Sodium Chloride → HCID 13084599, compound

HRID 2296339Notes

Reaction equation

HRID 2296339 reaction equation
[H-].[Na+].[N:3]1([C:8]2[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=2)[CH:7]=[N:6][CH:5]=[N:4]1.[CH2:15]([CH:17]1[O:19][CH2:18]1)Br.[Cl-].[Na+]>O1CCCC1>[O:19]1[CH2:18][CH:17]1[CH2:15][O:14][C:11]1[CH:10]=[CH:9][C:8]([N:3]2[CH:7]=[N:6][CH:5]=[N:4]2)=[CH:13][CH:12]=1

Participants

6

Reactant 4

HCID 5234Sodium ChlorideHCID 18430EpibromohydrinHCID 24758Sodium hydrideHCID 1100644-(1,2,4-Triazol-1-yl)phenol

Product 1

HCID 13084599HCID 13084599, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

The intermediate 2,3-epoxypropoxy-4-(1,2,4-triazol-1-yl)-benzene is prepared in the following manner: 2.9 g (0.067 mole) of sodium hydride, as a 55% strength suspension in liquid paraffin, are introduced into 70 ml of anhydrous tetrahydrofuran, and a solution of 10.8 g (0.067 mole) of 4-(1,2,4-triazol-1-yl)-phenol in 50 ml of tetrahydrofuran is added dropwise. 9.2 g (0.067 mole) of epibromohydrin are then added dropwise. The reaction mixture is stirred for from 5 to 10 hours at room temperature and then poured onto 500 ml of aqueous sodium chloride solution, and the precipitate which separates out is filtered off under suction and washed thoroughly with water. The crude product is recrystallized from toluene/petroleum ether. 11.2 g (77%) of product of melting point 104°-105° C. are isolated.

Workup

  1. filtrationthe precipitate which separates out is filtered off under suction
  2. washwashed thoroughly with water
  3. customThe crude product is recrystallized from toluene/petroleum ether

Sources & evidence

ORD record
ord-6c6fd7b9bc5e4b048e674fc6914ffcad
Source dataset
uspto-grants-1984_01
Patent number
US04428950

Reaction notes

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