Sodium borohydride → 2-(2-Hydroxyethylthio)-4,5-bis-(p-methoxyphenyl)-thiazole

HRID 544656Notes

Reaction equation

HRID 544656 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:10]=[C:11]([S:22][CH2:23][CH:24]=[O:25])[S:12][C:13]=2[C:14]2[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=2)=[CH:5][CH:4]=1.[BH4-].[Na+]>CO>[OH:25][CH2:24][CH2:23][S:22][C:11]1[S:12][C:13]([C:14]2[CH:15]=[CH:16][C:17]([O:20][CH3:21])=[CH:18][CH:19]=2)=[C:9]([C:6]2[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][CH:7]=2)[N:10]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 132096722-[4,5-Bis-(p-methoxyphenyl)-thiazol-2-ylthio]-acetaldehyde

Product 1

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

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

0.10 g of 2-[4,5-bis-(p-methoxyphenyl)-thiazol-2-ylthio]-acetaldehyde is dissolved in 3 ml of methanol, 0.01 g of sodium borohydride is added and the mixture is stirred for 15 minutes. It is then concentrated to dryness by evaporation under reduced pressure and digested with 20 ml of ice-water. After some time crystallisation occurs. After 2 hours the crystals are filtered with suction, washed with water and sucked dry. 2-[2-hydroxyethylthio]-4,5-bis-(p-methoxyphenyl)-thiazole having a melting point of 82°-83° is obtained.

Workup

  1. concentrationIt is then concentrated to dryness by evaporation under reduced pressure
  2. customAfter some time crystallisation
  3. filtrationAfter 2 hours the crystals are filtered with suction
  4. washwashed with water
  5. customsucked dry

Sources & evidence

ORD record
ord-ea84933092da440d84c9b0db3768f58e
Source dataset
uspto-grants-1984_05
Patent number
US04451471

Reaction notes

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