Thiourea → 5-(2-Amino-4-thiazolyl)-1,3-dihydro-2H-indol-2-one

HRID 2414110Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2414110
Br[CH2:2][C:3]([C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[NH:10][C:9](=[O:14])[CH2:8]2)=O.[NH2:15][C:16]([NH2:18])=[S:17]>CCO>[NH2:18][C:16]1[S:17][CH:2]=[C:3]([C:5]2[CH:6]=[C:7]3[C:11](=[CH:12][CH:13]=2)[NH:10][C:9](=[O:14])[CH2:8]3)[N:15]=1

Komponenten

4

Edukt 2

HCID 2723790ThioureaHCID 220993095-(Bromoacetyl)-1,3-dihydro-2H-indol-2-one

Produkt 1

HCID 26087615-(2-Amino-4-thiazolyl)-1,3-dihydro-2H-indol-2-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of 5-(α-bromoacetyl)oxindole (5 g) and thiourea (1.67 g) in absolute EtOH (250 ml) is refluxed for 30 minutes. The reaction mixture is cooled to RT, filtered, and washed with absolute EtOH affording the desired product. The free base is converted to its methanesulfonate salt by the procedure previously described in Example 12, affording the desired product, M.P.=244°-246° C.

Aufarbeitung

  1. filtrationfiltered
  2. washwashed with absolute EtOH affording the desired product

Quellen und Nachweise

ORD-Eintrag
ord-3b586d910641479c91ccb9d565a2c5aa
Quelldatensatz
uspto-grants-1988_01
Patentnummer
US04721721

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