ChemicalBook CAS DataBase List 1-(4-Aminophenyl)-4-(4-hydroxyphenyl)piperazine

1-(4-Aminophenyl)-4-(4-hydroxyphenyl)piperazine synthesis

11synthesis methods

Product Name:1-(4-Aminophenyl)-4-(4-hydroxyphenyl)piperazine
CAS Number:74853-08-0
Molecular formula:C16H19N3O
Molecular Weight:269.34

1-(4-AMINOPHENYL)-4-(4-METHOXYPHENYL)PIPERAZINE

74852-62-3
149 suppliers
$26.57/5G

1-(4-Aminophenyl)-4-(4-hydroxyphenyl)piperazine

74853-08-0
250 suppliers
$81.00/5g

Yield:74853-08-0 85.7%

Reaction Conditions:

with Cyclohexyl iodide in N,N-dimethyl-formamide at 82 - 85; for 3 h;

Steps:

S4 Preparation of 1-(4-methoxyphenyl)-4-(4-aminophenyl)piperazine M3
Take 10g M3, dissolve it with 10g DMF, add 74.2g iodocyclohexane; reflux reaction at 82-85°C, start TLC monitoring (ethyl acetate: petroleum ether=1:1) after 3h, until M3 is less than 1percent; 40 Excess iodocyclohexane was concentrated under reduced pressure at -50°C and cooled to 30°C; the concentrated solution was added dropwise to 200ml of water, crystallized, and stirred for 0.5h after the addition; filtered, the filter cake was rinsed with 30ml of water, drained 50 Dry at to obtain 9.03g crude M4;Product refinementTake a 1L three-necked flask, add 9.03g crude 1-(4-aminophenyl)-4-(4-hydroxyphenyl)piperazine, 100ml dichloromethane, 100ml methanol, stir and heat to 35°C to dissolve it.Concentrate under reduced pressure at 30-35°C, the solid will slowly precipitate out, concentrate to about 50g, stop concentration,Heat to 50-60, keep for 1-1.5 hours, slowly decrease the temperature to 20-25,Stir for another 0.5 hour, filter with suction, rinse the filter cake with 10ml methanol, 40-45,-0.08 to -0.09MPa vacuum drying for 16-20 hours,Get 8.15g of 1-(4-aminophenyl)-4-(4-hydroxyphenyl)piperazine refined product,Yield 85.7percent, HPLC detection, purity 99.06, single impurity

References:

Chengdu Baitewanhe Pharmaceutical Technology Co., Ltd.;Huang Song;Deng Zhirong;Zhang Xiang;Xiang Shiming;Peng Jie;Tian Changli CN111362886, 2020, A Location in patent:Paragraph 0038-0041

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