Reaction of arylamines with some β,β′-substituted sulfolanes and β-substituted 2- and 3-sulfolenes

The reaction of,gb -substituted sulfolanes and-substituted 2- and 3-sulfolenes with aromatic amines was investigated. 4-Arylamino-2-sulfolenes and 3-arylamino-4-hydroxysulfolanes were obtained.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1193–1195, September, 1972.     

Reaction of sulfolenes and their derivatives with some sulfur-containing nucleophiles

Reaction of 2-sulfolene, 4-hydroxy-2-sulfolene, 4-bromo- and 3-chloro-2-sulfolenes, 3-chloro-4-hydroxysulfolane, and 3,4-dibromo(dichloro)sulfolanes with sodium methane-, hexane-, allene-, benzene-, and p-toluenesulfinates and magnesium gave 3-methyl-, 3-hexyl-, 3-allyl-, 3-phenyl-, and 3-(p-tolylsulfonyl)sulfolanes, 3-methyl-, 3-phenyl-, and 3-(p-tolylsulfonyl)-4-hydroxysulfolanes, and 3-phenyl- and 4-phenylsulfonyl-2-sulfolenes.     

Sulfur-containing derivatives of five-membered cyclic sulfones. 2. Intramolecular cyclization of isothioureidothiolene 1,1-dioxide salts

cis-2-Imino-4,6,7,8-tetrahydrothieno[3,4-d]thiazole 5,5-dioxides were obtained by intramolecular cyclization of 4-isothioureido-2-thiolene 1,1-dioxide salts. The reaction of N-substituted thioureas with 4-bromo-2-thiolene 1,1-dioxide leads to 3-substituted cis-2-imino-4,6,7,8-tetrahydrothieno[3,4-d]thiazole 5,5-dioxides.See [1] for Communication 1.Deceased.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 110–113, January, 1988.     

Deuterium exchange in a number of 3-substituted sulfolanes

The NaOD-catalyzed isotopic exchange of hydrogen in the 2 position of 3-methoxysulfolane was investigated by PMR spectroscopy, and its pK _a value was estimated to be 24.67. Increased acidity is characteristic for the methylene group of 3-hydroxysulfolane in the 2 position and the methylene group of 3,4-dimethoxysulfolanes in the 2 and 5 positions.The compounds were obtained by R. A. Dorofeeva by the described methods.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1067–1071, August, 1975.     

Synthesis and some properties of thiols,sulfides, and disulfides of the sulfolane series

Sulfolanethiols, which were oxidized to 3,3-disulfolanyl disulfide and 3,3-bis(4-hydroxysulfolanyl) disulfide, were obtained by reaction of 3-sulfolene and 4-hydroxy-2-sulfolene with sodium hydrosulfide. Previously unknown cleavage of the sulfolanyl sulfides at the C-S bond of the sulfolane ring was observed during their oxidative chlorination and alkaline hydrolysis.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 188–191, February, 1975.     

Kinetics of the alkaline hydrolysis of 3-sulfolanol phenyl ethers

A scheme for the elimination of aryloxy groups via an ElcB mechanism is proposed on the basis of data on the kinetics of the alkaline hydrolysis of 3-sulfolanol phenyl ethers in H₂O and D₂O.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1200–1203, September, 1974.     

Hydrolysis of sulfolanesulfonamides

Under alkaline hydrolysis conditions, alkyl- and dialkylamides of sulfolanesulfonic acid form a sulfolanesulfonic acid salt and alkyl- or dialkylaminosulfolanes, respectively.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1351–1352, October, 1972.