Formic Acid → HCID 23339782, compound

HRID 2050077Notes

Reaction equation

HRID 2050077 reaction equation
[NH2:1][C:2]1[C:3](=[O:14])[NH:4][CH:5]=[C:6]([C:8]2[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=2)[CH:7]=1.[CH:15]([OH:17])=[O:16].[OH-].[NH4+].O=[C:21]1C(NC=O)=CC(C2C=CN=CC=2)=CN1>O>[O:14]=[C:3]1[C:2]([NH:1][C:15](=[O:17])[O:16][CH3:21])=[CH:7][C:6]([C:8]2[CH:9]=[CH:10][N:11]=[CH:12][CH:13]=2)=[CH:5][NH:4]1

Participants

6

Reactant 4

HCID 284Formic Acid2×HCID 3698AmrinoneHCID 14923Ammonium HydroxideHCID 23339814HCID 23339814, compound

Product 1

HCID 23339782HCID 23339782, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A reaction mixture containing 28 g. of 3-amino-5-(4-pyridinyl)-2(1H)-pyridinone and 200 ml. of 97% formic acid was heated on a steam bath for three hours, cooled and the excess formic acid distilled-off under reduced pressure. The residue was dissolved in water and the aqueous solution was made alkaline with ammonium hydroxide. The precipitated product was collected, washed with water, dried, recrystallized from dimethylformamide, washed with ether and dried to yield 26 g. of N-[1,2-dihydro-2-oxo-5-(4-pyridinyl)-3-pyridinyl]formamide, m.p. 299°-300° C. with decomposition.

Workup

  1. additionA reaction mixture containing 28 g
  2. temperaturecooled
  3. customThe precipitated product was collected
  4. washwashed with water
  5. customdried
  6. customrecrystallized from dimethylformamide
  7. washwashed with ether
  8. customdried
  9. customto yield 26 g

Sources & evidence

ORD record
ord-01d0908dc8ce474e9515570477709f3e
Source dataset
uspto-grants-1980_04
Patent number
US04199586

Reaction notes

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