Reaction #640541

ord-501ce0d1c1b34300aeecdb837887f482

Reaction equation

Nc1ccc(C(=O)O)cn1
6-aminonicotinic acid
CCO
ethanol
CCOC(=O)c1ccc(N)nc1
white solid
CCOC(=O)c1ccc(N)nc1
Ethyl 6-Aminonicotinate

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Otherwas bubbled in dry hydrochloric acid at 0° C.
  2. 2
    Temperaturethe solution was refluxed until all the solids
  3. 3
    workup.DISSOLUTIONdissolved
  4. 4
    OtherThe solvents were removed under reduced pressure
  5. 5
    workup.DISSOLUTIONthe residue dissolved in ethyl acetate
  6. 6
    Washwashed with saturated sodium bicarbonate, brine
  7. 7
    Concentrationconcentrated

Procedure

To a suspension of 1.3 g (9.4 mmol) 6-aminonicotinic acid in 100 mL of ethanol, was bubbled in dry hydrochloric acid at 0° C., then the solution was refluxed until all the solids dissolved. The solvents were removed under reduced pressure, the residue dissolved in ethyl acetate, washed with saturated sodium bicarbonate, brine and concentrated to afford 1.37 g of a white solid, m/e=166(M+H).

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: USRE042889E1uspto-grants-2011_11