V. N. Drozd

Synthesis and structural investigations of N(1-methyl-2-carbomethoxyindolyl-3-sulfonyl)-N′-hetarylureas

We have carried out synthetic and physicochemical investigations of N-(1-methyl-2-carbomethoxyindolyl-3-sulfonyl)-N′-hetarylureas which are a new generation of potential herbicides and plant growth regulators.

Anionic spirocyclization of 3-nitro-4-(2-hydroxyphenoxy)-2H-1-benzopyran-2-one : formation of stabilized Meisenheimer-type salts

Abstract The interaction of 3-nitro- and 3,6-dinitro-4-(2-hydroxy-4,5-R 2 -phenoxy)-2H-1-benzopyran-2-ones 4a–d with triethylamine leads to the formation of triethylammonium salts of corresponding anionic spirocyclic compounds 5a–d as a result of intramolecular nucleophilic attack of aroxide-ion on position 4 of the benzopyran system. The structure are proved by 1 H NMR, IR spectroscopy and X-ray analysis of 5c . The distribution of electron density in the model anion M was calculated from X-ray data.

Cycloaddition to 3h-1,2-dithiole-3-thiones. X-ray structural investigation of 2,3,4′,5′-tetracarbonmthoxy-5-methyl-6-phenylthio-pyran-4-spiro-2′-(1,3-dithiole)

Treatment of 4-methyl-5 -phenyl-3H-1,2-dithiole-3-thione with dicarbomethoxyaceotene gave 2,3,4′,5′-tetra-carbomethoxy-5-methyl-6-phenylthiopyran-4-spiro-2′-(1,3-dithiole) whose structure was proved by x-ray investigation.

Crystal and molecular structure of N-(o-chlorophenylsulfonyl)-N′-(4-dimethylamino-6-isopropylideneaminoxy-1,3,5-triazin-2-yl)urea: Plant growth regulator of the sulfonylurea class

We synthesized and conducted an x-ray diffraction investigation of an effective plant growth regulator of the sulfonylurea class: N(o-chlorophenylsulfonyl)-N′-(4-dimethylamino-6-isopropylideneaminoxy-1,3,5-triazin-2-yl)urea. We discuss the hydrogen bond system in the crystal of the studied compound.

Molecular structure of 1,3-dinitro-10-phenylphenothiazine

ConclusionsAn x-ray study has shown that the product of cyclization of 1(o-N-phenylaminophenylthio)-2,4,6-trinitrobenzene is 1,3-dinitro-10-phenylphenothiazine; consequently, the cyclization proceeds with a prior Smiles rearrangement.

X-ray diffraction study of arylsulfonylhetarylureas — A new generation of herbicides (review)

Data from an x-ray diffraction study and the conformational behavior in solutions of N-(arylsulfonyl)-N′-(1,3,5-triazin-2-yl)ureas (a comparative description) — a new generation of promising herbicides and plant-growth regulators — are correlated.

Cyclization of N-alkylazinium cations with bifunctional nucleophiles. 22. Crystal and molecular structure of tetrahydroquinoxaline condensed with the six-membered 1,3,4-thiadiazine ring

X-ray diffraction examination of 4-acetyl-10-methyl-2-phenyl-1,4,4a,5,10,10a-hexahydro-1,3,4-thiadiazino[5,6-b]quinoxaline has shown that the 4a-H and 10a-H hydrogens attached to the carbon atoms common to both heterocycles are cis-oriented, as in the annelation of five-membered heterocycles to the tetrahydropyrazine ring, but in this case the torsion angle H(4a)C(4a)C(10a)H(10a) is much greater, having a value of 60‡.

Cyclization of N-alkyl azinium cations with bifunctional nucleophiles. 21. Regioisomeric 1,3,4-thiadiazino[5,6-b]quinoxalines

Thiobenzhydrazides undergo cyclization with N-alkyl-quinoxalinium salts to give 5-alkyl-substituted 1,4,4a,5,10,10a-hexahydro-1,3,4-thiadiazino[5,6-b]quinoxalines, which undergo isomerization to 10-alkyl-substituted thiadiazinoquinoxalines when they are heated in ethanol or in the presence of acids.

Cyclizations of N-alkylazinium cations with bifunctional nucleophiles. 19. Crystal structure of the kinetic product of the reaction of N-methylquinoxalinium iodide with thioacetamide

The mutual orientation of the heterorings and the three-dimensional structure of the kinetic product of the reaction of N-methylquinoxalinium iodide with thioacetamide were established by x-ray diffraction analysis of 2,4-dimethyl-9-acetyl-3a,4,9,9a-tetrahydrothiazolo [4,5-b]quinoxaline.

Molecular structure of 4-phenyl-1-[3-(4-methyl-5-phenyl-1,2-dithiolio)]urazolide

Conclusions1.X-ray analysis has established that 4-phenyl-1-[3-(4-methyl-5-phenyl-1,2-dithiolio)]urazolide results from the reaction of 4-methyl-5-phenyl-1,2-dithiolene-3-thione with 4-phenyl-1,2,4-triazoline-3,5-dione.2.A structural formula is proposed for the zwitterion molecule.