反应 #1091

反应方程式

methanol

2-carboxy-5-nitrobenzenesulfonic acid

thionyl chloride

→

2-methoxycarbonyl-5-nitrobenzenesulfonic acid

溶剂

DMF

反应条件

后处理

1. 1
   温度is heated
2. 2
   其他After separating off the insoluble constituents
3. 3
   过滤by filtration
4. 4
   浓缩the filtrate is concentrated
5. 5
   其他results
6. 6
   workup.ADDITIONWhen addition
7. 7
   其他The solid which precipitates
8. 8
   过滤is filtered off
9. 9
   其他dried

实验过程

A suspension of 190.0 g (0.77 mol) of 2-carboxy-5-nitrobenzenesulfonic acid, 10 ml of DMF and 250 ml (3.43 mol) of thionyl chloride is heated at boiling for 3 h. After separating off the insoluble constituents by filtration, the filtrate is concentrated. 200 ml (4.94 mol) of methanol are added to the residue which results. When addition is complete the reaction mixture is cooled to 0° C. The solid which precipitates is filtered off and dried. 70.9 g (35.3% of theory) of colorless, crystalline 2-methoxycarbonyl-5-nitrobenzenesulfonic acid (m.p.: 92°-94° C.) are thus obtained. By distilling off the volatile components from the mother liquor, a second fraction (62.5 g, 31.1% of theory) is obtained.

来源