Water → HCID 20254771, compound

HRID 637952Notes

Reaction equation

HRID 637952 reaction equation
[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([N+:20]([O-:22])=[O:21])=[C:11]([N:14]4[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]4)[CH:12]=3)[C:7](=[O:23])[C:6]([C:24]([OH:26])=[O:25])=[CH:5]2)[CH2:3][CH2:2]1.[C:27]([O:31][CH3:32])(=[O:30])[CH:28]=[CH2:29].O.[CH3:34]OCCO>CS(C)=O>[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([N+:20]([O-:22])=[O:21])=[C:11]([N:14]4[CH2:19][CH2:18][N:17]([CH2:29][CH2:28][C:27]([O:31][CH2:32][CH3:34])=[O:30])[CH2:16][CH2:15]4)[CH:12]=3)[C:7](=[O:23])[C:6]([C:24]([OH:26])=[O:25])=[CH:5]2)[CH2:2][CH2:3]1

Participants

6

Reactant 4

HCID 962WaterHCID 7294Methyl AcrylateHCID 80192-MethoxyethanolHCID 4594465HCID 4594465, compound

Product 1

HCID 20254771HCID 20254771, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

537 mg (1.5 mmol) of 1-cyclopropyl-1,4-dihydro-6-nitro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylic acid are heated under reflux in a mixture of 7.5 ml of glycol monomethyl ether and 3 ml of dimethylsulphoxide with 2 g of methyl acrylate for 8 hours. 10 ml of water are added to the solution and the precipitate is filtered off with suction, washed with methanol and dried. 0.5 g of 1-cyclopropyl-1,4-dihydro-7-[4-(2-ethoxycarbonylethyl)-1-piperazinyl]-6-nitro-4-oxo-3-quinolinecarboxylic acid of decomposition point 208° to 211° C. is obtained.

Workup

  1. filtrationthe precipitate is filtered off with suction
  2. washwashed with methanol
  3. customdried

Sources & evidence

ORD record
ord-ef78c340100e4fdfa45a38f31028893b
Source dataset
uspto-grants-1985_12
Patent number
US04559342

Reaction notes

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