{"title":"Benzopyrones。第三部分。氧吡喃苯并恶唑羧酸酯的合成及质谱分析","authors":"G. Barker, G. P. Ellis","doi":"10.1039/J39710001482","DOIUrl":null,"url":null,"abstract":"The preparation of ethyl 8-amino-7-hydroxy-4-oxochromen-2-carboxylate (1) and two of its isomers from the corresponding nitro-compounds is described. Cyclization of the Schiff bases from these amino-phenols and various nitrobenzaldehydes gave the oxopyranobenzoxazoles (4)–(7). The amino-phenols (1) and (2) were also cyclized by use of phosgene or thiophosgene to give the corresponding oxo- or thioxo-oxazoles (8)–(11). The mass spectra of 2-phenylbenzoxazole (12) and benzoxazol-2(3H)-one (13) are interpreted. A similar study of the pyranobenzoxazoles (4)–(11) showed fragmentation patterns characteristic of chromones rather than of benzoxazoles.","PeriodicalId":17245,"journal":{"name":"Journal of The Chemical Society C: Organic","volume":"349 1","pages":"1482-1484"},"PeriodicalIF":0.0000,"publicationDate":"1971-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"5","resultStr":"{\"title\":\"Benzopyrones. Part III. Synthesis and mass spectra of some oxopyranobenzoxazolecarboxylic esters\",\"authors\":\"G. Barker, G. P. Ellis\",\"doi\":\"10.1039/J39710001482\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"The preparation of ethyl 8-amino-7-hydroxy-4-oxochromen-2-carboxylate (1) and two of its isomers from the corresponding nitro-compounds is described. Cyclization of the Schiff bases from these amino-phenols and various nitrobenzaldehydes gave the oxopyranobenzoxazoles (4)–(7). The amino-phenols (1) and (2) were also cyclized by use of phosgene or thiophosgene to give the corresponding oxo- or thioxo-oxazoles (8)–(11). The mass spectra of 2-phenylbenzoxazole (12) and benzoxazol-2(3H)-one (13) are interpreted. A similar study of the pyranobenzoxazoles (4)–(11) showed fragmentation patterns characteristic of chromones rather than of benzoxazoles.\",\"PeriodicalId\":17245,\"journal\":{\"name\":\"Journal of The Chemical Society C: Organic\",\"volume\":\"349 1\",\"pages\":\"1482-1484\"},\"PeriodicalIF\":0.0000,\"publicationDate\":\"1971-01-01\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"5\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of The Chemical Society C: Organic\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://doi.org/10.1039/J39710001482\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"\",\"JCRName\":\"\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of The Chemical Society C: Organic","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1039/J39710001482","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
Benzopyrones. Part III. Synthesis and mass spectra of some oxopyranobenzoxazolecarboxylic esters
The preparation of ethyl 8-amino-7-hydroxy-4-oxochromen-2-carboxylate (1) and two of its isomers from the corresponding nitro-compounds is described. Cyclization of the Schiff bases from these amino-phenols and various nitrobenzaldehydes gave the oxopyranobenzoxazoles (4)–(7). The amino-phenols (1) and (2) were also cyclized by use of phosgene or thiophosgene to give the corresponding oxo- or thioxo-oxazoles (8)–(11). The mass spectra of 2-phenylbenzoxazole (12) and benzoxazol-2(3H)-one (13) are interpreted. A similar study of the pyranobenzoxazoles (4)–(11) showed fragmentation patterns characteristic of chromones rather than of benzoxazoles.
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