Sodium Hydroxide → HCID 14842717, compound

HRID 326605Notes

Reaction equation

[CH2:1]([C:3]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:4]=1[C:5](=[O:17])[CH:6]=[C:7]([C:13]([O:15]C)=[O:14])[NH:8]2)[CH3:2].[OH-].[Na+]>>[CH2:1]([C:3]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:4]=1[C:5](=[O:17])[CH:6]=[C:7]([C:13]([OH:15])=[O:14])[NH:8]2)[CH3:2]

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 19735195HCID 19735195, compound

Product 1

HCID 14842717HCID 14842717, compoundYield 59.3%

Procedure

Treatment of methyl 5-ethyl-4-oxo-1,4-dihydroquinoline-2-carboxylate (0.61 g) with sodium hydroxide (0.42 g), as described in Example 1c, gave 5-ethyl-4-oxo-1,4-dihydroquinoline-2-carboxylic acid (0.34 g), m.p. 272°-273° C., δ (360 MHz, NAOD) 1.22 (3H, t, CH3), 3.41 (2H, q, CH2), 6.65 (1H, s. 3-H), 7.18 (1H, d, 6-H), 7.54 (1H, t, 7-H), 7.68 (1H, d, 8-H), 11.94 (1H, s, NH), (Found: C, 65.97; H, 4.86; N, 6.72%, C12H11NO3 requires C, 66.35; H, 5.10; N, 6.45%).

Sources & evidence

ORD record: ord-296c4705a2a540b0ae4f88810113de9c
Source dataset: uspto-grants-1993_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05270309

Reaction notes

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