Ethanol → 6-Ethoxy-3-nitropyridin-2-amine

HRID 1370194Notes

Reaction equation

HRID 1370194 reaction equation
[H-].[Na+].[NH2:3][C:4]1[C:9]([N+:10]([O-:12])=[O:11])=[CH:8][CH:7]=[C:6](Cl)[N:5]=1.[CH2:14]([OH:16])[CH3:15]>>[NH2:3][C:4]1[C:9]([N+:10]([O-:12])=[O:11])=[CH:8][CH:7]=[C:6]([O:16][CH2:14][CH3:15])[N:5]=1

Participants

4

Reactant 3

HCID 702EthanolHCID 24758Sodium hydrideHCID 27240356-Chloro-3-nitropyridin-2-ylamine

Product 1

HCID 132457716-Ethoxy-3-nitropyridin-2-amine

Procedure

2.4 g of 60% sodium hydride was slowly added to 100 ml of ethanol and stirred as it was at room temperature for 10 minutes. 10 g of 2-amino-6-chloro-3-nitropyridine was added thereto and reacted at room temperature for 30 minutes. After concentration, water was added thereto, and it was extracted with ethyl acetate. It was washed with water and brine sucsessively, and dried over anhydrous sodium sulfate. After concentration, 9.7 g of the title compound was obtained.

Workup

  1. customreacted at room temperature for 30 minutes
  2. concentrationAfter concentration, water
  3. additionwas added
  4. extractionit was extracted with ethyl acetate
  5. washIt was washed with water and brine sucsessively
  6. dry with materialdried over anhydrous sodium sulfate
  7. concentrationAfter concentration

Sources & evidence

ORD record
ord-cb8a7275956a4321b4f8d8517092a4ce
Source dataset
uspto-grants-2003_06
Patent number
US06583138B1

Reaction notes

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