Phenylhydrazine → HCID 21327578, compound

Participants

Reaction Conditions

Reaction Steps

20 grams 1,3-diphenyl-1,3-propanedione, 4.3 grams of a 50% suspension of sodium hydride in paraffin oil, 20 grams α-bromopropionic acid-ethyl ester and 300 milliliters dimethylformamide were mixed and the mixture was stirred for 20 hours at room temperature and for another 20 hours at 50° C. The reaction mixture containing the 2-methyl-3,3-dibenzoyl-propionic acid-ethyl ester formed in the reaction was worked up in accordance with a procedure analogous to that set out in Example (2b). The crude product obtained thereby was further reacted with 9.0 grams phenylhydrazine and 8 grams glacial acetic acid in accordance with a procedure analogous to that described in Example (2c). The crude pyrazol ester obtained in this manner was saponified to form the free acid in a procedure analogous to that set above. 5.7 grams Methyl-1,3,5-triphenyl-pyrazol-4-acetic acid, melting at 95°-99° C. were obtained, corresponding to a yield of 17% based on the diketone starting material.

Provenance & Evidence