Acetic Anhydride → Furo[3,4-b]quinoline-1,3-dione

HRID 1462209Notes

Reaction equation

[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[C:3]([C:11]([OH:13])=O)[C:2]=1[C:14]([OH:16])=[O:15].C(OC(=O)C)(=O)C>>[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[C:3]2[C:11]([O:16][C:14](=[O:15])[C:2]=12)=[O:13]

Participants

Reactant 2

HCID 7918Acetic Anhydride

HCID 695082,3-Quinolinedicarboxylic acid

Product 1

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

Procedure

Following isolation, the formula (I) quinoline-2,3-dicarboxylic acid is heated to about 70° to 95° C. with an excess of acetic anhydride to yield the formula (IX) 2,3-quinolinedicarboxylic anhydride, having the structure: ##STR4## wherein L, M, Q and R7 are as described above. A co-solvent such as pyridine or pyridine-dimethoxyethane may also be used in this reaction, but is not essential to obtain the desired product.

Sources & evidence

ORD record: ord-072ae0e56d7d47e99dab22796983cf89
Source dataset: uspto-grants-1984_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04459409

Reaction notes

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