Sodium Carbonate → HCID 12769801, compound

HRID 894821Notes

Reaction equation

HRID 894821 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[C:7](=[O:19])[N:8]([CH3:18])[C:9]2[C:14]([C:15]=1Cl)=[CH:13][C:12]([Cl:17])=[CH:11][CH:10]=2)=[O:5])[CH3:2].[CH3:20][N:21]1[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]1.C(=O)([O-])[O-].[Na+].[Na+]>CN(C)C=O>[CH2:1]([O:3][C:4]([C:6]1[C:7](=[O:19])[N:8]([CH3:18])[C:9]2[C:14]([C:15]=1[N:24]1[CH2:25][CH2:26][N:21]([CH3:20])[CH2:22][CH2:23]1)=[CH:13][C:12]([Cl:17])=[CH:11][CH:10]=2)=[O:5])[CH3:2]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 531671-MethylpiperazineHCID 12769800HCID 12769800, compound

Product 1

HCID 12769801HCID 12769801, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture containing 7.1 g. of 4,6-dichloro-1-methyl-2-oxo-3-quinolinecarboxylic acid ethyl ester, 2.36 g. of N-methylpiperazine and 2.5 g. of sodium carbonate in 25 ml. of dimethyl formamide was heated under reflux with stirring for 2 hours. The reaction mixture was cooled in ice and the resulting precipitate collected. Recrystallization from ethanol gave 4.2 g. of the title compound, m.p. 163°-165° C.

Workup

  1. additionA mixture containing 7.1 g
  2. temperatureunder reflux
  3. temperatureThe reaction mixture was cooled in ice
  4. customthe resulting precipitate collected
  5. customRecrystallization from ethanol
  6. customgave 4.2 g

Sources & evidence

ORD record
ord-4616468198fc43f387991c9c6044710a
Source dataset
uspto-grants-1981_08
Patent number
US04284768

Reaction notes

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