Ethylamine → 2-Ethylamino-3-nitropyridine

HRID 53534Notes

Reaction equation

HRID 53534 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-21666309bf514d1186b2c8f064342bce
Source dataset
uspto-grants-1997_04
Patent number
US05620974

Reaction notes

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