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 
• 947263-32-3 1-(4-fluorophenyl)-1,3-dihydro-5-chloro-isobenzofuran 
• 64169-34-2 5-bromophthalide 
• 947263-28-7 2-bromo-4-chloro-4'-fluorobenzophenone 

Downstream Products

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

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.

ONE POT SYNTHESIS OF CITALOPRAM FROM 5-CYANOPHTHALIDE

A process for one pot synthesis of citalopram is disclosed. The process comprises subjecting 5-cyano phthalide to Grignard reduction followed cyclization and followed by C-alkylation reaction to obtain citalopram without isolation and purification of any intermediates. In another embodiment, 5-cyano phthalide is subjected to sequential Grignard reactions followed by cyclization to obtain citalopram without isolation and purification of any intermediate stages.