64169-67-1

Basic information

• Product Name: 1-(4-Fluorophenyl)-1,3-dihydro isobenzofuran-5-carbonitile
• Synonyms: 5-cyano-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran;1-(4-Fluorophenyl)-1,3-dihydro isobenzofuran-5-carbonitile;1-(4-FLUOROPHENYL)-1,3-DIHYDROISOBENZOFURAN-5-CARBONITRILE;1-(4-FLUOROPHENYL)-1,3-DIHYDRO-5-ISOBENZOFURANCARBONITRILE;1-(4-Fluorophenyl)-1,3-dihyrosobenzofuran-5-carbonitrile;1-(4-fluorophenyl)-1,3-dihydro-iso benzofuran-5-carbonibrile;RAC-1-(4-FLUORO-PHENYL)-1,3-DIHYDRO-ISOBEZOFURAN-5-CARBONITRILE;1-(4-Fluorophenyl)-1,3-dihydroisobenzofurane-5-cyano
• CAS NO: 64169-67-1
• Molecular Formula: C₁₅H₁₀FNO
• Molecular Weight: 239.24
• Product Categories: Aromatic Nitriles;Furan&Benzofuran;Heterocyclic Compounds;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 64169-67-1.mol
• Article Data: 13

Chemical Properties

• Melting Point: 95-97°C
• Boiling Point: 375°C
• Flash Point: 180.754 °C
• Appearance: white to light yellow crystal powder
• Density: 1.29
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.62
• Storage Temp.: -20°C Freezer
• Solubility: Chloroform (Slightly), Dichloromethane, Methanol (Slightly, Sonicated)
• CAS DataBase Reference: 1-(4-Fluorophenyl)-1,3-dihydro isobenzofuran-5-carbonitile(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-Fluorophenyl)-1,3-dihydro isobenzofuran-5-carbonitile(64169-67-1)
• EPA Substance Registry System: 1-(4-Fluorophenyl)-1,3-dihydro isobenzofuran-5-carbonitile(64169-67-1)

Safety Data

• Hazardous Substances Data: 64169-67-1(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystal powde

Uses

Different sources of media describe the Uses of 64169-67-1 differently. You can refer to the following data:
1. An intermediate in the synthesis of Citalopram.
2. An intermediate in the synthesis of Citalopram

InChI:InChI=1/C15H10FNO/c16-13-4-2-11(3-5-13)15-14-6-1-10(8-17)7-12(14)9-18-15/h1-7,15H,9H2

Upstream product

• 64169-66-0 5-bromo-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran 
• 544-92-3 copper(I) cyanide 
• 82104-74-3 1-oxo-1,3-dihydro-isobenzofuran-5-carbonitrile 
• 445312-08-3 3-chloromethyl-4-(4-fluoro-benzoyl)-benzonitrile 
• 762266-07-9 4-(bis(4-fluorophenyl)hydroxymethyl)-3-(hydroxymethyl)benzonitrile 
• 207680-98-6 4-[(4-fluoro-phenyl)-hydroxy-methyl]-3-hydroxymethyl-benzonitrile 
• 335612-73-2 1-(4'-fluorophenyl)-1,3-dihydroisobenzofuran-5-carbardehyde oxime 
• 335612-71-0 5-hydroxymethyl-1-(4-fluoro-phenyl)-1,3-dihydro-isobenzofuran 
• 335612-72-1 1-(4-fluorophenyl)-1,3-dihydroisobenzofurane-5-formaldehyde 
• 7439-95-4 magnesium 
• 460-00-4 1-Bromo-4-fluorobenzene 
• 352-13-6 4-flourophenylmagnesium bromide 
• 116779-74-9 2-bromo-4-chlorobenzoyl chloride 
• 936-08-3 2-bromo-4-chlorobenzoic acid 

Downstream Products

• 91283-87-3 citalopram propanoic acid 
• 372941-48-5 1-(4-fluorophenyl)-3-oxo-1,3-dihydroisobenzofuran-5-carbonitrile 
• 361343-31-9 5-Aminomethyl-1-(4-Fluoro-phenyl)-1,3-dihydro-isobenzofuran 
• 59729-32-7 citalopram hydrobromide 
• 345663-47-0 1-[(3-benzyloxy)propyl]-1-(4-fluorophenyl)-1,3-dihydro-5-isobenzofurancarbonitrile 
• 59729-33-8 1-(3-dimethylamino-propyl)-1-(4-fluoro-phenyl)-1,3-dihydro-isobenzofuran-5-carbonitrile 
• 62498-69-5 didesmethylcitalopram 

Relevant articles and documents

Novel and improved process for the preparation of citalopram

A novel process for the preparation of citalopram (1) has been described. The key intermediate 1-(4-fluorophenyl)-1,3-dihydroisobenzofuran- 5-carbonitrile (2) of citalopram is prepared using novel intermediates. The process involves simple acylation, hydrolysis and reduction, which can be easily adapted to commercial scale.

PROCESSES FOR PRODUCING 5-PHTHALANCARBONITRILE AND CITALOPRAM

A process for producing the compound represented by the formula (II) which comprises reacting the compound represented by the formula (I) with oxalyl chloride; and a process for producing the compound represented by the formula (III) which comprises a step in which the compound represented by the formula (I) is reacted with oxalyl chloride to obtain the compound represented by the formula (II) and a step in which the compound represented by the formula (II) is reacted with a 3-dimethylaminopropyl halide.

PROCESS FOR PREPARING 5-SUBSTITUTED -1-(4-FLUOROPHENYL) -1,3-DIHYDROISOBENZOFURANS

The present invention relates to a method for preparation and isolation of hitherto unknown solid boron complex of formula (v), which are obtained when 5-substituted phthalides are reacted with a solution of 4-fluorophenylmagnesiumbromide, followed by in situ reduction and complex formation in the presence of sodiumborohydride. Such boron complexes can be conveniently filtered to remove structurally similar impurities and subsequently subjected to cyclisation reaction in acidic medium to get high pure 5-substituted phthalens, which are key starting materials for manufacturing citalopram and pharmaceutically acceptable acid addition salts.