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

HRID 1952216Notes

Reaction equation

HRID 1952216 reaction equation
[CH3:1][NH:2][CH3:3].Br[C:5]1[CH:6]=[CH:7][C:8]([N+:11]([O-:13])=[O:12])=[N:9][CH:10]=1>O1CCCC1.C(O)C>[CH3:1][N:2]([CH3:3])[C:5]1[CH:10]=[N:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][CH:6]=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

6 ml of a 2M solution of dimethylamine in tetrahydrofuran are added to a solution of 1 g of 5-bromo-2-nitropyridine in 5 ml of ethanol. The reaction mixture is heated at 140° C. for 2 hours in a microwave device. 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-155dc77790ec4244a92a420f4f8671e7
Source dataset
uspto-grants-2013_03
Patent number
US08404848B2

Reaction notes

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