Dimethylformamide → HCID 178488015、化合物

反応式

[CH:1]([O:4][C:5]1[CH:6]=[C:7]([CH:11]=[C:12]([C:14]([F:17])([F:16])[F:15])[CH:13]=1)[C:8](=S)[NH2:9])(C)C.O.[NH2:19]N.C[N:22]([CH:24]=O)C>C(O)=O>[CH3:1][O:4][C:5]1[CH:6]=[C:7]([C:8]2[N:22]=[CH:24][NH:19][N:9]=2)[CH:11]=[C:12]([C:14]([F:17])([F:16])[F:15])[CH:13]=1

参加物

反応条件

温度: 10 °C

実験手順

3-Isopropoxy-5-(trifluoromethyl)benzothioamide (646 g; 2.74 moles) was combined with hydrazine hydrate (140 g; 4.4 moles) and DMF (3200 mL; 5V). The mixture was stirred for 30 minutes and cooled to 10° C. To this reaction mixture was added formic acid (3200 mL) dropwise. Reaction mixture was heated to 90 to 100° C. and maintained for 12 hrs. After reaction completion by HPLC, reaction mass was cooled to 25 to 30° C. and quenched with ice-cold water. The mixture was extracted in MTBE. The organic layer was washed with brine followed by aqueous sodium bicarbonate, and concentrated under vacuum. The residue was chased off using hexane, the resulting residue was slurried at 10° C. for 1 hour. The solid obtained was filtered and dried for 12 hours at 25 to 30° C. to yield 550 g (2.26 moles: 82%) of the product 3-(3-methoxy-5-(trifluoromethyl)phenyl)-1H-1,2,4-triazole. HPLC purity—95.24% a/a.