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

HRID 971984ノート

反応式

HRID 971984 の反応式
[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]

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 241Benzene溶媒2 回HCID 962Water溶媒

実験手順

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 or pure compound are recovered (yield = 77%) -1-(β-chloroα-methyl propionylamino) 2-methoxy 5-acetylbenzene melts at 92-97°.

後処理

  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 or pure compound
  8. customare recovered (yield = 77%) -1-(β-chloroα-methyl propionylamino) 2-methoxy 5-acetylbenzene melts at 92-97°

出典と根拠

ORDレコード
ord-abfdfea287504806bf6b409e5e8f8574
出典データセット
uspto-grants-1979_07
特許番号
US04162322

反応ノート

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