Dimethylamine → N,N-dimethyl-6-nitropyridin-3-amine

HRID 600635Notes

Reaction equation

HRID 600635 reaction equation
Br[C:2]1[CH:3]=[CH:4][C:5]([N+:8]([O-:10])=[O:9])=[N:6][CH:7]=1.[CH3:11][NH:12][CH3:13]>C(O)C.O1CCCC1>[CH3:11][N:12]([CH3:13])[C:2]1[CH:7]=[N:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 674DimethylamineHCID 8176205-Bromo-2-nitropyridine

Product 1

HCID 21897368N,N-dimethyl-6-nitropyridin-3-amine

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
140 °C

Procedure

To a solution of 1 g of 5-bromo-2-nitropyridine in 5 mL of ethanol are added 6 mL of a 2 M solution of dimethylamine in tetrahydrofuran. The reaction mixture is heated for 2 hours at 140° C. in a microwave machine. After cooling, the solid formed is separated off and washed with ethyl ether to give 850 mg of N,N-dimethyl-6-nitropyridine-3-amine in the form of a yellow solid.

Workup

  1. temperatureAfter cooling
  2. customthe solid formed
  3. customis separated off
  4. washwashed with ethyl ether

Sources & evidence

ORD record
ord-25afc96babc0498cbc402ec49c76ff41
Source dataset
uspto-grants-2011_03
Patent number
US07902219B2

Reaction notes

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