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ChemicalBook CAS DataBase List ST011781
73544-84-0

ST011781 synthesis

3synthesis methods
-

Yield:73544-84-0 90.2%

Reaction Conditions:

with pyridine in dichloromethane; for 8 h;Inert atmosphere;

Steps:

1.1 First step, preparation of 2-nitro-N-phenylbenzamide

Weigh 2.0 g (0.012 mol) of o-nitrobenzoic acid into a 100 mL reaction flask.7.1 g (0.06 mol) of thionyl chloride was added and the reaction flask was placed in an oil bath.The mixture was heated to reflux at 80 ° C, and the reaction was quenched after 2 hr.20 mL of dichloromethane was added, and the solvent was evaporated again under reduced pressure to give a pale yellow oil.20 mL of dichloromethane was added and the solution was used as an acid chloride.1.52 g (0.012 mol) of 3-chloroaniline was added to a 100 mL reaction flask.Add 1.42 g (0.018 mol) of pyridine and dissolve in 20 mL of dichloromethane.Add a dropping funnel to the reaction flask, vacuum nitrogen protection, and place the reaction flask in an ice bath.The acid chloride solution was placed in a dropping funnel and slowly added dropwise to the aniline solution.After the addition was completed for about 2 hours, stirring was continued for 6 hours, and the reaction was stopped by sampling TLC.The reaction solution was concentrated under reduced pressure to give a yellow oil.After adding ultrasonic solution for 20 minutes by adding 20 mL of distilled water, the solid was washed out and suction filtered.The filter cake was washed twice with distilled water, and the filter cake was dried to obtain 2.68 g of a beige solid.The yield was 90.2%.

References:

CN110041272,2019,A Location in patent:Paragraph 0069-0073