Sodium 4-methylbenzenesulfonamide

Dipping solution Dissolve 10 g trichloroacetic acid and 0.4 g chloramine T (N-chloro-4-methylbenzenesulfonamide sodium salt) in a mixture of 80 ml chloroform, 18 ml methanol and 2 ml water [11]. 

For the preparation of N- 2-(methoxyphenyl)cthyl ]-4-mcthylbcn-zenesulfonamide (1) from Ameba resins A and Ba-Bd, 100 mg (0.089 mmol) Ameba resin A was added to a glass peptide reaction vessel, suspended in 3.0 mL 1,2-dichloroethane (DCE note 2), and treated with 26 pL (0.18 mmol, 2.0 Eq.) 2-(4-methoxy-phenyl)ethylamine (note 2) and 38 mg (0.178 mmol, 2.0 Eq.) sodium triacetoxyborohydride (note 2). The suspension was shaken for 1 h treated with 5 mL MeOH filtered on a glass frit and washed with DCM (2x5 mL), DMF (2x5 mL), MeOH (2 x 5 mL), and DCM (2x5 mL). The resin was dried under vacuum (0.5 torr) at room temperature overnight. The resin was suspended in 1.5 mL DCM, treated with 155 pL (0.89 mmol, 10.0 Eq.) N,N-diisopropylethylamine (note 2) and 85 mg (0.445 mmol, 5.0 Eq.) p-toluenesulfonyl chloride (note 2), and shaken for 3.5 h. The reaction mixture was filtered on a glass frit, washed with DCM (2 x 5 mL), DMF (2x5 mL), MeOH (2x5 mL), and DCM (2 x 5 mL), and dried under vacuum (0.5 torr) at room temperature for 2h. The resin was treated with 2.5 mL of a solution of 5% trifluoroacetic acid (note 2) in DCM, shaken for 15 min, filtered on a glass frit, and washed with DCM (3x5 mL). The combined filtrate and washings were concentrated and dried under vacuum (0.5 torr) at room temperature overnight to afford 18.0 mg (66%) N- [2-(methoxyphenyl)ethyl] -4-methylbenzenesulfonamide (1). 

Tolbutamide Sodium USP. Orinase Diagnostic [473-41-6] (A- [(butylamine)carbonyl]-4-methylbenzenesulfonamide, mono sodium salt), mol wt 292.33, is a white to off-white practically odorless crystalline powder having a slighdy bitter taste. It is freely soluble in water, soluble in alcohol and chloroform, and very slightly soluble in ether and can be prepared by dissolving tolbutamide in aqueous NaOH. 

The /3-hydroxy 4-methylbenzenesulfonamides are useful intermediates. For example, those produced from (E)- and (Z)-5-decene were converted in two steps to cis- or fran,s-2,3-dibutyl-l-(4-methylphenylsulfonyl)aziridine, respectively. Furthermore the A-tosyl group can be removed by reduction with sodium in ammonia76. 

The oxidation of 2-methylbenzenesulfonamide is a known method affording saccharin derivatives. Sodium dichromate in sulfuric acid has been proposed as the most efficient oxidation system <2003CHE119>. 

N-Chloro-4-methylbenzenesulfonamide sodium salt. See Chloramine-T Chloromethyl bromide. See Bromochloromethane... 

Synonyms N-sodium-N-chloro-p-toluene sulfonamide sodium p-toluenesulfonchloramide trihydrate Chloramine T sodium salt p-toluenesulfonchloramide sodium salt sodium p-toluenesulfonchloramine N-chloro-4-methylbenzenesulfonamide sodium salt (N-chloro-p-toluenesulfonamideo)sodium Aktiven Chloraseptine Chlorazene Chlorazone Clorina Euclorina Gansil Gyneclorina Halamid Mianine Tochlorine Tolamine N-chloro-p-toluene sulfonamide sodium salt N-chloro-p-toluenesulfonamide sodium salt trihydrate chloro-4-methylbenzenesulfonamide, sodium salt sodium N-chloro-p-toluenesulfonchloramide tosylchloramide sodium sodium N-chloro-p-toluenesulfonamidate... 

Nucleophilic Addition. Sulfonation of the nitrogen atom of the C=N bond of imines enhances the electrophilicity of the azomethine carbon. Addition of sodium diethylphosphonate (15) to )V-(diphenylmethylene)-4-methylbenzenesulfonamide (2)... 

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