N-chloro-p-toluenesulfonamide. sodium

AMINO GROUP Boron trifluoride ether-ale. l-r-Bulyloxycarbonyltriazole-1,2,4, Di-t-butyl dicarbonate. 4-Dimethylamino-1-t-butyloxycarbonyl pyridinium chloride. CARBONYL GROUP Ceric ammonium nitrate. 1,2-Dihydroxy-3-bromopropane. Sodium N-chloro-p-toluenesulfonamide. Thallium(lll) nitrate. Trichloroethanol. Trimcthylsilyl cyanide. Chloromethyl methyl sulfide. N,N -Diisopropylhydra-zinc. Trichloroethanol. 

Sodium N-chloro-p-toluenesulfonamidate N-Sodium, N-chloro-p-toluene sulfonamide Sodium N-chloro-p-toluenesulfonchloramide. See Chloramine-T... 

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... 

Amino-Hydroxylation. A related reaction to asymmetric dihydroxylation is the asymmetric amino-hydroxylation of olefins, forming v/c-ami noalcohols. The vic-hydroxyamino group is found in many biologically important molecules, such as the (3-amino acid 3.10 (the side-chain of taxol). In the mid-1970s, Sharpless76 reported that the trihydrate of N-chloro-p-toluenesulfonamide sodium salt (chloramine-T) reacts with olefins in the presence of a catalytic amount of osmium tetroxide to produce vicinal hydroxyl p-toluenesulfonamides (Eq. 3.16). Aminohydroxylation was also promoted by palladium.77... 

OtherN-Chloro Compounds. Sodium N-chlorobenzenesulfonamide (chloramine B) [127-52-6] (4), sodium AJ-chloro-p-toluenesulfonamide (chloramine T) [127-65-1] (5), N-chlorosuccinimide [128-09-6] (6), and trichloromelamine [12379-38-3] (7) have also had minor roles as bleaching agents. 

Chloramine T (N-chloro-p-toluenesulfonamide, sodium salt) is a cheap oxidant that has been used occasionally for the deprotection of dithianes. In the example depicted in Scheme 2.72, a dithiane is cleaved in the presence of an a, unsaturated 0,0-acetal. A likely mechanism for the reaction involves the formation of an intermediate sulfilimine. Several heavy metal oxidants have also been exploited for cleaving 5-acetals including lead(IV), thallium(III) (Scheme... 

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