تفاعل #1091

معادلة التفاعل

methanol

2-carboxy-5-nitrobenzenesulfonic acid

thionyl chloride

→

2-methoxycarbonyl-5-nitrobenzenesulfonic acid

المذيبات

DMF

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةis heated
2. 2
   أخرىAfter separating off the insoluble constituents
3. 3
   ترشيحby filtration
4. 4
   تركيزthe filtrate is concentrated
5. 5
   أخرىresults
6. 6
   workup.ADDITIONWhen addition
7. 7
   أخرىThe solid which precipitates
8. 8
   ترشيحis filtered off
9. 9
   أخرىdried

الإجراء التجريبي

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.

المصدر