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

HRID 1946515노트

반응식

HRID 1946515 반응식
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]

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 6344Dichloromethane용매

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온도
100 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-a19f9f4d950548c2bedbc31079e2d294
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08399444B2

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