22-May-2013
02:00:15 IST
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Indian Journal of Chemistry -Section B (IJC-B) >
IJC-B Vol.44B [2005] >
IJC-B Vol.44B(03) [March 2005] >
| Title: | Novel synthesis and ring closure reactions of 3-hydrazino-1,2,4-triazolo[3,4-b]benzothiazole |
| Authors: | Kapratwar, S B
Baheti, K G
Kuberkar, S V |
| Issue Date: | Mar-2005 |
| Publisher: | CSIR |
| IPC Code: | Int.Cl.7 C 07 D 277/62 |
| Abstract: | 3-Hydrazino-1,2,4-triazolo[3,4-b]benzothiazole
2 is prepared by heating
3-chloro-1,2,4-triazino[3,4-b]benzothiazole-4(H)-one 1 with hydrazine hydrate. This transformation takes place with
decarbonylation resulting in ring contraction and simultaneous replacement of
chlorine by hydrazino group. Compound 2
on heating independently with urea and carbon disulphide in the presence of
alkali gave 3'-hydroxy 3 and
3'-mercapto-1,2,4-triazolo[4',5':1,5]-1,2,4-triazolo[3,4-b] benzothiazole 4 respectively. Treatment of cold solution of 2 in phosphoric acid with sodium
nitrite solution affords 1,2,3,4-tetrazolo[1',5':1,5]-1,2, 4-triazolo[3,4-b]benzothiazole 5. 3'-Aryl-1, 2, 4-triazolo[4',5':1,5]-1, 2, 4-triazolo[3,4-b] benzothiazoles 7a-e have been also prepared by the reaction of 2 with aryl aldehydes in the presence
of acetic acid. |
| Page(s): | 625-627 |
| ISSN: | 0975-0983(Online); 0376-4699(Print) |
| Source: | IJC-B Vol.44B(03) [March 2005]
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