Benzyl sulfonyl chloride

In a further development on this theme, the thiol, 153, is first alkylated to the corresponding benzyl ether (158). Treatment with sodium methoxide removes the proton on the amide nitrogen to afford the ambient anion (159). This undergoes alkylation with methyl bromide on the ring nitrogen thus it locks amide into the imine form (160). Chlorolysis serves both to oxidize the sulfur to the sulfone stage and to cleave the benzyl ether linkage there is thus obtained the sulfonyl chloride, 161. 

Williams and coworkers used a [G4]-PAMAM dendrimer as a scavenger in the reactions of an arylpiperazine with slight excesses of three different electrophiles (an isocyanate, a sulfonyl chloride, and a benzyl halide) [62]. After TLC had indicated that all amine substrate had reacted the dendritic scavenger was added. Solvent removal, adding of chloroform, and filtration of the unsoluble dendrimer afforded the products in high yields (87-99%) and purities (>95%, HPLC). 

Alkyl ethers of benzoin Benzil dimethyl ketal 2-Hydroxy-2-methylphenol-l-propanone 2,2-Diethoxyacetophenone 2-Benzyl-2-At, V-dimethylamino- l-(4-morpholinophenyl) butanone Halogenated acetophenone derivatives Sulfonyl chlorides of aromatic compounds Acylphosphine oxides and bis-acyl phosphine oxides Benzimidazoles... 

Preparation of Polystyrene-g-(Benzyl-Ethyl-Sulfonamide)Octafluoro-Butane-l-Sulfonyl Chloride... 

Synthesis of phenylmethylsulfonylfluoride The following procedure was used by Gold and Fahrney (1964) to prepare " C-phenylmethanesulfonyl fluoride. It illustrates both a route for the preparation of sulfonyl chlorides as well as a method of converting sulfonyl chlorides into sulfonyl fluorides. To 105 mg of (7- C)benzyl chloride (0.83 mmoles) (specific activity, 1.20 mc/mmole). 

Sulfuryl chloride (40) will chlorosulfonate organic molecules in the presence of a Lewis acid, but often ring chlorination also occurs leading to a mixture of products however, improved yields of the sulfonyl chloride (32) often result from the use of the Grignard reagent derived from an alkyl or benzyl halide (Scheme 33). 

Sulfinic acids react easily with alkyl or benzyl halides to give the corresponding sulfones, e.g. (8), and (9) (Scheme 7). Sulfinic acids react similarly with sulfenyl, sulfinyl and sulfonyl chlorides to give thiolsulfonates (10), sulfinyl sulfones (11) and disulfones (12), respectively (Scheme 8). 

The reaction of an aromatic compound with chlorosulfonic acid (44) (one molar equivalent) in an inert solvent, e.g. chloroform, can be used to prepare aromatic sulfonic acids (Scheme 23). Chlorosulfonic acid is a powerful sulfonating agent approximately equivalent to fuming sulfuric acid (oleum), and care must be taken with this reagent to avoid the formation of sulfones or sulfonyl chlorides (see p. 103).5 Aliphatic or benzylic sulfonic acids can be obtained in good yields... 

Sulfones. Organozinc species derived from halides as aUyl and benzyl bromides react with sulfonyl chlorides in ether or aqueous media. ... 

Another benzyl halide initiator (MI-37) with a cyclosiloxane core induced styrene polymerization (MJMn = 1.16).358 An ester-type initiator (MI-35) is effective in the copper-catalyzed radical polymerization of nBA.358 A tetrafunctional sulfonyl chloride... 

Pyridazines were JV-acylated with benzyl chloroformate [92JCS(P1)409], chloroacetic anhydride (93JOC633), sulfonyl chloride (93FA1427), and isocyanates (95ZOB37). 1-Aminopyridazinium nitrate was prepared from... 

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