Potassium Carbonate → 2-(1,1-dimethylethyl)-1,5,6,7-tetrahydro-4H-benzimidazol-4-one

HRID 1946515ノート

反応式

HRID 1946515 の反応式
Br[C:2]1[C:3](=O)[CH2:4][CH2:5][CH2:6][C:7]=1[O:8]C.[CH3:11][C:12]([C:15]([NH2:17])=[NH:16])([CH3:14])[CH3:13].Cl.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O.ClCCl>[CH3:11][C:12]([C:15]1[NH:17][C:3]2[CH2:4][CH2:5][CH2:6][C:7](=[O:8])[C:2]=2[N:16]=1)([CH3:14])[CH3:13]

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 2781880Propanimidamide, 2,2-dimethyl-, hydrochloride (1:1)HCID 109981422-Bromo-3-methoxycyclohex-2-en-1-one

生成物 1

HCID 584602242-(1,1-dimethylethyl)-1,5,6,7-tetrahydro-4H-benzimidazol-4-one収率 36.8%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 6344Dichloromethane溶媒

反応条件

温度
100 °C

実験手順

To a stirred solution of 2-bromo-3-(methyloxy)-2-cyclohexen-1-one (0.957 g) in anhydrous N,N-dimethylformamide (20 mL) at ambient temperature was added solid tert-butylcarbamidine hydrochloride (0.638 g) and potassium carbonate (1.613 g, 11.67 mmol). The reaction was then heated to 100° C. under an atmosphere of nitrogen for 2.5 h. The reaction was diluted with dichloromethane (50 mL) the resultant solid was removed by filtration. The filtrate was concentrated in vacuo. The sample was loaded in dichloromethane and purified on silica using a 0-25% methanol-dichloromethane gradient. The appropriate fractions were combined and evaporated in vacuo to give the required product (330 mg).

後処理

  1. customwas removed by filtration
  2. concentrationThe filtrate was concentrated in vacuo
  3. custompurified on silica using a 0-25% methanol-dichloromethane gradient
  4. customevaporated in vacuo

出典と根拠

ORDレコード
ord-a19f9f4d950548c2bedbc31079e2d294
出典データセット
uspto-grants-2013_03
特許番号
US08399444B2

反応ノート

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