تفاعل #420746

معادلة التفاعل

benzo[b]thiophene-2-sulfonyl chloride

nitric acid

→

product

mono nitro-benzo[b]thiophene-2-sulfonyl chloride

المذيبات

dichloromethane

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةthe resulting mixture was refluxed overnight
2. 2
   أخرىThe organic layer was separated
3. 3
   استخلاصthe aqueous layer was extracted by 220 mL 2 dichloromethane
4. 4
   تجفيفdried over MgSO4
5. 5
   أخرىSolvent was then removed by rotary evaporator
6. 6
   أخرىThe crude product was purified by flash column chromatography with an eluent of hexane

الإجراء التجريبي

To a solution of benzo[b]thiophene-2-sulfonyl chloride (1.165 g, 5 mmol) in 25 mL of dichloromethane was added 3.6 mL of concentrated nitric acid (≧22.05 mol/L) dropwise, the resulting mixture was refluxed overnight and cooled to room temperature before it was poured into 20 gram of crushed ice. The organic layer was separated and the aqueous layer was extracted by 220 mL 2 dichloromethane. The organic layers were combined and dried over MgSO4. Solvent was then removed by rotary evaporator. The crude product was purified by flash column chromatography with an eluent of hexane, followed by a gradient eluent of hexane/ethyl acetate (6/1-3/1) to afford 0.58 g of product (mixture of 65% of 4-nitro-benzo[b]thiophene-2-sulfonyl chloride and 35% of 7-nitro-benzo[b]thiophene-2-sulfonyl chloride).

المصدر