1-Methylpiperazine → HCID 70416203, compound

HRID 580449Notes

Reaction equation

HRID 580449 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.[CH3:8][NH:9][N:10]1[C:19]2[C:14](=[CH:15][CH:16]=[C:17]([Cl:20])[N:18]=2)[C:13](=[O:21])[C:12]([C:22]([OH:24])=[O:23])=[CH:11]1>C(O)C>[ClH:20].[CH3:8][NH:9][N:10]1[C:19]2[C:14](=[CH:15][CH:16]=[C:17]([N:5]3[CH2:6][CH2:7][N:2]([CH3:1])[CH2:3][CH2:4]3)[N:18]=2)[C:13](=[O:21])[C:12]([C:22]([OH:24])=[O:23])=[CH:11]1

Participants

4

Reactant 2

HCID 531671-MethylpiperazineHCID 20133864HCID 20133864, compound

Product 1

HCID 70416203HCID 70416203, compoundYield 87.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3 g of 1-methylpiperazine are added dropwise to a suspension of 2.53 g of 1-methylamino-7-chloro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid in 30 ml of ethanol, with stirring, the acid dissolving in a slightly exothermic reaction. The mixture is heated at the boiling point for 1 hour, the ethanol is distilled off and the reaction product is dissolved in 1N sodium hydroxide solution. The filtered solution is brought to pH 6 with 10% strength hydrochloric acid. The precipitate is filtered off in the cold, washed with a little cold water and ethanol and dried in vacuo at 80° C. 3.1 g of 1-methylamino-7-(4-methyl-1-piperazinyl)-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid hydrochloride of decomposition point 328° C. are obtained.

Workup

  1. dissolutionthe acid dissolving in a slightly exothermic reaction
  2. temperatureThe mixture is heated at the boiling point for 1 hour
  3. distillationthe ethanol is distilled off
  4. dissolutionthe reaction product is dissolved in 1N sodium hydroxide solution
  5. filtrationThe precipitate is filtered off in the cold
  6. washwashed with a little cold water and ethanol
  7. customdried in vacuo at 80° C

Sources & evidence

ORD record
ord-0702808ebfbd42b0aa0aa153a5a214f7
Source dataset
uspto-grants-1988_06
Patent number
US04753925

Reaction notes

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