The scope of the reactions of hydrazines and hydrazones. Part 4: Trisubstituted pyrazoles of possible hypoglycemic and antibacterial activity.
Condensation of ethyl 2,4-dioxo-6-phenyl hex-5-enoate (1) with 4-substituted sulphamyl phenylhydrazines (2) led to 1-aryl-3-ethoxycarbonyl-5-styrylpyrazoles (3) which on hydrolysis gave 1-aryl-5-styrylpyrazole-3-carboxylic acids (4) and upon permanganate oxidation gave 1-aryl-3-ethoxycarbonylpyrazole-5-carboxylic acids (5). Similar condensation of hydralazine (6) with (1) gave the corresponding pyrazole (7) which on hydrolysis gave the acid 8.
D000890:Anti-Infective Agents / Q000138:chemical synthesis*; D055598:Chemical Phenomena; D002621:Chemistry; D006834:Hydrazines; D006835:Hydrazones; D007004:Hypoglycemic Agents / Q000138:chemical synthesis*; D011720:Pyrazoles / Q000138:chemical synthesis*
D000890:Anti-Infective Agents; D006834:Hydrazines; D006835:Hydrazones; D007004:Hypoglycemic Agents; D011720:Pyrazoles