56949-40-7

Basic information

• Product Name: 6-Chloro-2-(4-methoxy-phenyl)-chroman-4-one
• Synonyms: 4H-1-benzopyran-4-one, 6-Chloro-2,3-dihydro-2-(4-methoxyphenyl)-
• CAS NO: 56949-40-7
• Molecular Formula: C₁₆H₁₃ClO₃
• Molecular Weight: 288.73
• Mol File: 56949-40-7.mol

Chemical Properties

• Melting Point: 174-175℃ (acetic acid )
• Boiling Point: 460.9 °C at 760 mmHg
• Flash Point: 189.7 °C
• Density: 1.289 g/cm³
• CAS DataBase Reference: 6-Chloro-2-(4-methoxy-phenyl)-chroman-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Chloro-2-(4-methoxy-phenyl)-chroman-4-one(56949-40-7)
• EPA Substance Registry System: 6-Chloro-2-(4-methoxy-phenyl)-chroman-4-one(56949-40-7)

Safety Data

• Hazardous Substances Data: 56949-40-7(Hazardous Substances Data)

Upstream product

• 126267-42-3 2'-hydroxy-5'-chloro-4-methoxychalcone 
• 123743-11-3 6-Chloro-2-(4-methoxy-phenyl)-chroman-4-one oxime 
• 116194-65-1 6-Chloro-2-(4-methoxy-phenyl)-chroman-4-ol 
• 1226-09-1 (E)-1-(5-chloro-2-hydroxyphenyl)-3-(4-methoxyphenyl)-prop-2-en-1-one 
• 1450-74-4 5-chloro-2-hydroxyacetophenone 
• 123-11-5 4-methoxy-benzaldehyde 

Downstream Products

• 63046-14-0 6-chloro-2-(4-methoxy-phenyl)-chromen-4-one 
• 130252-74-3 6-chloro-3-(4-methoxyphenyl)-4H-chromene-4-one 
• 1393598-17-8 9-chloro-5-(4-methoxyphenyl)-2-piperidino-5H-chromeno[3,4-c]pyridine-1-carbonitrile 

Relevant articles and documents

Synthesis of 5-aryl-2-piperidino-5H-chromeno[3,4-c]pyridine-1-carbonitriles

4-Chloro-2-aryl-2H-3-chromenecarbaldehydes 3a-g on reaction with malononitrile in ethanol in the presence of piperidine gave 5-aryl-2-piperidino- 5H-chromeno[3,4-c]pyridine-1-carbonitriles 4a-g in good yields. ARKAT-USA, Inc.

Solution phase photocyclisation reaction of 2-hydroxychalcones to 4-flavanones

The photochemical cyclisation of 2-hydroxychalcones leading to the synthesis of 4-flavanones in solution phase has been investigated. The formation of photoproducts has been explained on the basis of excited state intramolecular proton transfer (ESIPT) and the cyclisation efficiency of the chalcones has been found to depend upon the electron density on the phenolic oxygen as well as on the carbonyl group. This synthesis of flavanones by photoirradiation is an eco-friendly route with comparative yield to those of thermal methods. Although the molecular skeletons of these substrates is amenable to cis-trans isomerisations and cycloadditions but no photoproducts corresponding to these reactions have been realized.

A facile synthesis of ethyl-2-methyl-5-aryl-5H-chromeno-[3,4-c]pyridine-1-carboxylates

Flav-4-ones on reaction with DMF/POCl3 gave 4-chloro-2-aryl-2H-chromene-3-carbaldehydes which on reaction with ethyl-3-aminocrotonate give under Hantszch reaction conditions ethyl-2-methyl-5-aryl-5H-chromeno[3,4-c]pyridine-1-carboxylates in good yields.

Highly diastereoselective Michael reaction under solvent-free conditions using microwaves: Conjugate addition of flavanone to its chalcone precursor

Microwave-assisted reaction of 2′-hydroxychalcones in the presence of DBU resulted in the formation of hitherto unknown dimers by conjugate addition of the intermediate cyclic ketone to the starting enone.

Simple technics for isomerization of 2'-hydroxychalcones to flavanones: Use of silica gel, ethylenediamine and hydroxylamine hydrochloride

2'-Hydroxychalcones (1) are isomerized to flavanones (2) by treatment with silica gel, ethylenediamine or hydroxylamine hydrochloride at low temperatures.

Oxidative Cleavage of 4-Oximinoflavans Using Iodobenzene Diacetate

Oxidation of 4-oximinoflavans (Ia-g) using iodobenzene diacetate leads to cleavage with the formation of corresponding flavanones (IIa-g) under neutral conditions in 60-80percent yields.

DDQ Oxidation of Flavan-4-ols - A New Method for Synthesis of Flavones

Flavan-4-ols on oxidation with two mol of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) in benzene afford flavones as the major products and flavanones as the minor products.