3-Phenylprop-2-enoyl chloride → HCID 68140175, compound

HRID 1579202Notes

Reaction equation

HRID 1579202 reaction equation
Cl.[NH2:2][N:3]1[CH2:9][C:7](=[O:8])[NH:6][C:4]1=[O:5].[C:10](Cl)(=[O:19])[CH:11]=[CH:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>N1C=CC=CC=1>[C:10]([NH:2][N:3]1[CH2:9][C:7](=[O:8])[NH:6][C:4]1=[O:5])(=[O:19])[CH:11]=[CH:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 660233-Phenylprop-2-enoyl chlorideHCID 124729631-Aminohydantoin hydrochloride

Product 1

HCID 68140175HCID 68140175, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a pyridine solution (500 ml) of 1-aminohydantoin hydrochloride (50 g, 0.3 mole) was added cinnamoyl chloride (53 g, 0.3 mole). The stirred mixture was heated on the steam bath for 5 hours, then poured into ice water. After standing overnight, the precipitated product was removed by filtration and washed thoroughly with water. After drying, the crude white product weighed 60 g (74%). Several recrystallizations from methanol provided analytical material which melted at 276°-278°.

Workup

  1. temperatureThe stirred mixture was heated on the steam bath for 5 hours
  2. customthe precipitated product was removed by filtration
  3. washwashed thoroughly with water
  4. customAfter drying
  5. customSeveral recrystallizations from methanol provided analytical material which melted at 276°-278°

Sources & evidence

ORD record
ord-9a006cf2b0a34d27905b4e045c146e95
Source dataset
uspto-grants-1976_01
Patent number
US03931168

Reaction notes

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