21732-13-8

Basic information

• Product Name: methyl 3-benzylidenecarbazate
• Synonyms: methyl 3-benzylidenecarbazate
• CAS NO: 21732-13-8
• Molecular Weight: 178.191
• Mol File: 21732-13-8.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: methyl 3-benzylidenecarbazate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 3-benzylidenecarbazate(21732-13-8)
• EPA Substance Registry System: methyl 3-benzylidenecarbazate(21732-13-8)

Safety Data

• Hazardous Substances Data: 21732-13-8(Hazardous Substances Data)

Upstream product

• 6294-89-9 hydrazinecarboxylic acid methyl ester 
• 100-52-7 benzaldehyde 
• 100-44-7 benzyl chloride 
• 69353-11-3 N¹-benzyl-N²-methoxycarbonylhydrazine 

Downstream Products

• 22741-45-3 methyl (2-oxo-2-phenylethyl)carbamate 
• 100-47-0 benzonitrile 
• 42583-63-1 methyl 1-(α-chloro-benzylidene)hydrazine-2-carboxylate 
• 51627-42-0 2-methoxy-5-phenyl-1,3,4-oxadiazole 
• 69353-11-3 N¹-benzyl-N²-methoxycarbonylhydrazine 
• 1352123-71-7 methyl 2-benzyl-3-isopropyl-4-propyl-2,3-dihydro-1H-benzo[g]indazole-1-carboxylate 
• 4816-54-0 dibenzyl tetrasulfide 
• 21732-14-9 Bis-(methoxycarbonyl)-benzalhydrazin 

Relevant articles and documents

Au(I) Catalyzed Synthesis of Densely Substituted Pyrazolines and Dihydropyridines via Sequential Aza-Enyne Metathesis/6π-Electrocyclization

A gold(I) autotandem catalysis protocol is reported for the de novo synthesis of densely substituted pyrazolines and dihydropyridines from the corresponding imine derivatives in a highly regioselective fashion via a one-pot aza-enyne metathesis/6π-electrocyclization sequence. The substituents on the nitrogen atom of the imine perfectly control the reaction pathways from the pivotal 1-azabutadiene intermediate; thus, carbazates were converted into pyrazolines via 6π-electrocyclization of α,β-unsaturated hydrazones, while aryl imines provided dihydropyridines via 6π-electrocyclization of 3-azahexatrienes.

Gold-catalyzed three-component spirocyclization: A one-pot approach to functionalized pyrazolidines

An efficient, highly atom economic synthesis of hitherto unknown spirocyclic pyrazolidines in a one-pot process was developed. The gold-catalyzed three-component coupling of alkynols, hydrazines and aldehydes or ketones likely proceeds via cycloisomerization of the alkynol to an exocyclic enol ether and subsequent [3 + 2]-cycloaddition of an azomethine ylide. A library of 29 derivatives with a wide range of functional groups was synthesized in up to 97% yield. With this new method, every position in the final product can be substituted which renders the method ideal for applications in combinatorial or medicinal chemistry.

Metal-Free Synthesis of 1,3,4-Oxadiazoles from N′-(Arylmethyl)hydrazides or 1-(Arylmethyl)-2-(arylmethylene)hydrazines

An efficient and versatile metal-free synthesis of 1,3,4-oxadiazoles from N′-(arylmethyl)hydrazides or 1-(arylmethyl)-2-(arylmethylene)hydrazines through oxidative dehydrogenation is reported. A range of 2,5-disubstituted 1,3,4-oxadiazoles were prepared by treating N′-(arylmethyl)hydrazides with (diacetoxyiodo)benzene in acetonitrile or by treating 1-(arylmethyl)-2-(arylmethylene)hydrazines with [bis(trifluoroacetoxy)iodo]benzene in methyl tert-butyl ether. Aldehyde N-acylhydrazones and aldazines were initially generated in situ as intermediates.