Nitrobenzene → 3-Nitrobenzenesulfonyl chloride

Temperature

82.5 °C

Chlorosulfonic acid (4.16 mmol, 0.475 grams) was taken in 1 L three neck round bottom flask equipped with a guard tube and liquid addition funnel. Chlorosulfonic acid was cooled in ice bath to 5-10° C. and nitrobenzene (0.83 mmol, 0.102 grams) was added to the acid slowly, at such a rate that the temperature maintained below 10° C. Reaction mixture was then brought to 25° C. and then slowly heated in an oil bath to 80-85° C. The above reaction mixture was stirred further at 80-85° C. for a period of 3 hours. After completion of the reaction, the reaction mixture was cooled to 10° C. and poured on to the ice-water mixture under stirring, while maintaining the temperature below 10° C. The resulting slurry was then filtered on buchner funnel. The solid cake was dried on phosphorous pentoxide in a desiccator to obtain the title compound as off white solid. Yield: 0.144 grams.

1. customequipped with a guard tube and liquid addition funnel
2. temperatureat such a rate that the temperature maintained below 10° C
3. customReaction mixture
4. customwas then brought to 25° C.
5. customThe above reaction mixture
6. customAfter completion of the reaction
7. temperaturethe reaction mixture was cooled to 10° C.
8. stirringunder stirring
9. temperaturewhile maintaining the temperature below 10° C
10. filtrationThe resulting slurry was then filtered on buchner funnel
11. customThe solid cake was dried on phosphorous pentoxide in a desiccator

ORD record

ord-af1058c5f35946a8b72d4c3b2c54713d

Source dataset

uspto-grants-2011_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08003670B2