반응 #1091

반응 방정식

methanol

2-carboxy-5-nitrobenzenesulfonic acid

thionyl chloride

→

2-methoxycarbonyl-5-nitrobenzenesulfonic acid

용매

DMF

반응 조건

후처리

1. 1
   온도is heated
2. 2
   기타After separating off the insoluble constituents
3. 3
   여과by filtration
4. 4
   농축the filtrate is concentrated
5. 5
   기타results
6. 6
   workup.ADDITIONWhen addition
7. 7
   기타The solid which precipitates
8. 8
   여과is filtered off
9. 9
   기타dried

실험 절차

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.

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