2,3-Quinolinedicarboxylic acidtrihydrate → Furo[3,4-b]quinoline-1,3-dione

HRID 542273

Reaction equation

HRID 542273 reaction equation
O.O.O.[N:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:7]=[C:6]([C:14]([OH:16])=O)[C:5]=1[C:17]([OH:19])=[O:18]>C(OC(=O)C)(=O)C>[N:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:7]=[C:6]2[C:14]([O:19][C:17](=[O:18])[C:5]=12)=[O:16]

Participants

3

Reactant 1

HCID 155583142,3-Quinolinedicarboxylic acidtrihydrate

Product 1

HCID 4325463Furo[3,4-b]quinoline-1,3-dione

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Conditions

Temperature
85 °C

Procedure

A mixture of 2,3-quinolinedicarboxylic acid-trihydrate (0.141 mol) in acetic anhydride (125 mL) is heated at 85° C. for one-half hour and then at 100° C. for one hour. The reaction mixture is then cooled to room temperature, filtered and the solids washed with ethyl ether to afford the desired 2,3-quinolinedicarboxylic anhydride, mp 225°-228° C.

Workup

  1. temperatureThe reaction mixture is then cooled to room temperature
  2. filtrationfiltered
  3. washthe solids washed with ethyl ether

Sources & evidence

ORD record
ord-e3894643fa59463a8c1c38b778537b7e
Source dataset
uspto-grants-1987_04
Patent number
US04656283

Linked notes

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