Reaktion #6977

Reaktionsgleichung

sodium ethoxide

ethyl-6-amino-nicotinate

benzoyl isothiocyanate

→

6-thioureido-nicotinic acid ethyl ester

Ausbeute 77.0%

Lösungsmittel

ethanol

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe volatiles were removed in vacuo
2. 2
   Sonstigethe solid formed
3. 3
   Filtrationwas collected by filtration
4. 4
   Waschenrinsed with water
5. 5
   Sonstigedried

Vorschrift

A mixture of ethyl-6-amino-nicotinate (2.5 g, 15 mmol) and benzoyl isothiocyanate (2.45 g, 15 mmol) in THF (20 mL) was heated at 40° C. for 4 h. To this mixture at RT, was added sodium ethoxide (2.04 g, 30 mmol) in ethanol (10 mL). After stirring the resulting mixture at RT for 16 h, the volatiles were removed in vacuo. The residue was suspended in aqueous NH4Cl and the solid formed was collected by filtration, rinsed with water and dried to afford 6-thioureido-nicotinic acid ethyl ester as a white solid (2.6 g, 77% yield). LC/MS; (M+H)+=226.

Quelle