Dipropylamine → HCID 68828481, compound

HRID 450092Notes

Reaction equation

HRID 450092 reaction equation
[CH2:1]([NH:4][CH2:5][CH2:6][CH3:7])[CH2:2][CH3:3].Cl[C:9]1[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][N:10]=1>C(#N)C.O>[N+:15]([C:12]1[CH:13]=[CH:14][C:9]([N:4]([CH2:5][CH2:6][CH3:7])[CH2:1][CH2:2][CH3:3])=[N:10][CH:11]=1)([O-:17])=[O:16]

Participants

5

Reactant 2

HCID 8902DipropylamineHCID 783082-Chloro-5-nitropyridine

Product 1

HCID 68828481HCID 68828481, compoundYield 90%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6342AcetonitrileSolvent

Procedure

N,N-dipropylamine (3 ml, 22 mmol) was added to a solution of 2-chloro-5-nitropyridine (500 mg, 3.15 mmol) in acetonitrile (7 ml) and heated to reflux overnight. The reaction mixture was diluted with water and extracted with ethyl acetate. The organic layer was then washed with water, brine and dried. Evaporation to dryness gave (5-nitro-pyridin-2-yl)-dipropylamine (630 mg, 90%) as oil.

Workup

  1. temperatureheated
  2. temperatureto reflux overnight
  3. extractionextracted with ethyl acetate
  4. washThe organic layer was then washed with water, brine
  5. customdried
  6. customEvaporation to dryness

Sources & evidence

ORD record
ord-a3e61137e6b5445bbe5982e4d441371b
Source dataset
uspto-grants-2013_07
Patent number
US08486962B2

Reaction notes

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