Chlorosulfonic acid → 2-Methoxy-5-(2-oxopropyl)benzenesulfonyl chloride

HRID 2308421Notes

Reaction equation

HRID 2308421 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C:10](=[O:12])[CH3:11])=[CH:5][CH:4]=1.[Cl:13][S:14](O)(=[O:16])=[O:15]>O>[Cl:13][S:14]([C:4]1[CH:5]=[C:6]([CH2:9][C:10](=[O:12])[CH3:11])[CH:7]=[CH:8][C:3]=1[O:2][CH3:1])(=[O:16])=[O:15]

Participants

4

Reactant 2

HCID 24638Chlorosulfonic acidHCID 312311-(p-Methoxyphenyl)-2-propanone

Product 1

HCID 131062582-Methoxy-5-(2-oxopropyl)benzenesulfonyl chloride

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The (3-aminosulfonyl-4-methoxy)phenylacetone (4) is a novel compound and it may be prepared in analogy to a process described in U.S. Pat. No. 544,958 for related compounds. The starting compound is 4-methoxyphenyl acetone which is chlorosulfonated by chlorosulfonic acid at 0-5° C. After treating the reaction mixture with water, the resulting 3-chlorosulfonyl-4-methoxyphenylacetone (9) is formed in solid state and is isolated by filtration. The compound (9) is then treated in ethyl acetate solution with aqueous ammonia at 5° C. The formed crystals of crude (4) are recovered by filtration. The crude (4) may be purified by crystallization, e.g. from ethanol.

Workup

  1. custommay be prepared in analogy to a process

Sources & evidence

ORD record
ord-1c6337c0acc54026b33bd4a18aa826f6
Source dataset
uspto-grants-2004_12
Patent number
US06835853B2

Reaction notes

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