Reaktion #1504431

Reaktionsgleichung

4-(4-benzyloxy-3-methoxy-phenyl)-thiazol-2-ylamine hydrobromide

p-toluenesulfonyl chloride

hydrochloric acid

→

N-[4-(4-benzyloxy-3-methoxy-phenyl)-thiazol-2-yl)-benzenesulfonamide

Ausbeute 60.8%

Lösungsmittel

pyridine

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted three times with 50 ml of methylene chloride each time
2. 2
   Trocknendried with magnesium sulphate
3. 3
   Einengenconcentrated
4. 4
   SonstigeThe residue was chromatographed on 40 g of Kieselgel 60 with diethyl ether/hexane (2:1) as the eluent

Vorschrift

A mixture of 0.5 g of 4-(4-benzyloxy-3-methoxy-phenyl)-thiazol-2-ylamine hydrobromide with 0.27 g of p-toluenesulfonyl chloride was stirred overnight with 2 ml of pyridine. The resulting, red colored solution was poured into 50 ml of 1N hydrochloric acid and extracted three times with 50 ml of methylene chloride each time. The organic extracts were combined, dried with magnesium sulphate and concentrated. The residue was chromatographed on 40 g of Kieselgel 60 with diethyl ether/hexane (2:1) as the eluent. Concentration of the product-containing fractions yielded 0.35 g of N-[4-(4-benzyloxy-3-methoxy-phenyl)-thiazol-2-yl)-benzenesulfonamide as colorless crystals.

Quelle