5-methoxy-N-methyl-2-nitroaniline; N-(5-methoxy-2-nitrophenyl)-N-methylamine -Drug Synthesis Database

【结构式】

【分子编号】46876

【品名】5-methoxy-N-methyl-2-nitroaniline; N-(5-methoxy-2-nitrophenyl)-N-methylamine

【CA登记号】

【分子式】C₈H₁₀N₂O₃

【分子量】182.17908

【元素组成】C 52.74% H 5.53% N 15.38% O 26.35%

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 intermediate phenylenediamine (VI) was prepared as follows. Reaction of 5-chloro-2-nitroaniline (I) with sodium methoxide afforded 5-methoxy-2-nitroaniline (II), which was subsequently converted to the N-Boc derivative (III). Methylation of (III) with iodomethane and NaH, followed by acidic treatment of the resulting N-methyl carbamate (IV), produced the N-methyl aniline (V). The nitro group of (V) was then reduced with the combination SnCl2-NaBH4 to furnish the diamine (VI).

参考文献中间体

合成目标

【1】 Fujita, T.; Wada, K.; Oguchi, M.; Yanagisawa, H.; Fujimoto, K.; Fujiwara, T.; Horikoshi, H.; Yoshioka, T. (Sankyo Co., Ltd.); Benzimidazole derivs., their preparation and their therapeutic use. CA 2177858; EP 0745600; JP 1997295970; JP 2000001487; US 5886014 .

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)	15709	5-chloro-2-nitrophenylamine; 5-chloro-2-nitroaniline	1635-61-6	C₆H₅ClN₂O₂	详情	详情
(II)	42920	5-methoxy-2-nitrophenylamine; 5-methoxy-2-nitroaniline	16133-49-6	C₇H₈N₂O₃	详情	详情
(III)	46874	tert-butyl 5-methoxy-2-nitrophenylcarbamate		C₁₂H₁₆N₂O₅	详情	详情
(IV)	46875	tert-butyl 5-methoxy-2-nitrophenyl(methyl)carbamate		C₁₃H₁₈N₂O₅	详情	详情
(V)	46876	5-methoxy-N-methyl-2-nitroaniline; N-(5-methoxy-2-nitrophenyl)-N-methylamine		C₈H₁₀N₂O₃	详情	详情
(VI)	46877	N-(2-amino-5-methoxyphenyl)-N-methylamine; 4-methoxy-N(2)-methyl-1,2-benzenediamine		C₈H₁₂N₂O	详情	详情

Extended Information