A kind of preparation method of 9,9-dimethylacridine
A technology of dimethylacridine and phenyl, which is applied in the field of preparation of 9,9-dimethylacridine, can solve the problems of complex steps and catalysts that cannot be reused, and achieve the effect of simple and easy control of the process and safe operation
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[0019] The preparation method of 9,9-dimethylacridine of the present invention comprises the following steps: uniformly mixing 2-(2-(phenylamino)phenyl)propan-2-alcohol and a hydrogen-type molecular sieve catalyst in an organic solvent , react at 20-50°C for 2-4 hours, separate the solid from the liquid, and the resulting solid is 9,9-dimethylacridine. The hydrogen-type molecular sieve is at least one of HM, HY, Hβ, and HZSM-5 molecular sieves. Further preferably, the hydrogen type molecular sieve is HZSM-5.
[0020] In the preparation method of 9,9-dimethylacridine of the present invention, the mass ratio of used 2-(2-(phenylamino)phenyl)propan-2-alcohol, hydrogen type molecular sieve catalyst and organic solvent is 1: (0.01-0.06): (3.3-14).
[0021] The mass ratio of N-phenyl anthranilic acid, Grignard reagent and organic solvent used in the preparation process of 2-(2-(phenylamino) phenyl) propan-2-alcohol of the present invention is 1:(2.3~ 25): (2~10). The organic sol...
Embodiment 1
[0024] The reaction in the preparation process of 9,9-dimethylacridine of the present embodiment is shown in formula (I):
[0025]
[0026] Specifically include the following steps:
[0027] 1) Take N-phenylanthranilic acid (1.06kg, 5mol) in THF (2.4L), replace nitrogen, heat to reflux, add methylmagnesium chloride (32.5mol, 1.68M) dropwise under reflux, add dropwise Continue the reflux reaction for 4 hours after completion, TLC (thin layer chromatography) to determine the reaction end point, after the reaction is completed, cool down to room temperature, slowly add water to quench, control the temperature during the quenching process to be less than 30°C, recover THF under reduced pressure after completion, and cool to room temperature Add 10L of water, adjust the pH to 5-6 with concentrated hydrochloric acid, and dissolve; then extract with 5L of chloroform, repeat the extraction 3 times, then combine the organic phases, remove the water in the organic phase with anhydrou...
Embodiment 2
[0030] The preparation process of the 9,9-dimethylacridine of the present embodiment specifically includes the following steps:
[0031] 1) Take N-phenylanthranilic acid (1.06kg, 5mol) in THF (5.98L), replace nitrogen, heat to reflux, add methylmagnesium chloride (70.83mol, 1.68M) dropwise under reflux, add dropwise Continue the reflux reaction for 6 hours after the completion of the reaction, TLC to determine the end point of the reaction, after the completion of the reaction, cool down to room temperature, slowly add water to quench, control the temperature during the quenching process to be less than 30°C, recover THF under reduced pressure after completion, add 30L of water after cooling to room temperature, and use Adjust the pH to 5-6 with concentrated sulfuric acid, dissolve and clear; then extract with 27L chloroform, repeat the extraction 3 times, then combine the organic phase, remove the moisture in the organic phase with anhydrous sodium sulfate, and spin dry to obt...
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