{"title":"磺胺类与异硫氰酸酯的硫氨基化反应","authors":"W. Rudorf, D. Cleve","doi":"10.1080/02786110212864","DOIUrl":null,"url":null,"abstract":"1,3-Thiazetidines 3a-c , thiazolidines 3d-f , perhydro-1,3-thiazine 3g and perhydro-1,3-thiazepine 3h , respectively, were prepared by alkylation of sodium salts 2 with dihaloalkanes. Isothioureas 4 and 5 were obtained using analogous conditions. Reaction of p -toluenesulfonamide with sodium hydride/phenyl isothiocyanate and subsequent alkylation with ethyl bromoacetate formed S -ethoxycarbonylmethyl-isothiourea 6 or thiazolidone 7 . Reaction of 6 with thiacumulenes gave 1,3-dithiolane 8 or ketene- S,N -acetal 9 .","PeriodicalId":22122,"journal":{"name":"Sulfur Letters","volume":"1 1","pages":"105 - 113"},"PeriodicalIF":0.0000,"publicationDate":"2002-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"5","resultStr":"{\"title\":\"Thiocarbamoylation of sulfonamides with isothiocyanates\",\"authors\":\"W. Rudorf, D. Cleve\",\"doi\":\"10.1080/02786110212864\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"1,3-Thiazetidines 3a-c , thiazolidines 3d-f , perhydro-1,3-thiazine 3g and perhydro-1,3-thiazepine 3h , respectively, were prepared by alkylation of sodium salts 2 with dihaloalkanes. Isothioureas 4 and 5 were obtained using analogous conditions. Reaction of p -toluenesulfonamide with sodium hydride/phenyl isothiocyanate and subsequent alkylation with ethyl bromoacetate formed S -ethoxycarbonylmethyl-isothiourea 6 or thiazolidone 7 . Reaction of 6 with thiacumulenes gave 1,3-dithiolane 8 or ketene- S,N -acetal 9 .\",\"PeriodicalId\":22122,\"journal\":{\"name\":\"Sulfur Letters\",\"volume\":\"1 1\",\"pages\":\"105 - 113\"},\"PeriodicalIF\":0.0000,\"publicationDate\":\"2002-01-01\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"5\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Sulfur Letters\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://doi.org/10.1080/02786110212864\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"\",\"JCRName\":\"\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Sulfur Letters","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1080/02786110212864","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
Thiocarbamoylation of sulfonamides with isothiocyanates
1,3-Thiazetidines 3a-c , thiazolidines 3d-f , perhydro-1,3-thiazine 3g and perhydro-1,3-thiazepine 3h , respectively, were prepared by alkylation of sodium salts 2 with dihaloalkanes. Isothioureas 4 and 5 were obtained using analogous conditions. Reaction of p -toluenesulfonamide with sodium hydride/phenyl isothiocyanate and subsequent alkylation with ethyl bromoacetate formed S -ethoxycarbonylmethyl-isothiourea 6 or thiazolidone 7 . Reaction of 6 with thiacumulenes gave 1,3-dithiolane 8 or ketene- S,N -acetal 9 .
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