Ethyl butyrimidate → Ethyl 5-Methyl-2-propyl-3H-imidazole-4-carboxylate

HRID 1492766

반응식

HRID 1492766 반응식
Cl.[NH2:2][CH:3]([C:9](=O)[CH3:10])[C:4]([O:6][CH2:7][CH3:8])=[O:5].[C:12](=[NH:19])(OCC)[CH2:13][CH2:14][CH3:15]>C(O)C>[CH3:10][C:9]1[N:19]=[C:12]([CH2:13][CH2:14][CH3:15])[NH:2][C:3]=1[C:4]([O:6][CH2:7][CH3:8])=[O:5]

참가 물질

4

반응물 2

HCID 16634Ethyl butyrimidateHCID 13282897Ethyl 2-amino-3-oxobutanoate--hydrogen chloride (1/1)

생성물 1

HCID 178440086Ethyl 5-Methyl-2-propyl-3H-imidazole-4-carboxylate수율 37.5%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Ethyl 2-amino-3-oxobutanoate hydrochloride (10 g) was added to a stirring solution of ethyl butaneimidate (83.5 g) in ethanol (800 ml, freshly distilled from magnesium ethoxide) and triethylamine (85 ml) and the resultant yellow mixture stirred at room temperature for 48 h. The solvent was removed in vacuo and the residue diluted with water (500 ml) and extracted into ethyl acetate (3×200 ml). The combined organic extracts were washed with water (2×100 ml), dried and concentrated in vacuo. The resultant residue was purified by trituration with ether (5×50 ml) and the residual buff solid dried to afford the title compound (4.05 g)

후처리

  1. distillationfreshly distilled from magnesium ethoxide) and triethylamine (85 ml)
  2. customThe solvent was removed in vacuo
  3. additionthe residue diluted with water (500 ml)
  4. extractionextracted into ethyl acetate (3×200 ml)
  5. washThe combined organic extracts were washed with water (2×100 ml)
  6. customdried
  7. concentrationconcentrated in vacuo
  8. customThe resultant residue was purified by trituration with ether (5×50 ml)
  9. customthe residual buff solid dried

출처 및 근거

ORD 기록
ord-fee9b42a3a0c46d187b3885dbee8c367
출처 데이터셋
uspto-grants-1994_12
특허 번호
US05374646

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