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

Szala M., Jończyk A., Skupiński W.

Central European Journal of Energetic Materials

2005

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.

On animation and Diazotization of Azulene and Its Derivatives

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

Polish Journal of Chemistry

2001

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.

Azoles. Part 46 [1]. Uncommon Products from the Reactions of Some Nitroazoles with Tertiary Carbanions

Bernard M.

Polish Journal of Chemistry

2001

Vol. 75, nr 10

1465-1474

Some unusual products, like dimers, rotamers and ketone, were isolated from the reaction mixtures of vicarious nucleophilic substitution, involving nitroazoles and tertiary carbanions. Possible pathways of their formation are discussed.