Cyclohexylamine → N-cyclohexyl-3-nitropyridin-2-amine

HRID 11285

Reaction equation

HRID 11285 reaction equation
Cl[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[CH:4][N:3]=1.[CH:11]1([NH2:17])[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH:11]1([NH:17][C:2]2[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[CH:4][N:3]=2)[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1

Participants

5

Reactant 3

HCID 7965CyclohexylamineHCID 11430Potassium CarbonateHCID 796132-Chloro-3-nitropyridine

Product 1

HCID 535050N-cyclohexyl-3-nitropyridin-2-amine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture composed of 0.1 mol (15.85 g) of 2-chloro-3-nitropyridine and 0.1 mol (11.50 ml) of cyclohexylamine is heated at 120° C. for 4 hours in 250 ml of DMF in the presence of potassium carbonate (13.81 g). The solution is then extracted with 200 ml of ether and the organic phase is washed three times with water. After drying over magnesium sulphate, the ether is evaporated off.

Workup

  1. extractionThe solution is then extracted with 200 ml of ether
  2. washthe organic phase is washed three times with water
  3. dry with materialAfter drying over magnesium sulphate
  4. customthe ether is evaporated off

Sources & evidence

ORD record
ord-bb30373df9eb45569b1a021302201d7c
Source dataset
uspto-grants-2006_08
Patent number
US07098220B2

Linked notes

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