Nitric Acid → 3-Nitro-5-pentafluorosulfanylbenzoic Acid

HRID 2080928Notes

Reaction equation

HRID 2080928 reaction equation
[F:1][S:2]([F:15])([F:14])([F:13])([F:12])[C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)[C:6]([OH:8])=[O:7].OS(O)(=O)=O.[N+:21]([O-])([OH:23])=[O:22]>>[N+:21]([C:10]1[CH:9]=[C:5]([CH:4]=[C:3]([S:2]([F:12])([F:13])([F:14])([F:15])[F:1])[CH:11]=1)[C:6]([OH:8])=[O:7])([O-:23])=[O:22]

Participants

4

Reactant 3

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 27792093-(Pentafluorosulfanyl)benzoic acid

Product 1

HCID 596421523-Nitro-5-pentafluorosulfanylbenzoic Acid

Procedure

4.0 g of 3-pentafluorosulfanylbenzoic acid were dissolved at RT in 50 ml of 100% HNO3 and 10 ml of H2SO4 were added with ice cooling. The mixture was stirred at RT for 6 days, then poured onto 200 g of ice and stirred for a further hour, and finally the product was filtered off with suction. 4.4 g of bright yellow crystals were obtained, m.p. 140° C.

Workup

  1. stirringstirred for a further hour
  2. filtrationfinally the product was filtered off with suction

Sources & evidence

ORD record
ord-2eba3d465589482a86740caf05a72bf6
Source dataset
uspto-grants-2011_04
Patent number
US07932416B2

Reaction notes

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