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

Abstract

Preparation of 1,3,5-triamino-2,4,6-trinitrobenzene (TATB) from 3,5-dichloroanisole. 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.

Inventors:
 [1];  [2]
  1. (Los Alamos, NM)
  2. (Santa Fe, NM)
Issue Date:
Research Org.:
Los Alamos National Laboratory (LANL), Los Alamos, NM
OSTI Identifier:
867509
Patent Number(s):
4952733
Assignee:
United States of America as represented by United States (Washington, DC) LANL
DOE Contract Number:  
W-7405-ENG-36
Resource Type:
Patent
Country of Publication:
United States
Language:
English
Subject:
preparation; 5-triamino-2; 6-trinitrobenzene; 5-dichloranisole; tatb; 5-dichloroanisole; nitration; relatively; mild; conditions; 5-dichloro-2; 6-trinitroanisole; yield; purity; ammonolysis; latter; compound; desired; route; treatment; thionyl; chloride; dimethylformamide; 5-trichloro-2; product; produced; relatively mild; mild conditions; product produced; thionyl chloride; /999/

Citation Formats

Ott, Donald G., and Benziger, Theodore M. Preparation of 1,3,5-triamino-2,4,6-trinitrobenzene from 3,5-dichloranisole. United States: N. p., 1990. Web.
Ott, Donald G., & Benziger, Theodore M. Preparation of 1,3,5-triamino-2,4,6-trinitrobenzene from 3,5-dichloranisole. United States.
Ott, Donald G., and Benziger, Theodore M. Mon . "Preparation of 1,3,5-triamino-2,4,6-trinitrobenzene from 3,5-dichloranisole". United States. https://www.osti.gov/servlets/purl/867509.
@article{osti_867509,
title = {Preparation of 1,3,5-triamino-2,4,6-trinitrobenzene from 3,5-dichloranisole},
author = {Ott, Donald G. and Benziger, Theodore M.},
abstractNote = {Preparation of 1,3,5-triamino-2,4,6-trinitrobenzene (TATB) from 3,5-dichloroanisole. 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.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {1990},
month = {1}
}

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