23152-97-8

Upstream product

• 613-92-3 N-hydroxyl-benzamidine 
• 6160-65-2 1,1'-Thiocarbonyldiimidazole 
• 100-47-0 benzonitrile 
• 54752-10-2 O-(ethoxycarbonyl)benzohydroxamamide 
• 613-92-3 N-hydroxybenzenecarboximidamide 

Downstream Products

• 24786-29-6 5-benzylsulfanyl-3-phenyl-[1,2,4]oxadiazole 
• 877138-24-4 (S)-3-{(S)-3-Methyl-2-[2-(naphthalen-1-yloxy)-acetylamino]-butyrylamino}-4-oxo-5-(3-phenyl-[1,2,4]oxadiazol-5-ylsulfanyl)-pentanoic acid tert-butyl ester 
• 172934-13-3 5-(4,4-difluorobut-3-enylthio)-3-phenyl-1,2,4-oxadiazole 
• 66961-54-4 5-(1-methyl-5-nitro-1H-imidazol-2-ylmethylsulfanyl)-3-phenyl-[1,2,4]oxadiazole 
• 23152-95-6 5-methylsulfanyl-3-phenyl-[1,2,4]oxadiazole 

Relevant academic research and scientific papers

A versatile solid-phase synthesis of 3-aryl-1,2,4-oxadiazolones and analogues

We report here the first method to load acidic heterocyclic compounds (1,2,4-oxadiazol-5-one, 1,2,4-oxadiazol-5-thione and 1,2,3,5-oxathiadazol-2-oxide) on a polymer. Using Mitsunobu conditions, these heterocycles were anchored on a 4-hydroxymethyl-3-methoxyphenoxybutyric acid benzhydrylamine (HMPB-BHA) resin. After diversification, compounds can be recovered by a simple treatment in diluted TFA. To illustrate the utility of this procedure, iodophenyl derivatives were anchored on the same resin. A HRMAS-NMR analysis shed light on the reactivity of these heterocycles in Mitsunobu conditions. A subsequent diversification using a Sonogashira coupling produced a small array of novel (arylethynyl)-phenyl-1,2,4-oxadiazol-5-ones.

Oxazoles and their agricultural compositions

A compound having the formula R--S(O)n CH2 CH2 CH=CF2, wherein R is a phenyl group or a heterocyclic group selected from furyl, thienyl, isoxazolyl, isothiazolyl, oxazolyl, thiazolyl, imidazolyl, pyrazolyl, 1,2,4-oxadiazolyl, 1,2,4-thiadiazolyl, 1,3,4-oxadiazolyl, 1,3,4-thidiazolyl, tetrazolyl, pyridyl, pyridazinyl, pyrazinyl, 1,2,3-triazinyl, 1,3,4-triazinyl, and 1,3,5-triazinyl groups, said phenyl or heterocyclic group being optionally substituted by optionally substituted alkyl, optionally substituted alkenyl, alkynyl, cycloalkyl, alkylcycloalkyl, alkoxy, alkenyloxy, alkynyloxy, hydroxyalkyl, alkoxyalkyl, optionally substituted aryl, optionally substituted arylalkyl, optionally substituted heteroaryl, optionally substituted heteroarylalkyl, optionally substituted aryloxy, optionally substituted arylalkoxy, optionally substituted aryloxyalkyl, optionally substituted heteroaryloxy, optionally substituted heteroarylalkoxy, optionally substituted heteroaryloxyalkyl, haloalkyl, haloalkenyl, haloalkynyl, haloalkoxy, haloalkenyloxy, haloalkynyloxy, halogen, hydroxy, cyano, nitro, --NR7R8, --NR7COR8, --NR7CSR8, --NR7SO2R8, --N(SO2R7)(SO2R8), --COR7, --CONR7R8, -alkylCONR7R8, --CR7NR8, --COOR7, --OCOR7, --SR7, --SOR7, --SO2R7, -alkylSR7, -alkylSOR7, -alkylSO2R7, --OSO2R7, --SO2NR7R8, --CSNR7R8, --SiR7R8R9, --OCH2CO2R7, --OCH2CH2CO2R7, --CONR7SO2R8, -alkylCONR7SO2R8, --NHCONR7R8, --NHCSNR7R8, or an adjacent pair of R1, R2, R3, R4, R5 and R6 when taken together form a fused 5- or 6-membered carbocyclic or heterocyclic ring; R7, R8 and R9 are each independently hydrogen, optionally substituted alkyl, optionally substituted alkenyl, alkynyl, optionally substituted aryl or optionally substituted arylalkyl, haloalkyl, haloalkenyl, haloalkynyl, halogen or hydroxy.

REACTION OF AMIDOXIMES WITH 1,3-DITHIA-2,4-DIPHOSPHETANE-2,4-DISULFIDES

Amidoximes 9a-d react with 1,3-dithia-2,4-diphosphetane-2,4-disulfides 1a-c at 110 deg C to give the corresponding 1,2,4-thiadiazaphosphol derivatives 10a-f.The sodium salt of benzamidoxime reacts with compound 1a to form the phosphonothiolothionate deriv