Reaktion #157306

Reaktionsgleichung

HCl

2-Hydroxy-4-methoxyaniline

potassium O-ethyl xanthate

→

6-methoxybenzo[d]oxazole-2(3H)-thione

Lösungsmittel

pyridine

—

ice water

Reaktionsbedingungen

Aufarbeitung

1. 1
   FiltrationThe resulting white solid was collected by filtration
2. 2
   Waschenwashed with water (3×)
3. 3
   Sonstigedried in a vacuum oven

Vorschrift

2-Hydroxy-4-methoxyaniline (1.00 g, 7.19 mmol) and potassium O-ethyl xanthate (1.27 g, 7.91 mmol) were heated to reflux in pyridine (20 mL). After 2 h, the reaction mixture was allowed to cool to rt and was poured into a solution of conc. HCl (10 mL) in ice water (80 mL). The resulting white solid was collected by filtration, washed with water (3×), and dried in a vacuum oven. This gave 0.733 g (56%) of the desired product. LC-MS: RT=6.67 min., [M+H]+=182.1.

Quelle