Anthranilic Acid → 2-Hydroxyquinoline

HRID 1155524Notes

Reaction equation

HRID 1155524 reaction equation
[C:1](O)(=O)[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[NH2:4].[O:11]1[C:16]2C=CC=C[C:15]=2C=CN1>>[NH:4]1[C:3]2[C:2](=[CH:8][CH:7]=[CH:6][CH:5]=2)[CH:1]=[CH:15][C:16]1=[O:11]

Participants

3

Procedure

The required 1-H-4-quinolones for the above reactions were prepared in a similar way to that described in Example 6. The appropriate anthranilic acid was converted to the benzoxazine X which was then converted to the β-ketosulphoxide XI which then underwent ring closure to give the 1-H-quinolone XII ##STR11##

Sources & evidence

ORD record
ord-402680a079044796b01cb5a899e20ada
Source dataset
uspto-grants-1981_11
Patent number
US04302460

Reaction notes

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