Phenyl isocyanate → HCID 12876131, compound

HRID 1277618Notes

Reaction equation

HRID 1277618 reaction equation
[CH2:1]([N:3]([CH2:8][CH3:9])[C:4]([NH:6][CH3:7])=[O:5])[CH3:2].[C:10]1([N:16]=[C:17]=[O:18])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>ClCCl>[CH2:1]([N:3]([CH2:8][CH3:9])[C:4]([N:6]([CH3:7])[C:17]([NH:16][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[O:18])=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 7672Phenyl isocyanateHCID 135031N,N-Diethyl-N'-methylurea

Product 1

HCID 12876131HCID 12876131, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In 300 ml of anhydrous dichloromethane, 13.0 g (0.1 mole) of 1,1-diethyl-3-methylurea and 12.0 g (0.1 mole) of phenylisocyanate were dissolved. Under cooling the mixture with stirring, 26.0 g (0.1 mole) of stannic chloride was added dropwise. The reaction was continued at a room temperature for 15 hours and the reaction mixture was treated by a procedure similar to that of mentioned in Example 1, and recrystallized from ethanol-petroleum ether to obtain 19.7 g (yield 79%) of 1,1-diethyl-3-methyl-5-phenylbiuret having a melting point of 88°-89.5° C.

Workup

  1. temperatureUnder cooling the mixture
  2. additionthe reaction mixture was treated by a procedure similar to
  3. customrecrystallized from ethanol-petroleum ether

Sources & evidence

ORD record
ord-4c72506d673442d58c1f23987273d052
Source dataset
uspto-grants-1981_07
Patent number
US04278672

Reaction notes

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