Synthesis of Some Heterocyclic Compounds Derived From 2-Amino Benzothiazole

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.