Chinisatin → 5,7-Dichloroquinolin-2,3,4-trione

Reaction equation

[Cl:1][C:2]1[CH:11]=[C:10]([Cl:12])[CH:9]=[C:8]2[C:3]=1[C:4]([OH:15])=[C:5]([OH:14])[C:6]([OH:13])=[N:7]2.N1C2C(=CC=CC=2)C(=O)C(=O)C1=O>>[Cl:1][C:2]1[CH:11]=[C:10]([Cl:12])[CH:9]=[C:8]2[C:3]=1[C:4](=[O:15])[C:5](=[O:14])[C:6](=[O:13])[NH:7]2

Participants

Reactant 2

HCID 2785183Chinisatin

HCID 178517236HCID 178517236, compound

Product 1

HCID 233540575,7-Dichloroquinolin-2,3,4-trione

Procedure

Compound 12b was prepared from 11b similar to 12a as pale-yellow solid, mp 240° C. (dec.). 1H NMR (DMSO-d6), 7.042 (d, 1, J=1.8), 7.312 (d, 1, J=1.8), 7.421 (s, 2), 10.918 (s, 1). 1H NMR (DMSO-d6 +D2O), 7.054 (s, 1), 7.302 (s, 1).

Sources & evidence

ORD record: ord-8b6f81b619a64ddfb9ba697dc8d70ff4
Source dataset: uspto-grants-1997_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05597922

Reaction notes

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