1848-85-7

Upstream product

• 1527-91-9 N²-phenylbenzimidamide 
• 1527-91-9 N-phenylbenzamidine 

Downstream Products

• 5292-04-6 N--N'-phenyl-benzamidin 
• 67628-38-0 N-[2-(4-bromo-phenyl)-2-morpholin-4-yl-propylidene]-N'-phenyl-benzamidine 
• 5292-03-5 N-(diethoxyphosphinyl)phenylbenzamidine 
• 716-79-0 2-phenyl-1H-benzoimidazole 
• 77198-03-9 C₁₉H₁₅ClN₂OS 
• 77198-06-2 C₁₉H₁₄ClN₃O₃S 
• 89983-52-8 1-chloro-3-phenyl-1,2,4-benzothiadiazine 
• 5292-05-7 α-(N-phenyl,benzylimino)triphenylphosphorane 
• 71316-02-4 α-(N-phenyl,benzylimino)triphenylphosphorane hydrochloride 
• 94456-92-5 C₁₃H₁₁Cl₂N₂OP 
• 94456-90-3 C₁₃H₁₀Cl₃N₂P 
• 120422-01-7 1,4-Dihydro-1,2,4-triphenyl-imidazol-5(H)-one 
• 138572-12-0 Cyanimino-4,5-dihydro-3,4-diphenyl-1,2,4-thiadiazol 
• 77198-19-7 C₂₅H₁₈N₄O₆S 

Relevant academic research and scientific papers

Experimental and theoretical studies of fused-ring persistent [1,2,4]thiadiazinyl radicals

Five persistent radicals 1a-1e were generated by the oxidation of 4H-[1,2,4]thiadiazines 2a-2e and studied with ESR and UV-vis spectroscopy. Three of the radicals, 1a, 1d, and 1e, were generated in high yields (>90%) using either SO2Cl2/amine in toluene or AgO/K2CO 3 in a toluene/ MeCN mixture. Halogenated radicals 1d and 1e were sufficiently stable for chromatographic isolation and vacuum sublimation. The solution stability of the fluorinated 1d was measured at t1/2 ≈ 4 months in the absence of oxygen, and 1e at t1/2 ≈ 40 min in the presence of air. The crystal and molecular structures of 1d were determined by X-ray crystallography showing columns of parallel almost evenly spaced planar heterocycles connected by infinite ...N...S... chains. Cyclic voltammetry of Id and 1e shows reversible reduction waves at about 0 V and irreversible oxidations at about 1.2 V. Spectral and electrochemical properties of 1 were well reproduced by DFT methods.

N-chlorosuccinimide/sodium hydroxide-mediated synthesis of benzimidazoles from amidines under mild conditions

A convenient room-temperature one-pot procedure for the preparation of benzimidazoles derivatives from N-arylamidines has been developed. The reaction of N-aryl-N'-chloro amidines, generated by the treatment of N-arylamidines with N-chlorosuccinimide, in presence of sodium hydroxide provides benzimidazoles in good to excellent yields. Nitrogen anion generated in situ from succinimide (by-product of the chlorination step using NCS) and hydroxide anion was found to be highly effective as Bronsted base to promote the cyclization into benzimidazole of N-aryl-N'-chloroamidine.