SYNTHESIS OF 1,3-DIARYL-1,3,2-DIAZAPHOSPHOLIDIN-4-THIONE-2-SULFIDES VIA LAWESSON'S REAGENT

Abstract

2,4-Bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulfide (Lawesson's Reagent, LR), was treated with N,N′-diaryl glycinamides (1) in anhydrous toluene as a solvent at 100°C to form 1,3-diaryl-1,3,2-ciazaphospholidin-4-thione-2-sulfides (2) Compatible analytical and spectroscopic data were obtained for all the new compounds. A mechanism was proposed to explain the formation of compound 2f. The biological activity of the title products was also tested and some of them showed good herbicidal activity.

Key Words:

• Lawesson's reagent
• N,N′-diaryl glycinamide
• 1,3-diaryl-1,3,2-diazaphospholidin-4-thione-2-sulfide cyclization
• herbicidal activity