Sodium Hydroxide → HCID 14842729, compound

HRID 326615Notes

Reaction equation

C([N:3]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([CH:13]([CH3:15])[CH3:14])[CH:11]=2)[C:6](=[O:16])[CH:5]=[C:4]1[C:17]([OH:19])=[O:18])C.[OH-].[Na+]>>[CH3:15][CH:13]([C:10]1[CH:11]=[C:12]2[C:7]([C:6](=[O:16])[CH:5]=[C:4]([C:17]([OH:19])=[O:18])[NH:3]2)=[CH:8][CH:9]=1)[CH3:14]

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 19735178HCID 19735178, compound

Product 1

HCID 14842729HCID 14842729, compoundYield 84.8%

Procedure

Treatment of ethyl 7-(1-methylethyl)-4-oxo-1,4-dihydroquinoline-2-carboxylic acid (0.5 g) with sodium hydroxide (0.308 g), as described in Example 1c, gave 7-(1-methylethyl)-4-oxo-1,4-dihydroquinoline-2-carboxylic acid (0.378 g), mp>240° C., δ (360 MHz, DMSO-d6) 1.25 (6H, d, (CH3)2), 2.98 (1H, m, CH), 6.58 (1H, s, 3-H), 7.27 (1H, dd, 6-H), 7.82 (1H, s, 8-H) and 8.00 (1H, d, 5-H), (Found: C, 67.40; H, 5.63; N, 6.44%. C13H13NO3 requires C, 67.52; H, 5.67; N, 6.06%).

Sources & evidence

ORD record: ord-0d049f4b17c14a7c839a51f73a99fc83
Source dataset: uspto-grants-1993_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05270309

Reaction notes

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