Water → HCID 24838476, Verbindung

HRID 1613233Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1613233
[CH3:1][C:2]1[N:3]=[C:4]([NH:17][CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20])[S:5][C:6]=1[CH2:7][C:8]1[CH:13]=[CH:12][C:11]([N+:14]([O-])=O)=[CH:10][CH:9]=1.O>C(O)C.COC(O)C.[Ni]>[CH3:1][C:2]1[N:3]=[C:4]([NH:17][CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20])[S:5][C:6]=1[CH2:7][C:8]1[CH:9]=[CH:10][C:11]([NH2:14])=[CH:12][CH:13]=1

Komponenten

5

Edukt 2

HCID 962WaterHCID 24838526HCID 24838526, Verbindung

Produkt 1

HCID 24838476HCID 24838476, VerbindungAusbeute 72,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 935NickelKatalysatorHCID 86746606HCID 86746606, VerbindungLösungsmittel

Versuchsvorschrift

9.2 g of ethyl (4-methyl-5-(4-nitrobenzyl)thiazol-2-yl)aminoacetate in 500 ml of an ethanol/methoxyethanol mixture are hydrogenated at normal pressure and room temperature in the presence of Raney nickel. After filtration of the catalyst and concentration of the reaction medium, a brown oil is obtained which is taken up with acidified water, the aqueous phase is extracted with chloroform and then rendered basic and the precipitate obtained is filtered off to give 6.1 g of ethyl (4-methyl-5-(4-aminobenzyl)thiazol-2-yl)aminoacetate in the form of a brown solid melting at 116° C.

Aufarbeitung

  1. filtrationAfter filtration of the catalyst and concentration of the reaction medium
  2. customa brown oil is obtained which
  3. extractionthe aqueous phase is extracted with chloroform
  4. customthe precipitate obtained
  5. filtrationis filtered off

Quellen und Nachweise

ORD-Eintrag
ord-eb96a2b7badf488ea8325a712b7613eb
Quelldatensatz
uspto-grants-1993_03
Patentnummer
US05192781

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