302918-03-2

Basic information

• Product Name: [4-(3-nitrophenyl)-1,3-thiazol-2-yl]acetonitrile
• Synonyms: [4-(3-nitrophenyl)-1,3-thiazol-2-yl]acetonitrile;[4-(3-Nitro-phenyl)-thiazol-2-yl]-acetonitrile
• CAS NO: 302918-03-2
• Molecular Formula: C₁₁H₇N₃O₂S
• Molecular Weight: 245.25718
• Mol File: 302918-03-2.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: [4-(3-nitrophenyl)-1,3-thiazol-2-yl]acetonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: [4-(3-nitrophenyl)-1,3-thiazol-2-yl]acetonitrile(302918-03-2)
• EPA Substance Registry System: [4-(3-nitrophenyl)-1,3-thiazol-2-yl]acetonitrile(302918-03-2)

Safety Data

• Hazardous Substances Data: 302918-03-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Applications:
[4-(3-nitrophenyl)-1,3-thiazol-2-yl]acetonitrile is used as a pharmaceutical compound for its potential biological activities. The presence of the thiazole ring suggests it may have antimicrobial, anti-inflammatory, and anticancer properties, making it a promising candidate for drug development.
Used in Organic Synthesis:
[4-(3-nitrophenyl)-1,3-thiazol-2-yl]acetonitrile is used as a precursor in organic synthesis for the development of other compounds. The nitrophenyl group in its structure indicates its potential use in creating a variety of chemical products.
Used in Chemical Research:
[4-(3-nitrophenyl)-1,3-thiazol-2-yl]acetonitrile is used as a research compound in the field of chemistry. Its unique structure allows scientists to study its properties and interactions with other molecules, which can lead to the discovery of new reactions and applications.
Safety Precautions:
Due to the presence of the nitro group in its structure, [4-(3-nitrophenyl)-1,3-thiazol-2-yl]acetonitrile should be handled with caution. It may pose health and safety hazards, and appropriate safety measures should be taken when working with this compound in a laboratory or industrial setting.

Upstream product

• 7357-70-2 Cyanothioacetamide 
• 2227-64-7 3'-nitro-2-bromoacetophenone 

Downstream Products

• 439133-49-0 4-chloro-2-[4-(3-nitrophenyl)-2,3-dihydro-1,3-thiazol-2-ylidene]-3-oxobutanenitrile 
• 1046768-34-6 (E)-2-[1-methylpyridin-2(1H)-ylidene]-2-[4-(3-nitrophenyl)thiazol-2-yl]acetonitrile 
• 1174555-36-2 C₅H₁₁N*C₂₅H₁₉N₃O₅S 
• 931729-57-6 C₁₈H₁₃N₃O₄S 
• 1313849-17-0 C₂₄H₁₅BrN₂O₇S 
• 1033002-61-7 9-[4-(3-nitrophenyl)thiazol-2-yl]-4-phenylpyrano[2,3-f]chromen-2,8-dione 
• 1033002-64-0 6-ethyl-9-[4-(3-nitrophenyl)thiazol-2-yl]-4-phenylpyrano[2,3-f]chromen-2,8-dione 

Relevant articles and documents

A novel approach to bis(1,3-azol-2-yl)acetonitriles and bis(1,3-azol-2-yl)methanes: Via the [3 + 2]-dipolar cycloaddition of imidazole N -oxides and 2-heteroaryl-3,3-dimethylacrylonitriles

A new synthetic approach for obtaining previously unknown bis(1,3-azol-2-yl)acetonitriles and bis(1,3-azol-2-yl)methanes has been developed. It is based on 1,3-dipolar cycloaddition between 2-unsubstituted imidazole N-oxides and 2-(1,3-azol-2-yl)-3,3-dimethylacrylonitriles, which are easily available through the condensation of (1,3-azol-2-yl)acetonitriles with acetone. The method allows for the construction of various unsymmetric derivatives based on imidazole, oxazole, thiazole, and 1,3,4-thiadiazole cyclic molecules. Its potential has been demonstrated via the synthesis of 24 diverse derivatives with yields of 29-92%. Bis(1,3-azol-2-yl)acetonitriles can be converted to the corresponding bis(1,3-azol-2-yl)methanes via simple acid hydrolysis followed by subsequent spontaneous decarboxylation at nearly quantitative yields.

Synthesis of novel 3-(1,3-thiazol-2-yl)-7,8-dihydroquinoline-2,5(1H,6H)- diones

An efficient method for the synthesis of novel 3-(1,3-thiazol-2-yl)-7,8- dihydroquinoline-2,5(1H,6H)-diones from various 2- dimethylaminomethylidenecyclohexane-1,3-diones, (1,3-thiazol-2-yl)acetonitriles, and dimethylformamide dimethyl acetal was developed. These transformations proceeded through intermediate 2-[2-(4-aryl-1,3-thiazol-2-yl)-2-cyanoethenyl]-3- oxocyclohex-1-en-1-olates. They were isolated as piperidinium salts and used in further heterocyclization reactions with aromatic amines, giving novel 1-aryl-3-(1,3-thiazol-2-yl)-7,8-dihydroquinoline-2,5(1H,6H)-diones. These compounds were also obtained by preparative three-step "one pot" synthesis under controlled microwave irradiation.

A new and convenient synthesis of 1,2-diamino-3-hetarylpyrrole derivatives

A number of 1-acylamino-2-amino-3-hetaryl-4-oxo-2-pyrrolines 13-50 were prepared by treatment of 4-chloro-2-hetaryl-3-oxobutanenitriles 11a-h with substituted benzoic and 2-furanoic acid hydrazides in DMF at 110-120°C. When the same reagents were coupled in the presence of triethylamine, a definite dependence of the course of the reaction on the nature of the chloronitriles 11a-h was observed. The steric arrangement of the heterocyclic nitrogen atom in chloronitriles 11 seemed to have a critical influence on the nature of the products obtained. Thus, compounds 11d-h with sterically hindered nitrogen atoms gave the pyrrolines 25-50 mentioned above, while unhindered derivatives 11a-c afforded products of intramolecular alkylation, namely the 3-cyano-2-oxo-1,2-dihydropyrrolo[1,2-a]benzazoles 51-53. An X-ray diffraction study of 2-amino-3-(2-benzothiazolyl)-1-(p-nitrobenzoylamino)-4-oxo-2-pyrroline (24) was carried out to confirm the structures of compounds 13-50 unambiguously. An attempt to extend this reaction to p-tolylsulfonylhydrazine resulted in the simple alkylation products 12a, 12c, and 12e, without subsequent ring closure.