342002-67-9

Basic information

• Product Name: N'-(3,4,5-trimethoxybenzyl)benzohydrazide
• Synonyms: N'-(3,4,5-trimethoxybenzyl)benzohydrazide
• CAS NO: 342002-67-9
• Molecular Weight: 314.341
• Mol File: 342002-67-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: N'-(3,4,5-trimethoxybenzyl)benzohydrazide(CAS DataBase Reference)
• NIST Chemistry Reference: N'-(3,4,5-trimethoxybenzyl)benzohydrazide(342002-67-9)
• EPA Substance Registry System: N'-(3,4,5-trimethoxybenzyl)benzohydrazide(342002-67-9)

Safety Data

• Hazardous Substances Data: 342002-67-9(Hazardous Substances Data)

Upstream product

• 93-58-3 benzoic acid methyl ester 
• 65-85-0 benzoic acid 
• 86-81-7 3,4,5-trimethoxy-benzaldehyde 
• 613-94-5 benzoic acid hydrazide 

Downstream Products

• 21398-10-7 2-(3'',4'',5''-trimethoxyphenyl)-5-(phenyl)-1,3,4-oxadiazole 
• 1333150-39-2 N'-[1-(3,4,5-trimethoxyphenyl)but-3-en-1-yl]benzohydrazide 

Relevant articles and documents

IBX/KI promoted synthesis of 2, 5-disubstituted 1, 3, 4-oxadiazoles

Background: Oxadiazoles are privileged scaffolds in different areas of medicinal, pesticidal, polymer and material science. They act as anticancer, benzodiazepine receptor agonists, antimicrobial, analgesic, diuretic and tyrosinase inhibitors etc. A number of compounds containing an oxadiazole moiety are in late stage clinical trials including zibotentan and furamizole. Despite numerous methods are reported, the majority of them suffer from major drawbacks such as the use of strong alkaline or acidic conditions, highly toxic and corrosive reagents and also involve the use of costly reagents, elevated temperatures and longer reaction times. Inspired by the potential application of hypervalent iodonium reagents in organic synthesis, we would like to explore the readily available IBX and KI reagents for the facile synthesis of 1, 3, 4-oxadiazoles. Method: Oxidative cyclization has successfully been developed for the synthesis of 2, 5-disubstituted 1, 3, 4-oxadiazoles. Results: An efficient process for the one-pot synthesis of 2, 5-disubstituted 1, 3, 4-oxadiazoles has been developed using IBX/KI system at 25°C. The reaction was successful with a wide range of substrates such as aromatic and heterocyclic aldehyde and arylhydrazides to afford the corresponding unsymmetrical 2, 5-disubstituted 1, 3, 4-oxadiazoles. The mild reaction conditions, cost-effective reagents and short reaction time are noteworthy advantages of this methodology. Conclusion: We have developed a one-pot strategy for the synthesis of 1, 3, 4-oxadiazioles using a combination of IBX/KI at ambient temperature. This one-pot procedure proved to be quite general and worked well with a wide variety of aryl and heterocyclic aldehydes and variety of acylhydrazides. The advantage of this method lies in the simplicity of experimental procedure and the ready accessibility of the reagents, which render this, an experimentally attractive method for the preparation of unsymmetrical 1, 3, 4-oxadiazoles.

Hydrophosphonylation of benzoylhydrazones using iodine as a catalyst: A facile synthesis of α-(N′-acylhydrazino)-substituted phosphonates

A simple and efficient method for the synthesis of α-(N′- acylhydrazino)-substituted phosphonates has been developed using the hydrophosphonylation of benzoylhydrazones with triethyl phosphite in the presence of iodine as a catalyst at room temperature. The products are formed in excellent yields (89-95%) within two to three hours. Georg Thieme Verlag Stuttgart - New York.