Benzenesulfenyl chloride, 2,4-dinitro- → Sulfide, bis(2,4-dinitrophenyl)

HRID 1973772

Reaction equation

HRID 1973772 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]Cl)([O-:3])=[O:2]>C(O)(=O)C>[N+:1]([C:4]1[CH:9]=[C:8]([N+:10]([O-:12])=[O:11])[CH:7]=[CH:6][C:5]=1[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-:3])=[O:2]

Participants

3

Reactant 1

HCID 68251Benzenesulfenyl chloride, 2,4-dinitro-

Product 1

HCID 95960Sulfide, bis(2,4-dinitrophenyl)

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To 1.38 g. of 3-butenyltributyltin was added 0.936 g. of 2,4-dinitrobenzene sulfenyl chloride in 20 ml. glacial acetic acid at steam bath temperature. The reaction mixture was warmed on the steam bath for 20 minutes, poured into ice water and filtered. The mixture was extracted with pentane, dried and recrystallized from ethanol to yield cyclopropylcarbinyl 2,4-dinitrophenyl sulfide; m.p. 80° -81° C. Analysis for C and H confirmed the composition of the reaction product.

Workup

  1. temperatureThe reaction mixture was warmed on the steam bath for 20 minutes
  2. filtrationfiltered
  3. extractionThe mixture was extracted with pentane
  4. customdried
  5. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-ed8d129d868f415b83b0ed6db7603d49
Source dataset
uspto-grants-1976_12
Patent number
US03998889

Linked notes

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