Hydrochloric Acid → HCID 821134, compound

HRID 651376Notes

Reaction equation

HRID 651376 reaction equation
[CH2:1]([O:3][C:4](=[O:17])[NH:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][CH3:13])=[CH:8][C:7]=1[N+:14]([O-])=O)[CH3:2].Cl.[H][H]>CCO.[Pd]>[CH2:1]([O:3][C:4](=[O:17])[NH:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][CH3:13])=[CH:8][C:7]=1[NH2:14])[CH3:2]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 4243141HCID 4243141, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 821134HCID 821134, compoundYield 79.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of (4-methoxy-2-nitrophenyl)carbamic acid ethyl ester (7.3 g; 0.03 mol) in 95% EtOH (500 ml), was hydrogenated at room temperature and pressure in the presence of 10% aqueous HCl (13 ml) and 10% Pd/C (0.35 g). When the theoretical amount of hydrogen was taken up, the catalyst was filtered off and the solution was evaporated to dryness to give the title compound (5 g) after crystallization from Et2O/EtOH (85:15). The compound was used without further purification.

Workup

  1. customwas hydrogenated at room temperature
  2. filtrationthe catalyst was filtered off
  3. customthe solution was evaporated to dryness

Sources & evidence

ORD record
ord-2cdf3a82ab9b47a38f9eaba01bc8498f
Source dataset
uspto-grants-2001_08
Patent number
US06281218B1

Reaction notes

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