Potassium Hydroxide → 2-(2-Hydroxyethylthio)-4,5-bis-(p-methoxyphenyl)-thiazole

HRID 544667Notes

Reaction equation

HRID 544667 reaction equation
Br[CH2:2][CH2:3][S:4][C:5]1[S:6][C:7]([C:18]2[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=2)=[C:8]([C:10]2[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[CH:12][CH:11]=2)[N:9]=1.[OH-:26].[K+]>O>[OH:26][CH2:2][CH2:3][S:4][C:5]1[S:6][C:7]([C:18]2[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=2)=[C:8]([C:10]2[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[CH:12][CH:11]=2)[N:9]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 204583302-(2-Bromoethylthio)-4,5-bis-(p-methoxyphenyl)-thiazole

Product 1

HCID 132096672-(2-Hydroxyethylthio)-4,5-bis-(p-methoxyphenyl)-thiazole

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

1.2 g of 2-(2-bromoethylthio)-4,5-bis-(p-methoxyphenyl)-thiazole are dissolved in 10 ml of polyethylene glycol, 0.5 ml of water and 0.5 g of potassium hydroxide are added, the mixture is heated at 120° for 30 minutes, cooled to room temperature, diluted with 50 ml of water and left to stand at +5° for 2 hours. The precipitated crystals are filtered off and recrystallised from diethyl ether/hexane. 2-(2-Hydroxyethylthio)-4,5-bis-(p-methoxyphenyl)-thiazole having a melting point of 82°-83° is obtained.

Workup

  1. temperaturethe mixture is heated at 120° for 30 minutes
  2. waitleft
  3. filtrationThe precipitated crystals are filtered off
  4. customrecrystallised from diethyl ether/hexane

Sources & evidence

ORD record
ord-ec33fbe058ed47439e4eb84045bcf198
Source dataset
uspto-grants-1984_05
Patent number
US04451471

Reaction notes

Loading…