Potassium Hydroxide → 2,6-Dichloro-3-nitrobenzene-1-sulfonyl chloride

Potassium hydroxide (11.54 g, 0.206 mol) was added to a solution of 2,6-dichloro-3-nitrobenzenesulfonic acid dihydrate (37.38 g, 0.137 mol) in MeOH (500 mL) and the reaction was allowed to stir at room temperature for 14 hr. The reaction mixture was concentrated and the resulting solid was dried in vacuo overnight. To this was added PCl5 (29.60 g, 0.142 mol) followed by POCl3 (400 mL) and the mixture was refluxed overnight. The reaction was then cooled to room temperature and concentrated. The resulting mixture was taken up in EtOAc and chilled in an ice bath. Ice chunks were slowly added to the reaction mixture to quench any leftover PCl5. When bubbling ceased, water was added and the reaction mix was extracted with EtOAc. The organic layer was dried (MgSO4) and concentrated to yield 2,6-Dichloro-3-nitrobenzenesulfonyl chloride (31.4 g, 79%).

1. concentrationThe reaction mixture was concentrated
2. customthe resulting solid was dried in vacuo overnight
3. temperaturethe mixture was refluxed overnight
4. temperatureThe reaction was then cooled to room temperature
5. concentrationconcentrated
6. temperaturechilled in an ice bath
7. additionIce chunks were slowly added to the reaction mixture
8. customto quench any leftover PCl5
9. customWhen bubbling
10. additionwater was added
11. additionthe reaction mix
12. extractionwas extracted with EtOAc
13. dry with materialThe organic layer was dried (MgSO4)
14. concentrationconcentrated

ORD-Eintrag

ord-3c31329a420e42e59156ac08018110f9

Quelldatensatz

uspto-grants-2004_01

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US06680317B2