Malonic Acid → 3-Nitro cinnamylidene malonic acid

HRID 444299Notes

Reaction equation

HRID 444299 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:11]=[CH:12][CH:13]=1)[CH:7]=[CH:8][CH:9]=O)([O-:3])=[O:2].[C:14]([OH:20])(=[O:19])[CH2:15][C:16]([OH:18])=[O:17]>C(O)(=O)C>[N+:1]([C:4]1[CH:5]=[C:6]([CH:11]=[CH:12][CH:13]=1)[CH:7]=[CH:8][CH:9]=[C:15]([C:14]([OH:20])=[O:19])[C:16]([OH:18])=[O:17])([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 867Malonic AcidHCID 2664543-(3-Nitrophenyl)prop-2-enal

Product 1

HCID 542370773-Nitro cinnamylidene malonic acid

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

3-nitro cinnamylidene malonic acid was prepared by reacting 3-nitro cinnamaldehyde (13.7 g) with malonic acid (8.05 g 0.077 mol.) in glacial acetic acid (20 ml) at 100° C. for 6 hrs. After cooling, the product was collected, washed and dried to yield 8.9 g. of the desired product m.p 185°-187° C.

Workup

  1. customat 100° C.
  2. customfor 6 hrs
  3. temperatureAfter cooling
  4. customthe product was collected
  5. washwashed
  6. customdried
  7. customto yield 8.9 g

Sources & evidence

ORD record
ord-9d3e6a80ebb148f3bd11997d033dc555
Source dataset
uspto-grants-1981_04
Patent number
US04263394

Reaction notes

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