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Citation: HOU Kehui, LIU Zuliang. Synthesis of 3,5-Dichloro-2,4,6-trinitrobenzenamine and Its Derivatives[J]. Chinese Journal of Applied Chemistry, ;2013, 30(11): 1366-1368. doi: 10.3724/SP.J.1095.2013.30056 shu

Synthesis of 3,5-Dichloro-2,4,6-trinitrobenzenamine and Its Derivatives

HOU Kehui ,
LIU Zuliang

School of Chemical Engineering, Nanjing University of Science and Technology, Nanjing 21009, China

Received Date: 21 January 2013
Revised Date: 12 April 2013

Two synthetic methods have been developed for the synthesis of 3,5-dichloro-2,4,6-trinitrobenzenamine.In the first process,3,5-dichlorobenzenamine was selected as precursor,followed by N-protection,nitration,and hydrolysis. In another process,1,3,5-trichloro-2,4,6-tri-nitrobenzene(TCTNB) reacted with 2-amino-2-methylpropane and then trifluoroacetic acid to deprotect.The condensation between 3,5-dichloro-2,4,6-trinitrobenzenamine and methylamine gave 3,5-dimethylamino-2,4,6-trinitrobenzenamine in 85% yield which can be converted to the nitrate of 3,5-dimethylnitramino-2,4,6-trinitrobenzenamine in 70% yield. The structure of the product was confirmed by ¹H NMR,MS,IR and elemental analysis. The results of selective of TCTNB under different conditions were discussed.The optimized conditions are:n(TCTNB):n(t-butylamine)=1:2,CuO as catalyst,KHCO₃ as base.
- synthesis,
- dichloro-trinitrobenzenamine,
- dimethylamino-trinitrobenzenamine,
- dimethylnitramino-trinitrobenzenamine nitrate,
- enegetic material
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