Carbon Dioxide → HCID 605982, compound

HRID 2254901Notes

Reaction equation

HRID 2254901 reaction equation
N1CCCCC1.[Cl:7][C:8]1[CH:15]=[CH:14][C:13]([N+:16]([O-:18])=[O:17])=[CH:12][C:9]=1[CH:10]=O.C(O)(=O)[CH2:20][C:21]([OH:23])=[O:22].C(=O)=O.Cl>N1C=CC=CC=1>[Cl:7][C:8]1[CH:15]=[CH:14][C:13]([N+:16]([O-:18])=[O:17])=[CH:12][C:9]=1[CH:10]=[CH:20][C:21]([OH:23])=[O:22]

Participants

7

Reactant 5

HCID 280Carbon DioxideHCID 313Hydrochloric AcidHCID 867Malonic AcidHCID 8082PiperidineHCID 729332-Chloro-5-nitrobenzaldehyde

Product 1

HCID 605982HCID 605982, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

8.5 g of piperidine were added to 185.5 g (1 mole) of 2-chloro-5-nitrobenzaldehyde and 125 g (1.2 moles) of malonic acid in 400 ml of pyridine, and the mixture was stirred at 110° C. until the evolution of CO2 was complete (about 3 hours). The reaction mixture was then poured on to a mixture of 1 l of ice and 350 ml of concentrated HCl, a yellow solid being precipitated. The product was filtered off under suction, washed with water and dried to give 220 g (97% of theory) of the above compound of melting point 193°-196° C.

Workup

  1. custom(about 3 hours)
  2. customa yellow solid being precipitated
  3. filtrationThe product was filtered off under suction
  4. washwashed with water
  5. customdried
  6. customto give 220 g (97% of theory) of the above compound of melting point 193°-196° C.

Sources & evidence

ORD record
ord-cb06996451f14fcfafd0911a46a34fc9
Source dataset
uspto-grants-1993_08
Patent number
US05237089

Reaction notes

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