HCID 13671485, compound → HCID 13671486, compound

HRID 979216Notes

Reaction equation

HRID 979216 reaction equation
[CH2:1]([O:3][C:4](=[O:24])[C:5]([CH3:23])([C:11]1[CH:16]=[CH:15][C:14]([N+:17]([O-])=O)=[CH:13][C:12]=1[N+:20]([O-])=O)[C:6](OCC)=[O:7])[CH3:2]>[Pd].C(O)C>[NH2:17][C:14]1[CH:13]=[C:12]2[C:11]([C:5]([C:4]([O:3][CH2:1][CH3:2])=[O:24])([CH3:23])[C:6](=[O:7])[NH:20]2)=[CH:16][CH:15]=1

Participants

4

Reactant 1

HCID 13671485HCID 13671485, compound

Product 1

HCID 13671486HCID 13671486, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 27 g. (0.079 mol) methyl-(2,4-dinitrophenyl)-malonic acid diethyl ester in 800 ml. ethanol is hydrogenated at ambient temperature in the presence of 1 g. 10% Pd/C. Subsequently, the catalyst is filtered off with suction and the filtrate is acidified with ethanolic hydrogen chloride solution, evaporated to dryness and the residue is crystallised out by the addition of isopropanol. Yield: 13.19 g. (71% of theory); m.p. 248° C.

Workup

  1. customis hydrogenated at ambient temperature in the presence of 1 g
  2. filtrationSubsequently, the catalyst is filtered off with suction
  3. customevaporated to dryness
  4. customthe residue is crystallised out by the addition of isopropanol

Sources & evidence

ORD record
ord-3ac70ebbba914beab82a1a1c099b52c7
Source dataset
uspto-grants-1987_05
Patent number
US04666923

Reaction notes

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