Benzenamine, N-hydroxy-3-methyl- → 1-Trifluoromethyl-3-(3'-methylphenyl)-3-hydroxyurea

HRID 267681Notes

Reaction equation

HRID 267681 reaction equation
[F:1][C:2]([N:5]=[C:6]=[O:7])([F:4])[F:3].[CH3:8][C:9]1[CH:10]=[C:11]([NH:15][OH:16])[CH:12]=[CH:13][CH:14]=1>C(OCC)C>[F:1][C:2]([F:4])([F:3])[NH:5][C:6]([N:15]([C:11]1[CH:12]=[CH:13][CH:14]=[C:9]([CH3:8])[CH:10]=1)[OH:16])=[O:7]

Participants

4

Reactant 2

HCID 196988Benzenamine, N-hydroxy-3-methyl-HCID 12494313Trifluoromethyl isocyanate

Product 1

HCID 215536751-Trifluoromethyl-3-(3'-methylphenyl)-3-hydroxyurea

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

A solution of trifluoromethyl isocyanate (11.1 grams; 0.1 mol) in diethyl ether (50 ml) is added dropwise, with stirring, to a solution of N-(3-methylphenyl) hydroxylamine (12.3 grams; 0.1 mol) in diethyl ether (50 ml) at room temperature. Stirring is continued for a period of about 1 hour resulting in the formation of a precipitate. The precipitate is recovered by filtration, is washed and dried to yield 1-trifluoromethyl-3-(3'-methylphenyl)-3-hydroxyurea.

Workup

  1. customresulting in the formation of a precipitate
  2. filtrationThe precipitate is recovered by filtration
  3. washis washed
  4. customdried

Sources & evidence

ORD record
ord-0f0065c5d93d4f9a993b6d1423db3e83
Source dataset
uspto-grants-1976_03
Patent number
US03944410

Reaction notes

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