Sodium Iodide → HCID 15239969, 화합물

HRID 1653634

반응식

HRID 1653634 반응식
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[N:6]=[C:5]([O:11][C:12]2[CH:17]=[CH:16][CH:15]=[N+:14]([O-])[C:13]=2[C:19]([O:21][CH3:22])=[O:20])[N:4]=1.C(N(C(C)C)CC)(C)C.[I-].[Na+].[CH3:34][N:35]([CH2:39][C:40]1[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=1)C(Cl)=O>C(#N)C>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[N:6]=[C:5]([O:11][C:12]2[C:13]([C:19]([O:21][CH3:22])=[O:20])=[N:14][C:15]([N:35]([CH3:34])[CH2:39][C:40]3[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=3)=[CH:16][CH:17]=2)[N:4]=1

참가 물질

6

반응물 4

HCID 5238Sodium IodideHCID 81531DiisopropylethylamineHCID 10464985N-benzyl-N-methylcarbamoyl chlorideHCID 14425903HCID 14425903, 화합물

생성물 1

HCID 15239969HCID 15239969, 화합물수율 32%

시약·촉매·용매 1

HCID 6342Acetonitrile용매2회

실험 절차

20 g (77.1 mmol) of methyl 3-[(4,6-dimethoxypyrimidin-2-yl)oxy]picolinate N-oxide, 15 g (116 mmol) of diisopropylethylamine and 46.2 g (308.2 mmol) of sodium iodide were suspended in 200 ml of acetonitrile and stirred at room temperature for 15 minutes. To this mixture, 21.2 g (115.4 mmol) of N-methyl-N-benzylcarbamoyl chloride dissolved in 20 ml of acetonitrile was added at room temperature. The mixture was refluxed. Foaming started at a temperature slightly lower than the boiling point, and such foaming terminated in about 30 minutes. The reaction was continued for further 10 minutes. The reaction solution was poured into water and extracted with ethyl acetate. The extract was washed with water, dried, concentrated and then purified by silica gel column chromatography to obtain the desired product.

후처리

  1. additionwas added at room temperature
  2. temperatureThe mixture was refluxed
  3. customsuch foaming terminated in about 30 minutes
  4. waitThe reaction was continued for further 10 minutes
  5. additionThe reaction solution was poured into water
  6. extractionextracted with ethyl acetate
  7. washThe extract was washed with water
  8. customdried
  9. concentrationconcentrated
  10. custompurified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-cf59d4b1fa2d4d4481b66b5822abfd7e
출처 데이터셋
uspto-grants-1995_04
특허 번호
US05403816

연결된 노트

불러오는 중…