1-Methylpiperazine → HCID 12733892, compound

HRID 1578270Notes

Reaction equation

HRID 1578270 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1Cl)[N:8]([CH2:13][CH3:14])[CH:7]=[C:6]([C:15]([OH:17])=[O:16])[C:5]2=[O:18].[CH3:19][N:20]1[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]1>CS(C)=O.O>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[N:23]1[CH2:24][CH2:25][N:20]([CH3:19])[CH2:21][CH2:22]1)[N:8]([CH2:13][CH3:14])[CH:7]=[C:6]([C:15]([OH:17])=[O:16])[C:5]2=[O:18]

Participants

5

Reactant 2

HCID 531671-MethylpiperazineHCID 12733873HCID 12733873, compound

Product 1

HCID 12733892HCID 12733892, compoundYield 33%

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 962WaterSolvent

Procedure

3.3 g of 6-bromo-7-chloro-1-ethyl-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid (0.01 mol) and 4.5 cm3 of 1-methylpiperazine (0.04 mol) in solution in 30 cm3 of dimethylsulphoxide, were heated at 110° C. for 4 hours. After cooling, the solution was diluted with 250 cm3 of water. The precipitate formed was filtered off, washed with water and recrystallised from 50 cm3 of methyl cellosolve. 1.3 g of 6-bromo-1-ethyl-7-(4-methylpiperazinyl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid, m.p. 209C (decomposition), were obtained.

Workup

  1. temperatureAfter cooling
  2. customThe precipitate formed
  3. filtrationwas filtered off
  4. washwashed with water
  5. customrecrystallised from 50 cm3 of methyl cellosolve

Sources & evidence

ORD record
ord-3d53d407a21149c7b6f73674428e541f
Source dataset
uspto-grants-1981_09
Patent number
US04292317

Reaction notes

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