6971-92-2

Basic information

• Product Name: ethyl 2-cyclohexylidenehydrazinecarboxylate
• CAS NO: 6971-92-2
• Molecular Formula: C₉H₁₆N₂O₂
• Molecular Weight: 184.2355
• Mol File: 6971-92-2.mol

Chemical Properties

• Density: 1.14g/cm³
• Refractive Index: 1.527
• CAS DataBase Reference: ethyl 2-cyclohexylidenehydrazinecarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 2-cyclohexylidenehydrazinecarboxylate(6971-92-2)
• EPA Substance Registry System: ethyl 2-cyclohexylidenehydrazinecarboxylate(6971-92-2)

Safety Data

• Hazardous Substances Data: 6971-92-2(Hazardous Substances Data)

Upstream product

• 108-94-1 cyclohexanone 
• 4114-31-2 ethylhydrazine carboxylate 

Downstream Products

• 153861-63-3 ethyl (1-chlorocyclohexyl)-azocarboxylate 
• 4492-02-8 ethyl 4,5,6,7-tetrahydro-1H-indazole-3-carboxylate 

Relevant articles and documents

Syntheses of acyclic C-glycosidic derivatives of 1,2,4-triazoles by cycloadditions of 1-aza-2-azoniaallene salts to D-glucononitrile- 2,3,4,5,6-pentaacetate

(Chemical Equation Presented) Reported are preparations of acyclic derivatives of 1,2,4-triazole-5-glycosidies 9 by cycloadditions of 1-aza-2-azonia-allene salts 3 to the nitrile group of D-glucononitrile-2,3,4,5, 6-pentaacetate 5 affording triazolium sal

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

-Cycloadditions of 1-Aza-2-azoniaallene Cations to Multiple Bonds

Hydrazones of ketones, 1, are transformed into 1-chloroalkylazo compounds, 2, which react with Lewis acids to give transient 1-aza-2-azoniaallene salts, 3.The cations 3 react with acetylenes, olefins, isocyanates, carbodiimides, and nitriles under -c

Novel 1,2,3-Thiadiazolyl Sulfines from the Reaction of N-Substituted Hydrazones with Thionyl Chloride

The reaction of 17β-acetoxy-5α-androstan-3-one (ethoxycarbonyl)hydrazone (5a) with neat SOCl2 at 65 deg C gave (1Z)-17β-acetoxy-5α-androst-2-eno-thiadiazole-1-thione S-oxide (6) in 84percent yield.Under similar conditions the corresponding tosyl- and formylhydrazones afforded 17β-acetoxy-5α-androst-2-enothiadiazole (7) in 84percent and 85percent yields, respectively, while the acetylhydrazone gave a mixture of the two products.A single-crystal X-ray of 6 revealed a close (2.66 Angstroem) sulfine-O thiadiazole-S distance suggestive of a weakly attractive interaction.The ethoxycarbonyl hydrazones of a series of cyclohexanone derivatives were similarly reacted with SOCl2.Those substrates having γ-alkyl substituents afforded 1,2,3-thiadiazolyl sulfines in moderate to good yield.The 3,3,5,5-tetramethyl- and 2,5-methanocyclohexanone derivatives gave only the corresponding 1,2,3-thiadiazoles.When 5a was treated with 2 equiv of SOCl2 at -20 deg C, in addition to 6 and 7, the intermediates 17β-acetoxy-2'-(ethoxycarbonyl)-2',5'α-dihydro-5α-androstanothiadiazole 1'-oxide (22) and 17β-acetoxy-2'-(ethoxycarbonyl)-2'H-5α-androst-1-enothiadiazole (23) were isolated.Based on the above and additional mechanistic studies, a mechanism for the formation of 6 and 7 from 5a is proposed.The general behavior of hydrazones with SOCl2 is rationalized in light of this mechanism.