1H-1,2,4-Triazole → HCID 178509721、化合物

HRID 35912

反応式

HRID 35912 の反応式
[NH:1]1[CH:5]=[N:4][CH:3]=[N:2]1.[H-].[Na+].[H][H].Br[CH2:11][C:12]1[CH:19]=[CH:18][C:15]([C:16]#[N:17])=[CH:14][CH:13]=1>CN(C)C=O.O>[NH:1]1[CH:5]=[N:4][C:3]([CH2:11][C:12]2[CH:19]=[CH:18][C:15]([C:16]#[N:17])=[CH:14][CH:13]=2)=[N:2]1

参加物

7

反応物 4

HCID 92571H-1,2,4-TriazoleHCID 24758Sodium hydrideHCID 869964-(Bromomethyl)benzonitrileHCID 178418361HCID 178418361、化合物

生成物 1

HCID 178509721HCID 178509721、化合物収率 67.5%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

23.5 g of 1,2,4-triazole is combined under cooling in 250 ml of N,N-dimethylformamide in incremental portions with 14.15 g of sodium hydride, 60% in oil, and stirred at 25° for 1 hour until hydrogen release has ceased. To this solution is added 50 g of 4-(bromomethyl)benzonitrile in two portions under ice cooling at 5°, and the mixture is stirred for 2 hours at 25°. For working up purposes, 200 ml of water is added under ice cooling, the mixture is stirred for 1 hour, extracted with ethyl acetate, washed neutral with water, dried over sodium sulfate, concentrated to dryness under vacuum, and chromatographed on silica gel with dichloromethane/methanol, yielding 31.73 g of 4-[1-(1,2,4-triazolyl)methyl]benzonitrile as colorless crystals, mp. 72°-73°.

後処理

  1. additionis added under ice cooling
  2. stirringthe mixture is stirred for 1 hour
  3. extractionextracted with ethyl acetate
  4. washwashed neutral with water
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated to dryness under vacuum
  7. customchromatographed on silica gel with dichloromethane/methanol

出典と根拠

ORDレコード
ord-8d6520500afa40f5a0104b2c21c63885
出典データセット
uspto-grants-1995_05
特許番号
US05411982

関連ノート

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