Piperazine → HCID 12899683, compound

HRID 1649440Notes

Reaction equation

HRID 1649440 reaction equation
[N+](C1C=CC(S(O[C:14]2[C:25]3=[C:26]4[N:21]([CH2:22][CH2:23][CH2:24]3)[CH:20]=[C:19]([C:27]([OH:29])=[O:28])[C:18](=[O:30])[C:17]4=[CH:16][CH:15]=2)(=O)=O)=CC=1)([O-])=O.[NH:31]1[CH2:36][CH2:35][NH:34][CH2:33][CH2:32]1>CS(C)=O>[N:31]1([C:14]2[C:25]3=[C:26]4[N:21]([CH2:22][CH2:23][CH2:24]3)[CH:20]=[C:19]([C:27]([OH:29])=[O:28])[C:18](=[O:30])[C:17]4=[CH:16][CH:15]=2)[CH2:36][CH2:35][NH:34][CH2:33][CH2:32]1

Participants

4

Reactant 2

HCID 4837PiperazineHCID 13094363HCID 13094363, compound

Product 1

HCID 12899683HCID 12899683, compoundYield 14.4%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

20.0 g of 8-(p-nitrobenzenesulfonyloxy)-6,7-dihydro-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acid and 12.9 g of piperazine were added to 200 ml of anhydrous dimethyl sulfoxide and the mixture was heated in an autoclave under flow of nitrogen at 10 atm. at a temperature of 150° to 160° C. for 17 hours while stirring. Treatment in an analogous manner as in Example 15 gave 2.1 g of 8-(1-piperazinyl)-6,7-dihydro-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acid as white needles having a melting point of 267° to 268° C.

Workup

  1. temperaturethe mixture was heated in an autoclave under flow of nitrogen at 10 atm. at a temperature of 150° to 160° C. for 17 hours

Sources & evidence

ORD record
ord-2758faad785a45ddba4387788b475729
Source dataset
uspto-grants-1983_11
Patent number
US04416884

Reaction notes

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