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  • 1990-1994  (4)
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  • 1
    ISSN: 0941-1216
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Cycloaddition Elimination Reactions of Phenylisocyanate with Oxo and Thiono Derivatives of Aliphatic Substituted 5-Imino-1,2,4-dithiazolidines and 3-Thiono-1,2,4-thiadiazolidines (Mustard Oil Oxides and Sulfides)5-Imino-1,2,4-dithiazolidin-3-ones 1 and-3-thiones 3 react with phenylisocyanate to afford 5-imino-1,2,4-thiadiazolidin-3-ones 6. In comparison isomeric 3-thiono-1,2,4-thiadiazolidin-5-ones 2, 5, and -5-thiones 4 yield 3-imino-1,2,4-thiadiazolidin-5-ones 8, 10, and -5-thiones 7. Thermolyses of thiadiazolidines 5 and 10 afford further 1,2,4-thiadiazolidines 9, 11. Compounds 8-11 are available also by reaction of substituted guanidines with chlorocarbonyl sulfenylchloride.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
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  • 2
    Electronic Resource
    Electronic Resource
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 332 (1990), S. 181-190 
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Synthesis of Mustard Oil Oxides with Different SubstituentsTreatment of N-alkyl-N′-aryl-thioureas with chlorocarbonylsulfenyl chloride leads to 2-alkyl-4-aryl-3-thiono-1,2,4-thiadiazolidin-3-ones (4). Isomerization of 4 takes place in the presence of strong acids to give 5-alkylimino-4-aryl-1,2,4-dithiazolidin-3-ones (5). 5-Arylimino-4-aryl-1,2,4-dithiazolidin-3-ones with different aromatic substituents (13a-e) are accessible by desulfurization of the corresponding 5-arylimino-4-aryl-1,2,4-dithiazolidin-3-thiones (12) with benzonitril oxide. Structure of 4 follows both from desulfurization to the known 1,2,4-thiadiazolidin-3,5-diones (9) and spectroscopic data.
    Additional Material: 3 Tab.
    Type of Medium: Electronic Resource
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  • 3
    Electronic Resource
    Electronic Resource
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 333 (1991), S. 579-592 
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Cycloaddition Elimination Reactions of 4-Aryl-5-arylimino-1,2,4-dithiazolidin-3-ones (Mustard Oil Oxides)4-Aryl-5-arylimino-1,2,4-dithiazolidin-3-ones (1) react with isocyanates, isothiocyanates, and cyanic acid esters by exchange of the COS-part from 1 affording thiadiazole and dithiazole derivatives 4, 5, 6 or 12. The reaction products are able to give further exchange reactions. Ring opening of 2-substituted 4-aryl-5-arylimino-1,2,4-thiadiazolin-3-ones (4) and -3-thiones (6) yields thio- and dithiobiurets (7, 8) with aryl substituent in 3-position. Oxidation of dithiobiurets, generated from 6, affords dithiazolidines 9, which are Dimroth-isomers of 6.
    Additional Material: 4 Tab.
    Type of Medium: Electronic Resource
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  • 4
    Electronic Resource
    Electronic Resource
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 333 (1991), S. 107-117 
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Synthesis and Dimroth Isomerization of Disubstituted 5-Imino-1,2,4-dithiazolidine-3-thiones (Mustard Oil Sulfides).Treatment of N-substituted dithiocarbamates with N-substituted S-chloroisothiocarbamoyl chlorides leads to disubstituted 5-imino-1,2,4-dithiazolidine-3-thiones. Educts with different aromatic substituents give the diaryl derivatives 5, as expected by the reaction equation. Educts with one aromatic and one aliphatic substituent give 5-alkylimino-4-aryl derivatives 10, regardless which starting component (3, 4, 7, 8) possesses the aliphatic or aromatic substituent. Educts with different aliphatic substituents (7, 8) leads to mixtures of isomeric derivatives 12, 13. Disubstituted 5-imino-1,2,4-dithiazolidine-3-thiones with 5-alkylimino group are able for Dimroth isomerization to 4-substituted 2-alkyl-1,2,4-thiadiazolidine-3,5-dithiones.
    Additional Material: 5 Tab.
    Type of Medium: Electronic Resource
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