O-Phenylenediamine → HCID 67539520, compound

HRID 1400215Notes

Reaction equation

HRID 1400215 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]2[C:7](=[O:11])[O:8][C:9](=O)[C:2]=12.[C:12]1([NH2:19])[C:13]([NH2:18])=[CH:14][CH:15]=[CH:16][CH:17]=1>CN(C)C=O>[NH:18]1[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=2[N:19]=[C:9]1[C:2]1[N:1]=[CH:6][CH:5]=[CH:4][C:3]=1[C:7]([OH:8])=[O:11]

Participants

4

Reactant 2

HCID 7243O-PhenylenediamineHCID 69688Furo[3,4-b]pyridine-5,7-dione

Product 1

HCID 67539520HCID 67539520, compoundYield 31.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of furo[3,4-b]pyridine-5,7-dione (2.0 g, 13.41 mmol) and benzene-1,2-diamine (1.45 g, 13.41 mmol) in 20 ml of N,N-dimethylformamide (DMF) was heated to 100° C. for 3 hours. The reaction mixture was evaporated to dryness, the obtained residue taken up in 15 mL of dichloromethane and stirred for 30 minutes at 5° C. Filtration with suction and drying gave 1.0 g of a red solid, which was used further without additional purification.

Workup

  1. customThe reaction mixture was evaporated to dryness
  2. filtrationFiltration with suction
  3. customdrying

Sources & evidence

ORD record
ord-fa8ea247e3f944f8b832aac8dfbe8188
Source dataset
uspto-grants-2014_12
Patent number
US08906941B2

Reaction notes

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