Malonic Acid → HCID 605982, compound

HRID 1111268Notes

Reaction equation

HRID 1111268 reaction equation
[Cl:1][C:2]1[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[CH:6][C:3]=1[CH:4]=O.C(O)(=O)[CH2:14][C:15]([OH:17])=[O:16]>N1C=CC=CC=1.N1CCCCC1>[Cl:1][C:2]1[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[CH:6][C:3]=1[CH:4]=[CH:14][C:15]([OH:17])=[O:16]

Participants

5

Reactant 2

HCID 867Malonic AcidHCID 729332-Chloro-5-nitrobenzaldehyde

Product 1

HCID 605982HCID 605982, compoundYield 80%

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 8082PiperidineSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 2 chloro-5-nitrobenzaldehyde (100 g., 0.54 mole), malonic acid (122 g., 1.2 mole) in pyridine (300 ml) and piperidine (5 ml) was heated at 100° C. for one hour, during which time considerable gassing occurred. After refluxing the reaction mixture for a further few minutes, it was then cooled. The resulting precipitate was collected, washed with water and dried to give an 80% yield, m.p. 226°-228° C.

Workup

  1. temperatureAfter refluxing the reaction mixture for a further few minutes
  2. temperatureit was then cooled
  3. customThe resulting precipitate was collected
  4. washwashed with water
  5. customdried
  6. customto give an 80% yield, m.p. 226°-228° C.

Sources & evidence

ORD record
ord-f2b729ba37134af48d0e85dfdbea8896
Source dataset
uspto-grants-1990_12
Patent number
US04979982

Reaction notes

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