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ChemicalBook CAS DataBase List 2-Hydroxy-N-(4-hydroxyphenyl)-benzamide
526-18-1

2-Hydroxy-N-(4-hydroxyphenyl)-benzamide synthesis

4synthesis methods
4-Aminophenol

123-30-8

Salicylamide

65-45-2

2-Hydroxy-N-(4-hydroxyphenyl)-benzamide

526-18-1

To the reaction vessel, 0.07 mol 4-aminophenol, 0.076 mol salicylamide and 80 mL ethyl acetate were added and the stirring speed was controlled to be 150 rpm. 0.031 mol stannous chloride was added slowly and a gradual darkening of the color of the solution was observed. After the addition was completed, the temperature was slowly raised to 170 °C and the reaction was maintained for 6 h. The reaction was carried out at 2.1 °C. After completion of the reaction, vacuum distillation was carried out at 2.1 kPa to remove some of the ethyl acetate. The solution was cooled to 38 °C and subsequently the reaction mixture was poured into 500 mL of sodium bisulfite solution with a mass fraction of 23%. The pH was adjusted to 4 with 33% oxalic acid solution to induce precipitation of the solid. The solid product was separated by filtration and purified by recrystallization with 87% ethylenediamine solution to give 13.47 g of white solid 2-hydroxy-N-(4-hydroxyphenyl)benzamide in 84% yield.

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Yield: 84%

Reaction Conditions:

with thionyl chloride in ethyl acetate at 170; for 6 h;Concentration;Temperature;

Steps:

3
General procedure: To the reaction vessel were added 0.07 mol of p-aminophenol, 0.076 mol of 2-hydroxy-benzamide and 80 ml of ethyl acetate, and the stirring rate was controlled at150rpm, slowly adding stannous chloride 0.031mol, the solution becomes darker color, add finished slowly heated to 170 , the reaction 6h, 2.1kPa vacuum distillationDistill part of ethyl acetate, lower the temperature of the solution to 38 , pour the reactant into 500ml mass fraction of 23% sodium bisulfite solution,Adding water 33% oxalic acid solution, adjusting the pH value to 4, precipitating the solid, separating the substance from the solution,Was recrystallized from 87% ethylenediamine solution to obtain 13.47 g of white solid N-p-hydroxyphenyl salicylamide in 84% yield.

References:

Chengdu Cardiff Technology Co., Ltd;Liao, Ruer CN105503633, 2016, A Location in patent:Paragraph 0006; 0014; 0015

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