Journal of Heterocyclic Chemistry p. 249 - 254 (1996)
Update date:2022-08-04
Topics:
Muth, Chester W.
Yang, Kaipeen E.
α-Phenyl-4-nitrobenzenemethanol (3) reacted with 1 M sodium hydroxide to yield 4,4′-dibenzoylazoybenzene (5) (51%), 4-hydroxy-4′-benzoylazobenzene (6) and benzoic acid (12% each), and smaller amounts of 4-aminobenzophenone and 4-nitrobenzophenone. Both α-phenyl-2-nitrobenzenemethanol (9) and 3,5-dimethyl-4-nitrobenzenemethanol (10a) did not react with 1 M sodium hydroxide, presumably due to steric hindrance. α-(p-Nitrophenyl)-4-pyridinemethanol (14) and its N-oxide 11 with 1 M sodium hydroxide yielded 4,4′-diaroylazoxybenzenes 15a and 12a, respectively, 4,4′-diaroylazobenzenes 15b and 12b, respectively, as well as 4-hydroxy-4′-aroylazobenzenes 16 and 13, respectively. The relative reaction rates were 11 > 14 > 3. Studies with 11 showed that the nitro group is involved in the redox reaction in preference to the N-oxide group.
View MoreShenzhen Tianyuan Pharmaceutical Technology Co., Ltd
website:http://www.tianpharm.com
Contact:86-755-23284190
Address:B302,2 unit, Jin Lian Building, No. 134 Qianjin 2 Road, Taoyuan village, Xixiang Street, Baoan,Shenzhen,China
Shanghai ZaiQi Bio-Tech Co., Ltd.,
Contact:+86-21-6722 0633
Address:Bldg. No.7, No.201 MinYi Rd,Songjiang CaoHeJing High-Tech Park Shanghai 201516 P,R,China
Contact:0086-29-89196322
Address:North of the Fifth Keji Road, Hi-Tech Industrial Zone, Xi'an City, Shaanxi Province, China
Triumph International Development Limilted
website:http://www.jiashengchem.cn/
Contact:+86-536-7971999
Address:Yinhai Road,Shouguang
Contact:86 311 85902108 / 85902109
Address:room 1001-1005 ,huanghe Road ,shijiazhuang ,China
Doi:10.1002/jhet.105
(2009)Doi:10.1055/s-0032-1318159
(2013)Doi:10.1007/BF01169260
(1996)Doi:10.1016/j.bmcl.2015.09.029
(2015)Doi:10.1021/ja01469a033
(1961)Doi:10.1021/jm00337a001
(1963)