2-Aminonicotinic acid → HCID 178518041, compound

HRID 1391915Notes

Reaction equation

HRID 1391915 reaction equation
[NH2:1][C:2]1[N:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=O.C(O)(=O)C.[CH:15](N)=[NH:16]>C(OCCO)C>[N:1]1[C:2]2[N:10]=[CH:9][CH:8]=[CH:7][C:3]=2[C:4]([OH:6])=[N:16][CH:15]=1

Participants

4

Reactant 2

HCID 729302-Aminonicotinic acidHCID 160693Formamidine acetate

Product 1

HCID 178518041HCID 178518041, compoundYield 56%

Reagents, catalysts & solvents 1

HCID 8076Glycol monoethyl etherSolvent

Procedure

A mixture of 2-aminonicotinic acid (880 mg, 6.4 mMol) and formamidine acetate (2.0 g, 19.1 mMol) in 2-ethoxyethanol (25 mL) was heated at reflux overnight. The solution was allowed to come to room temperature and stand for 2 hours, then the resulting precipitate was collected by filtration, rinsed with 2-ethoxy ethanol (2×5 mL), diethyl ether (20 mL), and air dried to yield 525 mg of a gray powder as product. MS (ES+)=148 (M+H)+. Yield=56%.

Workup

  1. temperaturewas heated
  2. temperatureat reflux overnight
  3. customto come to room temperature
  4. filtrationthe resulting precipitate was collected by filtration
  5. washrinsed with 2-ethoxy ethanol (2×5 mL), diethyl ether (20 mL), and air
  6. customdried

Sources & evidence

ORD record
ord-c1aef1c2765a4ef5b241dab0477805b1
Source dataset
uspto-grants-2008_03
Patent number
US07338947B2

Reaction notes

Loading…