Tetrahydrofuran → 5-Methylbenzimidazolone

HRID 1096657

反応式

HRID 1096657 の反応式
[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

参加物

3

反応物 2

HCID 8028Tetrahydrofuran2 回HCID 103323,4-Diaminotoluene

生成物 1

HCID 2231345-Methylbenzimidazolone収率 82%

実験手順

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)+.

後処理

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

出典と根拠

ORDレコード
ord-04d014e3941942008cb6a4d14632d73e
出典データセット
uspto-grants-2012_03
特許番号
US08138168B1

関連ノート

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