Calcium acetate monohydrate → n-Ethyl-n-phenyl-5-chloro-1,2-dihydro-4-hydroxy-1-methyl-2-oxo-3-quinolinecarboxamide calcium salt

HRID 406301Notes

Reaction equation

[Na].[CH2:2]([N:4]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[C:5]([C:7]1[C:8](=[O:20])[N:9]([CH3:19])[C:10]2[C:15]([C:16]=1[OH:17])=[C:14]([Cl:18])[CH:13]=[CH:12][CH:11]=2)=[O:6])[CH3:3].O.C([O-])(=O)C.[Ca+2:32].C([O-])(=O)C>C(O)C.O>[Ca:32].[CH2:2]([N:4]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[C:5]([C:7]1[C:8](=[O:20])[N:9]([CH3:19])[C:10]2[C:15]([C:16]=1[OH:17])=[C:14]([Cl:18])[CH:13]=[CH:12][CH:11]=2)=[O:6])[CH3:3]

Participants

Conditions

Temperature: 70 °C

Procedure

N-Ethyl-N-phenyl-5-chloro-1,2-dihydro-4-hydroxy-1-methyl-2-oxo-3-quinolinecarboxamide sodium salt (2.63 mmol, 1.0 g) was dissolved in a mixture of ethanol (10.5 ml) and water (5.3 ml). The solution was heated to 70° C. and a solution of calcium acetate hydrate in water (1M solution, 1.05 eq., 1.38 mmol, 1.38 ml) was added. The resulting suspension was stirred for 30 minutes, then cooled, and the crystals were isolated by filtration, washed with water, and dried under vacuum (966 mg, 98% yield). Anal. Calcd for C38H32Cl2N4O6Ca: C, 60.7; H, 4.29; N, 7.45. Found C, 60.5; H, 4.34; N, 7.41.

Workup

temperaturecooled
customthe crystals were isolated by filtration
washwashed with water
customdried under vacuum (966 mg, 98% yield)

Sources & evidence

ORD record: ord-d6be13d67980455bbd1e73cf7144cfd9
Source dataset: uspto-grants-2014_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08754104B2

Reaction notes

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