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

HRID 416572노트

반응식

HRID 416572 반응식
[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]

참가 물질

4

반응물 2

HCID 120273N-IodosuccinimideHCID 178498115HCID 178498115, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-76947b6239e94fe2a73f48181b8c0ee7
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08088924B2

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