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A New Synthetic Route to 1,3,5-Triamino-2,4,6-Trinitrobenzene (TATB)

✍ Scribed by Anthony J. Bellamy; Simon J. Ward; Peter Golding

Publisher: John Wiley and Sons
Year: 2002
Tongue: English
Weight: 378 KB
Volume: 27
Category: Article
ISSN: 0721-3115
DOI: 10.1002/1521-4087(200204)27:2<49::aid-prep49>3.0.co;2-4

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✦ Synopsis

A new, three-stage synthesis of 1,3,5-triamino-2,4,6-trinitrobenzene (TATB) has been developed which avoids the use of halogenated precursors or reagents. The starting material, 1,3,5trihydroxy-benzene, is converted via the sequence nitrationalkylation-amination to TATB in an overall yield of 87%. The product, when 1,3,5-tripropoxy-2,4,6-trinitrobenzene is the intermediate subjected to amination, is directly comparable, in terms of purity and thermal stability, to TATB synthesized from trichlorobenzene. An analogous route has been used to convert 1,3-dihydroxybenzene to 1,3-diamino-2,4,6-trinitrobenzene (DATB), and phenol to picramide via picric acid.

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