Ethylamine → 2-Ethylamino-3-nitropyridine

HRID 724919Notes

Reaction equation

HRID 724919 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]>>[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

3

Reactant 2

HCID 6341EthylamineHCID 796132-Chloro-3-nitropyridine

Product 1

HCID 120157272-Ethylamino-3-nitropyridineYield 106.2%

Conditions

Temperature
105 °C

Procedure

A stirred mixture of 2-chloro-3-nitropyridine (50.0 g, 0.32 mol), ethylamine (33.5 g, 0.74 mol), and xylenes (85 mL) was heated at 105° C. in a sealed vessel 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 56.8 g of the title compound as a brown 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-fd116ade73e84ac4897a647ad04306d3
Source dataset
uspto-grants-1998_01
Patent number
US05705499

Reaction notes

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