Thionyl Chloride → 4-Isopropyl-3-sulfamoylbenzoylchloride

HRID 461159Notes

Reaction equation

HRID 461159 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-214e4131f8ad4597b2e7c479c445e79f
Source dataset
uspto-grants-1977_12
Patent number
US04061761

Reaction notes

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