Acetic Acid → HCID 15340935, compound

HRID 2258498Notes

Reaction equation

HRID 2258498 reaction equation
[S:1]1[CH2:7][C:5](=[O:6])[NH:4][C:2]1=[S:3].[C:8](O)(=O)[CH3:9].[C:12]1([CH3:18])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>>[C:12]1([C:18]([C:8]2[CH:9]=[CH:14][CH:13]=[CH:12][CH:17]=2)=[C:7]2[S:1][C:2](=[S:3])[NH:4][C:5]2=[O:6])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

4

Reactant 3

HCID 176Acetic AcidHCID 1140TolueneHCID 1201546Rhodanine

Product 1

HCID 15340935HCID 15340935, compound

Procedure

One hundred and ninety grams (1.05 mol) of diphenyl ketimine, 140 grams (1.05 mol) of rhodanine, 5 ml of acetic acid and 1500 ml of toluene were heated at reflux for 3 hours. Crystals formed upon cooling. The solvent was decanted, fresh toluene was added to the residue and the resulting suspension was filtered. The recovered crystals were recrystallized from methanol to provide 172.0 g of title product, m.p. 192°-194° C.

Workup

  1. temperatureat reflux for 3 hours
  2. customCrystals formed
  3. temperatureupon cooling
  4. customThe solvent was decanted
  5. additionfresh toluene was added to the residue
  6. filtrationthe resulting suspension was filtered
  7. customThe recovered crystals were recrystallized from methanol

Sources & evidence

ORD record
ord-d1a0042990224056bd2d2f737f5b8866
Source dataset
uspto-grants-1997_08
Patent number
US05661168

Reaction notes

Loading…