1401515-11-4Relevant articles and documents
Novel synthesis and antimicrobial activity of 3-substituted 5-bromo-7-methyl-1,2,4-triazolo-[3,4-b]-benzothiazoles
Bhagat,Deshmukh,Kuberkar
, p. 873 - 876 (2012)
4-Methyl acetanilide (1) on treatment with bromine in acetic acid, followed by hydrolysis with dilute HCl/NaOH solution, yielded 2-bromo-4-methyl aniline (2), which on treatment with sodium thiocyanate in acetic acid afforded 2-amino-4-bromo-6-methyl benzothiazole (3). Compound 3 in ethylene glycol was heated at 150°C with 80% hydrazine hydrate to get 4-bromo-2-hydrazino-6- methyl benzothiazole (4). This hydrazino compound 4 on heating with formic acid for 3 h yielded 4-bromo-2-hydrazinoformyl-6-methyl benzothiazole (5). Same compound 4 when heated independently with formic acid for 6 h/urea for 3 h/carbon disulfide in alkali afforded 5-bromo-7-methyl (6)/5-bromo-3-hydroxy-7- methyl (7)/5-bromo-3-mercapto-7-methyl (8)-1,2,4-triazolo-[3,4-b]- benzothiazoles, respectively. Compound 4 on heating with acetic acid/acetic anhydride gave acetyl benzothiazolyl derivative 9, which on cyclization with orthophosphoric acid yielded 5-bromo-3,7-dimethyl-1,2,4-triazolo-[3,4-b]- benzothiazole (10). All these newly synthesized compounds were screened for antimicrobial activity against Escherichia coli (Gram -ve), Bacillus subtilis (Gram +ve), Erwinia carotovora, and Xanthomonas citri using ampicillin, streptomycin, and penicillin as a standard for comparison.
