Acetic Acid → HCID 15340935, compound

HRID 259765Notes

Reaction equation

HRID 259765 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-3119b01c859d4dd08e4433810e035dec
Source dataset
uspto-grants-1996_06
Patent number
US05523314

Reaction notes

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