Chloro sulfonic acid

Acetamidothiazole and its 4-alkyl derivatives react with chloro-sulfonic acid. The structure of the resulting products was a subject of controversy (172. 393-397). N-acetyl-A -(2-thiazolyl)-sulfamoyl chlorides (189) first proposed were then shown to be 2-acetamido-5-chloro-sulfonylthiazoles (190) (Scheme 120) (367. 368. 398). the latter assignment is based on infrared (368) and chemical evidence (367). 

Sulfonation with sulfur trioxide, pyridine sulfur trioxide, pyridine bis-sulfur trioxide, and dioxane sulfur trioxide, which are useful sul-fonating agents for acidophobic substances, have been applied to the thiophene seriesd At room temperature the 2-monosulfonic acid (isolated as the barium salt) is obtained in 86% yield. Higher temperatures lead to a disulfonic acid. However, sulfonation with chloro-sulfonic acid appears to be more convenient,as the sulfonyl chloride obtained can be used directly for the preparation of derivatives. 

The antiparasitic drug clorsulon (206), contains a rather unusual trichloroethylene group. This function is established early in the syntliesis by treatment of the perhalogenated compound 203 obtained from reduction of 202 with iron powder. Chlorosulfonation of 204 by means of chloro-sulfonic acid, followed by conver.sion of. sulfonyl chloride 205 to the amide, gives clorsulon (206) 153],... 

NMR studies on graphite-phosphoric acid showed simultaneous, motional narrowing of both H and resonances above 225 K, indicating high mobility of phosphoric acid in the compound (FS). Chloro-sulfonic acid is inserted alone into graphite in the presence of many inorganic chlorides. The reaction temperature and stage seem to be related to the redox potential of the M"+-M couple (M3). 

Sulfur trioxide reacts with MesSiCl 14 to give the trimethylsilyl ester of chloro-sulfonic acid 1334 [96], which on treatment vvdth iodosobenzene forms iodosoben-zenedichloride 1335, HMDSO 7, and regenerated SO3 [97]. Addition of olefins such as cyclohexene leads to the formation of sulfones such as 1336 [97]. With... 

Tibric acid (10), interestingly, has the m-carboxysulfonamido functionality but its activity is expressed, instead, as suppression of serum triglyceride levels. In its reported preparation, chloro-sulfonic acid treatment converts 2-chlorobenzoic acid to chlorosulfonate 9, which readily forms the hypolipidemic agent tibric acid (10) on reaction with... 

Thymidine has been selectively sulfated at HO-5 by using chloro-sulfonic acid in acetonitrile in the presence of pyridine.207... 

Chlorine trifluoride Chloro sulfonic acid Chromium trioxide (chromic acid)... 

Diphenyl-1,10-phenanthroline and 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline give disulfonic acids on reaction with chloro-sulfonic acid at 25°. The position of substitution was not established, but presumably it occurs in the two phenyl rings.281 An improved method of sulfonation utilizes hot fuming sulfuric acid.282... 

Examples are the sulfonating of polyethylene film with chloro-sulfonic acid (60) the sulfonating of sheets of phenolformaldehyde resin (77) the treatment of a film consisting of polystyrene and polyvinylchloride with concentrated sulfuric acid (4) the sulfonating of films consisting of aliphatic vinylpolymers with chlorosulfonic acid (125) the sulfonating of copolymers of a monovinyl- and a polyvinyl compound (30). Also are used copolymers of aromatic monovinyl-compounds and linear aliphatic polyene hydrocarbons (3) copolymers of an unsaturated aromatic compound and an unsaturated aliphatic compound (76), and of reaction products of poly olefines and partially polymerized styrene (173). 

The alkyl sulfonyl chloride is usually synthesized using chloro-sulfonic acid... 

Chloro sulfonic acid asulam, bentazon, carbophenotion, chlorfenson, famphur, fiusulfamide, hexachlorobenzene, imazosulfuron, prosulfuron, tetradifon... 

The first step in the synthesis of saccharin is an electrophilic substitution reaction, like the first step of the benzocaine synthesis, but this time we want the orffio-substituted product. Chloro-sulfonic acid gives a mixture of ortho and para products—it is impossible to find conditions that completely avoid forming the pa ra-1 oluenes ulfonyl chloride. However, you may recognize an old friend here—the by-product is, of course, TsCl. You may have wondered why we always use TsCl and not PhS02Cl to make OH into a leaving group now you know. 

Sulfate diesters of chitin have been widely prepared because of their possible use as synthetic, blood anticoagulants. The sulfating reagent commonly used is chlorosulfonic acid in pyridine, but, more recently, chloro-sulfonic acid in 1,2-dichloroethane has been employed. Chitin disulfates can show up to 20 % of the anticoagulant potency of heparin, accompanied, in general, by only slight toxicity. ... 

Sulfonation or chlorosulfonation using fuming sulfuric acid or chloro-sulfonic acid are useful reactions. Sulfonations are often reversible and hence the sulfonate group may be used to protect a particular site on an aromatic ring. It can then be removed later in a synthetic sequence. 

A solution of 40 g. (0.37 mole) of anisole in 160 ml. of chloroform is cooled in an ice-salt bath to —8°, and 86.2 g. (0.74 mole) of chloro-sulfonic acid is added with stirring as rapidly as possible (about 20 minutes) while the temperature of the reaction mixture is maintained at 0 . Stirring is continued for 30 minutes while the temperature increases to room temperature. The mixture is poured into crushed ice and extracted with chloroform. The chloroform solution is washed with three small portions of ice water and is dried first over sodium sulfate and then over Drierite, and the solvent is removed under reduced pressure. Distillation of the residue gives a 66% yield of the sulfonyl chloride boiling at 103-105°/0.25 mm. (bath temperature 120-135°). The product melts at 41-42°. 

Derivation Sulfonation of (i-naphthol with chloro-sulfonic acid in nitrobenzene at OC followed by heating the resulting 1-sulfonic acid with ammonium hydrogen sulfite and ammonia at 145-150C. Purification is by precipitation from dilute solution of the sodium salt. 

Monomers. Bis ( 4-chlorophenyl ) sulfone. We prepared bis (4-chlorophenyl)sulfone (I in Reaction 1) by dropwise addition of chloro-sulfonic acid (0.4 mole) to chlorobenzene (0.2 mole) at 0°C. One hour after the chlorosulfonic acid addition was completed, an additional quantity of chlorobenzene (0.16 mole) was added to the cold solution. 

ALLILE (CLORURO di) (Italian) (107-05-1) Forms explosive mixture with air (flash point -20°F/-29°C). Violent polymerization and explosion may occur from elevated temperatures, light, acid catalysts, ferric chloride, aluminum chloride, Lewis acids, or Ziegler catalysts, finely divided metals. Violent reaction with oxidizers, alkyl aluminum chlorides. Incompatible with strong acids, oleum, amines, aluminum chloride, boron trifluoride, chloro-sulfonic acid, ethylene diamine, ethyleneimine, ferric chloride, sodium hydroxide. Slow decomposition with moisture. Attacks some coatings, plastics, and rubber. Corrosive to steel. Flow or agitation of substance may generate electrostatic charges due to low conductivity. 

BIPHENYL ETHER (101-84-8) Combustible liquid (flash point 239°F/1 IS C). Contact with strong acids, strong oxidizers may cause fire and explosions. Incompatible with chloro-sulfonic acid. Attacks some plastics, rubber, and coatings. How or agitation of substance may generate electrostatic charges due to low conductivity. 

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