25544-79-0

Basic information

• Product Name: ethyl 2-(butylcarbamoyl)hydrazinecarboxylate
• CAS NO: 25544-79-0
• Molecular Formula: C₈H₁₇N₃O₃
• Molecular Weight: 203.2389
• Mol File: 25544-79-0.mol
• Article Data: 8

Chemical Properties

• Density: 1.083g/cm³
• Refractive Index: 1.463
• CAS DataBase Reference: ethyl 2-(butylcarbamoyl)hydrazinecarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 2-(butylcarbamoyl)hydrazinecarboxylate(25544-79-0)
• EPA Substance Registry System: ethyl 2-(butylcarbamoyl)hydrazinecarboxylate(25544-79-0)

Safety Data

• Hazardous Substances Data: 25544-79-0(Hazardous Substances Data)

Upstream product

• 3898-47-3 phenyl-N-butylcarbamate 
• 4114-31-2 ethylhydrazine carboxylate 
• 85210-15-7 1-ethyl 2-phenyl hydrazine-1,2-dicarboxylate 
• 109-73-9 N-butylamine 
• 111-36-4 n-butyl isocyanide 

Relevant articles and documents

METHOD FOR PRODUCING SEMICARBAZIDE COMPOUND

Provided is a method for producing a high-purity, high-quality semicarbazide compound at a high yield by a simple method. The semicarbazide compound is recrystallized by a solvent containing a halogenated hydrocarbon. Dichloromethane is preferred as the halogenated hydrocarbon.

Sustainable synthesis routes towards urazole compounds

Sustainable synthesis routes towards urazoles, the precursor molecules for triazolinediones, are reported. Not only is the use of isocyanates avoided, but the applied synthetic procedures are also mostly solvent-free, high yielding and performed in an equimolar manner. Two complementary synthesis routes have been developed starting from a wide range of amines, both based on the use of diphenyl carbonate. The first method, which is particularly suitable for the synthesis of bulk urazoles, such as butyl, cyclohexyl or benzyl urazole, is performed in bulk in a one-pot fashion and generally results in yields between 87% and 96%. The second synthesis route, with yields up to 95%, focusses on the implementation of functionalities in the urazole structure and offers the possibility to generate bifunctional urazole compounds.

Alternative synthetic routes to N-methyl-1,2,4-triazoline-3,5-dione (MeTAD) and other triazolinedione derivatives

N-Methyl-1,2,4-triazoline-3,5-dione (MeTAD) is a powerful electrophile and a versatile synthetic reagent. In this Letter we describe two methods for the synthesis of N-methylurazole, the direct precursor to MeTAD, on gram scales and in good yields. Both methods provide pure urazole while avoiding the necessity of large scale purification via column chromatography or recrystallization. One of the methods proved to be amenable for the synthesis of derivatives other than N-methyl.