反应详情

温度

0 °C

(Z)-3′-(2-(1-(3,4-dimethylphenyl)-3-methyl-5-oxo-1H-pyrazol-4(5H)-ylidene)hydrazinyl)-2′-hydroxybiphenyl-3-carbonyl chloride (5 g, 10.9 mmol) was added portion wise (over one hour) to an NH3/NMP solution (120 mL) and the resulting reaction mixture was cooled to 0° C. The cooled reaction mixture was stirred for one hour, then warmed to room temperature and EtOH (50 mL) was added followed by drop wise addition of 4 M HCl (100 mL). The resulting orange suspension was stirred for half an hour, filtered, washed with 2×50 mL EtOH. The filtered orange crystals were suspended in EtOAc (50 mL) and refluxed for 4 hours, then cooled to room temperature and 20 mL of MeOH/H2O (1/1) were added the resulting orange suspension was filtrated, washed with MeOH/H2O=1/1 (30 mL) and dried in vacuum oven (0 bar/50° C.) for four hours giving 2.54 g of fluorescent orange crystals of Z)-3′-(2-(1-(3,4-dimethylphenyl)-3-methyl-5-oxo-1H-pyrazol-4(5H)-ylidene)hydrazinyl)-2′-hydroxybiphenyl-3-carboxamide (Yield: 50.9%; HPLC purity: 98%).

1. customthe resulting reaction mixture
2. customThe cooled reaction mixture
3. temperaturewarmed to room temperature
4. stirringThe resulting orange suspension was stirred for half an hour
5. filtrationfiltered
6. washwashed with 2×50 mL EtOH
7. temperaturerefluxed for 4 hours
8. temperaturecooled to room temperature
9. addition20 mL of MeOH/H2O (1/1) were added the resulting orange suspension
10. filtrationwas filtrated
11. washwashed with MeOH/H2O=1/1 (30 mL)
12. customdried in vacuum oven (0 bar/50° C.) for four hours