Acetic Anhydride → 6-Chloro-4-hydroxy-1-methylquinolin-2(1H)-one

HRID 1658100노트

반응식

HRID 1658100 반응식
[Cl:1][C:2]1[CH:10]=[C:6]([C:7]([OH:9])=O)[C:5]([NH:11][CH3:12])=[CH:4][CH:3]=1.[C:13](OC(=O)C)(=[O:15])[CH3:14].[OH-].[Na+]>>[Cl:1][C:2]1[CH:10]=[C:6]2[C:5](=[CH:4][CH:3]=1)[N:11]([CH3:12])[C:13](=[O:15])[CH:14]=[C:7]2[OH:9]

참가 물질

4

반응물 3

HCID 7918Acetic AnhydrideHCID 14798Sodium HydroxideHCID 125113245-Chloro-2-(methylamino)benzoic acid

생성물 1

HCID 546962916-Chloro-4-hydroxy-1-methylquinolin-2(1H)-one

실험 절차

5-Chloro-N-methyl anthranilic acid (15g; 0.081 mole) was dissolved in acetic acetic acid (41 ml) and acetic anhydride (41 ml) and the dark mixture refluxed for 12 hours. After cooling the red solution was poured onto crushed ice, basified with 2.5N sodium hydroxide solution and filtered free of tar. The filtrate on acidification to pH5 gave the carbostyril as a yellow solid, m.p. (AcOH) 317°-318°C (Found; C, 57.39; H, 3.98;N, 6.83; Cl, 16.69; C10H8NClO 2 requires C, 57.29; H, 3.85; N, 6.68; Cl, 16.91%).

후처리

  1. temperatureAfter cooling the red solution
  2. additionwas poured
  3. customonto crushed ice
  4. filtrationfiltered free of tar

출처 및 근거

ORD 기록
ord-cf1af9cfb9be41ccb8880157580b1482
출처 데이터셋
uspto-grants-1976_06
특허 번호
US03962445

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