Thionyl Chloride → 3-[3-(Chlorocarbonyl)benzene-1-sulfonyl]triaza-1,2-dien-2-ium-1-ide

HRID 462143Notes

Reaction equation

HRID 462143 reaction equation
[N:1]([S:4]([C:7]1[CH:8]=[C:9]([CH:13]=[CH:14][CH:15]=1)[C:10](O)=[O:11])(=[O:6])=[O:5])=[N+:2]=[N-:3].S(Cl)([Cl:18])=O>>[N:1]([S:4]([C:7]1[CH:8]=[C:9]([CH:13]=[CH:14][CH:15]=1)[C:10]([Cl:18])=[O:11])(=[O:6])=[O:5])=[N+:2]=[N-:3]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 282899215980-11-7

Product 1

HCID 213906583-[3-(Chlorocarbonyl)benzene-1-sulfonyl]triaza-1,2-dien-2-ium-1-ide

Procedure

In a flask provided with a reflux condensor 175 g of m-azidosulphonyl-benzoic acid and 500 ccs of thionyl chloride are refluxed for approximately 4 hours. The excess of thionyl chloride is distilled off in vacuo and the residue is recrystallized from a mixture of 100 ccs of hexane and 100 ccs of benzene. Melting point: ± 40° C.

Workup

  1. customIn a flask provided with
  2. temperatureare refluxed for approximately 4 hours
  3. distillationThe excess of thionyl chloride is distilled off in vacuo
  4. customthe residue is recrystallized from a mixture of 100 ccs of hexane and 100 ccs of benzene
  5. custom± 40° C.

Sources & evidence

ORD record
ord-b1bbdab5a701493595cfcd49d8c03ff1
Source dataset
uspto-grants-1977_12
Patent number
US04065524

Reaction notes

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