HCID 14157299, compound → HCID 14157300, compound

HRID 354906Notes

Reaction equation

HRID 354906 reaction equation
[CH3:1][O:2][C:3]([CH:5]([N:7]([C:18](=[O:22])[CH2:19][O:20][CH3:21])[C:8]1[C:13]([N+:14]([O-])=O)=[CH:12][CH:11]=[CH:10][C:9]=1[CH3:17])[CH3:6])=[O:4]>CO.[Ni]>[CH3:1][O:2][C:3]([CH:5]([N:7]([C:18](=[O:22])[CH2:19][O:20][CH3:21])[C:8]1[C:9]([CH3:17])=[CH:10][CH:11]=[CH:12][C:13]=1[NH2:14])[CH3:6])=[O:4]

Participants

4

Reactant 1

HCID 14157299HCID 14157299, compound

Product 1

HCID 14157300HCID 14157300, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

257.4 g of N-(1'-methoxycarbonylethyl)-N-methoxyacetyl-2-methyl-6-nitroaniline are dissolved in 2.6 liters of anhydrous methanol and the solution is hydrogenated for 26 hours at 20°-25° C. and under normal pressure in the presence of 26 g of raney nickel (uptake of H2 : 56.2 liters=100% of theory). The catalyst is then removed by filtration, the filtrate is concentrated, and the oily residue is crystallised by adding diethyl ether. Yield: 170.8 g of compound 2 with a melting point of 86°-88° C.

Workup

  1. customThe catalyst is then removed by filtration
  2. concentrationthe filtrate is concentrated
  3. customthe oily residue is crystallised
  4. additionby adding diethyl ether

Sources & evidence

ORD record
ord-005340d7a860455ea9630dc0e28d5b62
Source dataset
uspto-grants-1983_03
Patent number
US04377587

Reaction notes

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