A new efficient route for the synthesis of 4,4′,6,6′-tetra(azido)azo-1,3,5-triazine

A new method for the synthesis of 4,4′,6,6′-tetra(azido)azo-1,3,5-triazine (TAAT) is described. The key intermediate 4,4′,6,6′-tetra(azido)hydrazo-1,3,5-triazine (TAHT) was synthesized by nucleophilic substitution in the case of sodium azide as nucleophile. N-Bromosuccinide (NBS) was used as oxidant...

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Bibliographic Details
Published in:Chinese chemical letters 2007-09, Vol.18 (9), p.1037-1039
Main Authors: Li, Xiao Tong, Li, Sheng Hua, Pang, Si Ping, Yu, Yong Zhong, Luo, Yun Jun
Format: Article
Language:English
Subjects:
Azide
High-nitrogen compounds
Synthesis
Triazine
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Summary:A new method for the synthesis of 4,4′,6,6′-tetra(azido)azo-1,3,5-triazine (TAAT) is described. The key intermediate 4,4′,6,6′-tetra(azido)hydrazo-1,3,5-triazine (TAHT) was synthesized by nucleophilic substitution in the case of sodium azide as nucleophile. N-Bromosuccinide (NBS) was used as oxidant to oxidize TAHT by a tractable operation under mild reaction condition. The target compound TAAT was obtained with a facile process and high overall yield of 81%. The structures of TAAT and its intermediates were identified by spectroscopic methods.
ISSN:1001-8417
1878-5964
DOI:10.1016/j.cclet.2007.06.028