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3-Amino-5-methyl-1-phenylpyrazole synthesis

2synthesis methods
-

Yield:1131-18-6 15.62% ,85485-59-2 14.06%

Reaction Conditions:

with hydrogenchloride in methanol;water at 90; for 2 h;

Steps:

Synthesis of 3-methyl-l-phenyl-lH-pyrazol-5-amine and 5-methyl-l-phenyl-lH- pyrazol-3-amine

To a solution of (Z)-3-aminobut-2- enenitrile (4 g, 48.78 mmol) in MeOH (20 mL), HC1 (10 mL) at 0 °C and phenylhydrazine (3.1 g, 29.26 mmol) was added and heated at 90 °C for 2 h. Progress of the reaction was monitored by TLC. Upon completion the reaction mixture was evaporated under reduced pressure to obtain a residue. The crude product was purified by column chromatography to afford 3 -methyl- 1 -phenyl- lH-pyrazol-5- amine (1 g, 15.62%) and 5-methyl-l-phenyl-lH-pyrazol-3-amine (0.9 g, 14.06%)

References:

WO2016/44666,2016,A1 Location in patent:Paragraph 0431; 0432