2-Chloro-5-nitrobenzenesulfonyl chloride → 2-Chlor-5-nitro-benzolsulfonylfluorid

HRID 1599205Notes

Reaction equation

HRID 1599205 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[S:11](Cl)(=[O:13])=[O:12].[F-:15].[K+]>O1CCOCC1.O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[S:11]([F:15])(=[O:13])=[O:12]

Participants

5

Reactant 2

HCID 206302-Chloro-5-nitrobenzenesulfonyl chlorideHCID 522689Potassium Fluoride

Product 1

HCID 543404312-Chlor-5-nitro-benzolsulfonylfluorid

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
70 °C

Procedure

2--Chloro-5-nitro benzene sulphonylchloride (40 parts) was stirred in p-dioxane (48 parts) at room temperature. Potassium fluoride (10 parts) dissolved in water (35 parts) was added, and the mixture heated to 70° C. Stirred at 70° C. for 4 hours then cooled to room temperature and poured onto ice/water. Allowed to stand for 2 days then filtered off the precipitate and dried in air to yield the product 2-chloro-5-nitro benzene sulphonylfluoride (36 parts).

Workup

  1. additionwas added
  2. temperaturethen cooled to room temperature
  3. additionpoured onto ice/water
  4. waitAllowed to stand for 2 days
  5. filtrationthen filtered off the precipitate
  6. customdried in air

Sources & evidence

ORD record
ord-893f369ccb234a098d08b12114929d67
Source dataset
uspto-grants-1998_04
Patent number
US05739299

Reaction notes

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