A Novel Synthetic Route to New 1,2,4-Triazolo-1,3,5-triazin-4-ones Derivatives

The reaction of ethyl chloroformate with iminoesters derived from 3-aminotriazole, followed by amine or phenyl hydrazine condensation, leads to a variety of 1,2,4-triazolo-1,3,5-triazin-4-ones in a 60–85% overall yield.     

A Convenient Route to New 4,5-Dimercapto-1,3-thiazole Derivatives

A series of 2-X-4-tosyl-5-chloro-1,3-thiazoles (X = OH, OAlk, SH, SAlk, NH₂, NHAlk, NAlk₂, NHAr, etc.) were prepared from accessible 1-tosyl-2,2-dichloroethenyl isothiocyanate. Only some of these compounds containing a moderately labile hydrogen atom peculiarly react with thiophenols in the presence of triethylamine to give 4,5-di(arylthio)-2-(hydroxy- or arylamino)-1,3-thiazoles, which are difficult to prepare by other routes. It is quite possible that, in the course of nucleophilic substitution of the chlorine atom and tosyl residue by the corresponding arylthio groups, a significant role is played by nonaromatic tautomeric forms of functionally 2-substituted 1,3-thiazoles formed by proton transfer to positions 3 and 5 of the heteroring.     

A Novel Route to N-Styrylamides

A general synthesis of N-styrylamides starting from amides and phenylacetaldehyde is described. Condensation of the amide, aldehyde and benzotriazole affords N-(1-benzotriazol-l-yl-2-phenylethyl)amides 2 from which the benzotriazole molecule is smoothly eliminated.     

A Novel Route to 1,2,4-Triazoles

A novel synthetic method for the synthesis of 1,2,4-triazoles have been described starting from 1,3,4-thiadiazoles by adsorbing on acidic alumina under microwave irradiations (MWI).     

A Novel Synthetic Route to Furan-Lignans

Three naturally occurring furan–lignans and two analogs have been synthesized by a short and efficient route starting from the corresponding aryl acid. The selective reductive removal of allylic hydroxy by palladium oxide in a mixed solvent of THF–CHCl₃ was employed as the key step.     

A New Route for the Synthesis of N-Substituted Diketopiperazine Derivatives

Eight N-substituted diketopiperazines (DKPs) were synthesized by solid-phase protocols. The introduction of iminodiacetic acid (Ida) and followed another α-amino acid residue as the precursor of DKP framework made the present synthesis to be very facile and efficient.     

New Synthetic Route to Cinnoline Derivatives and Their Microbiological Activity

Russian Journal of Organic Chemistry - New cinnoline derivatives have been synthesized by reductive cyclization of hydrazones obtained by condensation of various 2-nitrophenylhydrazine derivatives...     

An Efficient Route to New 1,2,4,3-Triazaphosphole-3-Oxide Derivatives

The condensation of hexamethylphosphorotriamide and bis-(dimethylamino) methylphosphonate with amidrazones 1 constitutes a new route to the synthesis of 1,2,4,3-triazaphosphole-3-oxide derivatives 3. Structures of all the synthesized compounds have been established by NMR (¹H, ¹³C, ³¹P) and IR spectroscopy, as well as by elemental analysis and MS spectral data for some products.     

Synthesis of Some Novel Pyrazolecarbaldehydehydrazones Derivatives

The compounds of general structure(Ⅰ) have good insectidal activities, which were published recently(JP06-247969,JP07-101930A, JP07-138233A, JP07-165697A, etc.). In order to discover new lead, the following compounds (Ⅱ), novel pyrazolecarbaldehydehydrazone derivatives, were designed and synthesized by introducing the active group pyrazole into the structure(Ⅰ) instead of the benzene ring. Their screenings are under progress.     

Novel Synthesis of Some Phthalazinone Derivatives

Dimethyl homophthalate condensed with isatin to give the unexpected five membered lactone 3 rather than the half ester 1 and the δ‐lactone 2 . Treatment of compound 3 with excess hydrazine hydrate afforded phthalazinone carbohydrazide 4 which represents a novel method for the synthesis of phthalazinone derivatives. The carbohydrazide 4 upon treatment with carbon disulphide afforded 1,3,4‐oxadiazole derivative 5 , which reacted with ethylchloroacetate to give the S‐alkylated product 6 . The structure of compound 3 compared with 2 was discussed using hyperchem professional (7) AM₁ calculations, X‐ray single crystal structure and complete spectral data.     

一些新型呋咱衍生物的合成

以歧化松香为原料, 将其纯化得到脱氢松香酸, 然后经甲酯化、溴代、硝化、成环等步骤, 合成了三个新型脱氢松香酸甲酯呋咱的衍生物12,13-氧化呋咱脱异丙基脱氢松香酸甲酯、12,13-呋咱脱异丙基脱氢松香酸甲酯、12-溴-13,14-氧化呋咱脱异丙基脱氢松香酸甲酯. 产物经红外光谱、核磁共振谱和元素分析方法进行了表征.     

Azolyl Derivatives of Nitrohalobutadienes: V. A New Route to Functionally Substituted Benzazetines

Heating of 1-azolyl-1-(4-R-phenylamino)-2-nitro-3,4,4-trichloro-1,3-butadienes and 1-azolyl-1-(4-R-phenylamino)-2-nitro-3,4-dichloro-4-bromo-1,3-butadienes (R = BuO, EtO, MeO, Me; azolyl = 1-benzotriazolyl, 3,5-dimethyl-1-pyrazolyl, and 1,2,4-triazol-1-yl) in methanol or acetic acid gave the corresponding 2-(1-nitrotrihalopropenylidene)-4-R-benzazetines. The latter reacted with amines, sodium alkoxides, and sodium thiolates, affording salts of the aci-nitro form. The reactions with benzoyl chloride and chloroacetyl chloride in the presence of pyridine led to formation of mixed anhydrides.