293759-00-9

Basic information

• Product Name: 2-amino-7-hydroxy-4-(2',4'-dichlorophenyl)-4H-chromene-3-carbonitrile
• Synonyms: 2-amino-7-hydroxy-4-(2',4'-dichlorophenyl)-4H-chromene-3-carbonitrile
• CAS NO: 293759-00-9
• Molecular Weight: 333.174
• Mol File: 293759-00-9.mol

Chemical Properties

• CAS DataBase Reference: 2-amino-7-hydroxy-4-(2',4'-dichlorophenyl)-4H-chromene-3-carbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2-amino-7-hydroxy-4-(2',4'-dichlorophenyl)-4H-chromene-3-carbonitrile(293759-00-9)
• EPA Substance Registry System: 2-amino-7-hydroxy-4-(2',4'-dichlorophenyl)-4H-chromene-3-carbonitrile(293759-00-9)

Safety Data

• Hazardous Substances Data: 293759-00-9(Hazardous Substances Data)

Upstream product

• 874-42-0 2,4-dichlorobenzaldeyhde 
• 109-77-3 malononitrile 
• 108-46-3 recorcinol 

Relevant articles and documents

Ultrasound assisted the green synthesis of 2-amino-4H-chromene derivatives catalyzed by Fe3O4-functionalized nanoparticles with chitosan as a novel and reusable magnetic catalyst

Fe3O4 nanoparticles were prepared by chemical coprecipitation method. Subsequently immobilization of chitosan on Fe 3O4 nanoparticles was accomplished and afforded magnetic Fe3O4-chitosan nanoparticles. Synthesized nanoparticles was found to be a magnetic and heterogeneous catalyst for a one-pot and efficient synthesis of 2-amino-4H-chromenes by condensation of aldehydes with malononitrile and resorcinol under ultrasound irradiation as an ecofriendly method. This convenient procedure allowed us to achieve products under ultrasound irradiation in short time and excellent yield without using of harmful catalyst. The present method will permit a further increase of the diversity within the 2-amino-4H-chromene family.

A green route towards substituted 2-amino-4H-chromenes catalyzed by an organobase (TBD) functionalized mesoporous silica nanoparticle without heating

1,5,7-Triazabicyclo-[4,4,0]-dec-1-ene functionalized mesoporous silica nanoparticle promoted one-pot multicomponent synthesis of 2-amino-4H-chromenes from a phenolic component, different aldehydes and malononitrile was achieved in aqueous media at room te

Copper-based Schiff Base Complex Immobilized on Core-shell Fe3O4@SiO2 as a magnetically recyclable and highly efficient nanocatalyst for green synthesis of 2-amino-4H-chromene derivatives

Fe3O4-supported copper (II) Schiff-Base complex has been synthesized through post-modification with 1,3-phenylenediamine followed by further post-modification with salicylaldehyde and coordination with Cu(II) ion. The resulted Fesub

Efficient click chemistry towards novel 1H-1,2,3-triazole-tethered 4H-chromene?D-glucose conjugates: Design, synthesis and evaluation of in vitro antibacterial, MRSA and antifungal activities

The series of 2-amino-7-propargyloxy-4H-chromene-3-carbonitriles 5a-t were synthesized from corresponding 2-amino-7-phydroxy-4H-chromene-3-carbonitriles 4a-t and propargyl bromide. Two procedures were used in these syntheses: K2CO3/acetone and NaH/DMF procedures with yields of 65–89% and 80–96%, respectively. 1H-1,2,3-Triazole-tethered 4H-chromene?D-glucose conjugates 7a-t were synthesized using click chemistry of propargyl ethers 5a-t and tetra-O-acetyl-β-D-glucopyranosyl azide. Cu@MOF-5 was the optimal catalyst for this chemistry. The yields of 1H-1,2,3-triazoles were 80–97.8%. All triazoles 7a-t were evaluated in vitro for anti-microorganism activities. Among tested compounds with MIC values of 1.56–6.25 μM, there were four compounds against B. subtilis, four compounds against S. aureus, and four compounds against S. epidermidis; five compounds against E. coli, four compounds against K. pneumoniae, five compounds against P. aeruginosa, and six compounds against S. typhimurium. Compounds 7c,7d,7f,7h, and 7r had MIC values of 1.56–6.25 μM for three clinical MRSA isolates. Some compounds had inhibitory activities against four fungi, including A. niger, A. flavus, C. albicans, and S. cerevisiae, with MIC values of 1.56–6.25 μM. Some 1H-1,2,3-triazoles had comparatively low toxicity against RAW 264.7 cells.

Synthesis and structure of some substituted 2-amino-4-aryl-7-propargyloxy-4H-chromene-3-carbonitriles

A series of 2-amino-7-hydroxy-4H-chromene-3-carbonitriles 4a–l were synthesized through three-component reaction using sodium carbonate as a catalyst. The reaction was carried out in 96% ethanol-water medium (1:20 ratio in volume). Propargyl ether compounds 5a–l of these chromene-3-carbonitriles were successfully synthesized from corresponding hydroxyl chromene derivatives by reaction with propargyl bromide. Two different procedures were applied in this process: the procedure that used potassium carbonate in dried acetone and the procedure that used sodium hydride in dried DMF. The latter gave the ethers 5a–l in higher yields. The single-crystal X-ray structure of propargyl ether 5g has been recorded.

Imidazole/cyanuric acid as an efficient catalyst for the synthesis of 2-amino-4H-chromenes in aqueous media at ambient temperature

Background: 2-Amino-4H-chromenes are an important class of heterocyclic compounds having important biological activities. Many of the methods reported for the synthesis of these compounds are associated with the use of hazardous organic solvents, long rea

Enhancement of catalytic activity in the synthesis of 2-amino-4H-chromene derivatives using both copper- and cobalt-incorporated magnetic ferrite nanoparticles

Cu0.5Co0.5Fe2O4 magnetic nanoparticles were prepared, characterized and employed as bench-top, highly active and magnetically separable nanocatalysts for the synthesis of 2-amino-4H-chromene derivatives. A wide

K2CO3/cyanuric acid catalyzed synthesis of 2-amino-4H-chromene derivatives in water

Abstract: Three-component processes for the synthesis of 2-amino-4H-chromenes catalyzed by potassium carbonate/cyanuric acid in water as a safe solvent were developed. These reactions were performed at room temperature through one-pot reactions. The benef

Application of {[4,4′-BPyH][C(CN)3]2} as a Bifunctional Nanostructured Molten Salt Catalyst for the Preparation of 2-Amino-4 H -chromene Derivatives under Solvent-Free and Benign Conditions

The bifunctional nanostructured molten salt [4,4′-bipyridine]-1,1′-diium tricyanomethanide has been employed as a highly efficient and powerful catalyst for the preparation of 2-amino-4H-chromenes. A wide variety of aromatic aldehydes was condensed with m

Aqua-mediated multicomponent synthesis of various 4H-pyran derivatives catalyzed by poly(4-vinylpyridine)-supported copper iodide nanoparticle catalyst

A green and efficient approach for synthesis of some new 4H-pyran derivatives is reported, catalyzed by green recyclable poly(4-vinylpyridine)-supported copper iodide nanoparticle catalyst in water. This procedure has many advantages such as operational s