Piperazine → HCID 12899684, compound

HRID 1649442Notes

Reaction equation

HRID 1649442 reaction equation
COC1C=CC=CC=1S(O[C:13]1[C:24]2=[C:25]3[N:20]([CH:21]([CH3:26])[CH2:22][CH2:23]2)[CH:19]=[C:18]([C:27]([OH:29])=[O:28])[C:17](=[O:30])[C:16]3=[CH:15][CH:14]=1)(=O)=O.[NH:31]1[CH2:36][CH2:35][NH:34][CH2:33][CH2:32]1>CS(C)=O>[N:31]1([C:13]2[C:24]3=[C:25]4[N:20]([CH:21]([CH3:26])[CH2:22][CH2:23]3)[CH:19]=[C:18]([C:27]([OH:29])=[O:28])[C:17](=[O:30])[C:16]4=[CH:15][CH:14]=2)[CH2:36][CH2:35][NH:34][CH2:33][CH2:32]1

Participants

4

Reactant 2

HCID 4837PiperazineHCID 13094359HCID 13094359, compound

Product 1

HCID 12899684HCID 12899684, compoundYield 15.8%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

20.7 g of 8-(o-methoxybenzenesulfonyloxy)-5-methyl-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 autoclave under flow of nitrogen at 10 atm. at a temperature of 150° to 160° C. for 18 hours while stirring. Treatment in an analogous manner as in Example 17 gave 2.5 g of 8-(1-piperazinyl)-5-methyl-6,7-dihydro-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acid as white amorphous crystals having a melting point of not lower than 300° C.

Workup

  1. temperaturethe mixture was heated in autoclave under flow of nitrogen at 10 atm. at a temperature of 150° to 160° C. for 18 hours

Sources & evidence

ORD record
ord-9b8b5e3e302e4c4d9c1ab95563eb089f
Source dataset
uspto-grants-1983_11
Patent number
US04416884

Reaction notes

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