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

HRID 1446832Notes

Reaction equation

HRID 1446832 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 (0.07 mole) of 2-amino-3-(4-fluorobenzoyl)-α-(n-propylthio)phenylacetamide in 300 ml of tetrahydrofuran was treated with 250 g of wet Raney nickel (washed 3 times with water and 3 times with tetrahydrofuran). The mixture was stirred for one hour and filtered. The filtrate was concentrated under vacuum and the residue was recrystallized from 95% ethyl alcohol to give 14.8 g (78%) of yellow needles melting at 184°-186° C.

Workup

  1. filtrationfiltered
  2. concentrationThe filtrate was concentrated under vacuum
  3. customthe residue was recrystallized from 95% ethyl alcohol

Sources & evidence

ORD record
ord-c4b243c88ace4ecbbd081d4f8ba94024
Source dataset
uspto-grants-1982_02
Patent number
US04313949

Reaction notes

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