Synthesis of novel naphtho[2,1-b]furopyrimidine derivatives

被引:0
|
作者
Mahadevan, KM [1 ]
Vaidya, VP [1 ]
Vagdevi, HM [1 ]
机构
[1] Kuvempu Univ, Dept Chem, Shankaraghatta 577451, Karnataka, India
关键词
D O I
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中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
2-Acyl-3-aminonaphtho[2,1-b]furans 2a-c are converted into corresponding oximes 3a-c,which on reaction with chloroacetyl chloride in the presence of triethyl. amine yield 2-chloromethyl-4-alkyl/arylnaphtho[2, 1-b]furo[3,2-d]pyrimidine-3-oxides 4a-c. Acylation of compounds 2a-c furnish 2-acyl-3-acylamidonaphtho[2,1-b]furans 5a-f, which undergo ring closure, on reacting with hydrazine hydrate and produce 2-alkyl/aryl-3,4-dihydro-3-amino-4-hydroxy-4-alkyl/aryl-naphtho[2,1-b]furo[3,2-d]pyrimidines 6a-f. Compounds 6a-f when refluxed with formic acid undergo ring opening and rearrangement simultaneously to give 2-acyl-3-(3'-alkyl/aryl-1',2',4'-triazol-4'-yl)naphtho[2,1-b]furans 7a-f. The compounds synthesized have been screened for antimicrobial, anthelmintic and anti-inflammatory activity.
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页码:1931 / 1936
页数:6
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