Sodium Hydroxide → 7-Bromo-5-ethyl-4-oxo-1,4-dihydroquinoline-2-carboxylic acid

HRID 326625Notes

Reaction equation

HRID 326625 reaction equation
[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:17])[CH:7]=[C:8]([C:12]([O:14]CC)=[O:13])[NH:9]2)=[C:4]([CH2:18][CH3:19])[CH:3]=1.[OH-].[Na+]>>[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:17])[CH:7]=[C:8]([C:12]([OH:14])=[O:13])[NH:9]2)=[C:4]([CH2:18][CH3:19])[CH:3]=1

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 19735211Ethyl 7-bromo-5-ethyl-4-oxo-1,4-dihydroquinoline-2-carboxylate

Product 1

HCID 148427367-Bromo-5-ethyl-4-oxo-1,4-dihydroquinoline-2-carboxylic acid

Procedure

Treatment of ethyl 7-bromo-5-ethyl-4-oxo-1,4-dihydroquinoline-2-carboxylate with sodium hydroxide (0.247 g), as described in Example 1c, gave 7-bromo-5-ethyl-4-oxo-1,4-dihydroquinoline-2-carboxylic acid, mp 278° C. (decomp.). δ (360 MHz, DMSO-d6) 1.14 (3H, t, CH3), 3.24 (2H, q, CH2), 6.55 (1H, s, 3-H), 7.22 (1H, d, 6-H), 8.02 (1H, d, 8-H) and 11.74 (1H, bs, NH).

Sources & evidence

ORD record
ord-53bf2cb740a34b2397f262077a9a2ad4
Source dataset
uspto-grants-1993_12
Patent number
US05270309

Reaction notes

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