ALPHA-NAPHTHYLISOCYANATE AS A REAGENT FOR PHENOLS AND ALIPHATIC AMINES¹

Abstract

Benzhydrylmagnesium chloride can be prepared in very low yields by adding benzhydryl chloride to magnesium in ether. It reacts normally with dimethyl sulfate to give unsym. diphenylethane.

Synthesis, Characterization and Anti-Cancer Activity of Hydrazide Derivatives Incorporating a Quinoline Moiety

“…The alkyl acids 1 – 4 were prepared following literature methods [63]. Similarly, the substituted 2-chloro- quinoline-3-carbaldehydes 5 – 7 were isolated in yields of 47%–60% following Vilsmeier cyclisation of the corresponding acetanilides 8 – 10 , according to literature methods (Scheme 1) [64,65]. Following aqueous work-up, carbaldehydes 5 – 7 were then treated with neat hydrazine hydrate at room temperature in ethanol to generate the quinoline hydrazones 11 – 13 in 74%–87% yields (Scheme 1).…”

Ureas

“…a-Naphthyl isocyanate has been reported to be a good reagent for aliphatic amines and amides [29]. In general, the reaction is carried out in a test tube and the reaction may have to be catalyzed by 1 or 2 drops of triethylamine dissolved in ether.…”

“…-NAPHTHYL ISOCYANATE DERIVATIVES OF AMINES AND AMIDES"[29] Reprinted from H. E. French and A. F. Wirtel, /. Amer.…”

N-Carbamates (Urethanes)

“…Table VI [19] gives several phenols and the respective melting points for their α-naphthylurethane derivatives. In some cases in which solid derivatives were difficult to obtain, the addition of 1 or 2 drops of triethylamine solution in ether caused a solid derivative to form rapidly.…”

“…A-NAPHTHYLURETHANE DERIVATIVES OF SOME REPRESENTATIVE PHENOLS[19] Reacts with great difficulty and gives low yields of the urethanes. b Reacts readily at room temperature.c Reprinted in part from H. E. French and A. F. Wirtel, /.…”