In Search of new Organophosphorus Pesticides and Insecticides. Part III: Synthesis and Anticholinesterase Studies of 3-(Subs)-Quinoxy/Pyridinoxy/Cyclica Mino-2,3- Dihydro-2-(4-Chlorophenyl)-1H-Naphth [1,2-E][1,3,2] Oxazaphosphorine 3-Sulfides
摘要:
In situ treatment of (cyclic) amino derivatives with the product obtained from the cyclocondensation of 1-p-chloroanilinomethyl naphthol-2 and thiophosphoryl chloride in dry benzene-THF afforded the titled oxazaphosphorine sulfides in good yield. Subsequently, the reaction of pyridinoky/quioxythiophosphorodi chloridates and 1-p-chloro anilino methyl naphthol-2 in dry benzene-THF mixture gave the corresponding pyridinoxy/quinoxy oxaza phosphorine 3-sulfides in quantitative yield. All the condensations proceeded smoothly by employing triethylamine to scavenge the liberated hydrogen chloride gas. Anticholinestease studies of these compounds indicated very high degree of inhibition several times higher than the reference standard-methyl parathion.
Hofmann‐Martius‐Umlagerungen verschieden substituierter Anilin‐Derivate werden untersucht und die Spirocyclohexadienone 5 und 25 dargestellt. Im Vergleich zur N‐aliphatischen Spiroverbindung 9 zeigen 5 und 25 teilweise unterschiedliche Reaktionen, deren Ursache diskutiert wird.
Synthesis,1H,13C and31P NMR spectral studies of novel 2-aryloxy/cyclicamino- 3-(4-methylphenyl)- 1H- naphth[ 1,2-e] [1,3,2] oxazaphosphorine 2-oxides/sulphides and13C NMR data for some 4-substituted-dinaphtho dioxaphosphepin 4-oxides/sulphides
作者:C. Naga Raju、M. S. R. Naidu、E. O. John、M. C. Reddy
DOI:10.1002/mrc.1260281013
日期:1990.10
The syntheses, 1H, 13C and 31P NMR chemical shifts and 13C‐31P coupling constants of 2‐aryloxy/cyclicamino‐2,3‐dihydro ‐3‐ (4‐methylphenyl) ‐1H ‐ naphth [1,2‐e] [1,3,2]oxazaphosphorine 2‐oxides/sulphides and the 13C NMR data for 4‐substituted ‐ dinaphtho [2,1 ‐d:1′,2′‐f] [1,3,2] dioxaphosphepin 4‐oxides/sulphides are reported.