Sodium Hydroxide → HCID 14842728, compound

HRID 326604Notes

Reaction equation

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

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 19735175HCID 19735175, compound

Product 1

HCID 14842728HCID 14842728, compoundYield 89.7%

Procedure

Treatment of ethyl 7-propyl-4-oxo-1,4-dihydroquinoline-2 carboxylate (0.5 g, Example 1b) with sodium hydroxide (0.309 g), as described in Example 1c, gave 7-propyl-4-oxo-1,4-dihydroquinoline-2-carboxylic acid (0.4 g), mp>240° C. δ (360 MHz, DMSO-d6) 0.92 (3H, t, CH3), 1.64 (2H, dt, CH2CH3) 2.66 (2H, t, CH2CH2CH3), 6.59 (1H, s, 3-H), 7.20 (1H, dd, 6-H), 7.74 (1H, s, 8-H) and 7.98 (1H, d, 5-H), (Found: C, 64.66; H, 6.08; N, 6.22%. C13H13NO3. 0.6H2O requires C, 64.51; H, 5.91; N, 5.79%).

Sources & evidence

ORD record: ord-45760789de5e4600932c9b06988ff54d
Source dataset: uspto-grants-1993_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05270309

Reaction notes

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