反応 #40477

反応方程式

6-chloro-7-fluoro-8-nitro-β-carboline

Intermediate 5

6-chloro-7-fluoro-8-nitro-β-carboline

DMF

sodium thiomethoxide

→

6-chloro-7-methylsulfanyl-8-nitro-9H-β-carboline

収率 91.8%

溶媒

H2O

water

反応条件

後処理

1. 1
   workup.ADDITIONwas added slowly
2. 2
   温度warmed to RT
3. 3
   ろ過The precipitated solid was collected via suction filtration
4. 4
   その他air-dried

実験手順

A 250 ml round-bottom flask with magnetic stirrer was charged with 6-chloro-7-fluoro-8-nitro-β-carboline (Intermediate 5, 3.959 g, 14.9 mmol) and 100 ml anhydrous DMF. The resulting orange mixture was cooled to 0° C. (ice and water bath) and sodium thiomethoxide (1.809 g, 25.8 mmol) in powder form was added slowly thereto. The reaction mixture was stirred for 1 hr at 0° C., warmed to RT, and added slowly to a stirring mixture of 4:1 H2O/saturated aqueous sodium bicarbonate (500 ml). The precipitated solid was collected via suction filtration and air-dried to afford 4.017 g of 6-chloro-7-methylsulfanyl-8-nitro-9H-β-carboline as an orange powder. The crude material was used directly in subsequent steps.

出典