Thionyl Chloride → 4-Isopropyl-3-sulfamoylbenzoylchloride

HRID 1703889Notes

Reaction equation

HRID 1703889 reaction equation
[CH:1]([C:4]1[CH:12]=[CH:11][C:7]([C:8](O)=[O:9])=[CH:6][C:5]=1[S:13](=[O:16])(=[O:15])[NH2:14])([CH3:3])[CH3:2].S(Cl)([Cl:19])=O>>[CH:1]([C:4]1[CH:12]=[CH:11][C:7]([C:8]([Cl:19])=[O:9])=[CH:6][C:5]=1[S:13](=[O:16])(=[O:15])[NH2:14])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 167729934-(Propan-2-yl)-3-sulfamoylbenzoic acid

Product 1

HCID 227605054-Isopropyl-3-sulfamoylbenzoylchloride

Procedure

5 g of 4-isopropyl-3-sulfamoylbenzoic acid were boiled under reflux in 50 ml of thionylchloride until completely dissolved and the reaction mixture was then concentrated to 25 ml under reduced pressure. After allowing to dwell over night at 0° C., the crystals were filtered off over a sinter glass frit and washed with petroleum ether. Colorless body, melting point: 177° C.

Workup

  1. dissolutionuntil completely dissolved
  2. concentrationthe reaction mixture was then concentrated to 25 ml under reduced pressure
  3. waitto dwell over night at 0° C.
  4. filtrationthe crystals were filtered off over a sinter glass frit
  5. washwashed with petroleum ether

Sources & evidence

ORD record
ord-23b4c0f88371407fafbfe72f8afdade4
Source dataset
uspto-grants-1978_11
Patent number
US04125614

Reaction notes

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