Water → N-(4-(6-Chloropyrimidin-4-yloxy)phenyl)-N'-phenylurea

HRID 1010387Notes

Reaction equation

HRID 1010387 reaction equation
[Cl:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]([O:8][C:9]2[CH:14]=[CH:13][C:12]([NH2:15])=[CH:11][CH:10]=2)[CH:3]=1.[C:16]1([N:22]=[C:23]=[O:24])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.O>CN(C)C=O>[Cl:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]([O:8][C:9]2[CH:14]=[CH:13][C:12]([NH:15][C:23]([NH:22][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[O:24])=[CH:11][CH:10]=2)[CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 7672Phenyl isocyanateHCID 226137114-((6-Chloropyrimidin-4-yl)oxy)aniline

Product 1

HCID 22937019N-(4-(6-Chloropyrimidin-4-yloxy)phenyl)-N'-phenylureaYield 97%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

4-(6-Chloropyrimidin-4-yloxy)phenylamine (663 mg, 3.00 mmol) and phenyl isocyanate (393 mg, 3.30 mmol) were stirred in dimethylformamide (5 ml) at room temperature for 18 hours. The reaction solution was poured into water and the precipitated crystals were filtered out, washed with water and ethanol and blow-dried to obtain the title compound (988 mg, 2.91 mmol, 97%) as colorless crystals.

Workup

  1. filtrationthe precipitated crystals were filtered out
  2. washwashed with water and ethanol
  3. customblow-dried

Sources & evidence

ORD record
ord-895918c78e3247b7bb11296085c87a6c
Source dataset
uspto-grants-2011_07
Patent number
US07973160B2

Reaction notes

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