N,N-Dimethylaniline → HCID 19989193、化合物

反応式

[CH3:1][C:2]1[C:7]([CH3:8])=[C:6](O)[N:5]2[N:10]=[C:11]([C:13]([O:15][CH3:16])=[O:14])[N:12]=[C:4]2[N:3]=1.CN(C)C1C=CC=CC=1.P(Cl)(Cl)([Cl:28])=O>>[Cl:28][C:6]1[N:5]2[N:10]=[C:11]([C:13]([O:15][CH3:16])=[O:14])[N:12]=[C:4]2[N:3]=[C:2]([CH3:1])[C:7]=1[CH3:8]

参加物

反応物 3

HCID 949N,N-Dimethylaniline

HCID 24813Phosphorus oxychloride

HCID 178499045HCID 178499045、化合物

生成物 1

HCID 19989193HCID 19989193、化合物

実験手順

To a suspension of the product obtained in Step 1 (50 g) in 500 ml of phosphorus oxychloride, N,N-dimethylaniline (30 g) was dropwise added at room temperature, the mixture was refluxed for two hours, excess phosphorus oxychloride was removed by distillation under normal pressure, and the black oil left was dissolved in 200 ml of chloroform. This solution was slowly poured into 200 ml of ice-cooled saturated sodium bicarbonate solution, the chloroform layer was collected after thorough mixing, and the aqueous layer was again extracted with 200 ml of fresh chloroform. The combined organic layers were washed with 100 ml of saturated sodium chloride solution and dried over anhydrous sodium sulfate. The dried solution was concentrated under reduced pressure to about 50 ml, and 100 ml of n-hexane was added to this concentrate, giving 49 g of the objective compound as colorless crystals.