piperidine-1-carbonyl chloride

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture prepared from 4-[[(dimethylamino)methylene]amino]-3-pyridinol (5.2 g), triethylamine (4.8 mL), piperidine carbonyl chloride (4.89 mL) and benzene (173 mL) was refluxed for a half hour, cooled, poured directly onto a silica column and eluted with 5% Et3N/ethyl acetate to yield 7.55 g of product. Recrystallization from ethyl acetate and drying under high vacuum for 2 hours yielded 5.5 g of crystals, m.p. 90°-91° C. was refluxed for a half hour cooled poured directly onto a silica column eluted with 5% Et3N/ethyl acetate

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: In 8 ml of pyridine was dissolved 200 mg of N-(2-dimethylaminoethyl)-6-hydroxycarbazole-3,4-dicarboximide. There was added 460 mg of 1-piperidylcarbonyl chloride. The mixture was stirred at room temperature overnight. The solvent was removed by distillation under reduced pressure. The residue was mixed with 10 ml of isopropyl alcohol. The mixture was stirred at room temperature for 10 minutes. The resulting crystals were collected by filtration and dried to obtain 180 mg (yield: 62%) of N-(2-dimethylaminoethyl-6-(1-piperidyl-carbonyloxy)carbazole-3,4-dicarboximide hydrochloride as yellow crystals. The solvent was removed by distillation under reduced pressure The residue was mixed with 10 ml of isopropyl alcohol The mixture was stirred at room temperature for 10 minutes The resulting crystals were collected by filtration dried