Sodium Chloride → 2-[2,4-Dinitrophenylsulfonyl]ethyl hydrogen sulfate

HRID 1823213Notes

Reaction equation

HRID 1823213 reaction equation
[N+:1]([C:4]1[CH:9]=[C:8]([N+:10]([O-:12])=[O:11])[CH:7]=[CH:6][C:5]=1[S:13]([CH2:16][CH2:17][OH:18])(=[O:15])=[O:14])([O-:3])=[O:2].O.[S:20](=O)(=[O:23])([OH:22])[OH:21].[Cl-].[Na+]>>[S:20]([OH:23])([O:18][CH2:17][CH2:16][S:13]([C:5]1[CH:6]=[CH:7][C:8]([N+:10]([O-:12])=[O:11])=[CH:9][C:4]=1[N+:1]([O-:3])=[O:2])(=[O:15])=[O:14])(=[O:22])=[O:21]

Participants

4

Reactant 3

HCID 5234Sodium ChlorideHCID 140815902-(2,4-Dinitrobenzene-1-sulfonyl)ethan-1-olHCID 21910475Sulfuric acid hydrate (1:1)

Product 1

HCID 219228842-[2,4-Dinitrophenylsulfonyl]ethyl hydrogen sulfate

Procedure

105 parts of 2-[2,4-dinitrophenylsulfonyl]ethanol are slowly introduced, at from 0 to 5° C., into 380 parts of sulfuric acid monohydrate and stirring is carried out for 14 hours at that temperature. The brown solution obtained is then slowly discharged onto a mixture of ice and 20% sodium chloride solution, whereupon a yellowish suspension is formed. The precipitate is filtered off and washed first with 1000 parts of cold 20% sodium chloride solution and then with 200 parts of ice-water. After drying, 2-[2,4-dinitrophenylsulfonyl]ethyl hydrogen sulfate is obtained in a very good yield and very good purity.

Workup

  1. customThe brown solution obtained
  2. customis formed
  3. filtrationThe precipitate is filtered off
  4. washwashed first with 1000 parts of cold 20% sodium chloride solution
  5. customAfter drying

Sources & evidence

ORD record
ord-fcc68c99e3a549e29ddbcd505136256a
Source dataset
uspto-grants-2006_05
Patent number
US07038024B2

Reaction notes

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