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

HRID 462067노트

반응식

HRID 462067 반응식
[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]

참가 물질

4

반응물 3

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

생성물 1

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

실험 절차

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%).

후처리

  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%)

출처 및 근거

ORD 기록
ord-1d5814519f9a4fec8d0eb9c8edc67542
출처 데이터셋
uspto-grants-1977_12
특허 번호
US04065457

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