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Citation: ZHANG Tian-Yong, ZHANG You-Lan, XING Wen-Kang. Preparation of 2,2'-Dichlorohydrazobenzene by Formaldehyde Reduction[J]. Chinese Journal of Applied Chemistry, ;2004, 21(5): 521-523. shu

Preparation of 2,2'-Dichlorohydrazobenzene by Formaldehyde Reduction

1.
Department of Fine Chemicals and Engineering, School of Chemical Engineering and Technology, Tianjin University, Tianjin 300072

Corresponding author: ZHANG Tian-Yong,
Received Date: 18 July 2003
Available Online: 20 November 2003
Fund Project:

2,2'-Dichlorohydrazobenzene(DHB) was prepared in two steps. o-Chloronitrobenzene(OCNB) was at first reduced to 2,2'-dichloroazoxybenzene(DOB) in aqueous medium using 2,3-dichloro-1,4-naphthaquinone(OCNQ) as catalyst with yield of 99.4%, mp 53~56℃; DOB was then reduced by formaldehyde to give DHB in aqueous alkaline methanol with yield of 76%, 49% higher than reported, mp 82~83.5℃. DHB could be rearranged to 3,3'-dichlorobenzidine in strong acidic medium with yield 91.8%, mp 132~134℃.
- dichlorohydrazobenzene,
- dichloroazoxybenzene,
- dichlorobenzidine,
- formaldehyde,
- reduction
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