3-Chloro-6-isothiocyanatotoluene → 1-(4-Chloro-2-methyl-phenyl)-3-(4-methyl-oxazol-2-yl)-thiourea

HRID 586557

Reaktionsgleichung

Reaktionsgleichung von HRID 586557
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]=[C:9]=[S:10])=[C:4]([CH3:11])[CH:3]=1.[NH2:12][C:13]1[O:14][CH:15]=[C:16]([CH3:18])[N:17]=1.C(Cl)Cl.CO>CC#N>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([NH:12][C:13]2[O:14][CH:15]=[C:16]([CH3:18])[N:17]=2)=[S:10])=[C:4]([CH3:11])[CH:3]=1

Komponenten

5

Edukt 3

HCID 900213-Chloro-6-isothiocyanatotolueneHCID 5358244-Methyloxazol-2-amineHCID 21226129Dichloromethane methanol

Produkt 1

HCID 99218161-(4-Chloro-2-methyl-phenyl)-3-(4-methyl-oxazol-2-yl)-thiourea

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

Prepared using Method A from 4.04 g (22 mmol) of 4-chloro-2-methyl-phenyl isothiocyanate and 2.16 g (22 mmol) of 2-amino-4-methyloxazole to give 4.5 g of crude title compound. Pure title compound was obtained by flash chromatography (silica Merck 60, CH2Cl2—CH3OH, 19:1) and crystallization from CH3CN to give 2.12 g of the title compound as a yellow solid (72.5% yield, m.p. 214° C. with decomposition).

Aufarbeitung

  1. customPrepared
  2. customto give 4.5 g of crude title compound

Quellen und Nachweise

ORD-Eintrag
ord-c70b46d569054d3fb0d1ed8f7d81116e
Quelldatensatz
uspto-grants-2005_08
Patentnummer
US06936630B2

Verknüpfte Notizen

Wird geladen…