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ChemicalBook CAS DataBase List 4-Acetylamino-2-(diallylamino)anisole
51868-45-2

4-Acetylamino-2-(diallylamino)anisole synthesis

5synthesis methods
-

Yield: 98%

Reaction Conditions:

with ammonium hydroxide in water; pH=5 - 6 at 80 - 85; for 6 h;Large scale;

Steps:

3 Example 3
200 kg of 2-amino-4-acetamidoanisole, 330 kg of water, and 1.3 kg of MF were stirred in the reactorEvenly, raise the temperature of the material to 80-85°C, and insulate and dissolve it for 1 hour.Add 188kg of 96% propylene chloride, add liquid ammonia to control pH 5-6,The reaction was incubated at a temperature of 80-85°C for 6 hours.Sampling The end point was measured by HPLC (High Performance Liquid Chromatography) to control the monopropenyl (ie 3-N-allylamino-4-methoxyacetanilide) content within 4%.After the reaction, 400 kg of water was added for dilution, and the mixture was crystallized for about 1 hour until all the crystals were completely cooled. After cooling to below 50° C., the mixture was filtered, washed with water, and 3-(N,N-diallyl)amino-4-methoxy was isolated. Acetylaniline products (approximately 98% yield) and mother liquors containing ammonium chloride. The separated mother liquor of ammonium chloride, after physical filtration, is passed through a polar macroporous adsorption resin filled with DA201-C (manufacturer:Adsorption oxidation reactor of Jiangsu Suqing Water Treatment Engineering Group Co., Ltd., a large amount of chromogenic organisms were adsorbed in the resin,Physical filtration removes impurities such as suspended matter and enters a three-effect evaporation system (the first effect temperature is set to 92°C, the first effect vacuum degree -35KPa, second effect temperature 78°C, second effect vacuum degree -65KPa, third effect temperature 55°C, third effect vacuum degree -90KPa) Concentration and crystallization, and the ammonium chloride solid is finally separated by a centrifuge, and the mother liquor is returned to the third Evaporation continues to concentrate the crystals.

References:

Zhejiang Longsheng Group Co., Ltd.;Shangyu Jinguan Chemical Co., Ltd.;Gao Huaiqing;Yu Qingjie;Zhu Peiming CN104557597, 2017, B Location in patent:Paragraph 0039-0041; 0046-0049

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