Tetrahydrofuran → 5-Methylbenzimidazolone

HRID 1096657

반응식

HRID 1096657 반응식
[NH2:1][C:2]1[CH:3]=[C:4]([CH3:9])[CH:5]=[CH:6][C:7]=1[NH2:8].C1C[O:13][CH2:12]C1>>[CH3:9][C:4]1[CH:5]=[CH:6][C:7]2[NH:8][C:12](=[O:13])[NH:1][C:2]=2[CH:3]=1

참가 물질

3

반응물 2

HCID 8028Tetrahydrofuran2회HCID 103323,4-Diaminotoluene

생성물 1

HCID 2231345-Methylbenzimidazolone수율 82%

실험 절차

Into a 100 mL round bottomed flask, 3,4-diaminotoluene (1.00 g, 8.2 mmol) was dissolved in THF (8.2 mL). CDT (1.59 g, 9.8 mmol) in THF (25 mL) was added slowly via addition funnel. After addition the mixture was stirred overnight at room temperature. Solvent was removed under vacuum and the residue was purified by column chromatography (5% MeOH/DCM) to give the product 5-methyl-1H-benzo[d]imidazol-2(3H)-one (110A) as a brown-tan solid (990 mg, 82% yield). ESI-MS:m/z 149.4 (M+H)+.

후처리

  1. additionAfter addition the mixture
  2. customSolvent was removed under vacuum
  3. customthe residue was purified by column chromatography (5% MeOH/DCM)

출처 및 근거

ORD 기록
ord-04d014e3941942008cb6a4d14632d73e
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08138168B1

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