2-Amino-3-(4-fluorobenzoyl)-alpha-(n-propylthio)-phenylacetamide → HCID 9903582, compound

HRID 2259723Notes

Reaction equation

HRID 2259723 reaction equation
[NH2:1][C:2]1[C:7]([C:8](=[O:16])[C:9]2[CH:14]=[CH:13][C:12]([F:15])=[CH:11][CH:10]=2)=[CH:6][CH:5]=[CH:4][C:3]=1[CH:17](SCCC)[C:18]([NH2:20])=[O:19]>O1CCCC1.[Ni]>[NH2:1][C:2]1[C:7]([C:8](=[O:16])[C:9]2[CH:14]=[CH:13][C:12]([F:15])=[CH:11][CH:10]=2)=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:17][C:18]([NH2:20])=[O:19]

Participants

4

Reactant 1

HCID 153436062-Amino-3-(4-fluorobenzoyl)-alpha-(n-propylthio)-phenylacetamide

Product 1

HCID 9903582HCID 9903582, compoundYield 78%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 24.2 g (0.07mole) of 2-amino-3-(4-fluorobenzoyl)-α-(n-propylthio)phenylacetamide in 300 mL of tetrahydrofuran was treated with an excess of wet Raney nickel (washed three times with water and three times with tetrahydrofuran). The mixture was stirred for 1 h and filtered. The filtrate was concentrated under reduced pressure and the residue was crystallized from 95% ethanol to afford 14.8 g (78%) of yellow needles melting at 184°-186° C.

Workup

  1. filtrationfiltered
  2. concentrationThe filtrate was concentrated under reduced pressure
  3. customthe residue was crystallized from 95% ethanol

Sources & evidence

ORD record
ord-f279953ab0244861992a4f7b8bae12ba
Source dataset
uspto-grants-1995_12
Patent number
US05475034

Reaction notes

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