Piperazine → HCID 12899683, compound

HRID 1649441Notes

Reaction equation

HRID 1649441 reaction equation
C1(S(O[C:11]2[C:22]3=[C:23]4[N:18]([CH2:19][CH2:20][CH2:21]3)[CH:17]=[C:16]([C:24]([OH:26])=[O:25])[C:15](=[O:27])[C:14]4=[CH:13][CH:12]=2)(=O)=O)C=CC=CC=1.[NH:28]1[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]1>CS(C)=O>[N:28]1([C:11]2[C:22]3=[C:23]4[N:18]([CH2:19][CH2:20][CH2:21]3)[CH:17]=[C:16]([C:24]([OH:26])=[O:25])[C:15](=[O:27])[C:14]4=[CH:13][CH:12]=2)[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]1

Participants

4

Reactant 2

HCID 4837PiperazineHCID 13094364HCID 13094364, compound

Product 1

HCID 12899683HCID 12899683, compoundYield 10%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

18.5 g of 8-benzenesulfonyloxy-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 160° to 170° C. for 20 hours while stirring. Treatment in the same manner as in Example 15 gave 1.5 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 160° to 170° C. for 20 hours

Sources & evidence

ORD record
ord-3a1c416c562a47918b1b86082e0a7f17
Source dataset
uspto-grants-1983_11
Patent number
US04416884

Reaction notes

Loading…