10172-70-0

Basic information

• Product Name: 2H-1-Benzopyran-2-one, 3,3'-[(4-nitrophenyl)methylene]bis[4-hydroxy-
• CAS NO: 10172-70-0
• Molecular Formula: C25H15NO8
• Molecular Weight: 457.396
• Mol File: 10172-70-0.mol
• Article Data: 99

Chemical Properties

• CAS DataBase Reference: 2H-1-Benzopyran-2-one, 3,3'-[(4-nitrophenyl)methylene]bis[4-hydroxy-(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-1-Benzopyran-2-one, 3,3'-[(4-nitrophenyl)methylene]bis[4-hydroxy-(10172-70-0)
• EPA Substance Registry System: 2H-1-Benzopyran-2-one, 3,3'-[(4-nitrophenyl)methylene]bis[4-hydroxy-(10172-70-0)

Safety Data

• Hazardous Substances Data: 10172-70-0(Hazardous Substances Data)

Upstream product

• 22105-09-5 4‐hydroxycoumarin 
• 555-16-8 4-nitrobenzaldehdye 
• 1076-38-6 4-hydroxy[1]benzopyran-2-one 
• 619-73-8 4-nitrobenzyl chloride 
• 1334232-92-6 1-((4-nitrophenyl)(pyrrolidin-1-yl)methyl)naphthalen-2-ol 
• 6093-68-1 6-hydroxycoumarin 

Downstream Products

• 13475-38-2 7-(4-nitrophenyl)-7H-bis-[1]benzopyrano[4,3-b:3',4'-c]pyran-6,8-dione 

Relevant articles and documents

Highly efficient synthesis of dicoumarols and xanthene derivatives in presence of Br?nsted–Lewis acidic ionic liquids catalyst

A series of metal chloride-based acidic ionic liquids have been prepared and used as an efficient catalyst in one-pot multicomponent synthesis of biscoumarins and substituted xanthenes derivatives under solvent-free conditions. Among the acidic ionic liqu

Synthesis, in vitro evaluation and molecular docking studies of biscoumarin thiourea as a new inhibitor of α-glucosidases

Biscoumarin analogs 1-18 have been synthesized, characterized by EI-MS and 1H NMR and evaluated for α-glucosidase inhibitory potential. All compounds showed variety of α-glucosidase inhibitory potential ranging in between 13.5 ± 0.39 and 104.62

Crystal structure and activities of three biscoumarin derivatives against Staphylococcus aureus

Three new biscoumarin derivatives, namely, 3,3′-[(4-nitrophenyl)methylene]bis(4-hydroxy-2H-chromen-2-one) (NBH), 3,3′-[(4-methoxyphenyl)methylene]bis(4-hydroxy-2H-chromen-2-one) (MBH) and 3,3′-[(4-chloromethylphenyl)methylene]bis(4-hydroxy-2H-chromen-2-on

Dicoumarol derivatives: Green synthesis and molecular modelling studies of their anti-LOX activity

Dicoumarol derivatives were synthesized in the InCl3 catalyzed pseudo three-component reactions of 4-hydroxycoumarin with aromatic aldehydes in excellent yields. The reactions were performed in water under microwave irradiation. All synthesized

Carbon-SO3H: An efficient catalyst for the synthesis of biscoumarin under ambient reaction conditions and their in silico studies

In this article, we have established a highly promising approach for the synthesis of biscoumarins via domino Knoevenagel–Michael condensation of 4-hydroxycoumarin and aromatic aldehydes in 2:1 ratio using carbon-SO3H as a solid acid catalyst i

Propane-1,2,3-triyl tris(hydrogen sulfate): A mild and efficient recyclable catalyst for the synthesis of biscoumarin derivatives in water and solvent-free conditions

A simple, efficient, and ecofriendly procedure has been developed using propane-1,2,3-triyl tris(hydrogen sulfate) as a catalyst for the synthesis of biscoumarin derivatives in water and solvent-free conditions. The significant features of the present protocol are simplicity, environmentally benign, high yields, no chromatographic separation, and recyclability of the catalyst.

Catalyst-free synthesis of α,α-bis(4-hydroxycoumarin-3-yl) toluene in aqueous media under microwave irradiation

An efficient catalyst-free synthesis of α,α-bis(4- hydroxycoumarin-3-yl)toluene was performed by the reaction of 4-hydroxycoumarin with aromatic aldehydes in aqueous media under microwave irradiation. The reaction was completed in short reaction time of 8

A novel nanomagnetic solid acid catalyst for the synthesis of new functionalized bis-coumarin derivatives under microwave irradiations in green conditions

In this study, a novel, green, environmentally friendly and magnetically heterogeneous catalyst based on the immobilization of sulfosalicylic acid onto Fe3O4 nanoparticles (Fe3O4@sulfosalicylic acid MNPs) is rep

C-C bond cleavage: Metal-free-catalyzed reaction of Betti bases with various heterocycles under microwave irradiation

The reaction of Betti bases with various heterocycles in the presence of p-toluenesulphonic acid (PTSA) under microwave irradiation gives bis(heterocycle)methanes through benzyl transfer. The reaction proceeds via the cleavage of C-N bond followed by C-C

Investigation of catalytic, anti-bacterial, anti-oxidant, and DNA cleavage properties of bimetallic and trimetallic magnetic nanoalloys base on cupper

Bimetallic and trimetallic magnetic nanoalloys base on cupper were easily prepared from their starting materials. These nanoparticles (NPs) were used for the synthesis of biscoumarines by two-component one-pot domino Knoevenagel-type condensation/Michael

V2O5 based quadruple nano-perovskite as a new catalyst for the synthesis of bis and tetrakis heterocyclic compounds

In this article, we presented a novel, efficient and facile approach for using strontium titanate supported catalyst in organic synthesis. Bis and tetrakis of coumarin, indole and xanthene derivatives can effortlessly have prepared using V2Osu

Mn(pbdo)2Cl2/MCM-41 as a green catalyst in multi-component syntheses of some heterocycles

Mn(pbdo)2Cl2/MCM-41 as a solid acid catalyst was used as an efficient, green, reusable catalyst for an improved and rapid one-pot multi-component reaction in the synthesis of bis-(4-hydroxycoumarin), bis(indolyl)methane, and 4H-benzo

Ionic liquid: An efficient and recyclable medium for the synthesis of octahydroquinazolinone and biscoumarin derivatives

A facile and environmentally benign procedure for the synthesis of octahydroquinazolinone and biscoumarin derivatives in ionic liquids is reported. Octahydroquinazolinones were synthesized in the presence of trimethylsilyl chloride (TMSCl) while the synthesis of biscoumarins required no additive. The ability to reuse the ionic liquid, the high yields, and ease of purification are the important features of this process.

Thiamine hydrochloride as a recyclable organocatalyst for the synthesis of bis(indolyl)methanes, tris(indolyl)methanes, 3,3-di(indol-3-yl)indolin-2-ones and biscoumarins

Thiamine hydrochloride was identified as an eco-friendly organocatalyst for the synthesis of a broad range of bis(indolyl)methanes in good to excellent yields. Green chemistry matrix calculations showed high atom economy and a small E-factor for the reaction. Moreover, the simple and easy operational protocol using a small amount of thiamine hydrochloride (1 mol%) makes this procedure an alternative approach for this transformation industrially. This protocol was also extended to the synthesis of naturally occurring alkaloids such as tris(indolyl)methane, arundine, vibrindole A, 3,3-di(indol-3-yl)indolin-2-ones and biscoumarin derivatives.

Bis [hydrazinium (1+)] hexafluoridosilicate:(N2H5)2SiF6 novel hybrid crystal as an efficient, reusable and environmentally friendly heterogeneous catalyst for Knoevenagel condensation and synthesis of biscoumari

A simple, effective, green and nontoxic protocol was used for the Knoevenagel condensation and the biscoumarin derivatives synthesis. It have demonstrated that the use of a new hybrid crystal as a heterogeneous catalyst makes it possible to obtain several

Starch-sulfuric acid as a bio-supported and recyclable solid acid catalyst for rapid synthesis of α,α′-benzylidene bis(4-hydroxycoumarin) derivatives

Starch-sulfuric acid-catalyzed, simple, one pot, solvent-free, environmentally benign synthesis of α,α′-benzylidene bis(4-hydroxycoumarin) derivatives has been achieved by reaction of aromatic aldehydes with 4-hydroxycoumarin. The catalyst is reusable and has remarkable activity. This procedure has several advantages including high yields, short reaction times, easy work-up, and use of an inexpensive, moderately acidic, safe catalyst.

Nano-copper chromite (nano-CuCr2O4): a novel and efficient catalyst for the synthesis of biscoumarin and pyrano[c]chromene derivatives in water at room temperature

A clean, efficient and eco-friendly procedure has been developed using nano-copper chromite (nano-CuCr2O4) as catalyst for the synthesis of biscoumarin and dihydropyrano[c]chromene derivatives. This method provides several advantages

The magnetic nanostructured natural hydroxyapatite (HAP/Fe3O4 NPs): an efficient, green and recyclable nanocatalyst for the synthesis of biscoumarin derivatives under solvent-free conditions

Abstract: The magnetic nanostructured natural hydroxyapatite (HAP/Fe3O4 NPs) as a novel magnetic nanocatalyst was synthesized and fully characterized. The excellent catalytic activity of HAP/Fe3O4 NPs was investigated in the synthesis of biscoumarin derivatives under mild, green and solvent-free conditions. A series of aromatic (bearing different functional groups), heteroaromatic and aliphatic aldehydes have been converted to biscoumarins with good to excellent isolated yields. The significant advantages offered by the present method in close agreement with green chemistry principles are: catalyst is inexpensive, non-toxic, easy handling and reusable up to six recycle runs, magnetic separation of nanostructured catalyst, simple work-up procedure, short reaction time, high yields of products and using solvent-free conditions. Graphical abstract: [Figure not available: see fulltext.].

Facile microwave-promoted Knoevenagel condensation and the combination of Knoevenagel/Michael addition reaction in aqueous medium containing ionic surfactant

A simple, efficient, environment-friendly and high yielding procedure is developed for the Knoevenagel condensation and the combination of Knoevenagel/Michael addition reaction of various 1, 3-dicarbonyls and aryl aldehydes in an aqueous surfactant medium

Design, synthesis, in vitro evaluation, molecular docking and ADME properties studies of hybrid bis-coumarin with thiadiazole as a new inhibitor of Urease

Hybrid bis-coumarin derivatives 1–18 were synthesized and evaluated for their in vitro urease inhibitory potential. All compounds showed outstanding urease inhibitory potential with IC50 value (The half maximal inhibitory concentration) ranging

Synthesis, photophysical properties, chemo-sensing ability and computational studies of biscoumarin derivatives

Synthesis of biscoumarin derivatives using an environment friendly,recyclable polymeric resin as catalyst via one-pot pseudo-three component reaction was simply achieved by using numerous substituted aromatic aldehydes (1 mM) and 4-hydroxycoumarin (2 mM)

A synergetic role of Aegle marmelos fruit ash in the synthesis of biscoumarins and 2-amino-4H-chromenes

Abstract: A dry rind of Aegle marmelos (bael) fruit ash as a synergetic alternative material to an expensive, toxic and corrosive catalysts for the synthesis of biscoumarins and 2-amino-4H-chromenes at ambient temperature in water is reported. The spectro