{"title":"Approaches to heterocyclic analogues of biphenylene. Part I. The reaction of 5,6-diaryl-2,3-dihydropyrazines with alcoholic alkali","authors":"P. England, R. McDougall","doi":"10.1039/J39710002685","DOIUrl":null,"url":null,"abstract":"2,3-Dihydro-5,6-diphenylpyrazine reacts with alcoholic alkali to form 2,3-diphenylpyrazine and 5,5′,6,6′-tetraphenyl-2,2′-bipyrazinyl, not 2,3,6,7-tetraphenyl-1,4,5,8-tetra-azabiphenylene. 2,3-Dihydro-5,6-bis-(p-methoxy-phenyl)pyrazine undergoes an analogous reaction, but 2,3-dihydro-5,6-bis-(p-nitrophenyl)pyrazine yields only an apparently polymeric material. The reaction of pp′-dinitrobibenzoyl with ethylenediamine produces not only 2,3-dihydro-5,6-bis-(p-nitrophenyl)pyrazine, but also NN′-bis-(p-nitrobenzoyl)ethylenediamine.","PeriodicalId":17245,"journal":{"name":"Journal of The Chemical Society C: Organic","volume":"13 1","pages":"2685-2689"},"PeriodicalIF":0.0000,"publicationDate":"1971-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"4","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of The Chemical Society C: Organic","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1039/J39710002685","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 4
Abstract
2,3-Dihydro-5,6-diphenylpyrazine reacts with alcoholic alkali to form 2,3-diphenylpyrazine and 5,5′,6,6′-tetraphenyl-2,2′-bipyrazinyl, not 2,3,6,7-tetraphenyl-1,4,5,8-tetra-azabiphenylene. 2,3-Dihydro-5,6-bis-(p-methoxy-phenyl)pyrazine undergoes an analogous reaction, but 2,3-dihydro-5,6-bis-(p-nitrophenyl)pyrazine yields only an apparently polymeric material. The reaction of pp′-dinitrobibenzoyl with ethylenediamine produces not only 2,3-dihydro-5,6-bis-(p-nitrophenyl)pyrazine, but also NN′-bis-(p-nitrobenzoyl)ethylenediamine.