19213-72-0

Basic information

• Product Name: 1-CARBETHOXYIMIDAZOLE
• Synonyms: 1H-Imidazole-1-carboxylic acid, ethyl ester;Ethyl 1-imidazolecarboxylate;1-CARBETHOXYIMIDAZOLE;ethyl 1H-imidazole-1-carboxylate;Einecs 242-883-7;Ethyl imidazolecarbamate;EtImC;N-Carboethoxyimidazole
• CAS NO: 19213-72-0
• Molecular Formula: C₆H₈N₂O₂
• Molecular Weight: 140.14
• EINECS: 242-883-7
• Mol File: 19213-72-0.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 231.7°Cat760mmHg
• Flash Point: 104℃
• Appearance: /
• Density: 1.162 g/mL at 25 °C
• Vapor Pressure: 9.61E-08mmHg at 25°C
• Refractive Index: n20/D1.472
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Sparingly), Methanol (Slightly)
• PKA: 3.73±0.10(Predicted)
• Stability: Volatile
• CAS DataBase Reference: 1-CARBETHOXYIMIDAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-CARBETHOXYIMIDAZOLE(19213-72-0)
• EPA Substance Registry System: 1-CARBETHOXYIMIDAZOLE(19213-72-0)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 19213-72-0(Hazardous Substances Data)

Usage

General Description

1-Carbethoxyimidazole, also called Ethyl isocyanimidate, is a chemical compound with the molecular formula C4 H6 N2 O2. It exists as a light yellow to off-white powder with a melting point between 44-48°C. The compound is not known to occur naturally and is predominantly used in the field of organic chemistry, typically as a precursor or intermediate in the synthesis of more complex chemical compounds. Its specific properties, such as reactivity or toxicity, have not been well studied, indicating the need for careful handling and further research.

InChI:InChI=1/C13H9NOS/c14-9-16-8-13(15)12-6-5-10-3-1-2-4-11(10)7-12/h1-7H,8H2

Upstream product

• 288-32-4 1H-imidazole 
• 541-41-3 chloroformic acid ethyl ester 
• 63436-79-3 carbonic acid ethyl ester-isopropenyl ester 
• 74877-64-8 ethyl α-methoxyvinyl carbonate 
• 64-17-5 ethanol 
• 530-62-1 1,1'-carbonyldiimidazole 

Downstream Products

• 19673-86-0 1,3-dibenzyl-1H-imidazol-3-ium bromide 
• 86911-07-1 1-ethoxycarbonyl-3-<4-(2-methoxycarbonylvinyl)benzyl>imidazolium bromide 
• 58704-04-4 N,N'-dicarbethoxy-1,2-diaminoethene 
• 75144-32-0 N,N'-dicarbethoxy-N-formyl-1,2-diaminoethene 
• 19677-37-3 diethyl 2-(p-chlorophenyl)malonate 
• 1359827-63-6 C₁₃H₁₃Cl₃O₄ 
• 1359827-65-8 diethyl 2-(4-cyano-2-fluorophenyl)-1,3-propanedioate 
• 1176959-79-7 diethyl 3-trifluoromethoxyphenylmalonate 
• 7054-58-2 ethyl 2-cyano-2-(4-fluorophenyl)acetate 
• 97621-10-8 2-(4-isopropylphenyl)malonic acid diethyl ester 
• 1359827-67-0 C₁₁H₉ClFNO₂ 
• 680211-90-9 ethyl (2-fluoro-4-chlorophenyl)malonate 
• 83-13-6 diethyl 2-phenylmalonate 
• 1359827-66-9 C₁₁H₉BrFNO₂ 

Relevant articles and documents

A simple method for the functionalization of naked amino hydroxymethylenebisphosphonic acids via a carbamate bond

A simple and efficient procedure for the synthesis of alkylcarbamate hydroxymethylenebisphosphonic acids is described. Hydroxylated compounds are activated with carbonyldiimidazole and coupled to naked amino hydroxymethylenebisphosphonic acids.

Palladium-Catalyzed Oxidative C–H Alkoxycarbonylation of Arenes with Alkylcarbazates Directed by N-Heterocyclic Substituents

With alkyl carbazates as the green ester source, a novel palladium-catalyzed oxidative free radical carbonylative transformation of the C–H bond on aromatic rings to produce esters has been developed. Good yields of the corresponding products have been obtained with wide functional group tolerance and excellent regioselectivity. A variety of alkyl carbazates are found to be suitable reactants for the ortho-alkoxycarbonylation on the aromatic ring.

Preparation method of spiro-2-azidoindoline

The invention provides a preparation method of a compound represented by the formula (III) or formula (IV). According to the preparation method, in an inert atmosphere, indoles represented by the formula (I) or (II), a precursor that can provide azido groups, and ceric ammonium nitrate carry out reactions to obtain the spiro-2-azidoindoline. In the formula (I), (II), (III), and (IV), the R1 represents at least one of hydrogen, a C1-C5 alkyl group, a C1-C5 alkyloxy group, F, Br and Cl; the X represents O or TsN, TsN represents p-toluenesulfonyl; and the R2 represents a C1-C5 alkyl group. The precursor is sodium azide or trimethylsilyl azide. The mole ratio of indoles represented by the formula (I) or (II) to precursor to ceric ammonium nitrate is 1:(1-3):(2-6). According to the preparation method, azide is introduced into an organic molecule through a simple method, namely, indoles with different structures are tank as the raw materials, and under the effects of a precursor that can provide azido groups and ceric ammonium nitrate, spiro-2-azidoindoline is successfully prepared. The provided method has the advantages of easily prepared raw materials, mild reaction conditions, and convenient operation, and the yield can reach 94%.

An efficient method for the preparation of mono α-aryl derivatives of diethyl malonate and ethyl cyanoacetate using ethyl-1-imidazole carbamate (EImC)

An efficient method for the synthesis of mono α-aryl derivatives of diethyl malonate and ethyl cyanoacetate using ethyl-1-imidazole carbamate (EImC) has been described. Using this method many sterically hindered and highly substituted mono α-aryl derivatives of diethyl malonate and ethyl cyanoacetate were synthesized in high yield.