Benzoic acid, 2-chloro-5-(chlorosulfonyl)- → 5-(Tert-butylsulfamoyl)-2-chlorobenzoic acid

HRID 1992149Notes

Reaction equation

HRID 1992149 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][C:8]([S:11](Cl)(=[O:13])=[O:12])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].CC[N:17]([CH:21]([CH3:23])[CH3:22])C(C)C.Cl[C:25]1C(S(NC)(=O)=O)=CC=C(Cl)C=1C(O)=O>>[Cl:1][C:2]1[CH:10]=[CH:9][C:8]([S:11]([NH:17][C:21]([CH3:23])([CH3:25])[CH3:22])(=[O:13])=[O:12])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]

Participants

4

Reactant 3

HCID 67306Benzoic acid, 2-chloro-5-(chlorosulfonyl)-HCID 81531DiisopropylethylamineHCID 290399082,6-Dichloro-3-(methylsulfamoyl)benzoic acid

Product 1

HCID 257559215-(Tert-butylsulfamoyl)-2-chlorobenzoic acid

Procedure

Prepared from a mixture of 2-chloro-5-(chlorosulfonyl)benzoic acid (200 mg, 0.78 mmol, 1 equiv) tert-butyl amine (98 μL, 0.94 mmol, 1.2 equiv) and DIEA (248 μL, 1.38 mmol, 2 equiv) following the general procedure for 2,6-dichloro-3-[(methylamino)sulfonyl]benzoic acid 881-1b. The crude reaction mixture was carried on without further purification.

Workup

  1. customThe crude reaction mixture
  2. customwas carried on without further purification

Sources & evidence

ORD record
ord-87a6f4cd385d493ab034a8d2ac9e5268
Source dataset
uspto-grants-2010_01
Patent number
US07645771B2

Reaction notes

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