(4-Chlorophenyl)(piperazin-1-yl) methanone

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(4-Chlorophenyl)(piperazin-1-yl) methanone Basic information
Product Name:(4-Chlorophenyl)(piperazin-1-yl) methanone
Synonyms:1-(4-CHLOROBENZOYL)PIPERAZINE;Methanone, (4-chlorophenyl)-1-piperazinyl-;(4-Chlorophenyl)(piperazin-1-yl) methanone
CAS:54042-47-6
MF:C11H13ClN2O
MW:224.69
EINECS:
Product Categories:
Mol File:54042-47-6.mol
(4-Chlorophenyl)(piperazin-1-yl) methanone Structure
(4-Chlorophenyl)(piperazin-1-yl) methanone Chemical Properties
Melting point 200 °C
Boiling point 384.0±37.0 °C(Predicted)
density 1.231±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
pka8.32±0.10(Predicted)
AppearanceWhite to off-white Solid
Safety Information
Hazard Codes Xn
Risk Statements 22-36
MSDS Information
(4-Chlorophenyl)(piperazin-1-yl) methanone Usage And Synthesis
Synthesis
tert-Butyl 4-(4-chlorobenzoyl)piperazine-1-carboxylate

897445-35-1

(4-CHLOROPHENYL)(PIPERAZIN-1-YL) METHANONE

54042-47-6

Step 2: Synthesis of (4-chlorophenyl)(piperazin-1-yl)methanone (C) Dissolve tert-butyl 4-(4-chlorobenzoyl)piperazine-1-carboxylate (26 g) in dichloromethane (350 mL). To the solution was added 4 M hydrochloric acid/dioxane solution (150 mL). The reaction mixture was stirred at room temperature for 4 hours, during which time the formation of a white precipitate was observed. Upon completion of the reaction, the mixture was concentrated to remove the solvent. The resulting white solid was washed with ether. Subsequently, the white solid was treated with 1 N sodium hydroxide solution (200 mL) and extracted with ethyl acetate (3 x 100 mL). The organic phases were combined, dried over anhydrous sodium sulfate and concentrated to give the target product (4-chlorophenyl)(piperazin-1-yl)methanone (17.79 g, 99% yield). Product characterization data: 1H-NMR (hydrochloride, 300 MHz, MeOD): δ 2.80-2.90 (m, 4H), 3.20-3.80 (m, 4H), 7.29-7.36 (m, 4H).

References[1] Patent: WO2006/71875, 2006, A1. Location in patent: Page/Page column 78
[2] Bioorganic and Medicinal Chemistry, 2012, vol. 20, # 2, p. 1139 - 1148
[3] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 16, p. 3739 - 3743
[4] Archiv der Pharmazie, 2017, vol. 350, # 8,
[5] Patent: CN107226807, 2017, A. Location in patent: Paragraph 0546-0548
(4-Chlorophenyl)(piperazin-1-yl) methanone Preparation Products And Raw materials
Raw materialstert-Butyl 4-(4-chlorobenzoyl)piperazine-1-carboxylate-->Sodium hydroxide-->Hydrochloric acid-->1,4-Dioxane-->Dichloromethane
Tag:(4-Chlorophenyl)(piperazin-1-yl) methanone(54042-47-6) Related Product Information
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