Isopropyl iodide → 2-Chloro-5-(propane-2-sulfonyl)benzoic acid

HRID 736134Notes

Reaction equation

HRID 736134 reaction equation
Cl[C:2]1[CH:10]=CC(S(C)(=O)=O)=C[C:3]=1C(O)=O.[Cl:15][C:16]1[CH:24]=[CH:23][C:22]([S:25]([OH:27])=[O:26])=[CH:21][C:17]=1[C:18]([OH:20])=[O:19].IC(C)C>C(O)(C)C>[Cl:15][C:16]1[CH:24]=[CH:23][C:22]([S:25]([CH:2]([CH3:10])[CH3:3])(=[O:27])=[O:26])=[CH:21][C:17]=1[C:18]([OH:20])=[O:19]

Participants

5

Reactant 3

HCID 6362Isopropyl iodideHCID 23291322-Chloro-5-(methylsulphonyl)benzoic acidHCID 151129042-Chloro-5-sulfino-benzoic acid

Product 1

HCID 431409992-Chloro-5-(propane-2-sulfonyl)benzoic acidYield 42%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

The title compound was synthesised according to the procedure described for the synthesis of 2-Chloro-5-methanesulfonyl-benzoic acid from 2-Chloro-5-sulfino-benzoic acid and 2-iodopropane in 20 ml isopropanol/20 ml water and obtained in 42% yield. MS (m/e): 261.1 (MH−, 100%).

Workup

  1. customobtained in 42% yield

Sources & evidence

ORD record
ord-97472c64e94d4f6dbd909ca05fa4f7b1
Source dataset
uspto-grants-2009_09
Patent number
US07595314B2

Reaction notes

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