Ethylamine → 2-Ethylamino-3-nitropyridine

HRID 2380248Notes

Reaction equation

HRID 2380248 reaction equation
Cl[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[CH:4][N:3]=1.[CH2:11]([NH2:13])[CH3:12]>C1(C)C(C)=CC=CC=1>[CH2:11]([NH:13][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[CH:4][N:3]=1)[CH3:12]

Participants

4

Reactant 2

HCID 6341EthylamineHCID 796132-Chloro-3-nitropyridine

Product 1

HCID 120157272-Ethylamino-3-nitropyridineYield 110.8%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Conditions

Temperature
100 °C

Procedure

A stirred mixture of 2-chloro-3-nitropyridine (8.60 g, 0.054 mol), ethylamine (5.37 g, 0.12 mol), and xylene (10 ml) was heated at 100° C. in a sealed tube for three hours. After cooling, the solvent was removed in vacuo, and water was added to the residue. The product was extracted with methylene chloride, dried (sodium sulfate), and concentrated in vacuo to give 10.0 g of the title compound as a yellow oil, suitable for use in the next reaction.

Workup

  1. temperatureAfter cooling
  2. customthe solvent was removed in vacuo, and water
  3. additionwas added to the residue
  4. extractionThe product was extracted with methylene chloride
  5. dry with materialdried (sodium sulfate)
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-c1c463308c154f3099ac8eec31c25bdd
Source dataset
uspto-grants-1994_11
Patent number
US05366972

Reaction notes

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