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

HRID 1065239Notes

Reaction equation

HRID 1065239 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][CH:3]=1.[Cl:8][CH2:9][CH2:10][N:11]=[C:12]=[O:13].O>CN(C)C=O>[N:5]1[CH:6]=[CH:7][C:2]([NH:1][C:12]([NH:11][CH2:10][CH2:9][Cl:8])=[O:13])=[CH:3][CH:4]=1

Participants

5

Reactant 3

HCID 962WaterHCID 17274-AminopyridineHCID 160352-Chloroethyl isocyanate

Product 1

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

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To the solution of 1.6 g of 4-aminopyridine in 7 ml of dimethylformamide 2 g of 2-chloroethylisocyanate are added while stirring and keeping the temperature below 40°. After 2 hours 28 ml of water are added and stirring is continued for 2 hours at room temperature. The precipitate formed is filtered off, washed with water, dried and recrystallized from aqueous ethanol, to yield the 1-(4-pyridyl)-3-(2-chloroethyl)-urea melting at 120°-122°.

Workup

  1. customthe temperature below 40°
  2. stirringstirring
  3. customThe precipitate formed
  4. filtrationis filtered off
  5. washwashed with water
  6. customdried
  7. customrecrystallized from aqueous ethanol

Sources & evidence

ORD record
ord-dde21102a51c4906840c89ebe1acbc3b
Source dataset
uspto-grants-1982_05
Patent number
US04329348

Reaction notes

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