HCID 22405277, compound → HCID 61963300, compound

HRID 1500947Notes

Reaction equation

HRID 1500947 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][CH2:9][CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])=[C:4]([N+:16]([O-])=O)[CH:3]=1>CO.[Ni]>[NH2:16][C:4]1[CH:3]=[C:2]([Cl:1])[CH:7]=[CH:6][C:5]=1[NH:8][CH2:9][CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12]

Participants

4

Reactant 1

HCID 22405277HCID 22405277, compound

Product 1

HCID 61963300HCID 61963300, compoundYield 89.9%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

A solution of ethyl 3-[(4-chloro-2-nitrophenyl)amino]propanoate (1.0 g, 3.67 mmol) in methanol (50 mL) was stirred with Raney nickel (0.30 g) under hydrogen atmosphere overnight. The resulting mixture was filtered and the filtrate was concentrated in vacuo to afford the crude ethyl 3-[(2-amino-4-chlorophenyl)amino]propanoate (0.80 g, yield: 89.9%).

Workup

  1. filtrationThe resulting mixture was filtered
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-602afbebe3e345f98c53535eace8dfeb
Source dataset
uspto-grants-2015_12
Patent number
US09206191B2

Reaction notes

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