Hydrochloric Acid → HCID 20268363, compound
Reaction equation
[S:1]([O-:4])(O)=[O:2].[Na+].N([O-])=O.[Na+].[F:10][C:11]([F:24])([O:16][C:17]1[CH:23]=[CH:22][CH:21]=[CH:20][C:18]=1N)[C:12]([F:15])([F:14])[F:13].[ClH:25]>O.S([O-])([O-])(=O)=O.[Cu+2]>[F:10][C:11]([F:24])([O:16][C:17]1[CH:23]=[CH:22][CH:21]=[CH:20][C:18]=1[S:1]([Cl:25])(=[O:4])=[O:2])[C:12]([F:15])([F:14])[F:13]Participants
Conditions
- Temperature
- 0 °C
Procedure
While cooling at 0° C., 101.2 g of a 40% solution of sodium hydrogen sulfite are added dropwise to a solution of 6.4 g of copper sulfate in 276 ml of 36% hydrochloric acid and 72 ml of water. To the resultant solution is then made the simultaneous dropwise addition of 101.2 g of a 40% solution of sodium hydrogen sulfite and a diazonium salt solution which has been cooled to -10° C. and obtained by the dropwise addition, with cooling, of 28.8 g of sodium nitrite in 44 ml of water to a solution of 39 ml of water, 84 ml of 36% hydrochloric acid and 90.8 g of 2-pentafluoroethoxy-aniline. During this addition the temperature of the reaction mixture rises to 30° C., accompanied by the simultaneous evolution of gas. The reaction mixture is stirred for 18 hours, whereupon a brown oil precipitates. The organic phase is separated and the aqueous phase is extracted with methylene chloride. The organic phases are combined and evaporated to dryness, affording crude 2-pentafluoroethoxyphenylsulfonyl chloride in the form of a brown oil.
Workup
- customobtained by the dropwise addition
- additionDuring this addition the temperature of the reaction mixture
- customrises to 30° C.
- customprecipitates
- customThe organic phase is separated
- extractionthe aqueous phase is extracted with methylene chloride
- customevaporated to dryness
Sources & evidence
- ORD record
- ord-a9d0f093b91d4dcda9a597adab6d77a6
- Source dataset
- uspto-grants-1985_08
- Patent number
- US04537619
Reaction notes
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