2-Methoxy-5-acetylaniline → N-(5-acetyl-2-methoxyphenyl)-3-chloro-2-methylpropanamide

HRID 1679338

반응식

HRID 1679338 반응식
[CH3:1][O:2][C:3]1[CH:9]=[CH:8][C:7]([C:10](=[O:12])[CH3:11])=[CH:6][C:4]=1[NH2:5].[Cl:13][CH2:14][CH:15]([CH3:19])[C:16](Cl)=[O:17]>C1C=CC=CC=1.O>[Cl:13][CH2:14][CH:15]([CH3:19])[C:16]([NH:5][C:4]1[CH:6]=[C:7]([C:10](=[O:12])[CH3:11])[CH:8]=[CH:9][C:3]=1[O:2][CH3:1])=[O:17]

참가 물질

5

반응물 2

HCID 2332832-Methoxy-5-acetylanilineHCID 124174873-Chloro-2-methylpropanoyl chloride

생성물 1

HCID 53827039N-(5-acetyl-2-methoxyphenyl)-3-chloro-2-methylpropanamide수율 77%

시약·촉매·용매 2

HCID 241Benzene용매2회HCID 962Water용매

실험 절차

24.8 g of 2-methoxy 5-acetyl aniline [obtained according to Oelschager Arzneimit. Forschung 8 532-539 (1958)] dissolved in 150 ml benzene are added with 10.6 g of 3-chloro isobutyric acid chloride in 40 ml benzene. The mixture is kept at room temperature for 2 hours under stirring then diluted with 250 ml water. The benzenic phase is separated. The aqueous phase is extracted twice with benzene. The benzenic solutions are united, washed with 2N hydrochloric acid and then with water, dried on sodium sulphate, filtered and evaporated to dryness. The residue is recrystallised from isopropyl ether from which 15.5 g of pure compound are recovered (yield = 77%) -1-(β-chloroα-methyl propionylamino) 2-methoxy 5-acetylbenzene melts at 92°-97°.

후처리

  1. customThe benzenic phase is separated
  2. extractionThe aqueous phase is extracted twice with benzene
  3. washwashed with 2N hydrochloric acid
  4. dry with materialwith water, dried on sodium sulphate
  5. filtrationfiltered
  6. customevaporated to dryness
  7. customThe residue is recrystallised from isopropyl ether from which 15.5 g of pure compound
  8. customare recovered (yield = 77%) -1-(β-chloroα-methyl propionylamino) 2-methoxy 5-acetylbenzene melts at 92°-97°

출처 및 근거

ORD 기록
ord-01415597243c43a491bdfdf49276a943
출처 데이터셋
uspto-grants-1978_03
특허 번호
US04080452

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