4-Aminoacetophenone NEW

Chinese name: 4-aminophenone

English name :4-Aminoacetophenone

CAS:99-92-3

EINECS number :202-801-2

Molecular formula :C8H9NO

MDL number :MFCD00007896

Molecular weight :135.16

Appearance: yellow acicular crystal. Melting point 106℃, boiling point 293-295℃, 195-200℃ (2kPa). Soluble in hot water, soluble in alcohol, ether diluted hydrochloric acid and dilute sulfuric acid, slightly soluble in benzene, cold water. Has a special pleasant fragrance.

Melting point :103-107 °C(lit.)

Boiling point :293 °C(lit.)

Density :0,77 g/cm

Refractive index :1.5700 (estimate)

Flash point :292-294°C

Storage :Store below +30°C.

Solubility: The solubility in water is 6.5 g/l

Acidity coefficient (pKa):2.17±0.10(Predicted)

Form: crystalline powder

Specific gravity :0.77

Color: slightly yellow to brown

water solubility :It is soluble in hot water, ethanol and ether.

Merck: 14413

BRN:471493

InChIKey:GPRYKVSEZCQIHD-UHFFFAOYSA-N

LogP: 0.830

Use 1

It is used as a raw material for the medicine asthma

Preparation method

Method one

(1) Reduction from p-nitroacetophenone: Put stannous chloride and concentrated hydrochloric acid into the reaction tank, cool it, stir and add p-nitroacetophenone. When the natural temperature rises to 90℃, it is cooled to 85℃, and then cooled to room temperature. After stirring for 1h, filter, filter cake and add excess sodium hydroxide solution to decompose the complex. Filtration, to obtain p-aminophenone crude, with dilute ethanol recrystallized to obtain a melting point of 105-106℃ fine. Yield 61% Reduction reaction can also be performed by replacing stannous chloride with iron powder and sodium chloride. (2) Acetaminophenone is prepared from acetanilide and acetic anhydride, and then hydrolyzed and neutralized. The mixture of acetic anhydride, acetyl benzene and anhydrous zinc chloride is kept slightly boiling for 5h, slightly cold, concentrated hydrochloric acid is poured into the mixture, reflux hydrolysis is carried out for 5h, and placed at room temperature, 25% sodium hydroxide is added to adjust the pH to 7-8, the aniline is removed by steam, the decolorized carbon is filtered, the concentration is reduced, and the orange crystal is cooled. Strain to produce coarse products. Recrystallization and purification with water.