{"title":"REACTIONS OF O-AMINO-N-(1,1-DIMETHYLPROP-2-YNYL)-BENZAMIDE","authors":"C. Usifoh, L. Okunrobo","doi":"10.4314/AJST.V2I1.44638","DOIUrl":null,"url":null,"abstract":"Carbonylation of o-amino-N-(1,1-dimethylprop-2-ynyl)-benzamide 3 with ethyl chloroformate gave 2-carbethoxyamino-N-(1,1-dimethylprop- 2-ynyl)-benzamide 6. Attempted cyclization of 6 under basic conditions did not give the quinazoline 8 but an oxazole 7. When 3 was also refluxed in triethylorthoformate-acetic anhydride mixture, 2-acetylamino-N-(1,1-dimethylprop- 2-ynyl)-benza-mide 4 was formed as the major compound with negligible amount of 3-(1,1- dimethylprop-2-ynyl)-quinazolin-4-(3H)-one 5.","PeriodicalId":7641,"journal":{"name":"African Journal of Science and Technology","volume":"92 1","pages":""},"PeriodicalIF":0.0000,"publicationDate":"2009-07-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"African Journal of Science and Technology","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.4314/AJST.V2I1.44638","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
Carbonylation of o-amino-N-(1,1-dimethylprop-2-ynyl)-benzamide 3 with ethyl chloroformate gave 2-carbethoxyamino-N-(1,1-dimethylprop- 2-ynyl)-benzamide 6. Attempted cyclization of 6 under basic conditions did not give the quinazoline 8 but an oxazole 7. When 3 was also refluxed in triethylorthoformate-acetic anhydride mixture, 2-acetylamino-N-(1,1-dimethylprop- 2-ynyl)-benza-mide 4 was formed as the major compound with negligible amount of 3-(1,1- dimethylprop-2-ynyl)-quinazolin-4-(3H)-one 5.
邻氨基- n -(1,1-二甲基丙-2-炔基)-苯酰胺3与氯甲酸乙酯羰基化得到2-碳氧基氨基- n -(1,1-二甲基丙-2-炔基)-苯酰胺6。在基本条件下对6进行环化，得到的不是喹唑啉8，而是恶唑7。当3也在三乙基甲甲酸乙酯-乙酸酐混合物中回流时，形成2-乙酰氨基- n-(1,1-二甲基丙-2-炔基)-苯甲酰胺4作为主要化合物，3-(1,1-二甲基丙-2-炔基)-喹唑啉-4-(3H)- 1- 5的量可忽略。
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