Butyl isocyanate → 1-Phenyl-3-n-butyl hydantoin

HRID 358092

Reaction equation

HRID 358092 reaction equation
[C:1]1([NH:7][CH2:8][C:9]([OH:11])=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:12]([N:16]=[C:17]=[O:18])[CH2:13][CH2:14][CH3:15]>>[C:1]1([N:7]2[CH2:8][C:9](=[O:11])[N:16]([CH2:12][CH2:13][CH2:14][CH3:15])[C:17]2=[O:18])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

3

Reactant 2

HCID 8110Butyl isocyanateHCID 66025N-Phenylglycine

Product 1

HCID 124593331-Phenyl-3-n-butyl hydantoinYield 43.3%

Procedure

N-phenyl glycine (0.15 mole) was added with stirring over a 15 minute period to n-butyl isocyanate (0.15 mole). After the addition was complete the reaction mixture was refluxed for about 6 hours and then allowed to stand at room temperature until it solidified. The solidified mass was crystallized from ethanol and produced 0.065 moles of the above-described product having a melting point of 74° l C.

Workup

  1. additionAfter the addition
  2. temperaturewas refluxed for about 6 hours
  3. customto stand at room temperature until it
  4. customThe solidified mass was crystallized from ethanol

Sources & evidence

ORD record
ord-8b448feab8ad457aab5c39656a815484
Source dataset
uspto-grants-1984_08
Patent number
US04464387

Linked notes

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