AN EFFICIENT SYNTHESIS OF 2-AMINOBENZOTHIAZOLE AND ITS DERIVATIVES IN IONIC LIQUIDSAbstract
The 2-aminobenzothiazole moiety and its derivatives have immense importance in medicinal and pharmaceutical chemistry as a potent biologically active molecules. The synthesis of 2-aminobenzothiazole derivatives carried out from substituted phenyl thiourea which is synthesized by substituted aniline in ionic liquid (1-butyl-3-methylimidazolium) bisulphate ([BMIM] + [HSO4]–), (1-butyl-3-methylimidazolium) tetrafluoroborate ([BMIM] + [BF4]–) and (1-butyl-3-methylimidazolium) hexafluorophosphate ([BMIM] + [PF6]–). Further N-alkylation at amino group of synthesized 2-aminobenzothiazoles was carried out with alcohol using conc. H2SO4 and Schiff bases are also prepared by reaction of substituted 2-aminobenzothiazoles and aromatic aldehydes. ILs are green alternate of volatile organic solvents and they are beneficiary environmentally and economically. The reactivity, reaction rate and yield were enhanced by using ILs and the products were recovered by simple filtration. 2-N-alkylaminobenzothiazoles and Schiff base derivatives are very important structural units in many medicinal compounds. The synthesized compounds can show many biological activities like antitumor, antimicrobial and anti analgesic. The characterization of synthesized compounds was done by elemental and spectral analysis.
D. K. Jangid *, A. Guleria, S. Dhadda, K. Yadav, P. G. Goswami and C. L. Khandelwal
Centre of Advanced Study, Department of Chemistry, University of Rajasthan, Jaipur, Rajasthan, India
21 December, 2016
13 February, 2017
17 February, 2017
01 July, 2017