Ethylene Glycol → 2-[4,5-Bis-(p-methoxyphenyl)-thiazol-2-ylthio]acetaldehyde-ethyleneacetal

HRID 544666Notes

Reaction equation

HRID 544666 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.[CH2:26](O)[CH2:27][OH:28].C1(C)C=CC(S(O)(=O)=O)=CC=1.O>C1(C)C=CC=CC=1>[CH2:27]1[O:28][CH:24]([CH2:23][S:22][C:11]2[S:12][C:13]([C:14]3[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=3)=[C:9]([C:6]3[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=3)[N:10]=2)[O:25][CH2:26]1

Participants

6

Reactant 4

HCID 174Ethylene GlycolHCID 962WaterHCID 6101p-Toluenesulfonic acidHCID 132096722-[4,5-Bis-(p-methoxyphenyl)-thiazol-2-ylthio]-acetaldehyde

Product 1

HCID 204583712-[4,5-Bis-(p-methoxyphenyl)-thiazol-2-ylthio]acetaldehyde-ethyleneacetal

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

0.2 g of 2-[4,5-bis-(p-methoxyphenyl)-thiazol-2-ylthio]acetaldehyde are dissolved in 50 ml of toluene. While stirring vigorously, 1 ml of ethylene glycol and then 0.2 g of p-toluenesulphonic acid are added. The mixture is heated for 40 hours in a water separator, cooled to 20°, filtered with suction, crystallised from hexane/benzene and dried under reduced pressure to constant weight. 2-[4,5-bis-(p-methoxyphenyl)-thiazol-2-ylthio]acetaldehyde-ethyleneacetal is obtained in the form of a viscous oil.

Workup

  1. temperaturecooled to 20°
  2. filtrationfiltered with suction
  3. customcrystallised from hexane/benzene
  4. customdried under reduced pressure to constant weight

Sources & evidence

ORD record
ord-0c3224f005164834ad91c7ba5f55fffe
Source dataset
uspto-grants-1984_05
Patent number
US04451471

Reaction notes

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