THE SYNTHESIS OF SOME PYRIMIDINYL AND THIAZOLYL UREAS AND THIOUREAS AND SOME RELATED-COMPOUNDS

THE SYNTHESIS OF SOME PYRIMIDINYL AND THIAZOLYL UREAS AND THIOUREAS AND SOME RELATED-COMPOUNDS
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DOI:
10.1071/ch9881221
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发表时间:
1988-01-01
影响因子:
1.1
通讯作者:
HARNDEN, MR
HARNDEN, MR
中科院分区:
化学4区
文献类型:
--
作者:
HURST, DT;STACEY, AD;HARNDEN, MR

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一些嘧啶-2-胺和嘧啶-4-胺与异氰酸酯和异硫氰酸酯反应,得到相应的二取代脲或硫脲。在这些反应中,嘧啶-2-胺比嘧啶-4-胺更具反应性。2-氨基噻唑和噻唑啉酮也反应生成硫脲的二取代脲。使用乙氧羰基或苯甲酰基异硫氰酸酯或异氰酸酯得到的产物易于水解成嘧啶基或噻唑脲或硫脲,但伴随着乙氧羰基取代基的水解和脱羧。使用氯磺酰基或三甲基甲硅烷基异氰酸酯得到脲衍生物,而不分离中间体二取代脲。并合成了一些相关化合物。
Some pyrimidin-2-and pyrimidin-4-amines were treated with isocyanates and isothiocyanates to give the corresponding disubstituted ureas of thioureas. A pyrimidin-2-amine is more reactive than a pyrimidine-4-amine in these reactions. 2-Aminothiazoles and thiazolinones also react to give the disubstituted ureas of thioureas. The use of ethoxycarbonyl or benzoyl isothiocyanate or isocyanate gives products which are readily hydrolysed to the pyrimidinyl or thiazolyureas or thioureas but with concomitant hydrolysis and decarboxylation of an ethoxycarbonyl substituent. The use of chlorosulfonyl or trimethylsilyl isocyanate gives the urea derivative without isolation of the intermediate disubstituted urea. Some related compounds were also synthesized.