ChemicalBook CAS DataBase List 4-Piperazinobenzonitrile

4-Piperazinobenzonitrile synthesis

8synthesis methods

Product Name:4-Piperazinobenzonitrile
CAS Number:68104-63-2
Molecular formula:C11H13N3
Molecular Weight:187.24

110-85-0 Synthesis

110-85-0
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1194-02-1
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68104-63-2
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$10.00/250mg

Yield:68104-63-2 95%

Reaction Conditions:

with potassium carbonate in butanone for 96 h;Reflux;

Steps:

6.1.1. 4-(Piperazin-1-yl)benzonitrile (4)
A mixture of 4-fluorobenzonitrile (3, 0.36 g, 3 mmol), piperazine (0.64 g, 7.4 mmol) and K₂CO₃ (0.85 g, 6.1 mmol) in ethylmethylketone (50 mL) was refluxed for 4 days. The completion of reaction was detected by TLC. The solvent was evaporated under reduced pressure and then chloroform and water was added. The organic layer was extracted. After evaporation of chloroform, the residue was crystallized from chloroform to give compound 4 as a cream solid. Yield: 95%; m.p 82-85 °C; IR (KBr, cm^-1): 3325, 2215, 1606. ¹H NMR (500 MHz, CDCl₃): 7.50 (d, 2H, J = 9.2 Hz, phenyl), 6.86 (d, 2H, J = 9.2 Hz, phenyl), 3.29 (t, 4H, J = 5.2 Hz, piperazine), 3.02 (t, 4H, J = 5.2 Hz, piperazine). MS (ESI): 188 [M + H⁺]. Anal. Calcd for C₁₁H₁₃N₃: C, 70.56; H, 7.0; N, 22.44. Found: C, 70.35; H, 6.82; N, 22.73.

References:

Tahghighi, Azar;Marznaki, Farzane Rezazade;Kobarfard, Farzad;Dastmalchi, Siavoush;Mojarrad, Javid Shahbazi;Razmi, Sepideh;Ardestani, Sussan Kabudanian;Emami, Saeed;Shafiee, Abbas;Foroumadi, Alireza [European Journal of Medicinal Chemistry,2011,vol. 46,# 6,p. 2602 - 2608] Location in patent:experimental part

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110-85-0 Synthesis

110-85-0
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623-03-0 Synthesis