Benzyl-p-toluenesulfonamide

Alkylation of 7V-benzyl-p-toluenesulfonamide (12a) with a threefold excess of fra j-l,4-dichloro-2-butene (ila) gives the allylic chloride 11b. which is treated with sodium acetate in DMF followed by hydrolysis to afford the allylic alcohol 10a in an overall 68% yield. 

In a well-ventilated hood, behind a safety shield, in a three-necked flask equipped with a mechanical stirrer, thermometer, and provisions for adding solids, to a solution of 10.5 gm (0.04 mole) of jV-benzyl-p-toluenesulfonamide in 50 ml of glacial acetic acid and 200 ml of acetic anhydride, cooled to 5°C, is added, over 6 hr, in small portions, 60 gm (0.85 mole) of finely powdered... 

The reagent can be generated in ether solution as required by reaction of the stable precursor N-nitroso-N-benzyl-p-toluenesulfonamide (2) with sodium methoxide. ... 

Yields of hydrocarbons are good to excellent when R is a benzyl or a primary alkyl group, or even an unhindered secondary alkyl group. However, cyclo-dodecyl-N(Ts)2 is converted mainly into cyclododecyl-p-toluenesulfonamide by attack at nitrogen rather than carbon. 

Methyl benzenemethanol. SeeCresyl alcohol a-Methylbenzenemethanol acetate. Seea-M ethyl benzyl acetate 2-Methylbenzenesulfonamide. See o-Toluenesulfonamide 4-Methylbenzenesulfonamide. See p-Toluenesulfonamide o-Methylbenzenesulfonamide. See o-Toluenesulfonamide p-Methylbenzenesulfonamide. See p-Toluenesulfonamide 4-Methylbenzenesulfonic acid p-Methylbenzenesulfonic acid. See p-Toluene sulfonic acid... 

Hu, Y.-m., Zhou, J., Long, X.-t. et al. (2(X)3) Palladium-catalyzed cascade reactions of benzyl halides with A-allyl-A-(2-butenyl)-p-toluenesulfonamide. Tetrahedron Lett., 44, 5009-10. 

Additives used in final products Plasticizers 2-ethylhexyl diphenyl phosphate, acetyl tributyl citrate, acrylic resin (Aoronal 700 L), aliphatic polyurethane, butyl benzyl phthalate, camphor (plasticizer of celluloid), castor oil, dibutyl phthalate, dimethyl phthalate, dllsooctyl phthalate, epoxidized soybean oil, glyceryl triacetate, glyceryl tribenzoate, glyceryl tribenzoate, N-ethyl (o,p)-toluenesulfonamide, octyl diphenyl phosphate, sucrose acetate isobutyrate, tricresyl phosphate, triethylene glycol, urea resin Antistatics poly(3,4-ethylenedioxythiophene sulfonate), vanadium pentoxide Slip alumina, silica Amines (stabilizers of gunpowder) ... 

Likewise, treatment of alkylbenzenes 211 with (diacetoxyiodo)benzene in the presence of catalytic amounts of molecular iodine and /7-toluenesulfonamide or p-nitrobenzenesulfonamide in 1,2-dichloroethane at 60 °C gives the corresponding (a-acetoxy)alkylbenzenes 212 in generally good yields (Scheme 3.87) [268]. A plausible mechanism for this reaction involves the initial generation of ArS02NH radicals from PhI(OAc)2, I2 and ArS02NH2, which further promote radical substitution at the benzylic carbon [268]. 

Figure 7. Products of the reactions of (a) the diazirine 7 with diphenylphosphine, (b) the diazirines 7 and 19 with tributylstannane, and (c) the diazirine 7 with 4-toluenesulfonamide and A -Boc-asparagine benzyl ester yields and u-d/P-d ratios.

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