25445-76-5

Basic information

• Product Name: Hydrazinecarboxylic acid, (1-phenylethylidene)-, ethyl ester
• Synonyms: (1-phenyl-ethylidene)-hydrazinecarboxylic acid ethyl ester;ethyl carbazate;(1-phenyl-ethylidene)-carbazic acid ethyl ester;N-ethoxycarbonyl-N'-(1-phenyl-ethylidene)-hydrazine;acetophenone N-ethoxycarbonylhydrazone;N-ethoxycarbonyl-acetophenonehydrazone;Hydrazinecarboxylic acid,(1-phenylethylidene)-,ethyl ester
• CAS NO: 25445-76-5
• Molecular Formula: C11H14N2O2
• Molecular Weight: 206.244
• Mol File: 25445-76-5.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: Hydrazinecarboxylic acid, (1-phenylethylidene)-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Hydrazinecarboxylic acid, (1-phenylethylidene)-, ethyl ester(25445-76-5)
• EPA Substance Registry System: Hydrazinecarboxylic acid, (1-phenylethylidene)-, ethyl ester(25445-76-5)

Safety Data

• Hazardous Substances Data: 25445-76-5(Hazardous Substances Data)

Upstream product

• 98-86-2 acetophenone 
• 4114-31-2 ethylhydrazine carboxylate 

Downstream Products

• 537-47-3 4-phenyl-semicarbazide 
• 94225-30-6 5-(1-Hydroxy-ethyl)-5-methyl-3-phenyl-4,5-dihydro-pyrazole-1-carboxylic acid ethyl ester 
• 170650-70-1 ethyl (2,2-dichloro-1-phenylethylidene)hydrazinecarboxylate 
• 1013404-72-2 diethyl 3-phenylpyrazole-1,5-dicarboxylate 
• 14476-62-1 1-Ethylthio-2-phenyl-acetylen 
• 18212-48-1 1-p-Chlorbenzoylthio-2-phenyl-ethin 
• 18212-38-9 ethyl 2-(2-phenylenylethynylthio)acetate 
• 18212-43-6 1-iso-Butyloxycarbonylthio-2-phenyl-ethin 
• 18212-42-5 1-Propoxycarbonylthio-2-phenyl-ethin 
• 18212-47-0 1-Benzoylthio-2-phenyl-ethin 
• 18212-46-9 1-Dimethylcarbamoylthio-2-phenyl-ethin 
• 18212-41-4 1-Ethoxycarbonylthio-2-phenyl-ethin 
• 18212-39-0 (2-Phenyl-ethinyl-⁽¹⁾)-thio-essigsaeure 
• 18212-44-7 1-Methylthiocarbonylthio-2-phenyl-ethin 

Relevant articles and documents

One-pot cyclizations of dilithiated oximes and hydrazones with epibromohydrin. Efficient synthesis of 6-hydroxymethyl-5,6-dihydro-4H-1,2- oxazines and oxazolo[3,4-b]pyridazin-7-ones

The one-pot cyclization of dilithiated oximes with epibromohydrin provided a convenient and regioselective approach to 6-hydroxymethyl-5,6-dihydro-4H-1,2- oxazines. The reaction of the latter with phosphorus tribromide resulted in a Beckmann rearrangement

Synthesis and reactions of haloazodienes. A new and general synthesis of substituted pyridazines

The reaction of dihalohydrazones with Hunig's base gives 1-carbethoxy-3-phenyl-4-haloazodienes in-situ, which were found to combine with a variety of electron rich olefins to yield halo-substituted tetrahydropynidazines. These haloazodiene cyclizations are best characterized as inverse electron demand, 4 + 2 hetero Diels-Alder reactions that maintain a high degree of regio- and stereochemical control. The chloro-substituted tetrahydropyridazines that are formed give high yields of substituted pyridazines upon treatment with base. The sequence of a chloroazodiene cyclization to a tetrahydropyridazine followed by an aromatization constitutes a new and general synthesis of substituted pyridazines. In contrast to the haloazodiene cyclizations, the novel cyclization reactions of the in-situ generated 1-carbethoxy-3-phenyl-4,4-dichloroazodiene were found to give N-aminopyrroles and pyridazines when combined with acyclic enamines. However, reactions with cyclic enamines gave the N-aminopyrroles, pyridazines, a dihydropyridazine as products as well as the noncyclized enamine intermediates. The noncyclized enamines could be converted to the N-aminopyrroles simply upon heating to higher temperatures, indicating a stepwise mechanism. The examples described here are the first reported cyclization reactions for dichloroazodienes.

Synthesis and reactions of chloroazodienes. A new and general synthesis of pyridazines

The reaction of dichlorohydrazones with Hunig's base gives 4-chloroazodienes, which were found to combine with a variety of electron rich olefins to yield chloro-substituted tetrahydropyridazines. These chloroazodiene cyclizations are best characterized a