N-Iodosuccinimide → Methyl 5-iodo-2-oxo-1,2-dihydropyridine-3-carboxylate

HRID 416572ノート

反応式

HRID 416572 の反応式
[CH3:1][O:2][C:3](=[O:11])[C:4]1[CH:9]=[CH:8][CH:7]=[N:6][C:5]=1[OH:10].[I:12]N1C(=O)CCC1=O>C(Cl)Cl>[CH3:1][O:2][C:3](=[O:11])[C:4]1[CH:9]=[C:8]([I:12])[CH:7]=[N:6][C:5]=1[OH:10]

参加物

4

反応物 2

HCID 120273N-IodosuccinimideHCID 178498115HCID 178498115、化合物

生成物 1

HCID 2764465Methyl 5-iodo-2-oxo-1,2-dihydropyridine-3-carboxylate収率 82.3%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of 2-hydroxynicotinic acid methyl ester (3-067-02) (20 g) in methylene chloride (500 mL) was added N-iodosuccinimide (NIS, 38 g) at room temperature, and the reaction mixture was heated under reflux for 16 h, and evaporated. To the residue was added ethyl acetate (200 mL) and the reaction mixture was heated under reflux for 2 h. The insoluble solid was filtered to give 2-hydroxy-5-iodonicotinic acid methyl ester (3-067-03) (30 g, 81%) as a white solid.

後処理

  1. temperaturethe reaction mixture was heated
  2. temperatureunder reflux for 16 h
  3. customevaporated
  4. additionTo the residue was added ethyl acetate (200 mL)
  5. temperaturethe reaction mixture was heated
  6. temperatureunder reflux for 2 h
  7. filtrationThe insoluble solid was filtered

出典と根拠

ORDレコード
ord-76947b6239e94fe2a73f48181b8c0ee7
出典データセット
uspto-grants-2012_01
特許番号
US08088924B2

反応ノート

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