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 Morewebsite:http://www.amadischem.com
Contact:86-571-89925085
Address:Watts Cosine.No.166.Xiangmao Road.
Wuhan Konberd Biotech Co., Ltd.
Contact:+86-27-87205925
Address:NO.666, Gaoxin Road, Eastlake High-tech zone
Jiaxing Taixin Pharmaceutical Chemical Co., Ltd
Contact:0573-82613601
Address:Chemical Park, Jiaxing, Zhejiang, China
Chengdu Green Young Biopharmaceutical INC
Contact:+86-28-85337952
Address:1-B-26,Tianhe Industry Park, No.1480 of Tianfu Road,Chengdu,P.R.China,610000
Jiangsu Feymer Technology Co., Ltd.
Contact:+86-512-58110132
Address:Fenghuang Town, Zhangjiagang City, Jiangsu Province, 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)