{"title":"2-氨基苯并噻唑类杂环化合物的合成","authors":"Zainab Muataz Mahmood, A. K. Ahmad","doi":"10.33899/edusj.2020.127562.1087","DOIUrl":null,"url":null,"abstract":"In this paper , number of heterocyclic compound with five and six membered, Such as substituted imidazole, triazin and thiazolidine. The compound N-(1,3benzothiazol-2-yl)-2-chloro acetamide was prepared from the reaction of the 2-amino benzothiazole with chloroacetyl chloride. The product N-(1,3-benzothiazol -2-yl) -2chloro acetamide was reacted with thiourea and urea to prepare both 4-(1.3benzothiazol -2-yl amino) -1,5-dihydro -2H-imidazole -2-thione and 4-(1,3benzothiazol -2-yl amino) -1,5-dihydro -2H-imidazol -2-one, respectively. As did compound N-(1,3-benzothiazol -2-yl) -2-chloro acetamide with thiosemicarbazide and semicarbazide to prepared the two compounds 5-(1,3-benzothiazol -2-yl amino) 1,6-dihydro -1,2,4-triazine -3(2H)-thione and 5-(1,3-benzothiazol -2-yl amino) -1,6dihydro -1,2,4-triazine -3(2H)-one, respectively. Also compound N-(1,3-benzothiazol -2-yl) -2-chloro acetamide with ammonium thiocyanate to prepare the compound 3(1,3-benzothiazol -2-yl amino) thiazolidin -4-one. From the reaction of compound N(1,3-benzothiazol -2-yl) -2-chloro acetamide with phenyl thiourea attended 4-(1,3benzothiazol -2-yl amino) -1-phenyl -1,5 -dihydro 2H-imidazole -2-thio. Also from the reaction of 2-amino benzothiazole with phthalic anhydride or malic anhydride attended compounds2(1,3-benzothiazol -2-yl carbonyl) benzoic acid and 4-(1,3benzothiazol -2-yl amino) -4-oxobut-2-enoic acid and 2-(1H-benzoimidazol -2-yl) –N-(1,3-benzothiazol -2-yl) benzamide and 3-(1Hbenzoimidazol -2-yl) –N-(1,3-benzothiazol -2-yl) acrylamide, respectively. And by reaction compound 2(1,3-benzothiazol -2-yl carbonyl) benzoic acid and 4-(1,3benzothiazol -2-yl amino) -4-oxobut-2-enoic acid or 2-(1H-benzoimidazol -2-yl) –N(1,3-benzothiazol -2-yl) benzamide and 3-(1H-benzoimidazol -2-yl) –N-(1,3benzothiazol -2-yl) acrylamide with o-phenylene diamine attended compounds 2(1H-benzoimidazol -2-yl) –N-(1,3-benzothiazol -2-yl) benzamide and 3-(1Hbenzoimidazol -2-yl) –N-(1,3-benzothiazol -2-yl) acrylamide, respectively. The synthesized compounds are identified by physical melting points, color change and spectroscopic methods such as IR, proton-NMR.","PeriodicalId":15610,"journal":{"name":"Journal of Education Science","volume":"10 1","pages":"193-205"},"PeriodicalIF":0.0000,"publicationDate":"2020-08-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"1","resultStr":"{\"title\":\"Synthesis of Some Heterocyclic Compounds Derived From 2-Amino Benzothiazole\",\"authors\":\"Zainab Muataz Mahmood, A. K. Ahmad\",\"doi\":\"10.33899/edusj.2020.127562.1087\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"In this paper , number of heterocyclic compound with five and six membered, Such as substituted imidazole, triazin and thiazolidine. The compound N-(1,3benzothiazol-2-yl)-2-chloro acetamide was prepared from the reaction of the 2-amino benzothiazole with chloroacetyl chloride. The product N-(1,3-benzothiazol -2-yl) -2chloro acetamide was reacted with thiourea and urea to prepare both 4-(1.3benzothiazol -2-yl amino) -1,5-dihydro -2H-imidazole -2-thione and 4-(1,3benzothiazol -2-yl amino) -1,5-dihydro -2H-imidazol -2-one, respectively. As did compound N-(1,3-benzothiazol -2-yl) -2-chloro acetamide with thiosemicarbazide and semicarbazide to prepared the two compounds 5-(1,3-benzothiazol -2-yl amino) 1,6-dihydro -1,2,4-triazine -3(2H)-thione and 5-(1,3-benzothiazol -2-yl amino) -1,6dihydro -1,2,4-triazine -3(2H)-one, respectively. Also compound N-(1,3-benzothiazol -2-yl) -2-chloro acetamide with ammonium thiocyanate to prepare the compound 3(1,3-benzothiazol -2-yl amino) thiazolidin -4-one. From the reaction of compound N(1,3-benzothiazol -2-yl) -2-chloro acetamide with phenyl thiourea attended 4-(1,3benzothiazol -2-yl amino) -1-phenyl -1,5 -dihydro 2H-imidazole -2-thio. Also from the reaction of 2-amino benzothiazole with phthalic anhydride or malic anhydride attended compounds2(1,3-benzothiazol -2-yl carbonyl) benzoic acid and 4-(1,3benzothiazol -2-yl amino) -4-oxobut-2-enoic acid and 2-(1H-benzoimidazol -2-yl) –N-(1,3-benzothiazol -2-yl) benzamide and 3-(1Hbenzoimidazol -2-yl) –N-(1,3-benzothiazol -2-yl) acrylamide, respectively. And by reaction compound 2(1,3-benzothiazol -2-yl carbonyl) benzoic acid and 4-(1,3benzothiazol -2-yl amino) -4-oxobut-2-enoic acid or 2-(1H-benzoimidazol -2-yl) –N(1,3-benzothiazol -2-yl) benzamide and 3-(1H-benzoimidazol -2-yl) –N-(1,3benzothiazol -2-yl) acrylamide with o-phenylene diamine attended compounds 2(1H-benzoimidazol -2-yl) –N-(1,3-benzothiazol -2-yl) benzamide and 3-(1Hbenzoimidazol -2-yl) –N-(1,3-benzothiazol -2-yl) acrylamide, respectively. The synthesized compounds are identified by physical melting points, color change and spectroscopic methods such as IR, proton-NMR.\",\"PeriodicalId\":15610,\"journal\":{\"name\":\"Journal of Education Science\",\"volume\":\"10 1\",\"pages\":\"193-205\"},\"PeriodicalIF\":0.0000,\"publicationDate\":\"2020-08-15\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"1\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Education Science\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://doi.org/10.33899/edusj.2020.127562.1087\",\"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 Education Science","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.33899/edusj.2020.127562.1087","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 1
摘要
本文介绍了取代咪唑、三嗪和噻唑烷等五元和六元杂环化合物的数量。以2-氨基苯并噻唑与氯乙酰氯为原料,合成了N-(1,3苯并噻唑-2-基)-2-氯乙酰胺。将产物N-(1,3-苯并噻唑-2-基)- 2氯乙酰胺与硫脲和尿素反应,分别制得4-(1.3苯并噻唑-2-基氨基)-1,5-二氢- 2h -咪唑-2-硫酮和4-(1,3苯并噻唑-2-基氨基)-1,5-二氢- 2h -咪唑-2-酮。将化合物N-(1,3-苯并噻唑-2-基)- 2-氯乙酰胺与硫代氨基脲和缩氨基脲分别制备为5-(1,3-苯并噻唑-2-基氨基)1,6-二氢-1,2,4-三嗪-3(2H)-硫酮和5-(1,3-苯并噻唑-2-基氨基)- 1,6-二氢-1,2,4-三嗪-3(2H)- 1。又与硫氰酸铵复配N-(1,3-苯并噻唑-2-基)-2-氯乙酰胺,制得化合物3(1,3-苯并噻唑-2-基氨基)噻唑烷-4-酮。由化合物N(1,3-苯并噻唑-2-基)-2-氯乙酰胺与苯基硫脲反应得到4-(1,3 -苯并噻唑-2-基氨基)-1-苯基-1,5 -二氢2h -咪唑-2-硫。由2-氨基苯并噻唑与邻苯二酸酐或苹果酸酐反应得到2(1,3-苯并噻唑-2-羰基)苯甲酸、4-(1,3 -苯并噻唑-2-基氨基)-4-氧丁-2-烯酸、2-(1h -苯并咪唑-2-基)- n -(1,3-苯并噻唑-2-基)苯酰胺和3-(1 -苯并咪唑-2-基)- n -(1,3-苯并噻唑-2-基)丙烯酰胺。通过化合物2(1,3-苯并噻唑-2-基羰基)苯甲酸与4-(1,3 -苯并噻唑-2-基氨基)-4-氧丁-2-烯酸或2-(1h -苯并咪唑-2-基)- n(1,3-苯并噻唑-2-基)苯酰胺和3-(1h -苯并咪唑-2-基)- n -(1,3-苯并噻唑-2-基)丙烯酰胺与邻苯二胺反应,分别得到化合物2(1h -苯并咪唑-2-基)- n -(1,3-苯并噻唑-2-基)丙烯酰胺和3-(1h -苯并咪唑-2-基)- n -(1,3-苯并噻唑-2-基)丙烯酰胺。合成的化合物通过物理熔点、颜色变化和红外、质子核磁共振等光谱方法进行了鉴定。
Synthesis of Some Heterocyclic Compounds Derived From 2-Amino Benzothiazole
In this paper , number of heterocyclic compound with five and six membered, Such as substituted imidazole, triazin and thiazolidine. The compound N-(1,3benzothiazol-2-yl)-2-chloro acetamide was prepared from the reaction of the 2-amino benzothiazole with chloroacetyl chloride. The product N-(1,3-benzothiazol -2-yl) -2chloro acetamide was reacted with thiourea and urea to prepare both 4-(1.3benzothiazol -2-yl amino) -1,5-dihydro -2H-imidazole -2-thione and 4-(1,3benzothiazol -2-yl amino) -1,5-dihydro -2H-imidazol -2-one, respectively. As did compound N-(1,3-benzothiazol -2-yl) -2-chloro acetamide with thiosemicarbazide and semicarbazide to prepared the two compounds 5-(1,3-benzothiazol -2-yl amino) 1,6-dihydro -1,2,4-triazine -3(2H)-thione and 5-(1,3-benzothiazol -2-yl amino) -1,6dihydro -1,2,4-triazine -3(2H)-one, respectively. Also compound N-(1,3-benzothiazol -2-yl) -2-chloro acetamide with ammonium thiocyanate to prepare the compound 3(1,3-benzothiazol -2-yl amino) thiazolidin -4-one. From the reaction of compound N(1,3-benzothiazol -2-yl) -2-chloro acetamide with phenyl thiourea attended 4-(1,3benzothiazol -2-yl amino) -1-phenyl -1,5 -dihydro 2H-imidazole -2-thio. Also from the reaction of 2-amino benzothiazole with phthalic anhydride or malic anhydride attended compounds2(1,3-benzothiazol -2-yl carbonyl) benzoic acid and 4-(1,3benzothiazol -2-yl amino) -4-oxobut-2-enoic acid and 2-(1H-benzoimidazol -2-yl) –N-(1,3-benzothiazol -2-yl) benzamide and 3-(1Hbenzoimidazol -2-yl) –N-(1,3-benzothiazol -2-yl) acrylamide, respectively. And by reaction compound 2(1,3-benzothiazol -2-yl carbonyl) benzoic acid and 4-(1,3benzothiazol -2-yl amino) -4-oxobut-2-enoic acid or 2-(1H-benzoimidazol -2-yl) –N(1,3-benzothiazol -2-yl) benzamide and 3-(1H-benzoimidazol -2-yl) –N-(1,3benzothiazol -2-yl) acrylamide with o-phenylene diamine attended compounds 2(1H-benzoimidazol -2-yl) –N-(1,3-benzothiazol -2-yl) benzamide and 3-(1Hbenzoimidazol -2-yl) –N-(1,3-benzothiazol -2-yl) acrylamide, respectively. The synthesized compounds are identified by physical melting points, color change and spectroscopic methods such as IR, proton-NMR.