5-Chloro-1-(4-piperidinyl)-1,3-dihydro-2H-benzimidazol-2-one | CAS No. 53786-28-0

5-Chloro-1-(4-piperidinyl)-1,3-dihydro-2H-benzimidazol-2-one

Basic Information

CAS Number

53786-28-0

Molecular Formula

C12H14ClN3O

Molecular Weight

251.72 g/mol

AD

Basic Physical Properties

Melting Point

226.0 to 230.0 deg-C

Density

1.3±0.1 g/cm3

Refractive Index

1.605

C1CNCCC1N2C3=C(C=C(C=C3)Cl)NC2=O

InChI

InChI=1S/C12H14ClN3O/c13-8-1-2-11-10(7-8)15-12(17)16(11)9-3-5-14-6-4-9/h1-2,7,9,14H,3-6H2,(H,15,17)

InChIKey

DOAYWDKFDPSTSV-UHFFFAOYSA-N

LogP

1.9074999999999998

Topological Polar Surface Area

49.82 Ų

Hydrogen Bond Donor/Acceptor

2 / 4

Complexity

306

Safety Information

View Safety Information

Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation
H319 Causes serious eye irritation
Serious eye damage/eye irritation

Synonyms & References

English

  • 5-chloro-1-(4-piperidyl)- 2-benzimidazolinone
  • SCHEMBL22588043
  • Tox21_113838
  • 5-CHLORO-1-(4-PIPERIDINYL)-2-BENZIMIDAZOLIDINONE
  • DOMPERIDONE IMPURITY A
  • 5-Chloro-1-(4-piperidyl)-1H-benzimidazol-2(3H)-one
  • SR-01000945186-1
  • SR-01000945186
  • 5-chloro-1-(piperidin-4-yl)-1,3-dihydro-2h-benzimidazol-2-one
  • DTXSID4057764
  • Domperidone Imp. A (EP); 5-Chloro-1-(piperidin-4-yl)-1,3-dihydro-2H-benzimidazol-2-one; Domperidone Impurity A
  • CHEMBL3189082
  • 5-CHLORO-1-PIPERIDIN-4-YL-1,3-DIHYDRO-BENZOIMIDAZOL-2-ONE
  • AB10845
  • 1-(4-piperidyl)-5-chloro-benzimidazolin-2-one
  • 1-(4-Piperidinyl)-1,3-dihydro-5-chlorobenzimidazolone
  • 5-Chloro-1-piperidin-4-yl-1,3-dihydro-2H-benzimidazol-2-one
  • 4-(5-Chlorobenzimidazol-2-on-1-yl)-piperidine
  • R29676
  • 5-Chloro 1,3 dihydro -1- (4-piperidinyl) -2H- benzimidazol - 2 -one
  • 4-(6-CHLORO-1,2-DIHYDRO-2-OXOBENZO(D)IMIDAZOL-3-YL)PIPERIDINE
  • 5-Chloro-1-(piperidin-4-yl)-1H-benzo[d]imidazol-2(3H)-one
  • FT-0640191
  • PD065624
  • 5-CHLORO-1,3-DIHYDRO-1-(PIPERIDIN-4-YL)-2H-BENZIMIDAZOL-2-ONE
  • DoMperidone EP IMpurity A
  • DOAYWDKFDPSTSV-UHFFFAOYSA-N
  • SCHEMBL655853
  • BCP34405
  • 5-Chloro-1,3-dihydro-1-(4-piperidinyl)-2H-benzimidazol-2-one
  • 5-Chloro-1-(4-piperidinyl)-2-benzimidazolinone

MDL Number

MFCD02684518

Customs Code

2933990090

FAQ

What are the physical and chemical properties of 5-Chloro-1-(4-piperidinyl)-1,3-dihydro-2H-benzimidazol-2-one (CAS: 53786-28-0)?

5-Chloro-1-(4-piperidinyl)-1,3-dihydro-2H-benzimidazol-2-one is a solid with a crystalline form. It has a molecular weight of approximately 253.67 g/mol and is slightly soluble in water. It shows limited reactivity under normal conditions but can degrade under strong acidic or basic conditions. The compound can be effectively dissolved in organic solvents such as ethanol and acetone.

How is 5-Chloro-1-(4-piperidinyl)-1,3-dihydro-2H-benzimidazol-2-one (CAS: 53786-28-0) typically synthesized?

This compound is typically synthesized via the condensation of 5-chlorobenzimidazole with 4-piperidinecarboxylic acid, followed by a coupling reaction using a suitable coupling reagent like 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDC) and N-hydroxysuccinimide (NHS). The reaction requires basic conditions and is conducted with good selectivity and yield, often over 90%.

What industries use 5-Chloro-1-(4-piperidinyl)-1,3-dihydro-2H-benzimidazol-2-one (CAS: 53786-28-0)?

5-Chloro-1-(4-piperidinyl)-1,3-dihydro-2H-benzimidazol-2-one finds applications in the pharmaceutical industry for its potential as an intermediate in drug synthesis. It is also utilized in the polymer industry as a stabilizer and in the sensor industry for its ability to detect specific chemical species. Additionally, it has applications in semiconductor manufacturing as a photoresist component.

What precautions should be taken when handling 5-Chloro-1-(4-piperidinyl)-1,3-dihydro-2H-benzimidazol-2-one (CAS: 53786-28-0)?

When handling 5-Chloro-1-(4-piperidinyl)-1,3-dihydro-2H-benzimidazol-2-one, it is recommended to wear appropriate personal protective equipment (PPE) including gloves, goggles, and a lab coat. The compound should be stored in a dry, well-ventilated area away from heat sources and direct sunlight. In case of spill, the area should be flushed with water, and the spill should be cleaned up using appropriate absorbent materials. Always refer to the Safety Data Sheet (SDS) for detailed handling and disposal instructions.

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