96134-75-7

Upstream product

• 96134-73-5 N’-acetyl-2-nitrobenzohydrazide 
• 610-14-0 2-nitrobenzyl chloride 
• 606-26-8 o-nitrobenzohydrazide 
• 78-39-7 Triethyl orthoacetate 

Downstream Products

• 96134-65-5 2-(5-Methyl-1,3,4-oxadiazol-2-yl)benzenamine 
• 96134-69-9 N-<2-(5-methyl-1,3,4-oxadiazol-2-yl)phenyl>ethanimidic Acid Ethyl Ester 

Relevant academic research and scientific papers

Novel procedure for the synthesis of 1,3,4-oxadiazoles from 1,2- diacylhydrazines using polymer-supported Burgess reagent under microwave conditions

A novel and efficient means of effecting the cyclodehydration of 1,2- diacylhydrazines to provide 1,3,4-oxadiazoles is reported. Polymer supported Burgess reagent was utilised in combination with single-mode microwave heating.

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.

AMIDE DERIVATIVES AS SIRTUIN MODULATORS

Provided herein are novel sirtuin-modulating compounds represented by Structural Formula (I) and methods of use thereof. The sirtuin-modulating compounds may be used for increasing the lifespan of a cell, and treating and/or preventing a wide variety of diseases and disorders including, for example, diseases or disorders related to aging or stress, diabetes, obesity, neurodegenerative diseases, cardiovascular disease, blood clotting disorders, inflammation, cancer, and/or flushing as well as diseases or disorders that would benfit from increased mitochondrial activity. Also provided are compositions comprising a sirtuin- modulating compound in combination with another therapeutic agent.

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.

Factors Which Influence the Formation of Oxadiazoles from Anthranilhydrazides and Other Benzoylhydrazines

The cyclization of o-aminobenzoylhydrazine (1a) and its 5-methyl derivative 1b with four equivalents and with one equivalent of triethyl orthoacetate (TEOA) was studied. 3-Amino-2-methyl-4(3H)-quinazolinone (2a), 3,4-dihydro-2-methyl-5H-1,3,4-benzotriazepin-5-one (3a) and an imino ether derivative of 2a, N-ethanimidic acid ethyl ester (4a) were obtained from the reaction of 1a with four equivalents of TEOA.These results were compared with those of Merour who isolated 2a and 3a using the same conditions.When 1a was treated with one equivalent of TEOA, 2a, 3a, and a new product, 2-(5-methyl-1,3,4-oxadiazol-2-yl)benzenamine (5a) were produced, and 4a was not.Similar results were obtained with the reactions of 1b with TEOA.Authentic samples of oxadiazoles 5a and b were prepared by alternate routes.Novel acid-catalyzed rearrangements of benzotriazepinones 3a and b, to mixtures of aminoquinazolinones 2a and b and oxadiazoles 5a and b, respectively, were found.The different relative amounts of aminoquinazolinones 2 and oxadiazoles 5 which were produced from these rearrangements allowed us to choose between two potential mechanism for these interesting rearrangements.Treatment of 5-nitrobenzoylhydrazine (37) with four equivalents of TEOA gave three products which were characterized, but did not lead to benzotriazepinone formation.