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4H-1-Benzopyran-4-one, 3-bromo-2-phenyl-, also known as 3-Bromo-2-phenyl-4H-chromen-4-one, is a chemical compound with the molecular formula C13H9BrO2. It is a derivative of the benzopyran class, which is a type of heterocyclic compound containing a benzene ring fused to a pyran ring. This specific compound features a 4-oxo group (a carbonyl group at the 4-position), a bromine atom at the 3-position, and a phenyl group at the 2-position. It is a white to off-white crystalline solid and is used as an intermediate in the synthesis of various pharmaceuticals and agrochemicals. Due to its reactivity and potential applications, it is important to handle 4H-1-Benzopyran-4-one, 3-bromo-2-phenyl- with care, following proper safety protocols.

1025-86-1

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1025-86-1 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 1025-86-1 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,0,2 and 5 respectively; the second part has 2 digits, 8 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 1025-86:
(6*1)+(5*0)+(4*2)+(3*5)+(2*8)+(1*6)=51
51 % 10 = 1
So 1025-86-1 is a valid CAS Registry Number.

1025-86-1Relevant academic research and scientific papers

A novel and one step procedure for preparation of α-bromo-α,β-unsaturated carbonyl compounds

Ramanarayanan,Shukla, Vidyanand G.,Akamanchi

, p. 2059 - 2061 (2002)

A new one step method is developed for the preparation of α-bromo-α,β-unsaturated carbonyl compounds in moderate to good yields from corresponding α,β-unsaturated carbonyl compounds using DMP [1,1,1-triacetoxy-1,1-dihydro-1,2-benziodoxol-3(IH)-one] and te

A selective transformation of flavanones to 3-bromoflavones and flavones under microwave irradiation

Zhou, Zhongzhen,Zhao, Peiliang,Huang, Wei,Yang, Guangfu

, p. 63 - 67 (2006)

This paper presents the first report of a highly selective transformation of flavanones to 3-bromoflavones or flavones by microwave irradiation of the corresponding flavanone reactants and N-bromosuccinimide (NBS) in the presence of a catalytic amount of 2,2′-azobis(isobutyronitrile) (AIBN). The combination of good to excellent yields, shorter reaction time (10 min), and high levels of functional group compatibility make this an attractive synthetic approach to 3-bromoflavones and flavones.

Synthesis of 1,3-thioxoketones from salicylaldehyde

Semenova,Yarovenko,Levchenko,Krayushkin

, p. 1022 - 1025 (2014/03/21)

A method for the synthesis of monothiodibenzoylmethanes was developed. The method involves a reaction of potassium thioacetate with 1-(2-hydroxyphenyl)-3- phenylpropynone prepared from salicylaldehyde.

An efficient synthesis of 3-bromoflavones under solvent free conditions using grinding technique

Jakhar, Komal,Makrandi

, p. 770 - 773 (2012/06/30)

Selective bromination of 1-(2-hydroxyphenyl)-3-phenylpropane- 1,3-diones has been carried out with ammonium bromide and ammonium persulphate at room temperature using grinding technique under solvent free conditions to give 2-bromo derivatives which on cyclodehydration with p-toluenesulphonic acid under grinding conditions give 3-bromoflavones. Also, flavones on bromination using above mentioned conditions give 3-bromoflavones directly.

A new synthesis of 5-arylbenzo[c]xanthones from photoinduced electrocyclisation and oxidation of (E)-3-styrylflavones

Rocha, Djenisa H. A.,Pinto, Diana C. G. A.,Silva, Artur M. S.,Patonay, Tamás,Cavaleiro, José A. S.

experimental part, p. 559 - 564 (2012/04/04)

A new synthetic route to 5-arylbenzo[c]xanthones is -established. This was accomplished by use the Heck reaction of 3-bromoflavones with styrene derivatives, leading to (E)-3-styrylflavones with total diastereoselectivity. This transformation was greatly improved under microwave irradiation. The one-pot, photoinduced electrocyclisation of (E)-3-styrylflavones and further in situ oxidation of the cycloadduct leads to 5-arylbenzo[c]xan-thones. Georg Thieme Verlag Stuttgart · New York.

A new synthesis of novel alkenylated flavones by palladium-catalyzed cross-coupling reactions

Fekete, Szabolcs,Patonay, Tamas,Silva, Artur M. S.,Cavaleiro, Jose A. S.

, p. 210 - 225 (2013/09/24)

Bromoflavones were treated with various terminal alkynes in palladium-catalyzed cross-coupling reactions under phosphine-free condions to give the expected alkenylated flavones in moderate to good yields. The presence of two different β hydrogens in the t

Facile synthesis of new substituted 3-aryl/heteroarylflavones by Suzuki-Miyaura coupling of 3-bromoflavone with substituted aryu heteroarylboronic acids

Joshi, Vidya,Hatim, Jaywant Govind

, p. 111 - 116 (2013/09/24)

Flavones 7a-k having aryl and heteroaryl substituents at 3-position were synthesized in a Panasonic microwave-oven by Suzuki-Miyaura cross coupling reaction using 3-bromoflavone 5 and substituted aryl and heteroaryl boronic acids 6a-k with tetrakistriphenylphospine-palladium |(C6H 6)3P]4Pd as catalyst and N,N-dimethylformamide (DMF)+ H2O (9:4) as solvent, and aq.Na2CO3(2N) as base.

PHARMACEUTICAL COMPOUNDS

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Page/Page column 89, (2011/04/19)

The invention relates to a series of compounds with particular activity as inhibitors of the serine-threonine kinase AKT. Also provided are pharmaceutical compositions comprising same as well as methods for treating cancer.

New synthesis of 3-bromoflavones via bromination of 1-(2-hydroxyphenyl)-3- arylpropane-1,3-dione by CuBr2, and conversion into 3-aminoflavones

Miyake, Hideyoshi,Nishino, Shouko,Nishimura, Akinori,Sasaki, Mitsura

, p. 522 - 523 (2008/02/10)

A new synthesis of 3-bromoflavones from 1-(2-hydroxyphenyl)-3-arylpropane- 1,3-dione using CuBr2 is described. The usefulness of 3-bromoflavone as a precursor of 3-aminoflavone is also described. Copyright

Microwave enhanced palladium catalysed coupling reactions: A diversity-oriented synthesis approach to functionalised flavones

Fitzmaurice, Richard J.,Etheridge, Zac C.,Jumel, Emelie,Woolfson, Derek N.,Caddick, Stephen

, p. 4814 - 4816 (2007/10/03)

Microwave enhanced diversity-oriented synthesis (MEDOS) using palladium catalysed protocols is introduced as a powerful new strategy for the synthesis of systematically modified small molecules and is highlighted by application to functionalised flavones. The Royal Society of Chemistry 2006.

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