Ethanol → Ethyl 2-aminopyridine-3-carboxylate

HRID 1046525Notes

Reaction equation

HRID 1046525 reaction equation
[CH3:1][CH2:2][OH:3].[NH2:4][C:5]1[N:13]=[CH:12][CH:11]=[CH:10][C:6]=1[C:7](O)=[O:8].OS(O)(=O)=O.C([O-])([O-])=O.[Na+].[Na+]>O>[CH2:2]([O:3][C:7](=[O:8])[C:6]1[CH:10]=[CH:11][CH:12]=[N:13][C:5]=1[NH2:4])[CH3:1]

Participants

6

Reactant 4

HCID 702EthanolHCID 1118Sulfuric AcidHCID 10340Sodium CarbonateHCID 729302-Aminonicotinic acid

Product 1

HCID 12433260Ethyl 2-aminopyridine-3-carboxylate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
75 °C

Procedure

EtOH (500 mL) was added to 2-amino-nicotinic acid (25 g), followed by H2SO4 (25 mL, conc), and the mixture stirred at 75° C. overnight. The reaction mixture was then redissolved in H2O, neutralized with Na2CO3 (aq), and the resulting precipitate filtered and dried to provide 2-amino-nicotinic acid ethyl ester, which was used without further purification.

Workup

  1. filtrationthe resulting precipitate filtered
  2. customdried

Sources & evidence

ORD record
ord-4c21cc5d629c4acfa8f5df7e46122945
Source dataset
uspto-grants-2013_10
Patent number
US08569306B2

Reaction notes

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