Synthesis and Identification some of heterocyclic compounds from 2-Aminobenzimidazole

Abstract

This reserch involved hetrocyclic compounds such as (Thiazolidine derivatives ,
imidazolidin derivatives,oxazole derivatives, imidazole derivatives and pyridine
derivatives) were prepared by reaction 2-aminobenzaldehyde with benzaldehyde
derivatives (4-dimethylaminobenzaldehyde, furfural,vanillin) to get shiff base (1-3) , N-(4-
(dimethylamino) benzylidene)-1H-benzo[d]imidazol-2-amine(1), N-(furan-2-ylmethylene)-
1H-benzo[d]imidazol-2-amine(2), 4-(((1H-benzo[d]imidazol-2-yl) imino) methyl)-2-
methoxyphenol (3) .
The cyclization of (1-3) with α-aminoacid (glycine) give the corresponding 3-(1Hbenzo[
d] imidazol-2-yl)-2-(4-(dimethylamino) phenyl) imidazolidin-4-one (4), 3-(1Hbenzo[
d] imidazol-2-yl)-2-(furan-2-yl) imidazolidin-4-one (5) , 3-(1H-benzo[d] imidazol-
2-yl)-2-(4-hydroxy-3-methoxyphenyl) imidazolidin-4-one (6) , and when cyclization of
(1-3) with thioglycollicacid give the corresponding 3-(1H-benzo[d] imidazol-2-yl)-2-(4-
(dimethylamino) phenyl) thiazolidin-4-one (7), 3-(1H-benzo[d]imidazol-2-yl)-2-(furan-2-yl)
thiazolidin-4-one(8), 3-(1H-benzo[d] imidazol-2-yl) -2-(4-hydroxy-3-methoxyphenyl)
thiazolidin-4-one (9) .
As well as the reaction of 2 - Amino benzoimidazole with chloro acetyl chloride to get
N-(1H-benzo[d] imidazol-2-yl)-2-chloroacetamide which reacts with urea , thiourea ,
thiosemicarbazide, 2-aminobenzimidazole, 2-aminopyridine give the corresponding N5-
(1H-benzo[d] imidazol-2-yl) oxazole-2,5-diamine (11),N5-(1H-benzo[d] imidazol-2-yl)
thiazole-2,5-diamine(12),N-(1H-benzo[d] imidazol-2-yl)-2-(2-carbamothioylhydrazinyl)
acetamide(13),2-((1H-benzo[d] imidazol-2-yl) amino)-N-(1H-benzo[d] imidazol-2-yl)
acetamide (14) , N-(1H-benzo[d] imidazol-2-yl)-2-(pyridin-2-ylamino) acetamide (15) .
.All this compounds characterized by means of FT- IR ,and some of the compoundesby
means 1H-NMR,and 13C-NMR and follow reaction by Rf - TLC and Measure ment
melting point .
Key words:- 2-aminobenzoimidazole ,Thiazolidin , Imidazolidin, oxazole.