Reaktion #80178

Reaktionsgleichung

{2-methoxy-5-[methyl-(tetrahydro-pyran-4-yl)-amino]-phenyl}-thiourea

Br2

→

4-methoxy-N7-methyl-N7-(tetrahydro-pyran-4-yl)-benzothiazole-2,7-diamine

Lösungsmittel

chloroform

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturAfter 24 hrs of reflux the mixture
2. 2
   Einengenwas concentrated in vacuo
3. 3
   workup.ADDITIONSodium bicarbonate solution was added until the pH was 10
4. 4
   Filtrationthe crystals were collected by filtration

Vorschrift

0.28 g (0.95 mmol) {2-methoxy-5-[methyl-(tetrahydro-pyran-4-yl)-amino]-phenyl}-thiourea were dissolved in 15 ml chloroform and 0.05 ml (1.0 mmol) Br2 were added slowly at room temperature. After 24 hrs of reflux the mixture was concentrated in vacuo and the residue suspended in water. Sodium bicarbonate solution was added until the pH was 10, and the crystals were collected by filtration. These were subjected to column chromatography (ethyl acetate) to afford 0.41 g (41 (%o) of 4-methoxy-N7-methyl-N7-(tetrahydro-pyran-4-yl)-benzothiazole-2,7-diamine as an off-white solid. ES-MS m/e (%): 294 (M+H+, 100).

Quelle