Archiv der Pharmazie p. 895 - 899 (1990)
Update date:2022-08-03
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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.
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Doi:10.1080/00304949609356737
(1996)Doi:10.1007/BF00756428
(1990)Doi:10.1002/anie.201100271
(2011)Doi:10.1016/j.bmcl.2019.126659
(2019)Doi:10.1016/j.bmcl.2010.11.066
(2011)Doi:10.1166/jnn.2014.9450
(2014)
