2-Amino-2-cyanoacetamide → 5-Amino-2-(quinolin-6-ylamino)thiazole-4-carboxamide

HRID 512539

Reaktionsgleichung

Reaktionsgleichung von HRID 512539
[N:1]([C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[N:10]=[CH:9][CH:8]=[CH:7]2)=[C:2]=[S:3].[NH2:14][CH:15]([C:19]#[N:20])[C:16]([NH2:18])=[O:17]>CCOC(C)=O>[NH2:20][C:19]1[S:3][C:2]([NH:1][C:4]2[CH:5]=[C:6]3[C:11](=[CH:12][CH:13]=2)[N:10]=[CH:9][CH:8]=[CH:7]3)=[N:14][C:15]=1[C:16]([NH2:18])=[O:17]

Komponenten

4

Edukt 2

HCID 983412-Amino-2-cyanoacetamideHCID 137184226-Isothiocyanatoquinoline

Produkt 1

HCID 867033765-Amino-2-(quinolin-6-ylamino)thiazole-4-carboxamideAusbeute 65,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A mixture of 6-isothiocyanatoquinoline (0.50 g, 2.7 mmol) and 2-amino-cyanoacetamide (0.26g, 2.68 mmol) in EtOAc (20 mL) was refluxed for 90 min. The reaction mixture was concentrated in vacuo, and the residue was purified by silica gel column chromatography eluted with 2% MeOH in DCM to give 0.50 g (65% yield) of the titled compound.

Aufarbeitung

  1. temperaturewas refluxed for 90 min
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. customthe residue was purified by silica gel column chromatography
  4. washeluted with 2% MeOH in DCM

Quellen und Nachweise

ORD-Eintrag
ord-c7a2e6ea4fa742208557da471a08eaa9
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09102637B2

Verknüpfte Notizen

Wird geladen…