V. A. Tartakovskii

Synthesis of Neutral and Charged Trinitromethyl Borohydrides and Their Complexes

We propose several simple and effective methods for the synthesis of previously unknown trinitromethyl borohydrides and their complexes with simple cyclic ethers and aromatic nitrogen- containing heterocycles, whereas acyclic ethers did not form such complexes. The data from physicochemical investigations showed that these unique compounds contain directly linked oxidizing and reducing fragments. Some transformations of trinitromethylborane complexes were demonstrated, which can occur by cleavage of all types of bonds formed by boron atom in the starting compounds.

Sulfamic acid andN-alkylsulfamates in the synthesis of nitro derivatives of guanidine and aminofurazan

TheN-nitro derivatives of the products of the condensation of formaldehyde with sulfamic acid derivatives and guanidine, nitroguanidine, 3,4-diaminofurazan, and 3-amino-4-methylfurazan have been synthesized.

Unusual conversion of aminoazidofurazan into 1-hydroxy-5-cyanotetrazole sodium salt

Aminoazidofurazan, on treatment with excess sodium nitrite in acetic acid, is converted into the sodium salt of 1-hydroxy-5-cyanotetrazole, crystals of which have been subjected to x-ray diffraction analysis.

New synthetic approaches to functionally substituted 4,5-dihydro-1,2,3-oxadiazole 2-oxides

A practical procedure has been proposed for the synthesis of functionally substituted 4,5-dihydro-1,2,3-oxadiazole 2-oxides on the basis ofsulfamic acid derivatives.

Silylation of nitro compounds

1. The silylation of dimethyl nitromalonate with N, N′-diphenyl-N-trimethylsilylurea, and also of the Ag salt of dimethyl nitromalonate with trimethylchlorosilane, leads to the trimethylsilyl ester of dicarbomethoxymethanenitronic acid, which is more stable then its alkyl analogs, and which reacts with amines, acids and alcohols by a common scheme to give dimethyl nitromalonate and the corresponding trimethylsilyl derivatives. 2. The trimethylsilyl ester of dicarbomethoxymethanenitronic acid enters into the 1, 3-dipolar cycloaddition reaction with styrene and methyl acrylate, forming the corresponding 5-substituted N-trimethylsilyloxy-3, 3-biscarbomethoxyisoxazolidines, in which connection the reaction is structurally and spatially selective, and leads to the stereoisomer with the same mutual orientation of the substituent in the 5 position and the -OSi(CH3)3 group. 3. The inversion of the nitrogen in the obtained 5-substituted N-trimethylsilyloxy-3, 3-biscarbomethoxyisoxazolidines is hindered below 100°, whereas equilibrium mixtures of the stereoisomers are formed when the compounds are heated at a higher temperature. 4. Treatment of the 5-substituted N-trimethylsilyloxy-3, 3-biscarbomethoxyisoxazolidines with CH3·ONa gives the 5-substituted 3-carbomethoxyisoxazolines, and also methoxytrimethylsilane and the Na salt of monomethyl carbonate.

Reaction of silylated aminonitrofurazane with N-magnesium amine derivatives

A study was carried out on the reaction of N-trimethylsilylaminonitrofurazane with magnesyl amines, leading to the corresponding asymmetric diazene oxides.

Synthesis of mixed plasticizers containing N,N′-bis(nitrooxyalkyl)-N,N′-dinitromethanediamines

New mixed plasticizers for gas-generating compositions on the basis of nitrooxy derivatives of N,N′-dialkyl-N,N′-dinitromethanediamines were obtained by condensation of N-hydroxyalkylsulfamates with formaldehyde, followed by nitration.

Synthesis of 2-Substituted N-Nitrooxazolidines

A method was developed for preparation of N-nitrooxazolidines functionally substituted in position 2 consisting in nitration of reaction products obtained from N-(2-hydroxyethyl)sulfamate and 2-substituted acetaldehydes.

General Synthesis of γ-Functionalized β-Aryl-Substituted Primary Nitro Compound

A simple and general procedure was developed for synthesis of γ-functionalized β-aryl-substituted; primary nitro compounds from aromatic aldehydes, carbonyl compounds with an activated methylene group, and nitromethane.

Synthesis of potassium salts ofO-substitutedN-nitrohydroxylamines

Potassium salts of O-substitutedN-nitrohydroxylamines were synthesized by nitration of O-substituted.N-acetylhydroxylamines followed by treatment of the reaction products with potassium methoxide.