Chloromethanesulfonyl chloride

The yield is based on the assumption that 3 molecules of chloromethanesulfonyl chloride arise from each molecule of i-trithiane. The checkers obtained a yellow product which had to be redistilled to provide material with the reported refractive index. 

Diazomethane, reaction with D-cam-phor-lO-sulfonyl chloride and triethylamine, 48,106 reaction with chloromethanesulfonyl chloride, 49,19... 

A. Chloromethanesulfonyl chloride. A slurry of 210 g. (1.52 moles) of s-trithiane (Note 1) in a mixture of 1 1. of glacial acetic acid and 210 ml. of water is prepared in a 2-1., three-necked, round-bottomed flask equipped with an efficient mechanical stirrer, a thermometer, a coarsely fritted gas inlet tube (Note 2), and an exit tube by which excess fumes are carried to the rear of the hood. The flask is immersed in an ice bath, and the stirrer is started. A stream of chlorine is introduced at such a rate (Note 3) that the temperature of the mixture is maintained between 40° and 50° by the mildly exothermic reaction. After 1-2 hours a yellow solution results. To this solution is added 300 ml. of water, at which point the temperature rises to ca. 60°. 

B. 2-Chlorothiirane 1,1-dioxide. In a 500-ml., three-necked, round-bottomed flask fitted with an eflicient mechanical stirrer, a thermometer, and two pressure-equalizing addition funnels is placed an ethereal solution of 4.6 g. (0.11 mole) of diazomethane (Note 6). The system is blanketed with nitrogen, the stirrer is started, and the solution is cooled to —10° with an ice-methanol l>ath. A solution of 14.9 g. (0.100 mole) of chloromethanesulfonyl chloride in 40 ml. of ether and a solution of 10.0 g. (0.099 mole) of triethylaminc in 40 ml. of ether are simultaneously added... 

The yield is based on the assumption that 3 molecules of chloromethanesulfonyl chloride arise from each molecule of... 

Reaction with chloromethanesulfonyl chloride [1, 195, before references]. Diazoalkanes react with alkylsulfenes (RC11 — SO,), produced by dehydrochlorination of primary alkanesulfony) chlorides with triethylamine, to form episulfones.32The reaction is illustrated by a procedure for the preparation of 2-chlorothiirane-l, 1-dioxide... 

Reaction with chloromethanesulfonyl chloride, (2, 103-104). The procedure cited (ref. 33) has now been published.3... 

The Burgess reagent is made by exposing chloromethanesulfonyl chloride to methanol at room temperature followed by the addition of triethylamine. Burgess reagent (1) is a white crystalline solid that is air and moisture sensitive. 

Chlorosulfene, generated in situ from chloromethanesulfonyl chloride and triethylamine, reacted with l-methyl-4-(4-morpholinyl)-l,2,5,6-tetrahydropyridine to form 117a and 117b, the two possible stereoisomers of 7-chloro-8,8-dioxo-3-methyl-6-(4-morpholinyl)-8-thia-3-azabicyclo[4.2.0]octane, in a ratio of 56 to 44."5 The reaction of the... 

Chloromethanesulfonyl chloride reacts with 2-aminopyridine to give 2-(chloromethylsulfonamido)pyridine. AT-2-Pyridylalkanesulfonamides are formed from 2-ammopyridine and an alkane sulfonic acid these sulfonamides are amphoteric. ... 

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