Aniline → 1-Methyl-3-phenylurea

HRID 986693Notes

Reaction equation

HRID 986693 reaction equation
[CH3:1][N:2]=[C:3]=[O:4].[NH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1>CCOCC>[CH3:1][NH:2][C:3]([NH:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:4]

Participants

4

Reactant 2

HCID 6115AnilineHCID 12228Methyl Isocyanate

Product 1

HCID 138801-Methyl-3-phenylurea

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

1-Methyl-3-phenylurea was prepared by the dropwise addition of methylisocyanate (6 ml, 0.1 mole) over three hours to an ether solution (100 ml) containing aniline (9 ml, 0.1 mole) at 4° C. with stirring. 1-Methyl-3-phenylurea precipitated as purple crystals which were recrystallized from ethanol, m.p. 150° C.

Workup

  1. custom1-Methyl-3-phenylurea precipitated as purple crystals which
  2. customwere recrystallized from ethanol, m.p. 150° C.

Sources & evidence

ORD record
ord-81cc5fb731be481d97fceb2bf69e5acf
Source dataset
uspto-grants-1987_12
Patent number
US04714838

Reaction notes

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