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On animation and Diazotization of Azulene and Its Derivatives

100%

Mąkosza M. , Osiński P. W. , Ostrowski S.

2001

tom Vol. 75, nr 2

275-281

A practical procedure for synthesis of 6-aminoazulene (3) via Vicarious Nucleophilic Substitution of Hydrogen (VNS) amination of azulene with 4-amino-1,2,4-triazole is reported. Amination with use of N,N,N-trimethylhydrazinium iodide (TMHI) of more electrophilic azulene derivatives, substituted at position 1- with CN or COPh group, afforded a mixture of 4-, 6-, and 8-aminoazulenes. Attempts to convert 6-aminoazulene (3) into diazonium salt failed, only formation of small quantities of the "auto-coupling" product, 1-(azulen-6-ylazo)-azulen-6-yl-amine, was observed.

Preparation of Heat Resistant and Insensitive Explosives by Vicarious Nucleophilic Substitution (VNS) in Polinitroaromatic Compounds

75%

Szala M. , Jończyk A. , Skupiński W.

Central European Journal of Energetic Materials

2005

tom Vol. 2, nr 2

15-27

Reaction of vicarious nucleophilic substitution (VNS) of hydrogen was applied for preparation of 1,3,5-triamino-2,4,6-trinitrobenzene (TATB) in a twostep process. Using this approach 3-amino-2,4,6'2'4 6' -hexanitrostilbene (MNHNS) and new 2,6-bis(3-amino-2,4,6-trinitrophenyl)-3,5-dinitropyridine (DAPYX) were obtained.