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Cesium carbonate → HCID 59202007, 화합물

HRID 1096553
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HRID 1096553 반응식
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([CH2:8][NH:9][C:10](=[N:12][C:13]#[N:14])[CH3:11])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[Cs+].[Cs+].Br[CH2:22][CH:23]=[C:24]([Cl:26])[Cl:25].[I-].[Cs+]>C(#N)C>[Cl:1][C:2]1[N:7]=[CH:6][C:5]([CH2:8][N:9]([CH2:22][CH:23]=[C:24]([Cl:26])[Cl:25])[C:10](=[N:12][C:13]#[N:14])[CH3:11])=[CH:4][CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 10796Cesium carbonateHCID 24601Cesium iodideHCID 126424063-Bromo-1,1-dichloroprop-1-eneHCID 178464613HCID 178464613, 화합물

생성물 1

HCID 59202007HCID 59202007, 화합물수율 81.6%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

174 mg (0.83 mmol) of N-[(6-chloropyridin-3-yl)methyl]-N′-cyanoethanimidamide are stirred into 5 ml of acetonitrile, and 543 mg (1.67 mmol) of cesium carbonate, 166 mg (0.88 mmol) of 3-bromo-1,1-dichloroprop-1-ene and 22 mg (0.08 mmol) of cesium iodide are added successively. The reaction mixture is then stirred at room temperature for 1 hour. The reaction mixture is concentrated under reduced pressure and then taken up in ethyl acetate, washed successively with 1 N aqueous hydrochloric acid, 1 N aqueous sodium hydroxide solution and saturated sodium chloride solution and dried over sodium sulphate. Concentration of the organic phase under reduced pressure and purification of the residue by column chromatography on silica gel using the mobile phase mixture ethyl acetate:cyclohexane (2:1) gives 215 mg (77% of theory) of N-[(6-chloropyridin-3-yl)methyl]-N′-cyano-N-(3,3-dichloroprop-2-en-1-yl)ethanimidamide

후처리

  1. additionare added successively
  2. concentrationThe reaction mixture is concentrated under reduced pressure
  3. washwashed successively with 1 N aqueous hydrochloric acid, 1 N aqueous sodium hydroxide solution and saturated sodium chloride solution
  4. dry with materialdried over sodium sulphate
  5. customConcentration of the organic phase under reduced pressure and purification of the residue by column chromatography on silica gel using the mobile phase mixture ethyl acetate:cyclohexane (2:1)

출처 및 근거

ORD 기록
ord-4a010222385940d18eab9e3636c39de0
출처 데이터셋
uspto-grants-2012_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08138350B2

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