Sodium Hydroxide → 5,6,7-Trichloro-4-oxo-1,4-dihydroquinoline-2-carboxylic acid

HRID 326630Notes

Reaction equation

[Cl:1][C:2]1[C:11]([Cl:12])=[C:10]([Cl:13])[CH:9]=[C:8]2[C:3]=1[C:4](=[O:18])[CH:5]=[C:6]([C:14]([O:16]C)=[O:15])[NH:7]2.[OH-].[Na+]>>[Cl:1][C:2]1[C:11]([Cl:12])=[C:10]([Cl:13])[CH:9]=[C:8]2[C:3]=1[C:4](=[O:18])[CH:5]=[C:6]([C:14]([OH:16])=[O:15])[NH:7]2

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 19735172HCID 19735172, compound

Product 1

HCID 148427125,6,7-Trichloro-4-oxo-1,4-dihydroquinoline-2-carboxylic acidYield 75.1%

Procedure

Treatment of methyl 5,6,7-trichloro-4-oxo-1,4-dihydroquinoline-2-carboxylate (3 g) with sodium hydroxide (1.57 g) as described in Example 1c, gave 5,6,7-trichloro-4-oxo-1,4-dihydroquinoline-2-carboxylic acid (2.15 g). m.p. 290° C. (dec), δ (360 MHz, NAOD) 6.69 (1H, s, 3-H) and 7.66 (1H, s, 8-H) (Found: C, 40.90; H, 1.15; N, 4.78%, C10H4NO3Cl3 requires C, 41.06; H, 1.38; N, 4.79%).

Sources & evidence

ORD record: ord-480d2b00098742dcbe43013b0fcdabd4
Source dataset: uspto-grants-1993_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05270309

Reaction notes

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