Ethyl sulfonyl ethanol

Ethyl sulfonyl ethanol p-Toluenesulfonyl chloride 2-Methyl-5-nitroimidazole... 

James et al. (33) employed benchtop chemistry for chemical identification of nucleic acids with derivatization by dimethylaminonaphthalene-S-sulfonyl chloride (Dns-CI) formic acid (6%), acetate-ethanoi-ammonium hydroxide, or ethyl acetate-ethanol-ammonium hydroxide was used on a polymide sheet. They used borohydride postlabeling reduction [H ]. 

Type (ii) cyclizations are more common. Thus, acid derivatives of pyrrolo[l,2-f>]-[l,2,5]benzothiadiazepine 5,5-dioxide 346 and 347 have been prepared from amino sulfonyl pyrrole 345 with acetal (2006JMC5840) or the semiacetal (1994JHC867) of ethyl glyoxalate or ethyl 2,2-diethoxy propionate (1996FES425) in the presence of PTSA catalyst in boiling absolute ethanol by a Pictet-Spengler type of reaction (Scheme 73). 

Glipizide. Glipizide (l-cyclohexyl-3[[p-[2-(5-methylpyrazinecaiboxamido)ethyl]phenyl]sulfonyl]urea), mol wt 445.55, forms crystals from ethanol, mp 208—209°C. It is known commercially as Glucotrol. 

Esters of aliphatic and aromatic sulfonic acids are conveniently prepared in high yields from alcohols and sulfonyl halides. A basic medium is required. By substituting sodium butoxide for sodium hydroxide in butanol, the yield of n-butyl p-toluenesulfonate is increased from 54% to 98%. Ethyl benzenesulfonate and nuclear-substituted derivatives carrying bromo, methoxyl, and nirro groups are prepared from the corresponding sulfonyl chlorides by treatment with sodium ethoxide in absolute ethanol the yields are 74-81%. Pyridine is by far the most popular basic medium for this reaction. Alcohols (C -Cjj) react at 0-10° in 80-90% yields, and various phenols can be converted to aryl sulfonates in this base. "... 

Ethanol, 2-( 4-aminophenyl)sulfonyl)-, hydrogen sulfate (ester), 2-((p-Aminophenyl)sulphonyl)ethyl hydrogensuiphate EINECS 219-669-7 Ethanol, 2-((4-amlnophenyl)sulf-onyl)-, hydrogen sulfate (ester) Ethanol, 2-sulfanilyl-, hydrogen sulfate (ester) 4-((2-Sulfatoethyl)sulfonyl)-anlline. 

The desired sulfonate ester is usually prepared by reaction of the alcohol in pyridine with the appropriate sulfonyl chloride, that is, methanesulfonyl chloride (mesyl chloride) for a mesylate, y)-toluenesulfonyl chloride (tosyl chloride) for a tosylate, or trifluoromethane-sulfonyl chloride [or trifluoromethanesulfonic anhydride (triflic anhydride)] for a triflate. Pyridine (C5H5N, pyr) serves as the solvent and to neutralize the HCI formed. Ethanol, for example, reacts with methanesulfonyl chloride to form ethyl methanesulfonate and with yj-toluenesulfonyl chloride to form ethyl /-toluenesulfonate ... 

When a sulfonic acid such as butanesulfonic acid (111 see Chapter 16, Section 16.9) is treated with thionyl chloride or phosphorus trichloride, the product is a sulfonyl chloride. In this case. 111 is converted to what is known as butanesulfonyl chloride, 112. When 112 reacts with an alcohol, a sulfonate ester is produced. Treatment of 112 with ethanol leads to 113 (ethyl butanesul-fonate) and treatment with methanol leads to 114 (methyl butanesulfonate). A variety of sulfonate esters can be prepared in this manner. It is also possible to react a sulfonic acid with an alcohol under acid catalysis conditions to give sulfonate esters, but that reaction is not discussed until Chapter 20. 

The initiation in ATRP may occur in one of two different ways. The common way to initiate is via the reaction of an activated (alkyl) halide with the transition-metal complex in its lower oxidation state. Typical examples would be the use of ethyl 2-bromoisobutyrate and a Cu(I) complex for the initiation of a methacrylate polymerization (62), or 1-phenylethyl chloride for the initiation of a styrene polymerization (14). In addition, there are initiators like 2,2,2-trichloro-ethanol (63) that appear to be very efficient, and that result in hydroxy-fimctional polymer chains. Percec and co-workers reported on the use of sulfonyl chlorides as universal initiators in ATRP (64). Also the use of di-, tri-, or multifimctional initiators is possible, which will result in polymers growing in two, three, or more directions. All these variations open up possibilities to well-defined architectures. 

Two of the most commonly used sulfonyl chlorides are p-toluenesulfonyl chloride (abbreviated tosyl chloride, TsCl) and methanesulfonyl chloride (abbreviated mesyl chloride, MsCl). Treating ethanol with p-toluenesulfonyl chloride in the presence of pyridine gives ethyl p-toluenesulfonate (ethyl tosylate). Pyridine is added to catalyze the reaction and to neutralize the HCl formed as a by-producf. Cyclohexanol is converted to cyclohexyl methanesulfonate (cyclohexyl mesylate) by a similar reaction of cyclohexanol with methanesulfonyl chloride. 

Preparation by reaction of benzonitrile with phlo-roglucinol monomethyl ether in the presence of zinc chloride and hydrochloric acid in ethyl ether, followed by hydrolysis of the ketimine hydrochloride so formed with boiling water for 15 min (good yield) (Hoesch reaction) [376,766]. Preparation in one step involving the reaction of phlorobenzophenone with two mol of p-toluene-sulfonyl chloride in acetone in the presence of potassium carbonate followed by methylation with dimethyl sulfate and subsequent deto-sylation with ethanolic potassium hydroxide [373,685]. 

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