Sodium Acetate → HCID 178518562, compound

HRID 1721222Notes

Reaction equation

HRID 1721222 reaction equation
C(C1C=CC(O[CH2:8][C@H:9]2[CH2:14][CH2:13][C@H:12]([CH2:15][O:16][C:17]3[CH:22]=[CH:21][C:20]([CH:23]=O)=[CH:19][CH:18]=3)[CH2:11][CH2:10]2)=CC=1)=O.[O:27]=[C:28]1[CH2:32][O:31][C:30](=[S:33])[NH:29]1.[C:34]([O-:37])(=O)[CH3:35].[Na+]>C(O)(=O)C>[O:27]=[C:28]1[C:32](=[CH:14][C:9]2[CH:8]=[CH:35][C:34]([O:37][CH2:8][C@H:9]3[CH2:10][CH2:11][C@H:12]([CH2:15][O:16][C:17]4[CH:18]=[CH:19][C:20]([CH:23]=[C:32]5[O:31][C:30](=[S:33])[NH:29][C:28]5=[O:27])=[CH:21][CH:22]=4)[CH2:13][CH2:14]3)=[CH:11][CH:10]=2)[O:31][C:30](=[S:33])[NH:29]1

Participants

5

Reactant 3

HCID 517045Sodium AcetateHCID 33803722-Thio-2,4-oxazolidinedioneHCID 178519718HCID 178519718, compound

Product 1

HCID 178518562HCID 178518562, compoundYield 180.2%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture consisting of 3.52 g of trans-1,4-bis[(4-formylphenoxy)methyl]cyclohexane, 2.34 g of 4-oxo-2-thioxooxazolidine, 0.31 g of sodium acetate and 50 ml of acetic acid was subjected to overnight reflux. After spontaneous cooling, crystals thus formed were collected by filtration and recrystallized from dimethylformamide to obtain 3.75 g of trans-1,4-bis[[4-[(4-oxo-2-thioxo-5-oxazolidinylidene)methyl]phenoxy]methyl]cyclohexane (19-a).

Workup

  1. temperaturereflux
  2. customAfter spontaneous cooling, crystals thus formed
  3. filtrationwere collected by filtration
  4. customrecrystallized from dimethylformamide

Sources & evidence

ORD record
ord-88b7813d53cc494587de93e0d3fde50e
Source dataset
uspto-grants-1996_04
Patent number
US05508296

Reaction notes

Loading…