发明名称 Methods of synthesizing 2-substituted-1,4-benzenediamine
摘要 Disclosed is a method of making a 2-substituted-1,4-benzenediamine by nucleophilic aromatic substitution.
申请公布号 US9216945(B2) 申请公布日期 2015.12.22
申请号 US201314085617 申请日期 2013.11.20
申请人 The Procter & Gamble Company 发明人 Gardlik John Michael;Garrett Garry Steven;Murphy Bryan Patrick;Zhang Guiru;Shumate Robert Edward;Anderson James S.
分类号 C07C215/00;C07C209/00;C07C213/00;C07C217/00;C07C211/00;C07C217/84;C07C209/10;C07C209/32 主分类号 C07C215/00
代理机构 代理人 Fondriest James T.
主权项 1. A method for making 2-substituted-1,4-benzenediamine comprising: (a) introducing an ether forming agent to a 4-nitro-2- (or 3-) haloalkyl substituted chlorobenzene resulting in the 4-nitro-2 (or 3-) substituted-chlorobenzene: (b) introducing ammonia to a 4-nitro-2- (or 3-)substituted-chlorobenzene to obtain a 4-nitro- 2- (or 3-)substituted-aminobenzene: (c) hydrogenating the 4-nitro-2- (or 3-) substituted-aminobenzene in the presence of an hydrogenation catalyst to form a 2-substituted-1,4-benzenediamine: wherein X1 of formula (IX) is selected from the group consisting of: a C1-C4 alkyl halogen,  and mixtures thereof, wherein the halogen is F, Cl or Br; wherein Y of YOH represents an alkyl moiety of C1-C3; wherein the base is selected from suitable alkali alkoxides, alkali hydroxides, and mixtures thereof; and wherein X of formulae (I)-(III)) is selected from the group consisting of: (a) methoxy, ethoxy, propoxy, isopropoxy, butoxy;(b) C1-C4 alkyl or branched alkyl with hydroxy substitution;(c) —(CH2)yOCH3, wherein y is from 1-3;(d) —(CH2)yOCH2CH3, wherein y is from 1-3;(e) —(CH2)yOCH2CH2CH3, wherein y is from 1-3; and(f)  wherein Z is hydrogen, C1-3 alkyl, and mixtures thereof.
地址 Cincinnati OH US