Propyl isocyanate → 1-Phenyl-3-n-propyl hydantoin

HRID 358090

Reaction equation

HRID 358090 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:15]=[C:16]=[O:17])[CH2:13][CH3:14]>C1(C)C=CC=CC=1>[C:1]1([N:7]2[CH2:8][C:9](=[O:11])[N:15]([CH2:12][CH2:13][CH3:14])[C:16]2=[O:17])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 61033Propyl isocyanateHCID 66025N-Phenylglycine

Product 1

HCID 133379121-Phenyl-3-n-propyl hydantoinYield 59.6%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

In a similar manner, N-phenyl glycine (0.1 mole), n-propyl isocyanate (0.12 mole) and toluene (30 ml) was refluxed for about 51/2 hours producing 13 grams (59% yield) of 1-phenyl-3-n-propyl hydantoin having a melting point of about 97° C. and the structure: ##STR7##

Sources & evidence

ORD record
ord-6766240f9dbe4c0b9efd33d1aef7b966
Source dataset
uspto-grants-1984_08
Patent number
US04464387

Linked notes

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