반응 #80170

반응 방정식

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

Br2

→

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

수율 98.2%

용매

chloroform

반응 조건

후처리

1. 1
   workup.ADDITIONwere added slowly
2. 2
   온도After 24 hrs of reflux the mixture
3. 3
   농축was concentrated in vactio
4. 4
   workup.ADDITIONSodium bicarbonate solution was added until the pH was 10
5. 5
   여과the crystals were collected by filtration

실험 절차

1.5 g (0.53 mmol) {2-methoxy-5-[methyl-(tetrahydro-pyran-4-ylmethyl)-amino]-phenyl}-thiourea were dissolved in 15 ml chloroform and at room temperature 0.025 ml (0.5 mmol) Br2 were added slowly. After 24 hrs of reflux the mixture was concentrated in vactio 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 (1/1 hexane/ethyl acetate) to afford 0.16 g (10%) of 4-methoxy-N7-methyl-N7-(tetrahydro-pyran-4-ylmethyl)-benzothiazole-2,7-diamine as brown solid. ES-MS m/e (%): 308 (M+H+, 100).

출처