Hydrochloric Acid → 4-Aminophenylsulphur pentafluoride

Temperature

80 °C

A solution of tin(II) chloride (1465 g, 7.73 mol) in concentrated (32 percent) aqueous HCl solution was heated with stirring to 80° C. and then, with ice cooling, 4-nitrophenylsulfur pentafluoride (584 g, 2.344 mol) was introduced in 8 portions within 1 h. The internal temperature was kept below 100° C. Subsequently, the mixture was stirred at an internal temperature of 85° C. for 1.5 h and then allowed to cool to 45° C. within a further hour. A mixture of ice (12 kg), NaOH (2 kg) and dichloromethane (1.5 l) was prepared and added to the reaction mixture with vigorous stirring. The phases were separated, the aqueous phase was extracted 3 times with 1 l each time of dichloromethane, and the combined organic phases were dried over Na2SO4 and concentrated under reduced pressure. 510 g of 4-aminophenylsulfur pentafluoride were obtained as a bright yellow crystalline powder, m.p. 63-65° C. (lit.: 57-59° C.)

1. temperaturewas heated
2. customwas kept below 100° C
3. stirringSubsequently, the mixture was stirred at an internal temperature of 85° C. for 1.5 h
4. temperatureto cool to 45° C. within a further hour
5. customwas prepared
6. additionadded to the reaction mixture with vigorous stirring
7. customThe phases were separated
8. extractionthe aqueous phase was extracted 3 times with 1 l each time of dichloromethane
9. dry with materialthe combined organic phases were dried over Na2SO4
10. concentrationconcentrated under reduced pressure

ORD record

ord-a280f18f91e34e8b82c73789f5fb7f6e

Source dataset

uspto-grants-2011_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07932416B2