Benzene → HCID 12782038, compound

HRID 1081330Notes

Reaction equation

HRID 1081330 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]2[C:7]([O:9][C:10](=[O:11])[C:2]=12)=[O:8].[Cl-:12].[Al+3].[Cl-].[Cl-].[CH:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>>[ClH:12].[C:7]([C:3]1[C:2]([C:10]([OH:9])=[O:11])=[N:1][CH:6]=[CH:5][CH:4]=1)(=[O:8])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

4

Reactant 3

HCID 241BenzeneHCID 69688Furo[3,4-b]pyridine-5,7-dioneHCID 6451240Aluminum(III) Chloride

Product 1

HCID 12782038HCID 12782038, compound

Procedure

To a mixture of 2,3-pyridine dicarboxylic anhydride (21.0 g) and benzene (210 ml) was added anhydrous aluminum chloride (30.0 g), which was stirred for 4 hours under reflux. The reaction mixture was cooled and poured into ice water-hydrochloric acid. Resulting crystalline precipitate was collected by filtration, which was washed with a small volume of water, then with ethyl ether to give 3-benzoyl-2-pyridine carboxylic acid hydrochloride as pale yellow crystals (23.7 g).

Workup

  1. temperatureunder reflux
  2. temperatureThe reaction mixture was cooled
  3. filtrationResulting crystalline precipitate was collected by filtration, which
  4. washwas washed with a small volume of water

Sources & evidence

ORD record
ord-7fb40a1d87aa4b3ba93fe75256cf4e3a
Source dataset
uspto-grants-1996_12
Patent number
US05585385

Reaction notes

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