An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available from the CCDC and typically includes 3D coordinates, cell parameters, space group, experimental conditions and quality measures.

An alternative procedure for synthesizing 2,4,6-tris(2,2,2-trinitroethylamino)-1,3,5-triazine was developed. Nitration of this compound gave hitherto unknown 2,4,6-tris(2,2,2-trinitroethylnitramino)-1,3,5-triazine, which is of interest as potential component of solid rocket fuel compositions.

Methods were developed for the synthesis of 6-azido-2,4-bis(2,2,2-trinitroethylamino)- 1,3,5-triazine and its N-nitro derivatives (6-azido-2,4-bis(2,2,2-trinitroethyl)nitramino-1,3,5-triazine and 6-azido-2-(2,2,2-trinitroethylamino)-4-(2,2,2-trinitroethyl)nitramino-1,3,5-triazine) containing combinations of azido, trinitroethyl, and nitramine groups. These compounds are of interest as components of energetic composites. The molecular and crystal structures of 6-azido-2,4-bis(2,2,2-trinitroethylamino)-1,3,5-triazine and 6-azido-2,4-bis(2,2,2-trinitroethyl) nitramino-1,3,5-triazine were studied by X-ray diffraction and NMR spectroscopy.

A method for synthesis of 2-(2,2,2-trinitroethylamino)-4,6-diazido-1,3,5-triazine from 2-amino-4,6-diazido-1,3,5-triazine was elaborated. The molecular and crystal structures of this compound were studied using X-ray diffraction analysis.

N-Aminomethylation of 4,4-bis(chloromethyl)oxazolidin-2-one with formaldehyde and secondary amines is accompanied by the intramolecular ring closure to give 7a-chloromethyl3-oxohexahydroimidazo[1,5-c]oxazol-6-ium chlorides. In the case of the closely related 4,4-bis(acetoxymethyl)oxazolidin-2-one, only N-aminomethylation occurs.

Electrochemical oxidation of donor bis(ethylenedithio)tetrathiafulvalene (BEDT-TTF) in 1,1,2-trichloroethane-ethanol in the presence of electrolytes including two type of ligands, namely, (Ph4P)(2)[M(dca)(2)(SCN)(2)], M = Mn, Ni; dca = [N(CN)(2)](-), has been performed and analyzed for the first time. It has been found that in the reaction of electrochemical oxidation of BEDT-TTF, [M(dca)(2)(SCN)(2)](2-) anion decomposes to form new metal-complex anions, [Mn(dca)(3)(SCN)(2)center dot H2O](3-) and [Mn(SCN)(6)](4-) or [Ni(SCN)(6)](4-), respectively, as well as (dca) and SCN anions. New radical cation salts, (BEDT-TTF)(4)Mn[(dca)(3)(SCN)(2)center dot H2O](SCN)(x), x < 1, (I), omega-(BEDT-TTF)(5)M(SCN)(6)center dot C2H5OH, M = Mn (III), Ni (IV), and previously described alpha ''-(BEDT-TTF)(2)(dca)center dot 2H(2)O (II) have been synthesized. A solid-phase transformation of crystals I to crystals II have been found. Crystal structure and conducting of the salts, as well as the electronic structure and magnetic properties of III, were analyzed. Salts III and IV have layered structure in which omega-type radical cation layers alternate with insulating anion layers composed of [M(SCN)(6)](4-) anions. Crystals I is a bad metal while two others exhibit a semiconducting behavior of conductivity. No exchange interactions for Mn2+ ions observed in the salt III. (C) 2014 Elsevier B.V. All rights reserved.

The recently discovered synthetic route to quaternary ammonium salts of a new series via N -aminometylation of 4,4-bis(nitroxymethyl)oxazolidin-2-one was extended to other NH acids obtained for the first time by O -nitration of known a-hydroxyalkyl derivatives of 4-methyloxazolidin-2-one, pyrrolidin-2-one, and benzimidazole. In the aminomethylation of these NH acids, dimethylamine and morpholine were used as the amine components.

We synthesized a number of derivatives of 1,2,3-benzotriazole, 1,2,4-triazole, and oxazolidine-2-one derivatives, among which compounds suppressing the growth of the tumor cells HeLa and H1299 were revealed. The studies of the effect of these compounds on the cell cycle and activity of caspase dependent degradation of poly(ADP-ribose) polymerase showed that these compounds at the IC50 doses exhibit cytostatic effect on tumor cells. In the MCF7 cells, these compounds induce an increase in expression of the tumor suppressor p53.

AbstractMannich reaction of bis(nitroxymethyl)oxazolidine (I) is found to furnish quaternary ammonium salt (IV) with unique structure instead of the expected Mannich bases.

Nitration of N-(ω-acylamino0-β,β-dinitroalkyl)tetrahydro-1,3-oxazines and N-(ω-acylamino-β,β-dinitroalkyl)oxazolidines resulted in O-nitrates bearing amide, dinitromethylene, and nitroamine groups. It was found that nitration can be accompanied by N-hydroxymethylation of the amide group. Three nitrates synthesized were tested for, and exhibited good level of, cardioprotection.

The reactions of HNO 3 with tetrahydro-1,3-oxazines 1a—c produced by aminomethylation of diketopiperazine, isatin, and succinimide, respectively, afforded nitrates of amino alcohols [RCH 2 NH 2 (CH 2 ) 3 ONO 2 ] + NO 3 – ( 4a—c ) whose subsequent N -nitrosation (NaNO 2 , AcOH) gave nitrates of N -nitrosoamino alcohols RCH 2 N(NO)(CH 2 ) 3 ONO 2 ( 5a—c ). The structures of compound 5b,c were established by X-ray diffraction analysis.

The reaction of nitrates (nitro esters) of amino alcohols with alkali metal hydrogen carbonates yielding oxazolidin-2-ones and tetrahydro-1,3-oxazin-2-ones was discovered. A large number of both known and newly synthesized nitrates of amino alcohols with various structures were involved in this reaction, and the optimum reaction conditions were found. New oxazolidin-2-ones and tetrahydro-1,3-oxazin-2-ones were synthesized. Two more transformations were found for a few examples. One of the reactions gives nitramino alcohols, whereas another reaction affords polymers.

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A new version of the Mannich reaction involving amino alcohols (3-aminopropan-1-ol and aminoethanol) was developed. These compounds react with formaldehyde and CH or NH acids to give N-substituted tetrahydro-1,3-oxazines or oxazolidines.

The reactions of isatin, benzotriazole, and succinimide with formaldehyde and methylamine yield monoamines RCH 2 N(Me)CH 2 R and methylenediamines RCH 2 N(Me)CH 2 N(Me)CH 2 R. The use of ethylenediamine as the amino component affords N , N "-disubstituted imidazolidines, while the reactions with 3-aminopropan-1-ol give N -substituted tetrahydro-1,3-oxazines. RCH 2 NBu i 2 was obtained from succinimide, formaldehyde, and diisobutylamine. Nitrosative cleavage of the amines obtained was studied; it was shown that monoamines and methylenediamines give N -nitrosoamines RCH 2 N(NO)Me, which were structurally characterized by X-ray diffraction analysis. RCH 2 NBu i 2 affords diisobutylnitrosamine, while imidazolidines transform into dinitroso compounds RCH 2 N(NO)CH 2 CH 2 N(NO)CH 2 R.