Dimethylformamide → 2-bromo-1-(2-butynyl)-1H-imidazole-4,5-dicarbonitrile

HRID 501445

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HRID 501445 반응식
C(=O)([O-])[O-].[K+].[K+].CN(C)C=O.Br[CH2:13][C:14]#[C:15][CH3:16].[Br:17][C:18]1[NH:19][C:20]([C:25]#[N:26])=[C:21]([C:23]#[N:24])[N:22]=1>O.C(OCC)(=O)C>[Br:17][C:18]1[N:19]([CH2:13][C:14]#[C:15][CH3:16])[C:20]([C:25]#[N:26])=[C:21]([C:23]#[N:24])[N:22]=1

참가 물질

7

반응물 4

HCID 6228Dimethylformamide2회HCID 11430Potassium CarbonateHCID 27568621-Bromo-2-butyneHCID 27791482-bromo-1H-imidazole-4,5-dicarbonitrile

생성물 1

HCID 230708722-bromo-1-(2-butynyl)-1H-imidazole-4,5-dicarbonitrile

시약·촉매·용매 2

HCID 962Water용매HCID 8857Ethyl Acetate용매

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온도
50 °C

실험 절차

69.8 g of potassium carbonate and 50 ml N,N-dimethylformamide solution of 74 ml of 1-bromo-2-butyne were added to a 520 ml N,N-dimethylformamide solution of 90.6 g of 2-bromo-1H-imidazole-4,5-dicarbonitrile [CAS No 50847-09-1], and the mixture was heated at 50° C. for 8 hours. 1 L of ethyl acetate and 500 ml of water were added to the solution, and the organic layer was washed twice with 500 ml of water and then with 500 ml of a saturated sodium chloride solution. The organic layer was dried over magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography. Thus, 48.0 g of the title compound was obtained from the fraction eluted with ethyl acetate-hexane (1:4).

후처리

  1. washthe organic layer was washed twice with 500 ml of water
  2. dry with materialThe organic layer was dried over magnesium sulfate
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-56faf7657c0340b58029531e17688cc7
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07772226B2

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