Sodium hydride → 2-[3-(4-Cyanostyryl)-1,2,4-triazol-1-yl]-1-(2,4-difluorophenyl)-1-(1,2,4-triazol-1-yl methyl)ethanol

HRID 1650796노트

반응식

HRID 1650796 반응식
[H-].[Na+].[C:3]([C:5]1[CH:17]=[CH:16][C:8]([CH:9]=[CH:10][C:11]2[N:15]=[CH:14][NH:13][N:12]=2)=[CH:7][CH:6]=1)#[N:4].[F:18][C:19]1[CH:24]=[C:23]([F:25])[CH:22]=[CH:21][C:20]=1[C:26]1([O:34][CH2:33]1)[CH2:27][N:28]1[CH:32]=[N:31][CH:30]=[N:29]1>CN(C)C=O.O>[C:3]([C:5]1[CH:6]=[CH:7][C:8]([CH:9]=[CH:10][C:11]2[N:15]=[CH:14][N:13]([CH2:33][C:26]([C:20]3[CH:21]=[CH:22][C:23]([F:25])=[CH:24][C:19]=3[F:18])([CH2:27][N:28]3[CH:32]=[N:31][CH:30]=[N:29]3)[OH:34])[N:12]=2)=[CH:16][CH:17]=1)#[N:4]

참가 물질

6

반응물 3

HCID 24758Sodium hydrideHCID 101309211-(2-(2,4-Difluorophenyl)-2,3-epoxypropyl)-1H-1,2,4-triazoleHCID 178509733HCID 178509733, 화합물

생성물 1

HCID 545338182-[3-(4-Cyanostyryl)-1,2,4-triazol-1-yl]-1-(2,4-difluorophenyl)-1-(1,2,4-triazol-1-yl methyl)ethanol

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매2회

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온도
75 °C

실험 절차

Sodium hydride (55% oil dispersion) (0.4 g.) was added to a solution of 3-(4-cyanostyryl)-1,2,4-triazole (1.6 g.) in dimethylformamide (20 ml.). After the effervescence had ceased, a solution of 2-(2,4-difluorophenyl)-2,3-epoxy-1-(1,2,4-triazol-1-yl)propane (1.9 g.) in dimethylformamide (10 ml.) was added, and the mixture was heated at 75° C. for 5 hours, then stirred at room temperature for 16 hours. The reaction mixture was diluted with water (150 ml.) and extracted with ethyl acetate (100 ml). The organic layer was washed with water, dried over anhydrous magnesium sulphate and evaporated to dryness. The residue was crystallised from a mixture of ethyl acetate and petroleum ether (b.p. 60°-80° C.) to give 2-[3-(4-cyanostyryl)-1,2,4-triazol-1-yl]-1-(2,4-difluorophenyl)-1-(1,2,4-triazol-1-yl methyl)ethanol, m.p. 189°-91° C.

후처리

  1. extractionextracted with ethyl acetate (100 ml)
  2. washThe organic layer was washed with water
  3. dry with materialdried over anhydrous magnesium sulphate
  4. customevaporated to dryness
  5. customThe residue was crystallised from a mixture of ethyl acetate and petroleum ether (b.p. 60°-80° C.)

출처 및 근거

ORD 기록
ord-da0360a4b79e4fc09b5dd932d74ec914
출처 데이터셋
uspto-grants-1990_05
특허 번호
US04925863

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