P-Toluene sulfonyl chloride

The aromatic sulfonyl chlorides which have no a-hydrogen and thus cannot form sulfenes give acylic sulfones. Thus 1-piperidinopropene on reaction with benzene sulfonyl chloride (9J) gave 2-benzenesulfonyl-l-piperidinopropene (153). Similarly the enamine (28) reacts with p-toluene-sulfonyl chloride to give the 2-p-toluenesulfonylcyclohexanone (154) on hydrolysis (/OS). 

Qi-Hydroxy-17-methyltestosterone p-Toluene sulfonyl chloride Hydrogen fluoride... 

Nitroimidezole sodium i 3-Chloroethyl morpholine p-Toluene sulfonyl chloride... 

Methyl a-D-mannopyranoside was treated in succession with p-toluene-sulfonyl chloride, carbonyl chloride, and benzoyl chloride, and, without isolating the intermediates, there was obtained in 37% yield methyl 4-0-l enzoyl-2,3-O-carbony 1-6-0-(p-tolylsulfonyl ) -D-mannoside. The tos-yloxyl group of the latter was replaced by iodine, and hydrogenation of the 6-iodo derivative in the presence of a nickel boride catalyst gave methyl 4-0-benzoyl-2,3-0-carbonyl-6-deoxy- -D-mannoside. Treatment of the latter with hydrogen bromide in acetic acid gave crystalline 4-0-benzoyl-2,3-0-carbonyl-6-deoxy-a-D-mannosyl bromide (8) (16). The... 

Figure 8 Partial MALDI-TOF spectrum from PMMA generated by ATRP with p-toluene sulfonyl chloride as initiator (inset shows theoretical isotope distribution for lithiated 13-mer of 6). (Peak labelled 7 arises from post-source decay of 7 [10].)...

Automated parallel experiments were carried out to rapidly screen and optimize the reaction conditions for ATRP of methyl methacrylate (MMA) [34]. A set of 108 different reactions was designed for this purpose. Different initiators and different metal salts have been used, namely ethyl-2-bromo-tTo-butyrate (EBIB), methyl bromo propionate (MBP), (1-bromo ethyl) benzene (BEB), and p-toluene sulfonyl chloride (TsCl), and CuBr, CuCl, CuSCN, FeBr2, and FeCl2, respectively. 2,2 -Bipyridine and its derivatives were used as ligands. The overall reaction scheme and the structure of the used reagents are shown in Scheme 2. 

N 12.50%, OB to CO2 -74.0%, crysts (benz), mp 136.5-137.0°. Prepd by heating p-toluene-sulfonyl chloride with trinitroethanol and a trace of pyridine... 

Tr in itro-2,4-dicblorobenzene or 2,4,6-Trinitro-l,3mdichlorobenzene, col prisms (from ale), mp 129° was prepd by heating 2,4,6ftrinitro-3-chlorophenol with p-toluene-sulfonyl chloride 81 N,N-diethylaniline and by other methods (Refs 1 2)... 

The rates of reaction of diisopropylidene derivatives of L-sorbose, D-glucose and D-galactose with an excess of triphenylmethyl chloride in pyridine, have been studied.162 Similar studies were then conducted on the reactivity of these diisopropylidene derivatives with p-toluene-sulfonyl chloride.168... 

The first step involves hydrolysis, with concentrated sulfuric acid, of p-toluene-sulfonyl chloride, which is quite cheap. The resulting sulfonic acid is chlorinated smoothly in the position ortho to the —CHs group, the reaction being carried out in sulfuric acid solution using iron as a catalyst. Finally, the sulfo group is split out with steam, yielding the desired o-chlorotoluene in excellent yield. This process is less satisfactory for use in the laboratory, but gives the best results in industrial operations. 

Methoxypoly(ethylene glycol) (7 x 10 mol) was dissolved in 30 ml of CH2CI2 and then treated with triethylamine (0.016 mol) and p-toluene sulfonyl chloride (0.0135 mol). The mixture was stirred for 24 hours at ambient temperature. The mixture was then filtered to remove precipitated triethylammonium hydrochloride, concentrated, and the product was isolated after precipitation in cold diethyl ether. 

General directions 816 The carboxylic acid (1 part) is dissolved in pyridine (20-50 parts), a salt often separating. Benzene- or p-toluene-sulfonyl chloride (2 equivalents) is then added to the mixture, which is next cooled to 0° and treated with the alcohol or phenol (1 equivalent). The whole is set aside for a further hour and then poured into three or four times its volume of water. The yields of ester are excellent. 

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