2-Chlor-5-nitro-benzolsulfonylfluorid → 5-Amino-2-chlorobenzene-1-sulfonyl fluoride

HRID 1599206Notes

Reaction equation

HRID 1599206 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-])=O)=[CH:4][C:3]=1[S:11]([F:14])(=[O:13])=[O:12]>C(O)(=O)C.[Fe]>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH2:8])=[CH:4][C:3]=1[S:11]([F:14])(=[O:12])=[O:13]

Participants

4

Reactant 1

HCID 543404312-Chlor-5-nitro-benzolsulfonylfluorid

Product 1

HCID 542778915-Amino-2-chlorobenzene-1-sulfonyl fluoride

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 176Acetic AcidSolvent

Procedure

The 2-chloro-5-nitro benzene sulphonylfluoride (2.4 parts) was stirred. in glacial acetic acid (25 parts) with iron powder (2 parts). Heated to reflux and stirred at reflux for 2.5 hours, then cooled to room temperature, poured onto ice/water and allowed to stand at room temperature overnight. The resultant precipitate was filtered off and dried in air to yield the product 2-chloro-5-amino benzene sulphonylfluoride (0.8 parts).

Workup

  1. temperatureHeated
  2. temperatureto reflux
  3. temperatureat reflux for 2.5 hours
  4. additionpoured onto ice/water
  5. filtrationThe resultant precipitate was filtered off
  6. customdried in air

Sources & evidence

ORD record
ord-d61bdd17c2804f5a80fda73eca223505
Source dataset
uspto-grants-1998_04
Patent number
US05739299

Reaction notes

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