N,N'-Dimethylurea → IMIDODICARBONIC DIAMIDE, N-(2-FLUOROPHENYL)-N',2

HRID 435935Notes

Reaction equation

HRID 435935 reaction equation
[CH3:1][NH:2][C:3]([NH:5][CH3:6])=[O:4].[F:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[N:14]=[C:15]=[O:16]>C1(C)C(C)=CC=CC=1>[CH3:1][NH:2][C:3]([N:5]([CH3:6])[C:15]([NH:14][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=1[F:7])=[O:16])=[O:4]

Participants

4

Reactant 2

HCID 7293N,N'-DimethylureaHCID 855882-Fluorophenyl isocyanate

Product 1

HCID 104457IMIDODICARBONIC DIAMIDE, N-(2-FLUOROPHENYL)-N',2

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent2×

Procedure

To a solution of 8.8 g (0.1 mol) of 1,3-dimethyl urea dissolved in 30 ml of xylene there was added a solution of 13.7 g (0.1 mol) of 2-fluorophenylisocyanate dissolved in 30 ml of xylene. The resulting mixture was refluxed for 4 hours and then allowed to stand at ambient temperature for 16 hours. During this time the product crystallized and was removed by filtration. The product weighed 15.8 g. The NMR spectrum had a doublet at 2.86 ppm, a singlet at 3.25 ppm, and a multiplet structure at 7.2 ppm, characteristic of a biuret structure.

Workup

  1. temperatureThe resulting mixture was refluxed for 4 hours
  2. customDuring this time the product crystallized
  3. customwas removed by filtration

Sources & evidence

ORD record
ord-e19f27f4367249068103bf4e265a784f
Source dataset
uspto-grants-1977_02
Patent number
US04007175

Reaction notes

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