Bouchaib Elotmani , Ahmed El Hakmoui , El Mokhtar Essassi , Jilali Fifani , Alain Gueiffier
{"title":"Synthèse des 2-hydroxy-7-〚benzimidazol-2-yl〛-méthyl-5-méthylpyrazolo〚1,5-a〛pyrimidines à partir de la 4-hydroxy-6-méthylpyran-2-one","authors":"Bouchaib Elotmani , Ahmed El Hakmoui , El Mokhtar Essassi , Jilali Fifani , Alain Gueiffier","doi":"10.1016/S1387-1609(00)01213-5","DOIUrl":null,"url":null,"abstract":"<div><p>Condensation of 3-amino-5-hydroxypyrazole <strong>1</strong> with triacetic acid lactone <strong>2</strong> in refluxed alcohols afforded 2-hydroxy-5,7-dimethylpyrazolo〚1,5-<em>a</em>〛pyrimidine <strong>3</strong> beside to 7-alkoxycarbonylmethyl-2-hydroxy-5- methylpyrazolo〚1,5-<em>a</em>〛pyrimidine <strong>4</strong>. Action of hydrazine on compounds <strong>4</strong> yielded 7-hydrazinocarbonylmethyl-2-hydroxy-5-methylpyrazolo〚1,5-<em>a</em>〛pyrimidine <strong>5</strong>. Condensation of <em>o</em>-phenylenediamines <strong>6</strong> with hydrazide <strong>5</strong> to melting reactants afforded 2-hydroxy-7-〚benzimidazol-2-yl〛methyl-5-methylpyrazolo〚1,5-<em>a</em>〛pyrimidines <strong>7</strong>. Structures of the obtained products have been assigned by means of spectroscopic measurements.</p></div>","PeriodicalId":100305,"journal":{"name":"Comptes Rendus de l'Académie des Sciences - Series IIC - Chemistry","volume":"4 4","pages":"Pages 285-288"},"PeriodicalIF":0.0000,"publicationDate":"2001-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1016/S1387-1609(00)01213-5","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Comptes Rendus de l'Académie des Sciences - Series IIC - Chemistry","FirstCategoryId":"1085","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S1387160900012135","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 0
Abstract
Condensation of 3-amino-5-hydroxypyrazole 1 with triacetic acid lactone 2 in refluxed alcohols afforded 2-hydroxy-5,7-dimethylpyrazolo〚1,5-a〛pyrimidine 3 beside to 7-alkoxycarbonylmethyl-2-hydroxy-5- methylpyrazolo〚1,5-a〛pyrimidine 4. Action of hydrazine on compounds 4 yielded 7-hydrazinocarbonylmethyl-2-hydroxy-5-methylpyrazolo〚1,5-a〛pyrimidine 5. Condensation of o-phenylenediamines 6 with hydrazide 5 to melting reactants afforded 2-hydroxy-7-〚benzimidazol-2-yl〛methyl-5-methylpyrazolo〚1,5-a〛pyrimidines 7. Structures of the obtained products have been assigned by means of spectroscopic measurements.