Acetic Acid → HCID 178423971, compound

HRID 1890619Notes

Reaction equation

HRID 1890619 reaction equation
[NH2:1][C:2]1[C:7]([NH2:8])=[C:6]([CH3:9])[CH:5]=[C:4]([CH3:10])[N:3]=1.[C:11](O)(=O)[CH3:12].C(=O)([O-])[O-].[Na+].[Na+].[NH4+]>>[CH3:11][C:12]1[NH:1][C:2]2=[N:3][C:4]([CH3:10])=[CH:5][C:6]([CH3:9])=[C:7]2[N:8]=1

Participants

5

Reactant 4

HCID 176Acetic AcidHCID 223AmmoniumHCID 10340Sodium CarbonateHCID 110299024,6-Dimethylpyridine-2,3-diamine

Product 1

HCID 178423971HCID 178423971, compound

Conditions

Temperature
100 °C

Procedure

2,3-Diamino-4,6-dimethylpyridine (25.0 g, 0.182 mol) was suspended in polyphosphoric acid (465 g), and acetic acid (31.3 mL, 0.547 mol) was added to the suspention, followed by stirring at 100° C. for 3 hours. The reaction mixture was moved to ice water and sodium carbonate (345 g) was added in a little portion while stirring. Then, 28% aqueous ammonium solution was added to the residue to control the pH to 9 and the mixture was stirred for 1 hour. Precipitated crystals were collected by filtration, and was washed with water, and the obtained crystals were dried under reduced pressure at 40° C. overnight to obtain Compound P11 (26.2 g, 0.162 mol, 89%).

Workup

  1. additionwas added in a little portion
  2. stirringwhile stirring
  3. stirringthe mixture was stirred for 1 hour
  4. customPrecipitated crystals
  5. filtrationwere collected by filtration
  6. washwas washed with water
  7. customthe obtained crystals were dried under reduced pressure at 40° C. overnight
  8. customto obtain Compound P11 (26.2 g, 0.162 mol, 89%)

Sources & evidence

ORD record
ord-3ce841a1ca23470f93ea6944548f0eab
Source dataset
uspto-grants-2013_08
Patent number
US08507484B2

Reaction notes

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