ETHYL IMIDAZOLE-2-CARBOXYLATE
- Product Name
- ETHYL IMIDAZOLE-2-CARBOXYLATE
- CAS No.
- 33543-78-1
- Chemical Name
- ETHYL IMIDAZOLE-2-CARBOXYLATE
- Synonyms
- Ethyl 1H-imidazole-2-carboxylate;RARECHEM AL BI 0666;2-Carboethoxyimidazole;Ethyl imidazole-2-formate;Ethyl 2-IMidazolecarboxylate;ETHYL IMIDAZOLE-2-CARBOXYLATE;Ethyl imidaxole-2-carbolylate;Ethyl2-Imidazolecarboxylate>2-(Ethoxycarbonyl)-1H-imidazole;Ethyl 1H-imidazol-2-carboxylate
- CBNumber
- CB6338165
- Molecular Formula
- C6H8N2O2
- Formula Weight
- 140.14
- MOL File
- 33543-78-1.mol
ETHYL IMIDAZOLE-2-CARBOXYLATE Property
- Melting point:
- 176-178°C
- Boiling point:
- 48-51°C 0,3mm
- Density
- 1.214±0.06 g/cm3(Predicted)
- Flash point:
- 48-51°C/0.3mm
- storage temp.
- Inert atmosphere,Room Temperature
- solubility
- DMSO (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 11.38±0.10(Predicted)
- color
- Off-White to Pale Beige
- BRN
- 115685
- InChI
- InChI=1S/C6H8N2O2/c1-2-10-6(9)5-7-3-4-8-5/h3-4H,2H2,1H3,(H,7,8)
- InChIKey
- UHYNYIGCGVDBTC-UHFFFAOYSA-N
- SMILES
- C1(C(OCC)=O)NC=CN=1
- CAS DataBase Reference
- 33543-78-1(CAS DataBase Reference)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- E0952
- Product name
- Ethyl 2-Imidazolecarboxylate
- Purity
- >98.0%(GC)(T)
- Packaging
- 1g
- Price
- $66
- Updated
- 2025/07/31
- Product number
- E0952
- Product name
- Ethyl 2-Imidazolecarboxylate
- Purity
- >98.0%(GC)(T)
- Packaging
- 5g
- Price
- $190
- Updated
- 2025/07/31
- Product number
- E919195
- Product name
- EthylImidazole-2-carboxylate
- Packaging
- 2.5g
- Price
- $90
- Updated
- 2021/12/16
- Product number
- OR3003
- Product name
- Ethyl1H-imidazole-2-carboxylate
- Packaging
- 1g
- Price
- $15
- Updated
- 2021/12/16
- Product number
- J20204
- Product name
- Ethylimidazole-2-carboxylate
- Packaging
- 1g
- Price
- $26
- Updated
- 2021/12/16
ETHYL IMIDAZOLE-2-CARBOXYLATE Chemical Properties,Usage,Production
Chemical Properties
Light brown powder
Uses
Ethyl Imidazole-2-carboxylate is an intermediate used to synthesize tricyclic quinoxalinone inhibitors of poly(ADP-ribose)polymerase-1 (PARP-1). It is also used to prepare imidazoindenopyrazinone carboxylic acid derivatives as AMPA antagonists with anticonvulsant activities.
Synthesis Reference(s)
The Journal of Organic Chemistry, 60, p. 1090, 1995 DOI: 10.1021/jo00109a052
Synthesis
64-17-5
163769-73-1
33543-78-1
The above residue was dissolved in ethanol (300 mL). Concentrated sulfuric acid (98%, 30 mL, 522 mmol, 2.76 eq.) was added slowly and dropwise with stirring while controlling the reaction temperature to not exceed 25°C. The reaction mixture was heated and refluxed and stirred for 7 hours, followed by continued stirring at room temperature overnight. Upon completion of the reaction, ethanol was removed by distillation under reduced pressure. The resulting suspension was diluted with ice water (200 mL) and the pH was adjusted to 5-6 with concentrated ammonia, keeping the temperature below 5 °C during the process. The solid product was collected by filtration, washed with water (10 mL x 3) and dried under vacuum to give the first crude product (10 g). The filtrate was extracted with ethyl acetate (200 mL×2), the organic phases were combined, washed with saturated brine, dried with anhydrous sodium sulfate and filtered. The filtrate was concentrated under reduced pressure, combined with the first batch of crude product, and finally recrystallized in isopropyl ether to obtain ethyl 1H-imidazole-2-carboxylate (18 g, yield 64.3%).
References
[1] Patent: WO2013/12915, 2013, A1. Location in patent: Paragraph 00945
[2] Journal of Organic Chemistry, 1995, vol. 60, # 4, p. 1090 - 1092
[3] Patent: WO2011/146882, 2011, A1. Location in patent: Page/Page column 108-109
ETHYL IMIDAZOLE-2-CARBOXYLATE Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from ETHYL IMIDAZOLE-2-CARBOXYLATE manufacturers
- Product
- ETHYL IMIDAZOLE-2-CARBOXYLATE 33543-78-1
- Price
- US $8.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 10tons
- Release date
- 2018-12-23