Pyridine → HCID 309690, compound

HRID 2243451Notes

Reaction equation

HRID 2243451 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([OH:8])[CH:5]=[CH:6][CH:7]=1.CC(C)(C)C([O:13][C:14](=O)[CH2:15][C:16]1[CH:21]=[CH:20][C:19]([N+:22]([O-:24])=[O:23])=[CH:18][CH:17]=1)=O.N1C=CC=CC=1>CN(C)C=O.O>[OH:8][C:4]1[CH:3]=[C:2]([NH:1][C:14](=[O:13])[CH2:15][C:16]2[CH:17]=[CH:18][C:19]([N+:22]([O-:24])=[O:23])=[CH:20][CH:21]=2)[CH:7]=[CH:6][CH:5]=1

Participants

6

Reactant 3

HCID 1049PyridineHCID 115683-AminophenolHCID 59211314HCID 59211314, compound

Product 1

HCID 309690HCID 309690, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent2×

Procedure

Pyridine (14 g, 0.18 Mol) and 4-nitrophenylacetic acid (32 g, 0.18 Mol) were stirred in toluene (100 ml) whilst trimethylacetylchloride (21 g, 0.18 Mol) was added. The toluene was evaporated to yield 4-nitrophenylacetic-trimethylacetic anhydride. 3-Aminophenol (20 g, 0.18 Mol) was stirred in DMF (100 ml) and treated with the mixed anhydride and pyridine (14 g) in dimethylformamide (DMF) dropwise. The solution was diluted with water and the product isolated by filtration and dried (19 g, 39%).

Workup

  1. customthe product isolated by filtration
  2. customdried (19 g, 39%)

Sources & evidence

ORD record
ord-d8baceefeae44bc0af7244b02c775841
Source dataset
uspto-grants-2010_03
Patent number
US07674918B2

Reaction notes

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