25877-53-6

Upstream product

• 78-39-7 Triethyl orthoacetate 
• 3619-22-5 p-toluic hydrazide 
• 127-19-5 N,N-dimethyl acetamide 
• 104-87-0 4-methyl-benzaldehyde 
• 59670-16-5 4-Methyl-benzaldehyd- 
• 24994-04-5 5-(p-tolyl)-1H-tetrazole 
• 108-24-7 acetic anhydride 
• 43002-64-8 ethyl 4-methylbenzimidate hydrochloride 
• 1068-57-1 acetic acid hydrazide 
• 54019-08-8 4-methoxy-benzoic acid N'-acetyl-hydrazide 
• 59105-35-0 3-acetyl-5-(4-methoxy-phenyl)-3H-[1,2,3,4]oxathiadiazole 2-oxide 
• 75-36-5 acetyl chloride 
• 4076-36-2 5-methyl-1,2,3,4-tetrazole 
• 13222-85-0 p-methylbenzoic anhydride 

Downstream Products

• 94223-74-2 (4aR,8aS)-3-p-Tolyl-5,6,7,8,8a,9-hexahydro-4aH-[1,2,4]triazolo[4,3-a]indole 
• 94223-74-2 (4aR,8aR)-3-p-Tolyl-5,6,7,8,8a,9-hexahydro-4aH-[1,2,4]triazolo[4,3-a]indole 
• 94223-59-3 2-(5-p-Tolyl-[1,3,4]oxadiazol-2-ylmethyl)-cyclohexanone 
• 94223-70-8 2-(5-p-Tolyl-[1,3,4]oxadiazol-2-ylmethyl)-cyclohexylamine 
• 94223-62-8 4-Methyl-benzoic acid N'-(5-methyl-4,5-dihydro-3H-pyrrol-2-yl)-hydrazide 
• 94223-66-2 5-Methyl-3-p-tolyl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazole 
• 94223-55-9 4-(5-p-Tolyl-[1,3,4]oxadiazol-2-yl)-butan-2-one 

Relevant academic research and scientific papers

TiCl4 mediated facile synthesis of 1,3,4-oxadiazoles and 1,3,4-thiadiazoles

An efficient method for the synthesis of 2,5-disubstituted 1,3,4-oxadiazoles and 1,3,4-thiadiazoles has been developed. Various hydrazides or thionyl hydrazides readily react with DMA derivatives in the presence of TiCl4 as a catalyst to afford the desired products. This protocol provides a simple and economical procedure that affords the target products with good yields and wide substrate scope.

Efficient synthesis of 1,3,4-oxadiazoles promoted by NH4Cl

An efficient and inexpensive approach to the synthesis of 2-substituted and 2,5-disubstituted 1,3,4-oxadiazoles from arylhydrazides and orthoesters is reported using catalytic NH4Cl. The conditions are mild, and thus, compatible with a variety of functional groups. The optimized reaction is performed using 30 mol % of NH4Cl in 100% EtOH and is generally complete within 1 h for non-aromatic orthoesters and 2-10 h for aromatic orthoesters. The reaction permits both electron-releasing and electron-withdrawing groups on the arylhydrazide substrate. Most products are formed in high yields and require only minimal purification. Compared with earlier reports, the current reactions proceed in shorter time and require less of the orthoester.

One-pot synthesis of 2,5-disubstituted-1,3,4-oxadiazoles based on the reaction of N,N-dimethyl amides with acid hydrazides

Convenient and efficient one pot method for the synthesis of 2,5-disubstituted-1,3,4-oxadiazoles based on the reaction of N,N-dimethyl amides with acid hydrazides has been developed. The methodology is applied to a wide range of difference aryl hydrazide and difference N,N-dimethyl amides to 2,5-disubstituted-1,3,4-oxadiazoles yield the in good to excellent yields. It will be possible wide useful application in synthesis. Synopsis Convenient and efficient one pot method for the synthesis of 2,5-disubstituted-1,3,4- oxadiazoles based on the reaction of N,N-dimethyl amides with acid hydrazides has been developed. The methodology is applied to a wide range of difference aryl hydrazide and difference N,N-dimethyl amides to 2,5-disubstituted- 1,3,4-oxadiazoles yield the in good to excellent yields. It will be possible wide useful application in synthesis. Copyright

Iodine-catalysed oxidative cyclisation of acylhydrazones to 2,5-substituted 1,3,4-oxadiazoles

An environmentally benign synthesis of 2,5-disubstituted 1,3,4-oxadiazoles has been developed starting from N-aroylhydrazones and N-acetylhydrazones at room or ambient temperature using a catalytic quantity of iodine in the presence of an aqueous hydrogen peroxide oxidant.

I2-mediated oxidative C-O bond formation for the synthesis of 1,3,4-oxadiazoles from aldehydes and hydrazides

A practical and transition-metal-free oxidative cyclization of acylhydrazones into 1,3,4-oxadiazoles has been developed by employing stoichiometric molecular iodine in the presence of potassium carbonate. The conditions of this cyclization reaction also work well with crude acylhydrazone substrates obtained from the condensation of aldehydes and hydrazides. A series of symmetrical and asymmetrical 2,5-disubstituted (aryl, alkyl, and/or vinyl) 1,3,4-oxadiazoles can be conveniently generated in an efficient and scalable fashion.

2,4,6-Tris[(4-dichloroiodo)phenoxy)]-1,3,5-triazine as a new recyclable hypervalent iodine(III) reagent for chlorination and oxidation reactions

The synthesis of 2,4,6-tris[(4-dichloroiodo)phenoxy)]-1,3,5-triazine, as a new recyclable nonpolymeric analogue of (dichloroiodo)benzene, is achieved in two steps using 2,4,6-trichloro-1,3,5-triazine and 4-iodophenol. The application of 2,4,6-tris[(4-dichloroiodo)phenoxy)]-1,3,5-triazine for the chlorination reaction of various activated arenes, olefin, and 1,3-diketone is demonstrated. The reagent 2,4,6-tris[(4-dichloroiodo)phenoxy)]-1,3,5-triazine can be applied also for the oxidative synthesis of 1,3,4-oxadiazoles and 1,2,4-thiadiazoles under mild conditions in excellent yields. The recyclability of the 2,4,6-tris[(4-dichloroiodo)phenoxy)]-1,3,5-triazine was possible owing to the facile recovery and reuse of the coproduced 2,4,6-tris(4-iodophenoxy)-1,3,5- triazine from the reaction mixture due to its practical insolubility in methanol. Georg Thieme Verlag Stuttgart, New York.

High-temperature continuous flow synthesis of 1,3,4-oxadiazoles via N-acylation of 5-substituted tetrazoles

Applying continuous flow processing in a high-temperature/high-pressure regime (200-220 °C, 11-14 bar) 2,5-disubstituted-1,3,4-oxadiazoles are prepared in high yields within 5-10 min residence time by treatment of 5-substituted-1H-tetrazoles with anhydrides or acid chlorides as electrophiles (Huisgen reaction).

Syntheses, characterization and antimicrobial activity of some substituted 1,2,4-triazole derivatives

Syntheses of a series of 4-amino-3,5-dialkyl-1,2,4-triazoles are described. In present work, iminoester hydrochlorides (1) was treated with acyl hydrazines to obtain acylhydrazones (2). The compound acylhydrazones (2) converted to the 4-amino-3,5-dialkyl-

TETRAZOLES IN THE SYNTHESES OF 1,3,4-OXADIAZOLES

Various variants of cleavage of tetrazoles to form 1,3,4-oxadiazoles are examined.The mechanisms and synthetic potentialities of these reactions are discussed.