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

HRID 389874
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HRID 389874 반응식
Br[C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[C:4]([C:10]([F:13])([F:12])[F:11])[CH:3]=1.[F:14][C:15]1[CH:20]=[CH:19][C:18]([C:21]2([CH2:28][O:29][CH2:30][CH:31]=[CH2:32])[C:25](=[O:26])[NH:24][C:23](=[O:27])[NH:22]2)=[CH:17][CH:16]=1>CC(N(C)C)=O.N.[Cu-]=O>[O:27]=[C:23]1[NH:22][C:21]([C:18]2[CH:19]=[CH:20][C:15]([F:14])=[CH:16][CH:17]=2)([CH2:28][O:29][CH2:30][CH:31]=[CH2:32])[C:25](=[O:26])[N:24]1[C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[C:4]([C:10]([F:13])([F:12])[F:11])[CH:3]=1
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HCID 223378254-Bromo-2-(trifluoromethyl)benzonitrileHCID 671312104-(4-Fluorophenyl)-4-[(2-propenyloxy)methyl]imidazolidine-2,5-dione

생성물 1

HCID 671310494-[2,5-Dioxo-4-(4-fluorophenyl)-4-[(2-propenyloxy)methyl]imidazolidin-1-yl]-2-trifluoromethylbenzonitrile

시약·촉매·용매 3

HCID 178419072HCID 178419072, 화합물촉매HCID 222Ammonia용매
HCID 31374
Dimethylacetamide
용매

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온도
160 °C

실험 절차

0.33 g of copper (I) oxide and 0.95 g of 4-bromo-2-trifluoromethylbenzonitrile are added to a solution of 1 g 4-(4-fluorophenyl)-4-[(2-propenyloxy)methyl]imidazolidine-2,5-dione obtained in step 3 in 3 mL of DMAC. The mixture is heated at 160° C. for 3 hours. After cooling, the mixture is diluted with a 50% aqueous ammonia solution and extracted with ethyl acetate. The organic layer is dried over sodium sulfate, filtered and evaporated. The crude product is purified by chromatography over silica gel while eluting with 2/1 heptane/ethyl acetate.

후처리

  1. temperatureAfter cooling
  2. extractionextracted with ethyl acetate
  3. dry with materialThe organic layer is dried over sodium sulfate
  4. filtrationfiltered
  5. customevaporated
  6. customThe crude product is purified by chromatography over silica gel
  7. washwhile eluting with 2/1 heptane/ethyl acetate

출처 및 근거

ORD 기록
ord-72c4d9fb95fa40ac97de5d86f1163de1
출처 데이터셋
uspto-grants-2013_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08383608B2

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