23767-52-4

Upstream product

• 16956-41-5 1-Benzoyl-4-benzyl-semicarbazid 
• 120811-69-0 2-benzoyl-N-benzylhydrazinecarbothioamide 
• 613-94-5 benzoic acid hydrazide 
• 1199-02-6 5-phenyl-3H-[1,3,4]oxadiazol-2-one 
• 100-46-9 benzylamine 
• 622-78-6 Benzyl isothiocyanate 
• 13431-41-9 4-benzylthiosemicarbazide 
• 65-85-0 benzoic acid 
• 10465-97-1 N-benzoyl-N'-ethoxycarbonyl hydrazine 
• 3173-56-6 benzyl isothiocyanate 
• 1483-31-4 2-chloro-5-phenyl-1,3,4-oxadiazole 

Relevant academic research and scientific papers

A Highly Efficient Diversification of 2-Amino/Amido-1,3,4-oxadiazole and 1,3,4-Thiadiazole Derivatives via Reagent-Based Cyclization of Thiosemicarbazide Intermediate on Solid-Phase

A 2-amino/amido-1,3,4-oxadiazole and 1,3,4-thiadiazole library has been constructed on solid-phase organic synthesis. The key step on this solid-phase synthesis involves the preparation of polymer-bound 2-amino-1,3,4-oxadiazole and 1,3,4-thiadiazole core

2-Amino-substituted oxadiazole derivatives and pharmaceutical composition comprising the same

The present invention provides: a novel 2-amino-substituted oxadiazole derivative represented by Chemical Formula 1 and having an excellent Wnt gene expression controlling activity; a pharmaceutically allowable salt of the same; a method for producing the

Regioselective synthesis of 2-amino-substituted 1,3,4-oxadiazole and 1,3,4-thiadiazole derivatives via reagent-based cyclization of thiosemicarbazide intermediate

A regioselective, reagent-based method for the cyclization reaction of 2-amino-1,3,4-oxadiazole and 2-amino-1,3,4-thiadiazole core skeletons is described. The thiosemicarbazide intermediate 3 was reacted with EDC·HCl in DMSO or p-TsCl, triethylamine in N-

A novel strategy for the construction of azole heterocycles via an oxidative desulfurization approach using iodobenzene and oxone

The oxidative desulfurization approach has been utilized for the construction of oxadiazole and thiadiazole heterocycles using iodobenzene and Oxone. The use of iodobenzene and the inexpensive readily available oxidant Oxone makes the reaction system simp

Hypervalent iodine(V) mediated mild and convenient synthesis of substituted 2-amino-1,3,4-oxadiazoles

A simple protocol for the synthesis of 2-amino-1,3,4-oxadiazoles starting from the corresponding acylhydrazides by cyclodesulfurization of intermediate acylthiosemicarbazides mediated by o-iodoxybenzoic acid in good yields has been described. The protocol

Efficient phosphonium-mediated synthesis of 2-amino-1,3,4-oxadiazoles

We present an efficient, room temperature procedure for the preparation of 2-amino-1,3,4-oxadiazoles. Oxadiazol-2-ones can be activated for SnAr substitution using phosphonium reagents (e.g., BOP). This approach provides convenient access to N,

Efficient one-pot synthesis of substituted 2-amino-1,3,4-oxadiazoles

A convenient one-pot method for the preparation of substituted 2-amino-1,3,4-oxadiazoles has been developed. The method is a significant improvement over previously reported syntheses. Reaction of carboxylic acids with thiosemicarbazides afforded the corresponding oxadiazoles in moderate to good yields. In general, the products precipitated from the reaction mixture, and were collected by filtration. In most of the cases, no chromatographic separations were required. To explore the scope and limitations of this reaction, various aliphatic, aromatic, and heteroaromatic carboxylic acids were reacted with different substituted thiosemicarbazides. The influence of R1 and R2 substituents on the reaction yield and additional results demonstrating the versatility of this method are presented.

The rapid preparation of 2-aminosulfonamide-1,3,4-oxadiazoles using polymer-supported reagents and microwave heating

Herein, we report on the preparation of a library of 5-substituted-2-amino- 1,3,4-oxadiazoles and the corresponding thiadiazole analogues. Presented is a one-pot preparation of the 2-aminosulfonylated analogues through a three component coupling of an acylhydrazine, an isocyanate and sulfonyl chloride promoted by a polymer-supported phosphazine base under microwave dielectric heating. Also described is the optimization process and details pertaining to the elucidation of the reaction products.

New access to pyrazole, oxa(thia)diazole and oxadiazine derivatives

1,4-Disubstituted thiosemicarbazides 1b-f reacted with ethenetetracarbonitrile (5) in dimethylformamide with formation of 2-substituted 5-phenyl-1,3,4-thiadiazoles 2a-f and 2-substituted 5-phenyl-1,3,4-oxadiazoles 4a-f. Upon addition of 5 to 1c-e in chlorobenzene, 3-amino-2-benzoyl-4,5,5- tricyano-2,5-dihydro-1H-pyrazole- 1-[N-(4-tricyanovinyl)phenyl]carbothioamide (12), 5-benzylamino-, and 5-allylamino-4-benzoyl-2,3-dihydro-[1,3,4]thiadiazol- 2,2-dicarbonitrile (13a,b) and 5-amino-1-benzoylpyrazole-3,4-dicarbonitrile (14) as well as 2-phenyl-4H-[1,3,4]-oxadiazine-5,6-dicarbonitrile (15) were formed. Rationales for the role of the solvent and the conversions observed are presented.

Synthesis of 1,3,4-oxadiazoles using polymer-supported reagents

The preparation of a novel polystyrene-supported dehydrating agent and its application to the synthesis of 1,3,4-oxadiazoles under thermal and microwave conditions is described. An alternative procedure using tosyl chloride and P-BEMP is also presented.