Piperazine → HCID 70529023, compound

HRID 2058500Notes

Reaction equation

HRID 2058500 reaction equation
[Cl:1][C:2]1[C:13]2=[C:14]3[N:9]([CH:10]([CH3:15])[CH2:11][CH2:12]2)[CH:8]=[C:7]([C:16]([OH:18])=[O:17])[C:6](=[O:19])[C:5]3=[CH:4][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]([CH:10]([CH3:15])[CH2:11][CH2:12]3)[CH:8]=[C:7]([C:16]([OH:18])=[O:17])[C:6](=[O:19])[C:5]4=[CH:4][CH:3]=2)[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]1

Participants

4

Reactant 2

HCID 4837PiperazineHCID 20259004HCID 20259004, compound

Product 1

HCID 70529023HCID 70529023, compoundYield 20.7%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

19.5 g of 8-chloro-5-methyl-6,7-dihydro-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acid and 35.5 g of piperazine were added to 350 ml of anhydrous dimethyl sulfoxide and the mixture was heated on an oil bath at 170° to 180° C. for 6 hours while stirring. Treatment of the reaction mixture in the same manner as in Reference Example 25 gave 5.3 g of 8-(1-piperazinyl)-5-methyl-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 170° to 180° C. for 6 hours

Sources & evidence

ORD record
ord-bd38ee8278ca4ff8b24f90bb0798c900
Source dataset
uspto-grants-1982_03
Patent number
US04317820

Reaction notes

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