128641-07-6Relevant academic research and scientific papers
Chemotherapeutic agents, XVIII: Synthesis of pi-deficient pyrimidines and fused pyrimidines as leishmanicidal agents.
Ram
, p. 895 - 899 (2007/10/02)
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.
Chemotherapeutic Agents. XII - Synthesis of Pyrimidines and Fused Pyrimidines as Leishmanicides and Herbicides
Ram, Vishnu Ji
, p. 893 - 905 (2007/10/02)
Various bicyclic (2, 3) and tricyclic (4, 5) heterocycles were prepared by the reaction of 1a, c with dihaloalkanes and polynitrohalobenzene separately.Electrophilic substitution on 1a-c with different alkyl halides yielded mono and dialkyl pyrimidines (6-20).Nucleophilic substitution reactions on 18 and 21 with amine and hydrazine separately yielded 22-31, 21a, b and 41c.Reaction of 25a with ethyl ethoxymethylenecyanoacetate and chloroacetyl chloride separately provided bicyclic compounds 32 and 33.Condensation-cyclization of 25a with formic, acetic and nitrous acid separately yielded 34a, b and 35.Reaction of 26a with ethylthioglycolate and thiourea separately provided 36a and 39.The latter was alkylated with methyl iodide to 40.An attempt to cyclize 29a and 30a with thionyl chloride provided bicyclic compounds 37a, b and an uncyclic product 38.Some of the compounds were screened for leishmanicidal and herbicidal activities and a few of them exhibited significant activity.
