2-(2-Amino-3-benzoylphenyl)-2-(methylsulfanyl)acetamide → Nepafenac

HRID 1446827Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1446827
[NH2:1][C:2]1[C:7]([C:8](=[O:15])[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:6][CH:5]=[CH:4][C:3]=1[CH:16](SC)[C:17]([NH2:19])=[O:18]>O1CCCC1.[Ni]>[NH2:1][C:2]1[C:7]([C:8](=[O:15])[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:16][C:17]([NH2:19])=[O:18]

Komponenten

4

Edukt 1

HCID 156347272-(2-Amino-3-benzoylphenyl)-2-(methylsulfanyl)acetamide

Produkt 1

HCID 151075NepafenacAusbeute 73,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 935NickelKatalysatorHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To an agitated solution of 9.7 g (0.032 mole) of 2-amino-3-benzoyl-α-(methylthio)-phenylacetamide in 100 ml of tetrahydrofuran was added 80 g of wet Raney nickel (washed 3 times with water and 3 times with tetrahydrofuran). After 10 minutes the mixture was filtered to remove Raney nickel and the filtrate concentrated under vacuum. The residue was crystallized from isopropyl alcohol to give 6.0 g (73%) of yellow needles, m.p. 178.5°-180.0° C.

Aufarbeitung

  1. filtrationAfter 10 minutes the mixture was filtered
  2. customto remove Raney nickel
  3. concentrationthe filtrate concentrated under vacuum
  4. customThe residue was crystallized from isopropyl alcohol

Quellen und Nachweise

ORD-Eintrag
ord-c56c8a33497240bf8015012682433431
Quelldatensatz
uspto-grants-1982_02
Patentnummer
US04313949

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