Aminosulfonic acid chlorides

Sodium hydroxide Sultams from aminosulfonic acid chloride bydrocblorides s. 19,361 NaOH 0... 

Diazotization of the aminosulfonic acid and subsequent coupling onto the sodium salt of 2-hydroxy-3-naphthoic acid initially affords the monoazo compound in the form of its soluble sodium salt. Subsequent reaction with chlorides or sulfates of alkaline earth metals or with a manganese salt, frequently in the presence of a dispersion agent, or rosin or its derivatives, at elevated temperature yields the insoluble BONA pigment lake. 

The successful application of sulfanyl amines in the diastereoselective and enantioselective synthesis of as-3,4-disubstituted /3-sultams has been reported (Scheme 56). The protocol is based on the oxidation of the 1,2-aminothiols 178 with hydrogen peroxide and ammonium heptamolybdate. Chlorination of the resulting /3-aminosulfonic acids was achieved using phosgene. The /3-aminosulfonyl chlorides 179 obtained were cyclized under basic conditions and without epimerization to yield the t -3,4-disubstituted /3-sultams 180 (>96% de, ee) (Table 13) <2005S1807>. 

Applications 100% sulfur trioxide is utilized for the manufacture of chlorosulfonic acid, thionyl chloride, aminosulfonic acid, dimethyl sulfate and for the sulfonation of organic substances, in particular for the detergent industry. It is superseding chlorosulfonic acid as a sulfonation agent to an ever greater extent, because no corrosive hydrogen chloride is produced. 

Procedure. The test is conducted in a micro test tube. A drop of the test solution is treated with a drop of a 1 1 mixture of 1 % barium chloride and 10 % sodium nitrite, and a arop of dilute hydrochloric acid. If aminosulfonic acid is present, a precipitate or turbidity of barium sulfate will appear. With slight quantities of sulfamic acid, the BaS04 can be brought down almost immediately by adding several drops of ether and swirling the test tube. This effect is due to the considerable solubility of ether in water which thus accelerates the normally sluggish separation of small amounts of barium sulfate. 

Intramolecular redoxidation o-Aminosulfonic acids from o-nitrosulfenyl chlorides... 

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