Ethyl 4-(trifluoromethyl)-1H-imidazole-5-carboxylate

CAS

55942-41-1

Catalog Number

ACM55942411

Category

Other Products; Imidazoles

Molecular Weight

208.14

Molecular Formula

C7H7F3N2O2

MSDS COA Spec Sheet

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Specification

Description

Ethyl 4-(trifluoromethyl)-1H-imidazole-5-carboxylate, also known as TFMC, is a versatile and useful reagent in organic chemistry. It is used in a variety of reactions, such as the synthesis of a variety of heterocyclic compounds, the synthesis of organic compounds, and the synthesis of various pharmaceuticals. It is also a useful reagent for the preparation of compounds with a variety of biological activities.

Synonyms

Ethyl 4-(trifluoromethyl)-1H-imidazole-5-carboxylate, 55942-41-1, 5-(Ethoxycarbonyl)-4-(trifluoromethyl)-1H-imidazole, AC1LCKT5, SureCN3028553, 5-Imidazolicacid, 4-trifluoromethyl-, ethyl ester, CTK1F5632, CTK8E5843, MolPort-009-194-385, ZINC32221463, AKOS005071949, ethyltrifluoromethylimidazolecarboxylate, AB65267, AG-F-96128, BD-0119, MCULE-3989964838, RP12113, AK113089, KB-86098, FT-0680864

IUPAC Name

ethyl 5-(trifluoromethyl)-1H-imidazole-4-carboxylate

Canonical SMILES

CCOC(=O)C1=C(NC=N1)C(F)(F)F

InChI

InChI=1S/C7H7F3N2O2/c1-2-14-6(13)4-5(7(8,9)10)12-3-11-4/h3H,2H2,1H3,(H,11,12)

InChI Key

GKUCPVKNHSQTEO-UHFFFAOYSA-N

Melting Point

180-186 °C

Appearance

Solid

Application

Ethyl 4-(trifluoromethyl)-1H-imidazole-5-carboxylate has been used in a variety of scientific research applications. It has been used as a catalyst in the synthesis of heterocyclic compounds, such as pyridines, quinolines, and furans. It has also been used in the synthesis of organic compounds, such as amines, aldehydes, and ketones. In addition, it has been used in the synthesis of pharmaceuticals, such as anti-inflammatory drugs and anticancer agents.

Storage

Sealed in dry, Room Temperature

Exact Mass

208.046

Hazard Codes

Hazard Statements

H302

H-Bond Acceptor

H-Bond Donor

HTS Code

2933290090

MDL Number

MFCD12025856

PSA

54.98

XLogP3

1.6052

Simple Synthesis of Imidazole Drugs from Ethyl 4-(trifluoromethyl)-1H-imidazole-5-carboxylate

KUMAR R, Ultra Chemistry, 2016, 12(2), 35-37.

Many of the substituted imidazoles are known as inhibitors of fungicides and herbicides, plant growth regulators and therapeutic agents. Generally, condensation of 1,2-dicarbonyl compounds with aryl 1,2-diamines affording pyridopyrazines is an interesting target in modern organic chemistry.
Synthesis process
· Ethyl 4-(trifluoromethyl)-1H-imidazole-5-carboxylate (1) and 2Chloro-3-nitro-6-methoxypyridine react each other to offer Ethyl 4(trifluoromethyl)-1-(6-methoxy-3-nitropyridin-2-yl)-1H-imidazole-5carboxylate (2).
· Compound 2 cyclised with Sodiumdithionate to form 2Methoxy-7-(trifluoromethyl)imidazo[1,5-a]pyrido[3,2-e]pyrazin-6(5H)one(3) which on chlorination offers 6-Chloro-2-methoxy-7-(trifluoromethyl) imidazo[1,5-a]pyrido[3,2-e]pyrazine(4).

June 16, 2023

A great role in organic synthesis
As a substrate of continuously controllable defluorination of trifluoromethyl, ethyl 4-(trifluoromethyl)-1H-imidazole-5-carboxylate can be used to synthesize various fluorine-containing organic compounds.

What is the molecular formula of Ethyl 4-(trifluoromethyl)-1H-imidazole-5-carboxylate?

The molecular formula is C7H7F3N2O2.

What is the molecular weight of Ethyl 4-(trifluoromethyl)-1H-imidazole-5-carboxylate?

The molecular weight is 208.14 g/mol.

What is the IUPAC name of Ethyl 4-(trifluoromethyl)-1H-imidazole-5-carboxylate?

The IUPAC name is ethyl 5-(trifluoromethyl)-1H-imidazole-4-carboxylate.

What is the InChI of Ethyl 4-(trifluoromethyl)-1H-imidazole-5-carboxylate?

The InChI is InChI=1S/C7H7F3N2O2/c1-2-14-6(13)4-5(7(8,9)10)12-3-11-4/h3H,2H2,1H3,(H,11,12).

What is the InChIKey of Ethyl 4-(trifluoromethyl)-1H-imidazole-5-carboxylate?

The InChIKey is GKUCPVKNHSQTEO-UHFFFAOYSA-N.

What is the canonical SMILES of Ethyl 4-(trifluoromethyl)-1H-imidazole-5-carboxylate?

The canonical SMILES is CCOC(=O)C1=C(NC=N1)C(F)(F)F.

What is the CAS number of Ethyl 4-(trifluoromethyl)-1H-imidazole-5-carboxylate?

The CAS number is 55942-41-1.

What is the European Community (EC) number of Ethyl 4-(trifluoromethyl)-1H-imidazole-5-carboxylate?

The European Community (EC) number is 803-719-5.

What is the ChEMBL ID of Ethyl 4-(trifluoromethyl)-1H-imidazole-5-carboxylate?

The ChEMBL ID is CHEMBL4906703.

Is Ethyl 4-(trifluoromethyl)-1H-imidazole-5-carboxylate a canonicalized compound?

Yes, it is a canonicalized compound.