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

HRID 1077067

Reaction equation

HRID 1077067 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 warned 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. filtrationfiltered
  2. extractionThe mixture was extracted with pentane
  3. customdried
  4. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-01e11c12a58f4022a2327f1f61a060a3
Source dataset
uspto-grants-1976_05
Patent number
US03959324

Linked notes

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