Thiazolo triazole 2-phenyl

Thiazolo[3,2-/>][l,2,4]triazoles are often sufficiently reactive to be brominated in the thiazole nucleus (see also B,5). Thus, although the unsubstituted substrate and the 2-phenyl and 2-methyl derivatives would not react with NBS in refluxing chloroform, the 5-methyl, 2,5-dimethyl, and 5-methyl-2-phenyl compounds gave 6-bromo products (71JAP71/26498 74JHC459). 

Upon heating in alkaline or acidic medium, 3-aryl-5-(2-propargylthio)-s-triazoles (246) cyclize to give mixtures of thiazolo[3,2-6]-s-triazoles (247) and thiazolo[2,3-6]-s-triazoles (248) (79S52). 3-Allenylthio-5-phenyl-s-triazole reacted analogously in the presence of sodium methoxide to give (247 Ar = Ph) (81lJC(B)16l>. 

Cyclization of the 4-phenylhydrazono derivatives of 2-thiazolidinone with formaldehyde or aromatic aldehydes gives 2-phenyl-2,3-dihydro-thiazolo[4,3-c]l,2,4-triazol-5-ones (131) [Eq. (39)] subsequent condensation with aldehydes affords the corresponding 7-arylidene derivatives.171... 

SNSj 6-Methyl-2-nitroimino2//-thiazolo[3,2-Z)][l,2,4]thiadiazole (11) <84CPB3483> NNSj 2-phenyl-5-[(4-ethoxycarbonyl)thiazol-2-yl]thiazolo[3,2-Z)][l,2,4]triazole (12) <85AX(C)1238> and AiV7V/5,6-dihydroxy-2-methoxy-4-[(l/ )-phenylethyl]-4//-imidazo[l,2-Z)][l,2,4]triazole-(55)-car-boxylic acid (13) <92TA5i>. 

In the solid state 6-hydroxy-2-phenyl-5,6-dihydrothiazolo[3,2- )][l,2,4]triazole (63) is the form present. In solution an equilibrium appears to exist with the chain form (5-phenyl-[l,2,4]triazol-3-yl)thioacetaldehyde (64). Reactions of both the bicyclic form (63) (see Section 8.05.6.1.3 and 8.05.7.3) and the chain form (64) have been observed. When treated with sodium hydroxide, the compound reacts in its chain form (64) as an aldehyde undergoing aldol condensation to give compound (65) <87AP328>. Boiling compound (65) in ethanol converts it into its ring tautomer (66) (Scheme 1) <87AP328>. Both tautomers (65) and (66) by treatment with sulfuric acid are converted into 2-phenyl-6-(2-phenyl-5,6-dihydrothiazolo[3,2-A][l,2,4]triazol-5-yl) thiazolo[3,2-i][l,2,4]triazole (146) (see Section 8.05.7.4 and 8.05.9.1.9) <87AP328>. 

Bhargava and co-workers [196] synthesized and studied the anti-inflammatory activity of some 3-(0-substituted phenyl)-4-substituted phenyl-5 alkyllalkenyl mercapto-lH-1,2,4-triazoles. Mohan and co-workers [197] synthesized and studied the antimicrobial activity of thiazolo (3,2-b)-S-triazole, S-triazolo (3,4-b) (1,3,4) thiodiazines and isomeric diazolo (2,3,-c)-S-triazoles. The compound 2,4-dihydro-l,2,4-triazole-3-thiones (disub-stituted in positions 4 and 5) were prepared [198] and used as bac-... 

Thiazolo-[2,3-c]- and -[3,2-ft]-[l,2,4]triazoles [C2N3-C3NS].—4-AIlyl-5-phenyl-... 

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