Sodium Carbonate → Ethyl 1-(4-bromophenyl)-2-(2,4-dichlorophenyl)-5-methyl-1h-imidazole-4-carboxylate

HRID 532240노트

반응식

HRID 532240 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[NH:18])[C:10]2[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][C:11]=2[Cl:17])=[CH:4][CH:3]=1.Br[CH:20]([CH3:28])[C:21](=O)[C:22]([O:24][CH2:25][CH3:26])=[O:23].C([O-])([O-])=O.[Na+].[Na+]>C1(C)C=CC=CC=1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[C:20]([CH3:28])=[C:21]([C:22]([O:24][CH2:25][CH3:26])=[O:23])[N:18]=[C:9]2[C:10]2[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][C:11]=2[Cl:17])=[CH:6][CH:7]=1

참가 물질

5

반응물 3

HCID 10340Sodium CarbonateHCID 11117285Ethyl 3-bromo-2-oxobutanoateHCID 178511964HCID 178511964, 화합물

생성물 1

HCID 11316968Ethyl 1-(4-bromophenyl)-2-(2,4-dichlorophenyl)-5-methyl-1h-imidazole-4-carboxylate수율 47.2%

시약·촉매·용매 1

HCID 1140Toluene용매

반응 조건

온도
100 °C

실험 절차

To a magnetically stirred solution of above imidamide from step A (2.45 g, 7 mmol) in 30 mL anhydrous toluene were added ethyl 3-bromo-2-oxobutanoate (1.48 g, 7 mmol) and Na2CO3 (0.74 g, 7 mmol). The contents were stirred at 100° C. for 12 hours. The reaction was brought to RT. The reaction mixture was quenched with water and extracted with ethyl acetate. The combined extracts were dried over anhydrous MgSO4, filtered and evaporated under reduced pressure. Purification by column chromatography gave the ester as pale white solid (1.5 g, 46.4%).

후처리

  1. customwas brought to RT
  2. customThe reaction mixture was quenched with water
  3. extractionextracted with ethyl acetate
  4. dry with materialThe combined extracts were dried over anhydrous MgSO4
  5. filtrationfiltered
  6. customevaporated under reduced pressure
  7. customPurification by column chromatography

출처 및 근거

ORD 기록
ord-50885da7d66244088b39947f56609365
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08853205B2

반응 노트

불러오는 중…