Hydrochloric Acid → N-(2-ethyl-4-propionylphenyl)methanesulfonamide

HRID 1438412노트

반응식

HRID 1438412 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][CH3:9].[CH3:10][S:11](Cl)(=[O:13])=[O:12].[Cl-].[Cl-].[Cl-].[Al+3].[C:19](Cl)(=[O:22])[CH2:20][CH3:21].Cl>N1C=CC=CC=1.ClCCl.C1(C)C=CC=CC=1>[CH2:8]([C:3]1[CH:4]=[C:5]([C:19](=[O:22])[CH2:20][CH3:21])[CH:6]=[CH:7][C:2]=1[NH:1][S:11]([CH3:10])(=[O:13])=[O:12])[CH3:9]

참가 물질

9

반응물 5

HCID 313Hydrochloric AcidHCID 113572-EthylanilineHCID 31297Methanesulfonyl chlorideHCID 62324Propionyl chlorideHCID 6451240Aluminum(III) Chloride

생성물 1

HCID 67047217N-(2-ethyl-4-propionylphenyl)methanesulfonamide수율 43%

시약·촉매·용매 3

HCID 1049Pyridine용매HCID 1140Toluene용매HCID 6344Dichloromethane용매

실험 절차

To a solution of 2-amino-1-ethylbenzene (5 ml, 5.0 g, 41 mmol) in pyridine (3.5 ml) and dichloromethane (10 ml), methanesulfonyl chloride (3.2 ml. 4.7 g, 41 mmol) was added dropwise over 10 min at 0° C. The reaction mixture was stirred at rt for 1 hour. After cooling to 0° C., aluminum trichloride (13.8 g, 103 mmol) was added to the reaction mixture carefully. Then propionyl chloride (3.6 ml, 3.8 g, 41 mmol) was added dropwise over 15 min. The reaction mixture was diluted with toluene (25 ml) and poured into 2 M hydrogen chloride aquoues solution (50 ml) under stirring at 0° C. The precipitate solids were filtered, washed with water and dried in vacuo to get a desired product (4.5 g, 43% yield) as yellow solids.

후처리

  1. temperatureAfter cooling to 0° C.
  2. stirringunder stirring at 0° C
  3. filtrationThe precipitate solids were filtered
  4. washwashed with water
  5. customdried in vacuo

출처 및 근거

ORD 기록
ord-e41840a8c20b46c2a88d004e916cb2dc
출처 데이터셋
uspto-grants-2009_11
특허 번호
US07622589B2

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