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1H-1,2,4-Triazole → 1,1-bis(5-chloropyrid-2-yl)-2-(1H-1,2,4-triazol-1-yl)ethanol

HRID 371181
ノート
印刷プレビュー

反応式

HRID 371181 の反応式
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2([C:11]3[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][N:12]=3)[CH2:10][O:9]2)=[N:6][CH:7]=1.[NH:18]1[CH:22]=[N:21][CH:20]=[N:19]1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][N:12]=2)([OH:9])[CH2:10][N:18]2[CH:22]=[N:21][CH:20]=[N:19]2)=[N:6][CH:7]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 92571H-1,2,4-TriazoleHCID 11430Potassium CarbonateHCID 202745202,2-Bis(5-chloro-pyrid-2-yl)oxirane

生成物 1

HCID 202745161,1-bis(5-chloropyrid-2-yl)-2-(1H-1,2,4-triazol-1-yl)ethanol収率 47.7%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
85 °C

実験手順

2,2-Bis(5-chloro-pyrid-2-yl)oxirane (0.8 g), 1,2,4-triazole (1.0 g) and anhydrous potassium carbonate (3.0 g) were stirred in dry N,N-dimethylformamide (30 ml) and the mixture was heated at 85° C. for 1.5 hours. The solvent was then evaporated under vacuum, with the addition of xylene to remove final traces of N,N-dimethylformamide as an azeotrope, and the residue was dissolved in water (20 ml) and extracted with ethyl acetate (3×20 ml). The combined organic extracts were dried over megnesium sulfate and evaporated. The residue was chromatographed on silica, eluting with ethyl acetate. Evaporation of the relevant fractions gave a viscous oil which solidified on trituration with petroleum ether (b.p. 60°-80° C.). Recrystallization from hexane gave the title compound as white crystals (0.48 g, 38%) m.p. 98°-100° C.

後処理

  1. customThe solvent was then evaporated under vacuum, with the addition of xylene
  2. customto remove final traces of N,N-dimethylformamide as an azeotrope
  3. dissolutionthe residue was dissolved in water (20 ml)
  4. extractionextracted with ethyl acetate (3×20 ml)
  5. dry with materialThe combined organic extracts were dried over megnesium sulfate
  6. customevaporated
  7. customThe residue was chromatographed on silica
  8. washeluting with ethyl acetate
  9. customEvaporation of the relevant fractions
  10. customgave a viscous oil which
  11. customRecrystallization from hexane

出典と根拠

ORDレコード
ord-c02b2df88220435082c29a8f87cc9513
出典データセット
uspto-grants-1985_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04529799

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート