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Title: Preparation of 1,3,5-triamino-2,4,6-trinitrobenzene from 3,5-dichloroanisole

Abstract

Preparation of 1,3,5-triamino-2,4,6-trinitrobenzene (TATB) from 3,5-dichloroanisole is described. Nitration of 3,5-dichloroanisole under relatively mild conditions gave 3,5-dichloro-2,4,6-trinitroanisole in high yield and purity. Ammonolysis of this latter compound gave the desired TATB. Another route to TATB was through the treatment of the 3,5-dichloro-2,4,6-trinitroanisole with thionyl chloride and dimethylformamide to yield 1,3,5-trichloro-2,4,6-trinitrobenzene. Ammonolysis of this product produced TATB. 8 figures.

Inventors:
;
Issue Date:
OSTI Identifier:
7173390
Patent Number(s):
4997987
Application Number:
PPN: US 7-534896
Assignee:
Dept. of Energy, Washington, DC (United States)
DOE Contract Number:  
W-7405-ENG-36
Resource Type:
Patent
Resource Relation:
Patent File Date: 8 Jun 1990
Country of Publication:
United States
Language:
English
Subject:
45 MILITARY TECHNOLOGY, WEAPONRY, AND NATIONAL DEFENSE; TATB; CHEMICAL PREPARATION; AMIDES; AMMONOLYSIS; CHEMICAL REACTION YIELD; ETHERS; NITRATION; NITRO COMPOUNDS; SULFUR CHLORIDES; CHEMICAL EXPLOSIVES; CHEMICAL REACTIONS; CHLORIDES; CHLORINE COMPOUNDS; DECOMPOSITION; EXPLOSIVES; HALIDES; HALOGEN COMPOUNDS; ORGANIC COMPOUNDS; ORGANIC NITROGEN COMPOUNDS; ORGANIC OXYGEN COMPOUNDS; SOLVOLYSIS; SULFUR COMPOUNDS; SYNTHESIS; YIELDS; 450100* - Military Technology, Weaponry, & National Defense- Chemical Explosions & Explosives

Citation Formats

Ott, D G, and Benziger, T M. Preparation of 1,3,5-triamino-2,4,6-trinitrobenzene from 3,5-dichloroanisole. United States: N. p., 1991. Web.
Ott, D G, & Benziger, T M. Preparation of 1,3,5-triamino-2,4,6-trinitrobenzene from 3,5-dichloroanisole. United States.
Ott, D G, and Benziger, T M. Tue . "Preparation of 1,3,5-triamino-2,4,6-trinitrobenzene from 3,5-dichloroanisole". United States.
@article{osti_7173390,
title = {Preparation of 1,3,5-triamino-2,4,6-trinitrobenzene from 3,5-dichloroanisole},
author = {Ott, D G and Benziger, T M},
abstractNote = {Preparation of 1,3,5-triamino-2,4,6-trinitrobenzene (TATB) from 3,5-dichloroanisole is described. Nitration of 3,5-dichloroanisole under relatively mild conditions gave 3,5-dichloro-2,4,6-trinitroanisole in high yield and purity. Ammonolysis of this latter compound gave the desired TATB. Another route to TATB was through the treatment of the 3,5-dichloro-2,4,6-trinitroanisole with thionyl chloride and dimethylformamide to yield 1,3,5-trichloro-2,4,6-trinitrobenzene. Ammonolysis of this product produced TATB. 8 figures.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {1991},
month = {3}
}