Aluminum(III) Chloride → HCID 13192925, compound

HRID 1579395Notes

Reaction equation

HRID 1579395 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].[CH2:5]([O:7][C:8]([C:10]1[CH:25]=[CH:24][C:13]([O:14][C:15]2[N:23]=[CH:22][CH:21]=[CH:20][C:16]=2[C:17](Cl)=[O:18])=[CH:12][CH:11]=1)=[O:9])[CH3:6]>[N+](C1C=CC=CC=1)([O-])=O>[O:18]=[C:17]1[C:16]2[C:15](=[N:23][CH:22]=[CH:21][CH:20]=2)[O:14][C:13]2[CH:12]=[CH:11][C:10]([C:8]([O:7][CH2:5][CH3:6])=[O:9])=[CH:25][C:24]1=2

Participants

4

Reactant 2

HCID 6451240Aluminum(III) Chloride2×HCID 21568403HCID 21568403, compound

Product 1

HCID 13192925HCID 13192925, compoundYield 56.8%

Reagents, catalysts & solvents 1

HCID 7416NitrobenzeneSolvent

Procedure

1.7 g of anhydrous aluminum chloride is added in small portions to a solution of 1.2 g of 2-(p-ethoxycarbonylphenoxy)nicotinoyl chloride in 5 ml of nitrobenzene at room temperature with stirring. The mixture is stirred at 80°C for 4 hours, and poured into ice water to decompose aluminum chloride. The nitrobenzene layer is separated, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue is recrystallized from ethanol to give 0.6 g of ethyl 5-oxo-5H-[1]benzopyrano[2,3-b]pyridine-7-carboxylate melting at 131°-132°C.

Workup

  1. stirringThe mixture is stirred at 80°C for 4 hours
  2. customThe nitrobenzene layer is separated
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe residue is recrystallized from ethanol

Sources & evidence

ORD record
ord-f384b5bc117a499bb2d54793ca660eb4
Source dataset
uspto-grants-1976_01
Patent number
US03931199

Reaction notes

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