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4-(4-CHLORO-PHENYL)-5-METHYL-2H-PYRAZOL-3-YLAMINE synthesis

3synthesis methods
-

Yield:214416-39-4 87%

Reaction Conditions:

with hydrazine hydrate;acetic acid in toluene at 105; for 14 h;

Steps:

63.2

Step 2. 4-(4-Chlorophenyl)-3-methyl-1H-pyrazol-5-amine To a solution of 2-(4-chlorophenyl)-3-oxobutanenitrile (12.6 g, 65.07 mmol) in toluene (200 ml) was added N2H4H2O (10.2 g, 203.96 mmol) and AcOH (13.7 g, 228.14 mmol). After stirring 14 hours at 105° C., the resulting mixture was concentrated in vacuo and then diluted with water (100 ml), adjusted to pH 5 with HCl (3N). The solids were collected by filtration to afford 4-(4-chlorophenyl)-3-methyl-1H-pyrazol-5-amine as a light yellow solid (11.8 g, 87%). LC/MS (ES, m/z): [M+H]+ 208.0 1H-NMR (300 MHz, DMSO) δ 7.34-7.48 (m, 4H), 2.13-2.18 (m, 3H)

References:

US2012/277224,2012,A1 Location in patent:Page/Page column 52