Piperazine → HCID 12899687, compound

HRID 1649438Notes

Reaction equation

HRID 1649438 reaction equation
[Cl:1][C:2]1[C:13]2=[C:14]3[N:9]([CH2:10][CH2:11][CH2:12]2)[CH:8]=[C:7]([C:15]([OH:17])=[O:16])[C:6](=[O:18])[C:5]3=[C:4]([Cl:19])[CH:3]=1.[NH:20]1[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]1>CS(C)=O>[ClH:1].[N:20]1([C:2]2[C:13]3=[C:14]4[N:9]([CH2:10][CH2:11][CH2:12]3)[CH:8]=[C:7]([C:15]([OH:17])=[O:16])[C:6](=[O:18])[C:5]4=[C:4]([Cl:19])[CH:3]=2)[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]1

Participants

4

Reactant 2

HCID 4837PiperazineHCID 12911931HCID 12911931, compound

Product 1

HCID 12899687HCID 12899687, compoundYield 15.9%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

4.4 g of 8,10-dichloro-6,7-dihydro-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acid and 4.5 g of piperazine were added to 10 ml of anhydrous dimethyl sulfoxide and the mixture was heated on an oil bath at 160° to 170° C. for 7 hours while stirring. Treatment of the reaction mixture in an analogous manner as in Example 4 gave 0.9 g of 8-(1-piperazinyl)-10-chloro-6,7-dihydro-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acid hydrochloride as white amorphous crystals having a melting point of 300° C. or more.

Workup

  1. temperaturethe mixture was heated on an oil bath at 160° to 170° C. for 7 hours

Sources & evidence

ORD record
ord-21a9d51f7f0d4a45a3bc22c577e36f39
Source dataset
uspto-grants-1983_11
Patent number
US04416884

Reaction notes

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