Ammonia → 6-Chloro-3-nitropyridin-2-ylamine

HRID 413258Notes

Reaction equation

HRID 413258 reaction equation
C(=O)([O-])[O-].[Na+].[Na+].[NH3:7].Cl[C:9]1[C:14]([N+:15]([O-:17])=[O:16])=[CH:13][CH:12]=[C:11]([Cl:18])[N:10]=1>CCO>[Cl:18][C:11]1[N:10]=[C:9]([NH2:7])[C:14]([N+:15]([O-:17])=[O:16])=[CH:13][CH:12]=1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 10340Sodium CarbonateHCID 852392,6-Dichloro-3-nitropyridine

Product 1

HCID 27240356-Chloro-3-nitropyridin-2-ylamine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Conditions

Temperature
70 °C

Procedure

Add sodium carbonate (14 g, 130 mmol) and 2M NH3 in EtOH (20 mL) to a solution of 2,6-dichloro-3-nitropyridine (10 g, 51.8 mmol) in ethanol (115 mL). Heat the mixture at 70° C. for 5 hours. After cooling, remove the excess ethanol in vacuo, and triturate the residue in water. After stirring for 15 minutes, filter the precipitate to obtain 6-chloro-3-nitropyridin-2-yl-amine.

Workup

  1. temperatureAfter cooling
  2. customremove the excess ethanol in vacuo
  3. customtriturate the residue in water
  4. filtrationfilter the precipitate

Sources & evidence

ORD record
ord-e7d626f33aa84e9f8e1219018543feaa
Source dataset
uspto-grants-2003_05
Patent number
US06566367B2

Reaction notes

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