Reaction of 2-Aryl-4-Cyano-1,3-Oxazole-5-Sulfonyl Chlorides With 5-Amino-1H-Pyrazoles and 5-Amino-1H-1,2,4-Triazole

Reaction of 2-Aryl-4-Cyano-1,3-Oxazole-5-Sulfonyl Chlorides With 5-Amino-1H-Pyrazoles and 5-Amino-1H-1,2,4-Triazole
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DOI:
10.1007/s10593-014-1450-2
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发表时间:
2014-04-01
影响因子:
1.5
通讯作者:
Brovarets, V. S.
Brovarets, V. S.
中科院分区:
化学4区
文献类型:
--
作者:
Kornienko, A. N.;Pil'o, S. G.;Brovarets, V. S.

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2-芳基-4-氰基-1,3-恶唑-5-磺酰氯与5-氨基-3-R-1H-吡唑和5-氨基-1H-1,2,4-三唑反应,得到5-[(3-R-5-氨基-1H-吡唑-1-基)磺酰基]-2-芳基-1,3-恶唑-4-腈和5-[(5-氨基-1H-1,2,4-三唑-1-基)磺酰基]-2-芳基-1,3-恶唑-4-腈。氢化钠作用于这些碳腈,可消除二氧化硫并环化缩合,得到新的杂环体系,即[1,3]恶唑并[5,4-d]吡唑并[1,5-a]嘧啶和[1,3]恶唑并[5,4-d][1,2,4]三唑并[1,5-a]嘧啶。
The reaction of 2-aryl-4-cyano-1,3-oxazole-5-sulfonyl chlorides with 5-amino-3-R-1H-pyrazoles and 5-amino-1H-1,2,4-triazole gave 5-[(3-R-5-amino-1H-pyrazol-1-yl)sulfonyl]-2-aryl-1,3-oxazole-4-carbo- nitriles and 5-[(5-amino-1H-1,2,4-triazol-1-yl)sulfonyl]-2-aryl-1,3-oxazole-4-carbonitriles. The action of sodium hydride on these carbonitriles leads to the elimination of sulfur dioxide and cyclocondensation to give new heterocyclic systems, namely, [1,3]oxazolo[5,4-d]pyrazolo[1,5-a]-pyrimidine and [1,3]oxazolo[5,4-d][1,2,4]triazolo[1,5-a]pyrimidine.