4-Methyl-5-(2-hydroxyethyl)thiazole → 3-Benzyl-5-(2-hydroxyethyl)-4-methylthiazolium chloride

HRID 330107

Reaction equation

HRID 330107 reaction equation
[OH:1][CH2:2][CH2:3][C:4]1[S:8][CH:7]=[N:6][C:5]=1[CH3:9].[CH2:10]([Cl:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>C(#N)C>[Cl-:17].[CH2:10]([N+:6]1[C:5]([CH3:9])=[C:4]([CH2:3][CH2:2][OH:1])[S:8][CH:7]=1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 11364-Methyl-5-(2-hydroxyethyl)thiazoleHCID 7503Benzyl Chloride

Product 1

HCID 28333523-Benzyl-5-(2-hydroxyethyl)-4-methylthiazolium chloride

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

71.6 g (500 millimoles) of 5-(2-hydroxyethyl)-4-methyl-1,3-thiazole), 63.3 g (500 millimoles) of freshly distilled benzyl chloride and 250 ml of absolute acetonitrile are refluxed for 24 hours in a 500 ml round-bottomed flask. The stirred reaction mixture is slowly cooled to room temperature, and the precipitate is filtered off under suction, washed colorless with dry acetonitrile, predried and then dried at 90° C. under reduced pressure from a water pump.

Workup

  1. customThe stirred reaction mixture
  2. filtrationthe precipitate is filtered off under suction
  3. washwashed colorless with dry acetonitrile
  4. dry with materialdried at 90° C. under reduced pressure from a water pump

Sources & evidence

ORD record
ord-a5abeb64212d43c2b640956bcae921cb
Source dataset
uspto-grants-1990_01
Patent number
US04894483

Linked notes

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