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Title: Novel synthesis and ring closure reactions of 3-hydrazino-1,2,4-triazolo[3,4-<i style="">b</i>]benzothiazole
Authors: Kapratwar, S B
Baheti, K G
Kuberkar, S V
Issue Date: Mar-2005
Publisher: CSIR
Series/Report no.: <b>Int</b>.<b>Cl</b>.<b><sup>7</sup> C 07 D 277/62</b>
Abstract: 3-Hydrazino-1,2,4-triazolo[3,4-<i style="">b</i>]benzothiazole <b style="">2 </b>is prepared by heating 3-chloro-1,2,4-triazino[3,4-<i style="">b</i>]benzothiazole-4(<i style="">H</i>)-one <b style="">1 </b>with hydrazine hydrate. This transformation takes place with decarbonylation resulting in ring contraction and simultaneous replacement of chlorine by hydrazino group. Compound<b style=""> 2</b> on heating independently with urea and carbon disulphide in the presence of alkali gave 3'-hydroxy <b style="">3 </b>and 3'-mercapto-1,2,4-triazolo[4',5':1,5]-1,2,4-triazolo[3,4-<i style="">b</i>] benzothiazole <b style="">4 </b>respect­ively.<b style=""> </b>Treatment of cold solution of <b style="">2</b> in phosphoric acid with sodium nitrite solution affords 1,2,3,4-tetra­zolo[1',5':1,5]-1,2, 4-triazolo[3,4-<i style="">b</i>]benzothiazole <b style="">5</b>. 3'-Aryl-1, 2, 4-triazolo[4',5':1,5]-1, 2, 4-triazolo[3,4-<i style="">b</i>] benzothiazoles <b style="">7a-e </b>have been also prepared by the reaction of <b style="">2</b> with aryl aldehydes in the presence of acetic acid.
Description: 625-627
ISSN: 0975-0983(Online); 0376-4699(Print)
Appears in Collections:IJC-B Vol.44B(03) [March 2005]

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