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Hydrochloric Acid → 3-Butylsulfamoyl-4-chlorobenzoyl chloride

HRID 461170
Notes
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Reaction equation

HRID 461170 reaction equation
[CH2:1]([NH:5][S:6]([C:9]1[CH:10]=[C:11]([CH:15]=[CH:16][C:17]=1[Cl:18])[C:12](O)=[O:13])(=[O:8])=[O:7])[CH2:2][CH2:3][CH3:4].[ClH:19]>S(Cl)(Cl)=O>[CH2:1]([NH:5][S:6]([C:9]1[CH:10]=[C:11]([CH:15]=[CH:16][C:17]=1[Cl:18])[C:12]([Cl:19])=[O:13])(=[O:8])=[O:7])[CH2:2][CH2:3][CH3:4]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 137059643-n-Butylsulfamoyl-4-chlorobenzoic acid

Product 1

HCID 213166003-Butylsulfamoyl-4-chlorobenzoyl chloride

Reagents, catalysts & solvents 1

HCID 24386Thionyl ChlorideSolvent

Procedure

29.4 g of 3-n-butylsulfamoyl-4-chlorobenzoic acid were boiled under reflux in 140 ml of thionyl chloride until complete dissolution and until HCl had finished to develop (about 2 hours), the thionyl chloride was distilled off under reduced pressure and the residue was crystallized under diisopropyl ether. Colorless crystals, melting point: 110° C.

Workup

On this pageParticipantsProcedureWorkupSources & evidenceReaction notes
  1. custom(about 2 hours)
  2. distillationthe thionyl chloride was distilled off under reduced pressure
  3. customthe residue was crystallized under diisopropyl ether

Sources & evidence

ORD record
ord-8591b824d5774252ba071c03d0da22c0
Source dataset
uspto-grants-1977_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04061761

Reaction notes

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