ChemicalBook CAS DataBase List 1-(4-CHLOROPHENYL)-3-HYDROXY-1H-PYRAZOLE

1-(4-CHLOROPHENYL)-3-HYDROXY-1H-PYRAZOLE synthesis

10synthesis methods

Product Name:1-(4-CHLOROPHENYL)-3-HYDROXY-1H-PYRAZOLE
CAS Number:76205-19-1
Molecular formula:C9H7ClN2O
Molecular Weight:194.62

1073-70-7 Synthesis

1073-70-7
524 suppliers
$5.00/10g

79-06-1 Synthesis

79-06-1
610 suppliers
$16.00/25g

1-(4-CHLOROPHENYL)-3-HYDROXY-1H-PYRAZOLE

76205-19-1
191 suppliers
$7.00/5g

Yield:76205-19-1 79.8%

Reaction Conditions:

Stage #1:4-chlorophenylhydrazine hydrochloride;2-propenamide with sodium ethanolate in ethanol at 40 - 80; for 6 h;
Stage #2: with iron(III) chloride hexahydrate in water at 80; for 8 h;Solvent;Reagent/catalyst;Temperature;

Steps:

4 Example 4
At room temperature, 36.16 g (99%, 0.2 mol) of p-chlorophenylhydrazine hydrochloride was mixed with 216.96g of ethanol. Then 31.6g (99%, 0.46mol) of sodium ethoxide and 21.52 g (99%, 0.3 mol) of acrylamide were added dropwise at 40 °C. After heating to 80 °C, the reaction was stirred for 6 hours. After liquid-phase detection, the main raw material of p-chlorophenylhydrazine hydrochloride peak disappeared and the reaction is complete; followed by distillation under reduced pressure,Steamed to ethanol-free flow and then continue to steam 0.5h, then 145g of water was added to dissolve 5.46g (99%, 0.02mol) of ferric chloride hexahydrate. Heating to 80 °C air (air flow rate of 70L / min) oxidation 8h to detect by liquid 1- (4-chlorophenyl) pyrazolidin-3-one peak disappears, the reaction is complete; add 50g water at 50°C , Hydrochloric acid was added dropwise to pH = 1, the temperature was lowered to 30°C , and 31.39 g of 1-(4-chlorophenyl)-3-pyrazolol was obtained by filtration with the yield of 79.8% with 98.9% content.

References:

Jingbo Agrochemicals Technology Co., Ltd.;Yu, Jinping;Wang, Zong;Wei, Nengchun;Cao, Tongbo;Yuan, Jinglin;Wang, Jiangang;Sun, Yongkun;Wang, Shuaishuai CN103588708, 2016, B Location in patent:Paragraph 0007; 0030; 0031