HCID 20515447, compound → HCID 20515452, compound

HRID 1902478Notes

Reaction equation

HRID 1902478 reaction equation
[CH3:1][N:2]1[C:6]([CH3:7])=[CH:5][C:4]([NH:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[N+:15]([O-])=O)=[C:3]1[C:18]([O:20][CH2:21][CH3:22])=[O:19].[H][H]>C(OCC)(=O)C.[Pd]>[NH2:15][C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=1[NH:8][C:4]1[CH:5]=[C:6]([CH3:7])[N:2]([CH3:1])[C:3]=1[C:18]([O:20][CH2:21][CH3:22])=[O:19]

Participants

5

Reactant 2

HCID 20515447HCID 20515447, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 20515452HCID 20515452, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A catalytic amount of palladium-on-charcoal is added to a solution of 3.0 g (0.01 mole) of ethyl 1,5-dimethyl-3-(2-nitrophenyl)amino-1H-pyrrole-2-carboxylate in 50 ml of ethyl acetate, and the mixture is hydrogenated (in a circulatory hydrogenation apparatus under a slightly elevated pressure at room temperature) until the theoretical amount of hydrogen has been absorbed. After the catalyst has been filtered off, the filtrate is concentrated in vacuo, and the crystalline residue is recrystallized from a little isopropanol. Yield: 2.1 g.

Workup

  1. customat room temperature
  2. customhas been absorbed
  3. filtrationAfter the catalyst has been filtered off
  4. concentrationthe filtrate is concentrated in vacuo
  5. customthe crystalline residue is recrystallized from a little isopropanol

Sources & evidence

ORD record
ord-ad5de718e6e24dbfa606468af1e54065
Source dataset
uspto-grants-1982_12
Patent number
US04363816

Reaction notes

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