A. F. Mishnev

Synthesis and structure of 6-substituted 9-(2-ethoxy-1,3-dioxan-5-yl)purines

The reaction of 4-chloro-5-amino-6-(1,3-dihydroxy-2-propyl)aminopyrimidine with excess ethyl orthoformate gave a cyclic acetal, viz., 6-chloro-9-(2-ethoxy-1,3-dioxan-5-yl)purine, amination of which yielded 6-amino-9-(2-ethoxy-1,3-dioxan-5-yl)purine. The presence of two configurational isomers with a diaxial orientation of the purine ring and the ethoxy group in the trans isomer and an equatorial orientation of the ethoxy group in the cis isomer was established for these compounds by 1H and 13C NMR and IR spectroscopy. The three-dimensional structure of trans-6-chloro-9-(2-ethoxy-1,3-dioxan-5-yl)purine was determined by an x-ray difraction study, and the trans-diaxial orientation of the purine ring and the ethoxy group was confirmed; it is shown that the dioxane ring is in an anti conformation relative to the purine ring.

Octahydropyrrolo[4,3,2-m,n]acridine derivatives. I. Synthesis and molecular structure of derivatives of 2,3,4,5,7,8,9,10-octahydropyrrolo[4,3,2-m,n]acridin-10-one, a new heterocyclic system

Heating 1,1-bis(5,5-dimethyl-1,3-cyclohexanedion-2-yl)acetone with ammonia gave a new heterocyclic compound, namely, 1,4,4,8,8-pentamethyl-2,3,4,5,7,8,9,10-octahydropyrrolo[4,3,2-m,n]acridin-10-one. Analogously, 3,6-dimethyl-9-benzoyl-1,2,3,4,5,6,7,8-octahydroxanthene-1,8-dione gave 4,8-dimethyl-1-phenyl-2,3,4,-5,7,8,9,10-octahydropyrrolo[4,3,2-m,n]acridin-10-one. The structures of these products were demonstrated by PMR and IR spectroscopy and x-ray diffraction analysis.

Synthesis, structure, and transformations of 1-aza-3-oxa-7-thiabicyclo[3.4.0]nonan-2-one

Abstract1-Aza-3-oxa-7-thiabicyclo[3.4.0]nonan-2-one was obtained by reduction of 3,4-dimethoxycarbonyltetrahydro-1,4-thiazine. The reduction of this product with lithium aluminum hydride led to 3-hydroxymethyl-4-methyltetrahydro-1,4-thiazine. The molecular and crystal structures of 1-aza-3-oxa-7-thiabicyclo[3.4.0]nonan-2-one were investigated by x-ray diffraction analysis.

MOLECULAR CRYSTAL STRUCTURE AND CHEMICAL PROPERTIES OF 4-PHENYL-3,5-DIETHOXYCARBONYL-1,2,6-TRIMETHYL-1,2-DIHYDROPYRIDINE

The molecular crystal structure of 4-phenyl-3,5-diethoxycarbonyl-1,2,6-trimethyl-1,2-dihydropyridine has been investigated by x-ray structural analysis. The three-dimensional structural properties of the molecule have been compared against the large observed reactivity of the 3-ethoxycarbonyl group with respect to nucleophilic substitution reactions.

Reactions of azirines with sulfur nucleophiles 3. A new method for the synthesis of 2,2-disubstituted thiomorpholines

A new method has been found for the preparation of 2,2-disubstituted thiomorpholines] by the reaction of 2,2-dimethy1-3-phenylaziridine with 2-chloroethanethiol.

Total synthesis and properties of prostaglandins 34. Synthesis and x-ray structural analysis of (+)4-(carboxymethyloxyiminomethyl)-2-oxabicyclo-[3.3.0]-6-octen-3-one

The reaction of α-formyl-γ-lactones with O-substituted hydroxylamines has been investigated. An x-ray structural investigation has been carried out on (+)4-(carboxymethyloxyiminomethyl)-2-oxabicyclo[3.3.0]-6-octen-3-one.

Reactions of 1,1-dialkylthiosemicarbazides with propiolic acid and its esters

The betaines 2-amino-4,4-dimethyl-δ2-1,3,4-thiadiazolin-4-io-5-acetates are formed in the reaction of 1,1-dimethylthiosemicarbazides with propiolic acid. 2-Amino-4,4-disubstituted-5-carboalkoxy-methyl-δ2-1,3,4-thiadiazolinium chlorides, the structure of which has been confirmed by X-ray crystallography, are formed by the reaction of 1,1-disubstituted thiosemicarbazides lower alkyl propiolates in the presence of hydrochloric acid.

Synthesis and x-ray diffraction analysis of 1-methyl-5-(methoxycarbonylmethyl)-4,6-dioxa-1-azoniabicyclo[3.3.0]octane bromide

The reaction of methyl bromopropiolate with diethanolmethylamine gave a quaternized 5-(methoxycarbonylmethyl)-4,6-dioxa-1-azabicyclo[3.3.0]octane, the structure and conformation of which were studied by x-ray diffraction analysis.

Synthesis, properties, and X-ray diffraction study of 4-trifluoromethyl-6-phenyl-2-chloro-3-cyanopyridine

Abstract4-Trifluoromethyl-6-phenyl-2-chloro-3-cyanopyridine was synthesized, and its molecular-crystal structure was established. The chlorine atom was replaced by amino, mercapto, thiocyanato, and azido groups. The possibility of the direct amination of 4-trifluoromethyl-6-phenyl-3-cyano-2-pyridone by the action of hexamethylphosphoric triamide (HMPT) was demonstrated.

Reaction of azirines with sulfur nucleophiles. 1. Treatment of 2,2-dimethyl-3-phenylazirine with ?-substituted ethanethiols

The reaction of 2,2-dimethyl-3-phenylazirine with β-substituted ethanethiols results in the formation of a previously unknown series of 2-substituted aziridines, namely aziridinylalkylsulfides. Their three-dimensional structures were investigated by x-ray crystallography.