Phosphorus oxychloride → HCID 20563848, compound
Reaction equation
[Cl:1][C:2]1[C:3]([N+:16]([O-:18])=[O:17])=[C:4]([S:12]([O-])(=[O:14])=[O:13])[C:5]([CH3:11])=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9].[K+].P(Cl)(Cl)(Cl)(Cl)[Cl:21].P(Cl)(Cl)(Cl)=O>>[Cl:1][C:2]1[C:3]([N+:16]([O-:18])=[O:17])=[C:4]([S:12]([Cl:21])(=[O:14])=[O:13])[C:5]([CH3:11])=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9]Participants
4
Procedure
Sixty grams of potassium 4-chloro-3,5-dinitro-o-toluenesulfonate, 70 grams of phosphorus pentachloride and 120 ml. of phosphorus oxychloride are mixed and refluxed for 3 hours. The mixture is filtered to remove some insoluble solid. The filtrate is carefully poured into water at 20° C. to 30° C. The precipitated solid is collected and dissolved in 500 ml. of benzene. The benzene solution is washed with water and then dried over MgSO4. After removing the magnesium sulfate, the benzene is concentrated to 100 ml. and 400 ml. of hexane added. The precipitated solid is collected and recrystallized from 300 ml. hexane and 100 ml. of benzene to yield 50 grams of solid with melting point 105° C. to 107° C.
Workup
- temperaturerefluxed for 3 hours
- filtrationThe mixture is filtered
- customto remove some insoluble solid
- additionThe filtrate is carefully poured into water at 20° C. to 30° C
- customThe precipitated solid is collected
- dissolutiondissolved in 500 ml
- washThe benzene solution is washed with water
- dry with materialdried over MgSO4
- customAfter removing the magnesium sulfate
- concentrationthe benzene is concentrated to 100 ml
- additionof hexane added
- customThe precipitated solid is collected
- customrecrystallized from 300 ml
Sources & evidence
- ORD record
- ord-34246756230a49d7b1bac0464b8ecd37
- Source dataset
- uspto-grants-1979_09
- Patent number
- US04166908
Reaction notes
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