Sodium Hydroxide → HCID 14842734, compound

HRID 326626Notes

Reaction equation

[Br:1][C:2]1[CH:11]=[C:10]([CH2:12][CH3:13])[CH:9]=[C:8]2[C:3]=1[C:4](=[O:19])[CH:5]=[C:6]([C:14]([O:16]CC)=[O:15])[NH:7]2.[OH-].[Na+]>>[Br:1][C:2]1[CH:11]=[C:10]([CH2:12][CH3:13])[CH:9]=[C:8]2[C:3]=1[C:4](=[O:19])[CH:5]=[C:6]([C:14]([OH:16])=[O:15])[NH:7]2

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 19735207HCID 19735207, compound

Product 1

HCID 14842734HCID 14842734, compoundYield 70.1%

Procedure

Treatment of ethyl 5-bromo-7-ethyl-4-oxo-1,4-dihydroquinoline-2-carboxylate (0.59 g) with sodium hydroxide (0.247 g). as described in Example 1a, gave 5-bromo-7-ethyl-4-oxo-1,4-dihydroquinoline-2-carboxylic acid (0.378 g), mp 276° C. (dec.) δ (360 MHz, DMSO-d6) 1.21 (3H, t, CH3), 2.66 (2H, q, CH2), 6.54 (1H, s, 3-H), 7.79 (1H, d, 8-H) and 11.75 (1H, bs, NH), (Found: C, 46.17; H, 3.76; N, 4.48%, C12H10BrNO3. 0.9H2O requires C, 46.14; H, 3.80; N, 4.48%).

Sources & evidence

ORD record: ord-fc4b0ae1c93b414490417afe87273e19
Source dataset: uspto-grants-1993_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05270309

Reaction notes

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