Aniline → HCID 178516392, compound

HRID 1985772Notes

Reaction equation

HRID 1985772 reaction equation
[OH:1][C:2]1[C:7]([OH:8])=[CH:6][CH:5]=[CH:4][N:3]=1.[NH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>O.CC(C)=O>[C:10]1([NH:9][C:5]2[C:4]([NH:9][C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)=[N:3][C:2](=[O:1])[C:7](=[O:8])[CH:6]=2)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

4

Reactant 2

HCID 6115AnilineHCID 178516237HCID 178516237, compound

Product 1

HCID 178516392HCID 178516392, compoundYield 25%

Reagents, catalysts & solvents 1

HCID 18366337Propan-2-one--water (1/1)Solvent

Procedure

2,3-dihydroxypyridine (0.0027 mol), aniline (0.0054 mol), and NaIO3 (0.0009 mol) were dissolved in 160 ml water/acetone (80:1, v/v) solvent. The reaction mixture was stirred for 2 hours, and maintained still overnight. Product was then filtered and recrystallized with petroleum ether. 5,6-diphenylamino-2,3-pyridindione can then be obtained in a brown yellow powder. The yield was 25%-45%.

Workup

  1. temperaturemaintained still overnight
  2. filtrationProduct was then filtered
  3. customrecrystallized with petroleum ether

Sources & evidence

ORD record
ord-46772efff53d49d5855c7f7088d8def5
Source dataset
uspto-grants-2009_06
Patent number
US07547713B2

Reaction notes

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