Hydrochloric Acid → HCID 21506101, compound

HRID 918645Notes

Reaction equation

HRID 918645 reaction equation
[Cl:1][C:2]1[C:10]([S:11](=[O:14])(=[O:13])[NH2:12])=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][C:3]=1[N+:15]([O-:17])=[O:16].Cl.[CH2:19](O)[CH3:20]>>[CH2:19]([O:7][C:6](=[O:8])[C:5]1[CH:9]=[C:10]([S:11](=[O:13])(=[O:14])[NH2:12])[C:2]([Cl:1])=[C:3]([N+:15]([O-:17])=[O:16])[CH:4]=1)[CH3:20]

Participants

4

Reactant 3

HCID 313Hydrochloric Acid2×HCID 702EthanolHCID 898934-Chloro-3-nitro-5-sulphamoylbenzoic acid

Product 1

HCID 21506101HCID 21506101, compound

Procedure

A solution of 4-chloro-3-nitro-5-sulphamyl-benzoic acid (28 g) in dry ethanol (250 ml) was saturated with gaseous hydrogen chloride. The reaction mixture was allowed to ware during the inlet of the hydrogen chloride. After standing for 3 hours, the solvent was removed by evaporation in vacuo. The residue was dissolved in a mixture of diethyl ether and dilute sodium hydrogen carbonate. The organic layer was separated, washed with water and dried. The diethyl ether was distilled off, and the residue was recrystallized from dry ethanol, yielding the ethyl-4-chloro-3-nitro-5-sulphamyl-benzoate with a melting point of 154°C.

Workup

  1. customthe solvent was removed by evaporation in vacuo
  2. dissolutionThe residue was dissolved in a mixture of diethyl ether and dilute sodium hydrogen carbonate
  3. customThe organic layer was separated
  4. washwashed with water
  5. customdried
  6. distillationThe diethyl ether was distilled off
  7. customthe residue was recrystallized from dry ethanol

Sources & evidence

ORD record
ord-487c4e227b0440d6ba374e04c637ea8f
Source dataset
uspto-grants-1976_07
Patent number
US03971819

Reaction notes

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