ChemicalBook > CAS DataBase List > Ethyl 1-methyl-4-nitroimidazole-2-carboxylate

Ethyl 1-methyl-4-nitroimidazole-2-carboxylate

Product Name: Ethyl 1-methyl-4-nitroimidazole-2-carboxylate
CAS No.: 109012-23-9
Chemical Name: Ethyl 1-methyl-4-nitroimidazole-2-carboxylate
Synonyms: Ethyl 4-nitro-1-methylimidazole-2-carboxylate;ethyl 1-Methyl-4-nitro-1H-iMidazole-2-carboxylate;1-Methyl-4-nitroiMidazole-2-carboxylic acid ethyl ester;1H-Imidazole-2-carboxylic acid, 1-methyl-4-nitro-, ethyl ester
CBNumber: CB61463062
Molecular Formula: C7H9N3O4
Formula Weight: 199.16
MOL File: 109012-23-9.mol

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Ethyl 1-methyl-4-nitroimidazole-2-carboxylate Property

Melting point:: 128-130°
Boiling point:: 350.7±34.0 °C(Predicted)
Density: 1.42±0.1 g/cm3(Predicted)
storage temp.: 2-8°C
solubility: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
pka: -2.47±0.60(Predicted)
form: Solid
color: White to Off-White
InChI: InChI=1S/C7H9N3O4/c1-3-14-7(11)6-8-5(10(12)13)4-9(6)2/h4H,3H2,1-2H3
InChIKey: QGTGFMLXIBQONB-UHFFFAOYSA-N
SMILES: C1(C(OCC)=O)N(C)C=C([N+]([O-])=O)N=1

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Safety

HS Code: 2933299090

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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

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

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N-Bromosuccinimide Price

TRC

Product number: E925628
Product name: Ethyl1-methyl-4-nitroimidazole-2-carboxylate
Packaging: 2.5g
Price: $140
Updated: 2021/12/16

Matrix Scientific

Product number: 072034
Product name: Ethyl 1-methyl-4-nitroimidazole-2-carboxylate
Purity: 95+%
Packaging: 1g
Price: $185
Updated: 2021/12/16

ChemScene

Product number: CS-W001046
Product name: Ethyl1-methyl-4-nitroimidazole-2-carboxylate
Purity: 99.97%
Packaging: 10g
Price: $210
Updated: 2021/12/16

ChemScene

Product number: CS-W001046
Product name: Ethyl1-methyl-4-nitroimidazole-2-carboxylate
Purity: 99.97%
Packaging: 1g
Price: $34
Updated: 2021/12/16

ChemScene

Product number: CS-W001046
Product name: Ethyl1-methyl-4-nitroimidazole-2-carboxylate
Purity: 99.97%
Packaging: 5g
Price: $130
Updated: 2021/12/16

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Ethyl 1-methyl-4-nitroimidazole-2-carboxylate Chemical Properties,Usage,Production

Uses

Ethyl 1-methyl-4-nitroimidazole-2-carboxylate

Uses

Terameprocol is a semi-synthetic lignan which inhibits the transcription of several inflammatory and oncogenic genes.

Synthesis

30148-21-1

109012-23-9

General procedure for the synthesis of ethyl N-methyl-4-nitro-1H-imidazole-2-carboxylate from ethyl 1-methylimidazole-2-carboxylate: ethyl 1-methylimidazole-2-carboxylate (1.8 g) was dissolved in concentrated sulfuric acid (5 mL) and the solution was cooled to 0 °C. 90% nitric acid (5 mL) was added slowly with stirring, followed by gradually warming the reaction mixture to room temperature and refluxing the reaction for 1.5 hours at -20 °C. Upon completion of the reaction, the mixture was poured into ice (50 mL) to quench the reaction. The reaction mixture was extracted with dichloromethane and the organic phase was dried over anhydrous sodium sulfate and subsequently concentrated under reduced pressure to give the crude product. The crude product was recrystallized using a mixture of carbon tetrachloride and ethanol solvents (1:1, 5 mL) to give ethyl N-methyl-4-nitro-1H-imidazole-2-carboxylate in the form of white crystals. The yield was 1.0543 g with 45% yield. The structure of the product was confirmed by 1H NMR (DMSO-d6) and 13C NMR (DMSO-d6): 1H NMR (DMSO-d6): δ 8.61 (s, 1H), 4.33 (q, 2H, J = 6.4 Hz), 3.97 (s, 3H), 1.29 (t, 3H, J = 6.0 Hz); 13C NMR (DMSO- d6): δ 158.2, 145.4, 135.3, 127.4, 62.2, 37.3, 14.5.

References

[1] Patent: WO2005/33077, 2005, A1. Location in patent: Page/Page column 53-54
[2] Journal of the American Chemical Society, 1996, vol. 118, # 26, p. 6141 - 6146
[3] Patent: US6090947, 2000, A

Ethyl 1-methyl-4-nitroimidazole-2-carboxylate Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Ethyl 1-methyl-4-nitroimidazole-2-carboxylate manufacturers

Career Henan Chemical Co

Product: Ethyl 1-methyl-4-nitroimidazole-2-carboxylate 109012-23-9
Price: US $7.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 1000kg
Release date: 2020-01-13

109012-23-9, Ethyl 1-methyl-4-nitroimidazole-2-carboxylateRelated Search:

Ethyl 1-methyl-4-nitroimidazole-2-carboxylate ETHYL 4-AMINO-1H-IMIDAZOLE-2-CARBOXYLATE ETHYL 1-METHYL-1H-IMIDAZOLE-2-CARBOXYLATE 1-Methyl-1H-imidazole-2-carboxylic acid ETHYL 4-NITRO-1H-IMIDAZOLE-2-CARBOXYLATE 4-Amino-1H-imidazole-2-carboxylic acid TERT-BUTYL 1-METHYL-4-NITRO-1H-IMIDAZOLE-2-CARBOXYLATE 1H-Imidazole-2-carboxaldehyde, 4-nitro- (9CI) ETHYL IMIDAZOLE-2-CARBOXYLATE METHYL 4-AMINO-1-METHYL-1H-IMIDAZOLE-2-CARBOXYLATE METHYL 1-METHYL-4-NITRO-1H-IMIDAZOLE-2-CARBOXYLATE 1-METHYL-4-NITRO-1H-IMIDAZOLE-2-CARBOXYLIC ACID

ethyl 1-Methyl-4-nitro-1H-iMidazole-2-carboxylate

1-Methyl-4-nitroiMidazole-2-carboxylic acid ethyl ester

Ethyl 4-nitro-1-methylimidazole-2-carboxylate

1H-Imidazole-2-carboxylic acid, 1-methyl-4-nitro-, ethyl ester

109012-23-9