Ram V J
Medicinal Chemistry Division, Central Drug Research Institute, Lucknow.
Arch Pharm (Weinheim). 1990 Nov;323(11):895-9. doi: 10.1002/ardp.19903231103.
Synthesis of 6-aryl-5-cyano-2-thiouracils 1a-d from the condensation-cyclization of an aromatic aldehyde, thiourea and ethyl cyanoacetate has been described. Alkylation of 1a-d under different reaction conditions with mono- and dihalo-alkanes yielded 2, 3, and 6. Interaction of 1 with POCl3 provided halopyrimidines 8a,b. Nucleophilic substitution on 8 and 3 with aromatic amines gave 9a-d and 7a-d respectively. 6-Chloro-5-nitro-3-methyluracil (11) obtained by nitration of 10 underwent nucleophilic substitution with amines providing 12. Some of the compounds screened as leishmanicides did not exhibit any significant activity.
已描述了由芳香醛、硫脲和氰基乙酸乙酯经缩合环化反应合成6-芳基-5-氰基-2-硫脲嘧啶1a-d的方法。在不同反应条件下，1a-d与单卤代烷和二卤代烷发生烷基化反应生成了2、3和6。1与POCl3相互作用生成卤代嘧啶8a、b。8和3与芳香胺发生亲核取代反应分别生成9a-d和7a-d。10经硝化反应得到的6-氯-5-硝基-3-甲基尿嘧啶（11）与胺发生亲核取代反应生成12。筛选出的一些作为利什曼原虫杀虫剂的化合物未表现出任何显著活性。
