Toluene → 2-Pyridinecarboxylic acid, 3-(4-methylbenzoyl)-

HRID 1081335Notes

Reaction equation

HRID 1081335 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-].[Al+3].[Cl-].[Cl-].[C:16]1([CH3:22])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>>[CH3:22][C:16]1[CH:21]=[CH:20][C:19]([C:7]([C:3]2[C:2]([C:10]([OH:9])=[O:11])=[N:1][CH:6]=[CH:5][CH:4]=2)=[O:8])=[CH:18][CH:17]=1

Participants

4

Reactant 3

HCID 1140TolueneHCID 69688Furo[3,4-b]pyridine-5,7-dioneHCID 6451240Aluminum(III) Chloride

Product 1

HCID 103319012-Pyridinecarboxylic acid, 3-(4-methylbenzoyl)-

Procedure

Employing 2,3-pyridinedicarboxylic anhydride (10.0 g), toluene (125 ml) and aluminum chloride (15.0 g), substantially the same reaction and process as in Reference Example 1 Process 1 and Step 1 were conducted to give 3-(4-methylbenzoyl)-2-pyridinecarboxylic acid as colorless crystals (7.8 g).

Sources & evidence

ORD record
ord-01b05a84a945428eadab4745bb0a0215
Source dataset
uspto-grants-1996_12
Patent number
US05585385

Reaction notes

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