Acetic Acid → 1-Ethyl-4-hydroxy-6-methylquinolin-2(1H)-one

HRID 462067ノート

反応式

HRID 462067 の反応式
[CH2:1]([NH:3][C:4]1[C:5](=[CH:9][C:10]([CH3:13])=[CH:11][CH:12]=1)[C:6](O)=[O:7])[CH3:2].[C:14](OC(=O)C)(=O)[CH3:15].C(O)(=[O:23])C>>[CH2:14]([N:3]1[C:4]2[C:5](=[CH:9][C:10]([CH3:13])=[CH:11][CH:12]=2)[C:6]([OH:7])=[CH:2][C:1]1=[O:23])[CH3:15]

参加物

4

反応物 3

HCID 176Acetic AcidHCID 7918Acetic AnhydrideHCID 125113262-(Ethylamino)-5-methylbenzoic acid

生成物 1

HCID 546963011-Ethyl-4-hydroxy-6-methylquinolin-2(1H)-one

実験手順

N-Ethyl-5-methyl anthranilic acid (17.6g -- 0.098 mole; m.p. 159° C) was refluxed in acetic acid (43 ml) and acetic anhydride (43 ml) for 12 hrs. The dark red solution was cooled and poured onto crushed ice. The mixture was made alkaline, filtered off tarry material and neutralised with hydrochloric acid. The yellow crystalline product was filtered off, washed well with water and recrystallised from ethanol, m.p. 275°-280° (Found- C, 70,87; H, 6.34; N, 7.17 C12H13NO2 requires; C, 70.88; H, 6.44; N, 6.89%).

後処理

  1. temperatureThe dark red solution was cooled
  2. additionpoured
  3. customonto crushed ice
  4. filtrationfiltered off tarry material
  5. filtrationThe yellow crystalline product was filtered off
  6. washwashed well with water
  7. customrecrystallised from ethanol, m.p. 275°-280° (Found- C, 70,87; H, 6.34; N, 7.17 C12H13NO2 requires; C, 70.88; H, 6.44; N, 6.89%)

出典と根拠

ORDレコード
ord-1d5814519f9a4fec8d0eb9c8edc67542
出典データセット
uspto-grants-1977_12
特許番号
US04065457

反応ノート

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