4,6-Dichloro-5-nitropyrimidine → 4-chloro-6-methoxy-5-nitropyrimidine

HRID 1723677노트

반응식

HRID 1723677 반응식
[CH3:1][O-:2].[Na+].[Cl:4][C:5]1[C:10]([N+:11]([O-:13])=[O:12])=[C:9](Cl)[N:8]=[CH:7][N:6]=1>CO>[Cl:4][C:5]1[C:10]([N+:11]([O-:13])=[O:12])=[C:9]([O:2][CH3:1])[N:8]=[CH:7][N:6]=1

참가 물질

4

반응물 2

HCID 203124,6-Dichloro-5-nitropyrimidineHCID 10942334Sodium Methoxide

생성물 1

HCID 2522044-chloro-6-methoxy-5-nitropyrimidine수율 74%

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
0 °C

실험 절차

Sodium methoxide (2.70 g, 50.0 mmol) was added portionwise over 10 min to a 0° C. suspension of 4,6-dichloro-5-nitropyrimidine (4.85 g, 25.0 mmol) in methanol (90 ml). On complete addition the mixture was stirred at 0° C for 2 h. The precipitate was filtered and the filtrate evaporated. The residue was suspended in isohexane and filtered. The filtrate was evaporated and the residue purified by flash column chromatography on silica, eluting with 5% ethyl acetate in isohexane. Collecting appropriate fractions gave 4-chloro-6-methoxy-5-nitropyrimidine (3.50 g, 74%) as a white solid: δH (400 MHz, CDCl3) 4.15 (3H, s), 8.65 (1H, s).

후처리

  1. additionOn complete addition the mixture
  2. filtrationThe precipitate was filtered
  3. customthe filtrate evaporated
  4. filtrationfiltered
  5. customThe filtrate was evaporated
  6. customthe residue purified by flash column chromatography on silica
  7. washeluting with 5% ethyl acetate in isohexane
  8. customCollecting appropriate fractions

출처 및 근거

ORD 기록
ord-07e7aec29ab64322bb7090cab3ebf0c3
출처 데이터셋
uspto-grants-2009_02
특허 번호
US07485640B2

반응 노트

불러오는 중…