- Synthesis of 1,3,5-triazinane-2-thiones and 1,3,5-oxadiazinane-4-thiones linked with isoxazoles
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Trimolecular condensation of N-(3,5-dimethyl-4-isoxazolyl)N′- arylthioureas 2 obtained from 1 by reaction with arylisothiocyanates, with aqueous formaldehyde and primary amines in toluene under reflux leads to 5-alkyl-1-(3,5-dimethyl-4-isoxazolyl)-3-aryl-hexahydro-1,3,5-triazinane-2- thiones 3 in excellent yields. Condensation of 2 with aqueous formaldehyde under similar condition provides isoxazolyl 1,3,5-oxadiazinane-4thiones 4.
- Rajanarendar,Siva Rami Reddy,Shaik, Firoz Pasha
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experimental part
p. 119 - 122
(2010/04/29)
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- Transformations in the isoxazole series: Synthesis of substituted 2-aminothiazoles
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Substitued N-(isoxazol-4-yl)thioureas 1 undergo a transformation in the presence of hexacarbonylmolybdenum and acid to yield functionalized thiazoles 3 in a one-pot reaction. In a few cases, 1,4,5-trisubstituted dihydroimidazoleth, iones 4 are also isolated as side products. Mechanistic considerations are outlined and scope and limitations of this new methodology discussed.
- Pascual, Alfons
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p. 531 - 542
(2007/10/02)
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