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1-(2,3-dichlorophenyl)-5-iodo-3-(trifluoromethyl)-1H-pyrazole → 1-(2,3-dichlorophenyl)-3-(trifluoromethyl)-1H-pyrazole-5-carbonitrile

HRID 1842885
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HRID 1842885 반응식
[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[N:9]1[C:13](I)=[CH:12][C:11]([C:15]([F:18])([F:17])[F:16])=[N:10]1.[C:19]([Cu])#[N:20]>CN1C(=O)CCC1>[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[N:9]1[C:13]([C:19]#[N:20])=[CH:12][C:11]([C:15]([F:18])([F:17])[F:16])=[N:10]1
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참가 물질

4

반응물 2

HCID 708169831-(2,3-dichlorophenyl)-5-iodo-3-(trifluoromethyl)-1H-pyrazoleHCID 178418546HCID 178418546, 화합물

생성물 1

HCID 708161751-(2,3-dichlorophenyl)-3-(trifluoromethyl)-1H-pyrazole-5-carbonitrile수율 59.5%

시약·촉매·용매 1

HCID 13387N-methyl-2-pyrrolidone용매

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온도
200 °C

실험 절차

To a stirred solution of 1-(2,3-dichlorophenyl)-5-iodo-3-(trifluoromethyl)-1H-pyrazole (11.1 g, 27.58 mmol, 1.0 eq) in NMP (50 mL) was added CuCN (2.39 g, 27.58 mmol, 1.0 eq.) and heated to 200° C. for 2 h. The reaction mixture was passed through a celite pad and washed with excess of ethyl acetate. The filtrate was washed with water and the ethyl acetate layer was separated, dried (Na2SO4), and the solvent evaporated. The resulting residue was purified by CC using ethyl acetate/PE (1:9) to get 1-(2,3-dichlorophenyl)-3-(trifluoromethyl)-1H-pyrazole-5-carbonitrile (5.02 g, crude, yellow solid).

후처리

  1. washwashed with excess of ethyl acetate
  2. washThe filtrate was washed with water
  3. customthe ethyl acetate layer was separated
  4. dry with materialdried (Na2SO4)
  5. customthe solvent evaporated
  6. customThe resulting residue was purified by CC

출처 및 근거

ORD 기록
ord-a94901afccc743b4968379255fbcfedf
출처 데이터셋
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08946204B2

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