Dimethylformamide → 1,3,5-Triphenylpyrazole-4-carbaldehyde

반응식

P(Cl)(Cl)(Cl)=O.[C:6]1([N:12]2[C:16]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[CH:15][C:14]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)=[N:13]2)[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.CN(C)[CH:31]=[O:32]>>[C:6]1([N:12]2[C:16]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[C:15]([CH:31]=[O:32])[C:14]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)=[N:13]2)[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

참가 물질

반응물 3

HCID 6228Dimethylformamide

HCID 24813Phosphorus oxychloride

HCID 6266141,3,5-Triphenylpyrazole

생성물 1

HCID 6933201,3,5-Triphenylpyrazole-4-carbaldehyde수율 80.4%

실험 절차

32 grams phosphorus oxychloride were added dropwise at 0°-5° C. to 75 grams dimethylformamide. The mixture was thereafter stirred for 1 hours at room temperature. Thereafter, 25 grams 1,3,5-triphenyl-pyrazol were added to the mixture, which was then stirred for 8 hours at 80° C. The reaction mixture, was evaporated and water added to the residue. The pH of the aqueous mixture was adjusted to 8-10. The precipitate was separated and crystallized from ethanol. 22 grams 1,3,5-triphenyl-pyrazol-4-aldehyde, melting at 159°-160° C., were obtained, representing a yield of 80%.