Acetic Acid → HCID 15340935, compound

HRID 862012Notes

Reaction equation

HRID 862012 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 kerimine, 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-b294009e72264eb08af407b92f59672b
Source dataset
uspto-grants-1998_02
Patent number
US05716975

Reaction notes

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