HCID 20311327, compound → HCID 20311329, compound

HRID 2420230Notes

Reaction equation

HRID 2420230 reaction equation
[CH3:1][C:2]([NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[N+:14]([O-])=O)([CH3:6])[C:3]([OH:5])=[O:4]>CO.[Pd]>[CH3:6][C:2]([NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[NH2:14])([CH3:1])[C:3]([OH:5])=[O:4]

Participants

4

Reactant 1

HCID 20311327HCID 20311327, compound

Product 1

HCID 20311329HCID 20311329, compoundYield 84.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

30 g (mol/7.45) of 2-methyl-(2'-nitroanilino)-propionic acid in solution in 320 ml of methanol are hydrogenated in the presence of 3 g of palladium on carbon to 10% in an autoclave with a capacity of 500 ml. H2 pressure in the cold = 105 kg/cm2. Temperature = 25°-35° C. (exothermic). Duration: 5 minutes. Pressure drop (calculated): 53 kg (actual): 43 kg. After filtration of the catalyst and evaporation of the filtrate to dryness, 22 g of a pink-coloured solid of melting point 130°-132° C. are isolated. Yield 84.6% (theoretical yield = 26 g).

Workup

  1. customTemperature = 25°-35° C. (exothermic)
  2. filtrationAfter filtration of the catalyst and evaporation of the filtrate to dryness, 22 g of a pink-coloured solid of melting point 130°-132° C.
  3. customare isolated

Sources & evidence

ORD record
ord-0ace8059122a4ab1a52be909cd66229d
Source dataset
uspto-grants-1978_08
Patent number
US04110337

Reaction notes

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