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

HRID 1658100ノート

反応式

HRID 1658100 の反応式
[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]

参加物

4

反応物 3

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

生成物 1

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

実験手順

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%).

後処理

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

出典と根拠

ORDレコード
ord-cf1af9cfb9be41ccb8880157580b1482
出典データセット
uspto-grants-1976_06
特許番号
US03962445

反応ノート

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