4-Aminopyridine → Urea, 1-(2-chloroethyl)-3-(p-pyridyl)-

HRID 499621Notes

Reaction equation

HRID 499621 reaction equation
[Cl:1][CH2:2][CH2:3][N:4]=[C:5]=[O:6].[NH2:7][C:8]1[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=1>C1(C)C=CC=CC=1>[Cl:1][CH2:2][CH2:3][NH:4][C:5]([NH:7][C:8]1[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=1)=[O:6]

Participants

4

Reactant 2

HCID 17274-AminopyridineHCID 160352-Chloroethyl isocyanate

Product 1

HCID 98728Urea, 1-(2-chloroethyl)-3-(p-pyridyl)-Yield 88.3%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

2-Chloroethylisocyanate (10.0 g, 94 mmol) was added dropwise to a mixture of 4-aminopyridine (6.0 g, 63 mmol) and toluene (40 mL) at 0° C., and the mixture was stirred at room temperature for 6 hrs. The precipitates were collected by filtration and washed with diisopropyl ether to give the titled compound (11.1 g, 87%) as white crystals.

Workup

  1. filtrationThe precipitates were collected by filtration
  2. washwashed with diisopropyl ether

Sources & evidence

ORD record
ord-a986a66ab8714a87b72021209d512db9
Source dataset
uspto-grants-2010_08
Patent number
US07767665B2

Reaction notes

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