Sodium Hydroxide → HCID 15057240, compound

HRID 2073723Notes

Reaction equation

HRID 2073723 reaction equation
S(Cl)([Cl:3])=O.[Na+].[CH2:6]([S:8]([NH:11][C:12]1[CH:20]=[CH:19][C:15]([C:16]([O-])=[O:17])=[CH:14][CH:13]=1)(=[O:10])=[O:9])[CH3:7].[OH-].[Na+]>O>[CH2:6]([S:8]([NH:11][C:12]1[CH:20]=[CH:19][C:15]([C:16]([Cl:3])=[O:17])=[CH:14][CH:13]=1)(=[O:10])=[O:9])[CH3:7]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 24386Thionyl ChlorideHCID 23706480HCID 23706480, compound

Product 1

HCID 15057240HCID 15057240, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 100 mL of thionyl chloride at 0° C. is added 25.1 g (0.1 mol) of 4-[(ethylsulfonyl)amino]benzoic acid sodium salt (prepared from the acid and sodium hydroxide in water and evaporation of solvent) under a nitrogen atmosphere. Reflux the reaction mixture for 24-40 hr. then remove the excess thionyl chloride in vacuo. Dissolve the crude material in tetrahydrofuran, filter through celite and evaporate the solvent to obtain the title compound.

Workup

  1. temperatureReflux the reaction mixture for 24-40 hr
  2. customthen remove the excess thionyl chloride in vacuo
  3. dissolutionDissolve the crude material in tetrahydrofuran
  4. filtrationfilter through celite
  5. customevaporate the solvent

Sources & evidence

ORD record
ord-6ef28d7c3cdc47759ccefda90131641d
Source dataset
uspto-grants-1990_04
Patent number
US04920116

Reaction notes

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