Preparation of 1,3,5-triamino-2,4,6-trinitrobenzene from 3,5-dic

Details Preparation of 1,3,5-triamino-2,4,6-trinitrobenzene from 3,5-dic Preparation of 1,3,5-triamino-2,4,6-trinitrobenzene from 3,5-dic

1988-12-21

1990-08-28

Raymond, Richard L.

Organic compounds -- part of the class 532-570 series

Organic compounds

Amino nitrogen containing

568588, 568933, C07C20910, C07C 43205, C07C20506

Patent

active

049527339

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.

REFERENCES:
patent: 3166594 (1965-01-01), Harris et al.
patent: 3404184 (1968-10-01), Oesterling
patent: 4032377 (1977-01-01), Benziger
patent: 4090862 (1978-05-01), Thomas et al.
"Prep. of 1,3,5-Triamino-2,4,6-Trinitrobenzene, etc.", J. Energy Mater., Ott et al. (1987), 5 (3-4), 343-54 in Chem. Abst., 109, 1988; 109: 128,473t.

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