反応 #1092

反応方程式

potassium hydroxide

2-methoxycarbonyl-5-nitrobenzenesulfonic acid

phosphorus oxychloride

→

2-Methoxycarbonyl-5-nitrobenzenesulfonyl chloride

溶媒

methanol

methanol

反応条件

後処理

1. 1
   その他the salt which is precipitated
2. 2
   ろ過is filtered off
3. 3
   その他dried
4. 4
   温度the mixture is heated
5. 5
   その他The 2-methoxycarbonyl-5-nitrobenzenesulfonyl chloride (60.1 g, 70% of theory) which has precipitated
6. 6
   ろ過is filtered off with suction through a Buchner funnel

実験手順

A solution of 17.3 g (0.27 mol) of potassium hydroxide (88% strength) and 100 ml of methanol is added carefully with vigorous stirring to a solution of 70.9 g (0.27 mol) of 2-methoxycarbonyl-5-nitrobenzenesulfonic acid in 300 ml of methanol. The mixture is cooled to 0° C. and the salt which is precipitated is filtered off, dried and then suspended in 150 ml of sulfolane, 150 ml of acetonitrile and 10 ml of dimethylformamide. After the dropwise addition of 100 ml (1.07 mol) of phosphorus oxychloride, the mixture is heated at boiling for 2.5 h. The reaction mixture is then poured into ice-water. The 2-methoxycarbonyl-5-nitrobenzenesulfonyl chloride (60.1 g, 70% of theory) which has precipitated is filtered off with suction through a Buchner funnel and freed from traces of solvent under reduced pressure. Melting point: 86°-88° C.

出典