40160-42-7

Basic information

• Product Name: ethyl-7-nitro-5-(trifluoroMethyl)-2-benzothiazole carboxylate
• Synonyms: ethyl-7-nitro-5-(trifluoroMethyl)-2-benzothiazole carboxylate;Ethyl 7-nitro-5-(trifluoromethyl)benzo[d]thiazole-2-carboxylate;Ethyl 7-nitro-5-trifluoromethyl-benzothiazole-2-carboxylate
• CAS NO: 40160-42-7
• Molecular Formula: C₁₁H₇F₃N₂O₄S
• Molecular Weight: 320.2444896
• Mol File: 40160-42-7.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: ethyl-7-nitro-5-(trifluoroMethyl)-2-benzothiazole carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl-7-nitro-5-(trifluoroMethyl)-2-benzothiazole carboxylate(40160-42-7)
• EPA Substance Registry System: ethyl-7-nitro-5-(trifluoroMethyl)-2-benzothiazole carboxylate(40160-42-7)

Safety Data

• Hazardous Substances Data: 40160-42-7(Hazardous Substances Data)

Usage

General Description

Ethyl-7-nitro-5-(trifluoromethyl)-2-benzothiazole carboxylate is a chemical compound with the molecular formula C13H8F3N2O4S. It is a nitrobenzothiazole derivative with a trifluoromethyl group attached to the benzene ring. ethyl-7-nitro-5-(trifluoroMethyl)-2-benzothiazole carboxylate is commonly used as a fluorescent probe for detecting and measuring the presence of lipid hydroperoxides in biological systems. It has also been studied for its potential use in biomedical imaging and cancer research. Additionally, ethyl-7-nitro-5-(trifluoromethyl)-2-benzothiazole carboxylate has been investigated for its antimicrobial properties and potential applications in the development of new drugs.

Synthetic route

ethyl 7-nitro-5-(trifluoromethyl)-1,3-benzothiazole-2-carboxylate-3-oxide (34576-35-7) → ethyl 7-nitro-5-(trifluoromethyl)-1,3-benzo-thiazole-2-carboxylate (40160-42-7)

Conditions	Yield
With triethyl phosphite In ethanol at 20 - 70℃; for 2h;	16.98 g

ethyl 7-nitro-5-(trifluoromethyl)-1,3-benzo-thiazole-2-carboxylate (40160-42-7) → 2-carbamoyl-7-nitro-5-(trifluoromethyl)benzothiazole (40160-50-7)

Conditions	Yield
With ammonia In methanol

ethyl 7-nitro-5-(trifluoromethyl)-1,3-benzo-thiazole-2-carboxylate (40160-42-7) → 7-nitro-5-trifluoromethyl-benzothiazole-2-carbonitrile (40160-64-3)

Conditions	Yield
Multi-step reaction with 2 steps 1: NH3 / methanol 2: POCl3 / 1 h / 110 °C View Scheme

[2-(2-thyenyl)ethyl]amine (30433-91-1) + ethyl 7-nitro-5-(trifluoromethyl)-1,3-benzo-thiazole-2-carboxylate (40160-42-7) → 7-nitro-N-(2-thien-2-ylethyl)-5-(trifluoromethyl)-1,3-benzothiazole-2-carboxamide (1376938-98-5)

Conditions	Yield
In methanol; N,N-dimethyl-formamide at 20℃;

4-(2-aminoethyl)tetrahydropyran (65412-03-5) + ethyl 7-nitro-5-(trifluoromethyl)-1,3-benzo-thiazole-2-carboxylate (40160-42-7) → 7-nitro-N-[2-(tetrahydro-2H-pyran-4-yl)ethyl]-5-(trifluoromethyl)-1,3-benzothiazole-2-carboxamide (1376938-66-7)

Conditions	Yield
In methanol at 20℃; for 18h;	0.081 g

ethyl 7-nitro-5-(trifluoromethyl)-1,3-benzo-thiazole-2-carboxylate (40160-42-7) + trifluoroacetic acid (76-05-1) + 2-(3-chlorophenyl)ethylamine (13078-79-0) → N-[2-(3-chlorophenyl)ethyl]-7-nitro-5-(trifluoromethyl)-1,3-benzothiazole-2-carboxamide trifluoroacetic acid salt

Conditions	Yield
Stage #1: ethyl 7-nitro-5-(trifluoromethyl)-1,3-benzo-thiazole-2-carboxylate; 2-(3-chlorophenyl)ethylamine In methanol; N,N-dimethyl-formamide at 20℃; Stage #2: trifluoroacetic acid In N,N-dimethyl-formamide

Upstream product

• 34576-35-7 ethyl 7-nitro-5-(trifluoromethyl)-1,3-benzothiazole-2-carboxylate-3-oxide 

Relevant articles and documents

NITROBENZOTHIAZOLE DERIVATIVES, PREPARATION THEREOF AND THERAPEUTIC APPLICATIONS THEREOF

The invention relates to the nitrobenzothiazole derivatives of general formula (I): and to the use thereof for treating tuberculosis.