; JP 1986060660; JP 1986221175; JP 1986221176; JP 1991223260; JP 1991223261; JP 1991223262; JP 1991227927 .
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) 11161 methyl 2-aminobenzoate; Methyl anthranilate 134-20-3 C8H9NO2 详情 详情
(II) 14932 isobutyryl chloride; 2-methylpropanoyl chloride 79-30-1 C4H7ClO 详情 详情
(III) 14933 methyl 2-(isobutyrylamino)benzoate C12H15NO3 详情 详情
(IV) 14934 [2-(isobutylamino)phenyl]methanol C11H17NO 详情 详情
(V) 14935 [2-[isobutyl(methyl)amino]phenyl]methanol C12H19NO 详情 详情
(VI) 14936 2-(chloromethyl)-N-isobutyl-N-methylaniline; N-[2-(chloromethyl)phenyl]-N-isobutyl-N-methylamine C12H18ClN 详情 详情
(VII) 12821 2-Mercaptobenzinidiazole; 1H-Benzimidazol-2-ylhydrosulfide; 1H-Benzimidazole-2-thiol; 2-Benzimidazolethiol; o-Phenylenethiourea; 2-Benzimidazolinethione; 1,3-Dihydro-2H-benzimidazole-2-thione 583-39-1 C7H6N2S 详情 详情
(VIII) 14938 2-[(1H-benzimidazol-2-ylsulfanyl)methyl]-N-isobutyl-N-methylaniline; N-[2-[(1H-benzimidazol-2-ylsulfanyl)methyl]phenyl]-N-isobutyl-N-methylamine C19H23N3S 详情 详情
Extended Information