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4-Bromo-2-(trifluoromethyl)benzonitrile → 4-[2,5-Dioxo-4-[(2-propenyloxy)methyl]-4-(3-trifluoromethylphenyl)-imidazolidin-1-yl]-2-trifluoromethylbenzonitrile

HRID 2427153
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HRID 2427153 반응식
[CH2:1]([O:4][CH2:5][C:6]1([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([C:19]([F:22])([F:21])[F:20])[CH:14]=2)[C:10](=[O:11])[NH:9][C:8](=[O:12])[NH:7]1)[CH:2]=[CH2:3].Br[C:24]1[CH:31]=[CH:30][C:27]([C:28]#[N:29])=[C:26]([C:32]([F:35])([F:34])[F:33])[CH:25]=1>CC(N(C)C)=O.[Cu]=O>[O:12]=[C:8]1[NH:7][C:6]([CH2:5][O:4][CH2:1][CH:2]=[CH2:3])([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([C:19]([F:21])([F:22])[F:20])[CH:14]=2)[C:10](=[O:11])[N:9]1[C:24]1[CH:31]=[CH:30][C:27]([C:28]#[N:29])=[C:26]([C:32]([F:33])([F:35])[F:34])[CH:25]=1
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참가 물질

5

반응물 2

HCID 223378254-Bromo-2-(trifluoromethyl)benzonitrileHCID 671312354-[(2-Propenyloxy)methyl]-4-(3-trifluoromethylphenyl)imidazolidin-2,5-dione

생성물 1

HCID 866414614-[2,5-Dioxo-4-[(2-propenyloxy)methyl]-4-(3-trifluoromethylphenyl)-imidazolidin-1-yl]-2-trifluoromethylbenzonitrile

시약·촉매·용매 2

HCID 14829Copper oxide촉매HCID 31374
Dimethylacetamide
용매

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온도
130 °C

실험 절차

To a solution of 4-[(2-propenyloxy)methyl]-4-(3-trifluoromethylphenyl)imidazolidin-2,5-dione (1.45 g) and 4-bromo-2-(trifluoromethyl)benzonitrile (1.15 g) in DMAC (7 mL) is added copper oxide (528 mg). The mixture is refluxed overnight at 130° C. The mixture is concentrated, taken in ethyl acetate, washed with a 10% aqueous ammonia solution and brine. The organic phase is dried over magnesium sulfate, concentrated under vacuum and purified on silica gel (ethyl acetate/cyclohexane 0/100 to 50/50) to give the desired compound.

후처리

  1. concentrationThe mixture is concentrated
  2. washwashed with a 10% aqueous ammonia solution and brine
  3. dry with materialThe organic phase is dried over magnesium sulfate
  4. concentrationconcentrated under vacuum
  5. custompurified on silica gel (ethyl acetate/cyclohexane 0/100 to 50/50)

출처 및 근거

ORD 기록
ord-e8077255e75c4207bb21985ede966c38
출처 데이터셋
uspto-grants-2011_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07968581B2

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