3-Aminopyridine → N-(2-Chloroethyl)-N'-(3-pyridinyl)urea

HRID 476992Notes

Reaction equation

HRID 476992 reaction equation
[NH2:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][CH:7]=1.[Cl:8][CH2:9][CH2:10][N:11]=[C:12]=[O:13]>>[Cl:8][CH2:9][CH2:10][NH:11][C:12]([NH:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][CH:7]=1)=[O:13]

Participants

3

Reactant 2

HCID 100093-AminopyridineHCID 160352-Chloroethyl isocyanate

Product 1

HCID 256330N-(2-Chloroethyl)-N'-(3-pyridinyl)ureaYield 99.9%

Procedure

To a solution of 150 g of 3-aminopyridine dissolved in 1000 ml of tuluene, 176 g of 2-chloroethylisocyanate was added dropwise over 30 minutes under cooling. After stirring at room temperature for 5 hours, the precipitated crystals were collected by filtration to give 318 g of N-(2-chloroethyl)-N'-(3-pyridyl) urea.

Workup

  1. additionwas added dropwise over 30 minutes
  2. temperatureunder cooling
  3. filtrationthe precipitated crystals were collected by filtration

Sources & evidence

ORD record
ord-a549fca4347c4b76a0ce5858626b86a1
Source dataset
uspto-grants-1989_12
Patent number
US04886817

Reaction notes

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