Morpholine → 6-Morpholinonicotinic Acid

HRID 506584Notes

Reaction equation

HRID 506584 reaction equation
Cl[C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][N:3]=1.[NH:11]1[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1>C(#N)C>[N:11]1([C:2]2[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][N:3]=2)[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1

Participants

4

Reactant 2

HCID 8083MorpholineHCID 792226-Chloronicotinic acid

Product 1

HCID 27764606-Morpholinonicotinic Acid

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

3.00 g 6-chloronicotinic acid in 24 ml dry acetonitrile were mixed with 16.6 ml morpholine and heated to reflux for 48 hrs. The mixture was evaporated under vacuum and the residue dissolved in water. The crude product was precipitated by addition of 10% aqueous acetic acid, isolated by filtration and washed with water and methanol to give 1.83 g of the title compound.

Workup

  1. temperatureheated
  2. temperatureto reflux for 48 hrs
  3. customThe mixture was evaporated under vacuum
  4. dissolutionthe residue dissolved in water
  5. customThe crude product was precipitated by addition of 10% aqueous acetic acid
  6. customisolated by filtration
  7. washwashed with water and methanol

Sources & evidence

ORD record
ord-cfa9d1814b304bc49c7d6eccc01935d1
Source dataset
uspto-grants-2010_08
Patent number
US07786113B2

Reaction notes

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