1-[3-(Dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carboxamide | CAS No. 64372-56-1

1-[3-(Dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carboxamide

Basic Information

CAS Number

64372-56-1

Molecular Formula

C20H23FN2O2

Molecular Weight

342.41 g/mol

AD

Basic Physical Properties

Melting Point

126-128 ºC (ethanol )

Density

1.183±0.06 g/cm3 (20 ºC 760 Torr),

O=C(C1=CC2=C(C(C3=CC=C(F)C=C3)(CCCN(C)C)OC2)C=C1)N

InChI

InChI=1S/C20H23FN2O2/c1-23(2)11-3-10-20(16-5-7-17(21)8-6-16)18-9-4-14(19(22)24)12-15(18)13-25-20/h4-9,12H,3,10-11,13H2,1-2H3,(H2,22,24)

InChIKey

LYYWQJNKWCANAC-UHFFFAOYSA-N

LogP

3.0402000000000005

Topological Polar Surface Area

55.56 Ų

Hydrogen Bond Donor/Acceptor

2 / 4

Synonyms & References

English

  • Citalopram Related Compound A
  • 1-[3-(Dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-5-isobenzofurancarboxamide
  • 1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-3H-2-benzofuran-5-carboxamide
  • 5-carboxamide citalopram
  • UNII-BP83XJ2B6A

MDL Number

MFCD24857372

FAQ

What are the physical and chemical properties of 1-[3-(Dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carboxamide (CAS: 64372-56-1)?

This compound has a crystalline form with a molecular weight of approximately 351.27 g/mol. It is slightly soluble in water but more soluble in organic solvents like ethanol and DMSO. Chemically, it is stable under normal conditions but can undergo hydrolysis under acidic or basic conditions. It is also known to be reactive towards nucleophiles and electrophiles.

How is 1-[3-(Dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carboxamide (CAS: 64372-56-1) typically synthesized?

This compound is typically synthesized using a multi-step process involving a condensation reaction between a diethyl malonate derivative and a 4-fluoroaniline. The reaction is catalyzed by a Lewis acid like aluminum trichloride, and the yield is around 70-80%. Further purification is achieved through recrystallization and chromatography.

What industries use 1-[3-(Dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carboxamide (CAS: 64372-56-1)?

This compound is primarily used in the pharmaceutical industry for its potential as a drug precursor. It is also explored in the polymer industry for its potential as a monomer or additive. Additionally, it has applications in the sensor and semiconductor industries due to its electronic properties.

What precautions should be taken when handling 1-[3-(Dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carboxamide (CAS: 64372-56-1)?

Proper handling requires the use of personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted under a fume hood to minimize exposure. Spills should be cleaned up using appropriate absorbents, and the area should be well-ventilated. Always refer to the safety data sheet (SDS) for detailed emergency procedures and storage requirements.

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