P-Toluenesulfonyl hydrazide

Hydrogenation. Hydrogenation of poly(5-methyl-l,4-hexadiene) was carried out with p-toluenesulfonyl hydrazide (20) in refluxing xylene (2il molar ratio of the hydrazide to the polymer repeat unit). 

Namely, if the double bond was saturated ( ) simultaneously when it formed, the retardation of the development of conjugated polymer structure might be expected. We chose the reduction with diimide (NH=NH) for the saturation of double bond. Thus, p-toluenesulfonyl hydrazide (PSH) was used which acts as a diimide source under the condition (130-150°C) of PVC-processing. 

The reduction of polymers can be carried out by using a diimide, generated in situ. The precursor for diimide can be p-toluenesulfonyl hydrazide (TSH), the reaction temperature is between 110-160 °C and the solvents are high boiling aromatic compounds. Possible side-reactions are cis-trans isomerization of 1,4-dienes, attachment of hydrazide fragments to the polymer, degradation and cyclization of the polymer. 

Chlorophenanthridine reacts with p-toluenesulfonyl hydrazide in chloroform in the presence of hydrogen chloride213 the resulting hydrazide (227) can be cleaved to the parent base without further purification (see p. 368). 

There are three isomeric structures for diimide, N2H2 cis- and fran -diimide (1 and 2), and 1,1-diimide (aminonitrene 3), Diimide has been generated and trapped at low temperatures from the gas-phase electric discharge of hydrazine, and by the thermal decomposition of metal salts of p-toluenesulfonyl hydrazide. A careful analysis of the available spectroscopic data has indicated the formation and presence only of (2). ° 1,1-Diimide (3) has been recently generated by the low temperature photochemi-... 

N-Tosylglycine ethyl ester, 703 Tosyl hydrazide, see p-Toluenesulfonyl-hydrazide... 

Scheme 4. The substituents are as follows R = < -H, -OCOCH or R a-H, /J-CH,CHOCOCH, R = a-H, /S-OH or, R = a-H, /J-CHaCHOH R" = 0 or, R" = a-H, /S-CH>CO. The reagents used to effect the reactions are (i) chromium trioxide-pyridine (ii) m-chloroperbenzoic acid (iii) p-toluenesulfonyl hydrazide (iv) potassium hydroxide-methanol (v) chromium trioxide-acetone (vi) triethyla-mine-1,4-dioxane.

Synonyms Benzenesulfonic acid, 4-methyl-, hydrazide Hydrazine, p-tolylsulfonyl- p-Toluenesulfonhydrazide p-Toluenesulfonic acid, hydrazide p-Toluenesulfono-hydrazide p-Toluenesulfonyl hydrazide N-Toluolsulfonyl hydrazine Tolylsulfonyl hydrazine Tosyl hydrazide... 

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