Acetic Acid → HCID 2785114, compound

HRID 862010Notes

Reaction equation

HRID 862010 reaction equation
[CH:1]1[C:6]([CH:7]=O)=[CH:5][C:4]2[O:9][CH2:10][O:11][C:3]=2[CH:2]=1.[S:12]1[CH2:18][C:16](=[O:17])[NH:15][C:13]1=[S:14].C(O)(=O)C>O>[O:11]1[C:3]2[CH:2]=[CH:1][C:6]([CH:7]=[C:18]3[S:12][C:13](=[S:14])[NH:15][C:16]3=[O:17])=[CH:5][C:4]=2[O:9][CH2:10]1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 8438PiperonalHCID 1201546Rhodanine

Product 1

HCID 2785114HCID 2785114, compoundYield 78.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Twenty grams (133.2 mmol) of piperonal were reacted with 17.74 g (133.2 mmol)of rhodanine in 38.24 g (466.2 mmol) of glacial acetic acid at reflux for about 3 hours. The mixture was then poured into water and stirred overnight. A precipitate formed which was recovered by filtration and then air dried overnight to provide 27.8 g of title product. m.p. 194°-195° C.

Workup

  1. temperatureat reflux for about 3 hours
  2. customA precipitate formed which
  3. filtrationwas recovered by filtration
  4. customair dried overnight

Sources & evidence

ORD record
ord-987e099bac14448ba6af75212a8ae6de
Source dataset
uspto-grants-1998_02
Patent number
US05716975

Reaction notes

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