326915-26-8

Basic information

• Product Name: 2-amino-4-(4-fluorophenyl)-4H-benzo[h]chromene-3-carbonitrile
• Synonyms: 2-amino-4-(4-fluorophenyl)-4H-benzo[h]chromene-3-carbonitrile
• CAS NO: 326915-26-8
• Molecular Formula: C₂₀H₁₃FN₂O
• Molecular Weight: 316.33
• Mol File: 326915-26-8.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-amino-4-(4-fluorophenyl)-4H-benzo[h]chromene-3-carbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2-amino-4-(4-fluorophenyl)-4H-benzo[h]chromene-3-carbonitrile(326915-26-8)
• EPA Substance Registry System: 2-amino-4-(4-fluorophenyl)-4H-benzo[h]chromene-3-carbonitrile(326915-26-8)

Safety Data

• Hazardous Substances Data: 326915-26-8(Hazardous Substances Data)

Upstream product

• 459-57-4 4-fluorobenzaldehyde 
• 90-15-3 α-naphthol 
• 2826-22-4 4-fluorobenzylidenemalononitrile 
• 109-77-3 malononitrile 

Downstream Products

• 1414397-83-3 C₂₁H₁₆ClFN₂O₂ 
• 1613306-56-1 methyl 2-cyano-3-(4-fluorophenyl)-2,3-dihydronaphtho[1,2-b]furan-2-carbimidate 
• 916079-59-9 [7-(4-fluorophenyl)-8-hydrazino-7H-12-oxa-9,11-diazabenzo[a]anthracen-10-yl]dimethylamine 

Relevant articles and documents

Biocompatible Ionic Liquid Promote One-Pot Synthesis of 2-Amino-4H-Chromenes Under Ambient Conditions

Abstract: The synthesis of 2-amino-4H-chromenes through one-pot multicomponent reactions has received great attention due to the high atom efficiency and the broad bioactivities of the products. Here, the catalytic performances of a series of functional ionic liquids towards this type of reaction were investigated and the results showed that the ionic liquid, choline acetate ([Choline][Ac]), could efficiently promote this reactions under room temperature without the necessary of organic solvents. The reaction is easy to be conducted and the following work-up procedures are very simple. The pure products can be obtained through extraction and washing procedures, no column separation procedures are needed. Intriguingly, this reaction system can be easily scaled up to multi-gram, suggesting its perspective in industrial applications. In addition, the ionic liquid [Choline][Ac] can be easily prepared from cheap and biocompatible materials, and it can be feasibly recycled and reutilized for at least five cycles. Graphic Abstract: Various aldehydes, malononitrile and activated phenols could be converted to thecorresponding 2-amino-4H-chromenes with good to excellent isolated yields underthe catalysis of choline acetate at room temperature. [Figure not available: see fulltext.]

Synthesis and characterization of a novel Fe3O4@SiO2-BenzIm-Fc[Cl]/BiOCl nano-composite and its efficient catalytic activity in the ultrasound-assisted synthesis of diverse chromene analogs

In this study, a novel magnetically recoverable Fe3O4@SiO2-BenzIm-Fc[Cl]/BiOCl nano-composite was synthesized using a simple chemical co-precipitation method. This is the first time that a magnetic nano-catalyst bearing ionic liquid, ferrocene and BiOCl is synthesized. The Fe3O4@SiO2-BenzIm-Fc[Cl]/BiOCl nano-composite was characterized by Fourier-transform infrared spectroscopy (FT-IR), X-ray diffraction (XRD), energy-dispersive X-ray spectroscopy (EDX) and field emission scanning electron microscopy (FE-SEM) techniques. The catalytic activities of the novel magnetic nano-composite were evaluated in one-pot three-component synthesis of a wide variety of 2-amino-3-cyano-4H-chromene derivatives under ultrasound irradiation. A simple, facile and highly efficient ultrasound-assisted method was developed to synthesize 4H-chromene derivatives via one-pot, three-component reaction of aldehyde, malononitrile and active phenolic compounds (2-naphthol, 1-naphthol, 3-(dimethylamino)phenol, resorcinol and orcinol) at room temperature. The reaction of aldehyde, malononitrile and orcinol is newly introduced in this paper. The ultrasound-assisted synthesis protocol that was studied in this article exhibits some notable advantages such as short reaction times, operational simplicity, green reaction conditions, high yields and easy work-up and purification steps. In addition, the novel magnetic nano-composite could be easily recovered by an external magnetic field and reused for six-reaction cycles without significant loss of its catalytic activity.

An Eco-friendly Catalytic System for One-pot Multicomponent Synthesis of Diverse and Densely Functionalized Pyranopyrazole and Benzochromene Derivatives

An external base-free, efficient, cost-effective, and environmentally benign protocol has been developed for the one-pot multicomponent synthesis of highly functionalized pyranopyrazoles and benzochromenes using water extract of Agave americana (century p

A green method synthesis and antimicrobial activity of 2-amino-4H-chromene derivatives

Agro-waste stuff ash extracted solution have been emerging in recent practicing green reaction catalysis in organic synthesis. The derived media have been demonstrated in reactions like Sonogashira, Dakin, Henry, Suzuki-Miyaura, amide bond formation. Trad

Design, synthesis, biological evaluation and in silico molecular docking studies of novel benzochromeno[2,3-d]thiazolopyrimidine derivatives

Abstract: A new series of benzochromeno[2,3-d]thiazolopyrimidine derivatives were synthesized by involving 7-phenyl-10-thioxo-7,9,10,11-tetrahydro-8H-benzo[7,8]chromeno[2,3-d]pyrimidin-8-ones with phenacyl bromide in the presence of p-toluenesulfonic acid

One-pot catalytic multicomponent synthesis of chromene derivatives by 1-Allyl-3-Methyl-Imidazolium halides

2-amino-3-cyano-4-aryl-4H-benzo[h]chromenes and 2-amino-3- cyano-1-aryl-1H-benzo[f] chromenes were obtained in a one-pot three-component reaction of a or β-naphthol (1a and 1b), aromatic aldehydes (2a-n), malononitrile (3) in the presence of 1-allyl-3-met

Preparation of a superior liquid catalyst by hybridization of three solids of nanoZnO, urea, and choline chloride for Knoevenagel-based reactions

Abstract: The complex catalyst of [ZnClO.urea]?[Ch.urea]+ has been prepared by dissolving of nanoZnO in choline chloride:2urea at 50 °C. The concentration of [ZnClO.urea]? in the given liquid is 19,987 ppm and 10.5 times h

Studies on the synthesis of substituted 2-amino-4H-benzo[h]chromene and 3-amino-1H-benzo[f]chromene derivatives using base supported ionic liquid like-phase (SILLP) as an efficient green catalyst

The synthesis of several substituted 2-amino-4H-benzo[h]chromene and 3-amino-1H-benzo[f]chromene derivatives was carried out using a one-pot three-component reaction of an arylaldehyde, malononitrile and a naphthol in H2O and in the presence of

Aegle marmelos in heterocyclization: Greener, highly efficient, one-pot three-component protocol for the synthesis of highly functionalized 4 H -benzochromenes and 4 H -chromenes

A facile, one-pot three-component protocol for the synthesis of 2-amino-4H-chromene derivatives has been demonstrated using Bael Fruit Extract (BFE) as a natural catalyst in a green reaction medium. This method offers a mild, efficient and highly economic

Synthesis, screening and docking of fused pyrano[3,2-d]pyrimidine derivatives as xanthine oxidase inhibitor

In view of developing effective xanthine oxidase (XO) enzyme inhibitors, a series of 100 pyrano[3,2-d]pyrimidine derivatives was synthesized and evaluated for its in vitro XO enzyme inhibition. Structure activity relationship has also been established. Am