A NEW SYNTHETIC ACCESS TO 2-TRIHALOGENOMETHYL- 3,4-DIHYDROFURO[2,3-d]- PYRIMIDIN-4-ONES

2-Amino-5-alkoxycarbonylfurans 1a-c react with 1-chloro-2,2,2-trihalogenoethyliden-O-methylurethanes 2a,b at room temperature to give N-(2-furyl)-N′-methoxycarbonyl-trihalogenoacetamidines 3a-f which cyclize into 2-trihalogenomethyl-3,4-dihydrofuro[2,3-d]pyrimidin-4-ones 4a-f on boiling in toluene....

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Bibliographic Details
Published inSynthetic communications Vol. 32; no. 24; pp. 3749 - 3753
Main Authors Vovk, Mykhaylo V., Bol'but, Andrij V., Dorokhov, Viktor I., Pyrozhenko, Volodymyr V.
Format Journal Article
LanguageEnglish
Published NEW YORK Taylor & Francis Group 01.01.2002
Marcel Dekker Inc
Subjects
1-Chloro-2,2,2-trihalogenoethyliden-O-methylurethanes
2-Amino-5-alkoxycarbonylfurans
2-Trihalogenomethyl-3,4-di-hy-drofuro[2,3-d]pyrimidin-4-ones
Chemistry
Chemistry, Organic
N-(2-Furyl)-N-methoxycarbonyltrihalogenoacetamidines
Physical Sciences
Science & Technology
2-amino-5-alkoxycarbonylfurans
FURO<2,3-D>PYRIMIDINES
N-(2-furyl)-N-methoxycarbonyltrihalogenoacetamidines
BIOLOGICAL-ACTIVITIES
1-chloro-2,2,2-trihalogenoethyliden-O-methylurethanes
2-trihalogenomethyl-3,4-di-hydrofuro[2,3-d]pyrimidin-4-ones
DIHYDROFOLATE-REDUCTASE INHIBITORS
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Summary:2-Amino-5-alkoxycarbonylfurans 1a-c react with 1-chloro-2,2,2-trihalogenoethyliden-O-methylurethanes 2a,b at room temperature to give N-(2-furyl)-N′-methoxycarbonyl-trihalogenoacetamidines 3a-f which cyclize into 2-trihalogenomethyl-3,4-dihydrofuro[2,3-d]pyrimidin-4-ones 4a-f on boiling in toluene.
ISSN:0039-7911
1532-2432
DOI:10.1081/SCC-120015392