Tetrahydrofuran → Methyl 2-oxo-2,3-dihydro-1H-benzo[d]imidazole-4-carboxylate

HRID 1398733노트

반응식

HRID 1398733 반응식
[NH2:1][C:2]1[C:11]([NH2:12])=[CH:10][CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].[O:13]1CCC[CH2:14]1>>[O:13]=[C:14]1[NH:12][C:11]2[CH:10]=[CH:9][CH:8]=[C:3]([C:4]([O:6][CH3:7])=[O:5])[C:2]=2[NH:1]1

참가 물질

3

반응물 2

HCID 8028TetrahydrofuranHCID 5718252,3-Diaminobenzoic acid methyl ester

생성물 1

HCID 22745204Methyl 2-oxo-2,3-dihydro-1H-benzo[d]imidazole-4-carboxylate수율 94%

실험 절차

To a suspension of methyl 2,3-diaminobenzoate (32.9 g, 198 mmol) in tetrahydrofuran (300 mL) was added N,N′-carbonyldiimidazole (33.7 g, 208 mmol), and the mixture was stirred at room temperature for 15 hr. The solvent was evaporated in vacuo, and the residual solid was suspended in ethyl acetate (110 mL) and stirred at 80° C. After 30 min, the mixture was stirred at room temperature for 1 hr, and the resulting solid was collected by filtration and washed with ethyl acetate to give the title compound (35.6 g, 185 mmol, 94%) as a colorless solid.

후처리

  1. customThe solvent was evaporated in vacuo
  2. stirringstirred at 80° C
  3. waitAfter 30 min
  4. stirringthe mixture was stirred at room temperature for 1 hr
  5. filtrationthe resulting solid was collected by filtration
  6. washwashed with ethyl acetate

출처 및 근거

ORD 기록
ord-ca6aefbad1bb45289982a049dda60964
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08901141B2

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