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

HRID 388000Notes

Reaction equation

HRID 388000 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-037540080d8544fb8f6579820d14b7ab
Source dataset
uspto-grants-2013_02
Patent number
US08372981B2

Reaction notes

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