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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 733435Generated: October 27, 2026

Sodium Hydroxide → N-Ethyl-N-phenyl-5-ethyl-1,2-dihydro-4-hydroxy-1-methyl-2-oxo-3-quinolinecarboxamide calcium salt

https://huagongshe.com/reaction/733435

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantCalcium acetate monohydrateHCID 82163—
ReactantPaquinimodHCID 54684617—
SolventEthanolHCID 702—
SolventWaterHCID 962—
ProductN-Ethyl-N-phenyl-5-ethyl-1,2-dihydro-4-hydroxy-1-methyl-2-oxo-3-quinolinecarboxamide calcium saltHCID 67082083176.2%

Reaction Conditions

Temperature70 °C

Reaction Steps

N-Ethyl-N-phenyl- 5-ethyl- 1,2-dihydro- 4-hydroxy- 1-methyl- 2-oxo- 3-quinolinecarboxamide ( 5.0 g, 14.2 mmol) was dissolved in a mixture of 1M NaOH ( 14.26 mmol, 14.26 ml) and ethanol ( 30 ml), and pH was adjusted to 7.5. The solution was heated to 70° C. and calcium acetate hydrate ( 1.05 eq., 7.5 mmol, 1.335 g) in water ( 7 ml) was added dropwise during 5 min. The heating was discontinued and the mixture was stirred at room temperature for 1 h, the crystals were filtered, washed with ethanol/water 1/l and dried under vacuum to afford the title compound ( 5.16 g, 98% yield). Anal. Calcd for C42H42N4O6Ca: C, 68.3; H, 5.73; N, 7.58. Found C, 68.4; H, 5.72; N, 7.63. EDTA-titriometric determination of calcium gave a content of 5.42% (theoretical content is 5.42%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07589208B2
Source datasetuspto-grants-2009_09
ORD IDord-58ccf113757c45dd915d765d7f7ac931
Source noteuspto-grants-2009_09