Related Products of 54605-72-0, The chemical industry reduces the impact on the environment during synthesis 54605-72-0, name is 1-Phenylpyrazole-4-carboxaldehyde, I believe this compound will play a more active role in future production and life.
A solution of 1-phenyl-1H-pyrazole-4-carbaldehyde (5.0 g, 29.0 mmol), (R)-2-methyl-2-propanesulfinamide (3.51 g, 29.0 mmol) and Ti(OiPr)4 (47.7 g, 50 mL, 0.168 mol) in THF (50 mL) was stirred with heating on a water bath at 50 C for 20 h. The resulting mixture was poured into water (250 mL) with stirring for 15 min, then filtered, and the precipitate was washed twice with DCM. The filtrate was diluted with water (200 mL) and extracted with DCM (50 mL * 3). The combined extracts were dried over K2CO3, filtered through the pad of silica gel and evaporated under reduced pressure, and crystallized from iPr2O/n-hexane to afford pure 2d 6.78 g (85%). Rf: 0.5 (EtOAc/n-hexane, 1:1) = -98.7 (c 1, CHCl3). Mp 67.5-68.5 C (iPr2O/n-hexane). 1H NMR (400 MHz, CDCl3): delta 8.58 (s, 1H, CH=N), 8.34 (s, 1H, CHpyr), 8.13 (s, 1H, CHpyr), 7.72 (d, J = 7.9 Hz, 2H, Ph), 7.51-7.47 (m, 2H, Ph), 7.38-7.34 (m, 1H, Ph), 1.26 (s, 9H, tBu) ppm. 13C NMR (100 MHz, CDCl3): delta 154.21, 141.15, 139.33, 129.63 2C, 128.62, 127.59, 121.38, 119.56 2C, 57.56, 22.51 3C ppm. MS (70 eV, EI): m/z (%) = 276 (27) [MH]+, 220 (14), 219 (91), 218 (11), 172 (21), 171 (100), 170 (24), 145 (12), 144 (52), 77 (11). C14H17N3OS (275.4): calcd C 61.06, H 6.22, N 15.26, S 11.64; found C 60.93, H 6.19, N 15.25, S 11.64.
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1-Phenylpyrazole-4-carboxaldehyde, other downstream synthetic routes, hurry up and to see.