4-Piperidinoaniline
- Product Name
- 4-Piperidinoaniline
- CAS No.
- 2359-60-6
- Chemical Name
- 4-Piperidinoaniline
- Synonyms
- AKOS B033030;AKOS BB-8563;ASISCHEM V33555;BUTTPARK 97\12-13;TIMTEC-BB SBB010087;4-PIPERIDINOANILINE;4-(1-pieridino)aniline;LABOTEST-BB LT00455366;4-PIPERIDIN-1-YLANILINE;4-Piperidinoaniline,98%
- CBNumber
- CB8397993
- Molecular Formula
- C11H16N2
- Formula Weight
- 176.26
- MOL File
- 2359-60-6.mol
4-Piperidinoaniline Property
- Melting point:
- 26-29 °C(lit.)
- Boiling point:
- 140-142°C 1mm
- Density
- 1.074±0.06 g/cm3(Predicted)
- refractive index
- n20/D 1.5937(lit.)
- Flash point:
- >230 °F
- storage temp.
- 2-8°C
- pka
- 7.79±0.10(Predicted)
- form
- low melting solid
- color
- Brown to black
- BRN
- 139525
- CAS DataBase Reference
- 2359-60-6(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi,Xn
- Risk Statements
- 36/37/38-36/37-20/21/22
- Safety Statements
- 26-36-36/37/39-22
- RIDADR
- 2811
- WGK Germany
- 3
- Hazard Note
- Harmful
- HazardClass
- 6.1
- PackingGroup
- III
- HS Code
- 29333990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 556629
- Product name
- N-(4-Aminophenyl)piperidine
- Purity
- 97%
- Packaging
- 1g
- Price
- $53.2
- Updated
- 2023/06/20
- Product number
- P482708
- Product name
- 4-Piperidinoaniline
- Packaging
- 500mg
- Price
- $60
- Updated
- 2021/12/16
- Product number
- OR21361
- Product name
- 4-(Piperidin-1-yl)aniline
- Purity
- 97%
- Packaging
- 5g
- Price
- $58
- Updated
- 2021/12/16
- Product number
- CS-0006453
- Product name
- 4-Piperidin-1-yl-phenylamine
- Packaging
- 5g
- Price
- $64
- Updated
- 2021/12/16
- Product number
- 3H30-1-D0
- Product name
- 4-(Piperidin-1-yl)aniline
- Packaging
- 5G
- Price
- $64
- Updated
- 2021/12/16
4-Piperidinoaniline Chemical Properties,Usage,Production
Uses
Reactant for synthesis of:
- Amino acid arylamides
- Selective interleukin-2 inducible T-cell inhibitors
- Antimalarial drugs
- Aglycoristocetin derivatives for anti-influenza virus activity
- IRAK-4 inhibitors
- 9-Aminoacridines with antiprion activity
Synthesis
6574-15-8
2359-60-6
The general procedure for the synthesis of 1-(4-nitrophenyl)piperidine was as follows: first, 4-fluoronitrobenzene (323 mg, 2.3 mmol) was dissolved in DMSO (5 mL), followed by the addition of potassium carbonate (475 mg, 3.5 mmol) and piperidine (460 μL, 4.6 mmol). The reaction mixture was stirred at 90 °C for 9 hours. After completion of the reaction, water was added to the reaction solution and extracted twice with ethyl acetate. The organic layers were combined and washed twice with saturated aqueous NaCl followed by drying with anhydrous Na2CO3. The solvent was evaporated under reduced pressure to give 1-(4-nitrophenyl)piperidine (Y197, yield: 472 mg, 100%). Next, Y197 (472 mg) was dissolved in ethyl acetate (20 mL), Pd/C (186 mg) was added, and the reaction was stirred for 3 h at room temperature under hydrogen atmosphere. Upon completion of the reaction, the reaction mixture was filtered through diatomaceous earth and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: chloroform:methanol = 40:1) to afford 1-(4-aminophenyl)piperidine (Y222, yield: 394 mg, quantitative). Finally, Y491 (80 mg, 0.18 mmol) was dissolved in dichloromethane (2 mL), Y222 (100 mg, 0.58 mmol) was added and stirred at room temperature for 5 hours. After the reaction was completed, the solvent was concentrated under reduced pressure and the residue was purified by silica gel column chromatography (eluent: chloroform:methanol = 35:1) to afford the target product 1-(p-aminophenyl)piperidine (yield: 68 mg, 64%). The structure of the product was confirmed by 1H NMR, 13C NMR and HRMS.1H NMR (500 MHz, CDCl3) δ 8.40 (s, 1H), 8.0 (d, 1H, J = 8.0 Hz), 7.70 (d, 1H, J = 8.5 Hz), 7.52 (dd, 1H, J = 8.0, 7.5 Hz), 6.92 (dd, 2H, J = 9.0, 3.5 Hz), 6.92 (dd, 2H, J = 9.0, 3.5 Hz). = 9.0, 3.5 Hz), 6.77 (dd, 2H, J = 9.0, 6.5 Hz), 5.33 (t, 1H, J = 6.0 Hz), 4.07 (bs, 2H), 3.11-3.09 (m, 4H), 2.79-2.64 (m, 4H), 1.69-1.53 (m, 10H), 1.43 (s, 9H), 1.09-1.01 (m, 9H) 1.09-1.01 (m, 2H).13C NMR (125 MHz, CDCl3) δ 154.9, 141.6, 140.8, 131.4, 130.9, 129.8, 125.8, 125.7, 79.7, 77.4, 48.7, 36.6, 29.6, 28.6, 25.7, 24.2.HRMS ( FAB-) m/z: [M-H]- calculated value C28H39N4O6S2, 591.2311; measured value, 591.2324.
References
[1] Patent: US2013/45977, 2013, A1. Location in patent: Paragraph 0211; 0212; 0213; 0214
[2] Bioorganic and Medicinal Chemistry Letters, 2015, vol. 25, # 15, p. 3057 - 3061
[3] Patent: US2009/239848, 2009, A1. Location in patent: Page/Page column 25
[4] Journal of Medicinal Chemistry, 2013, vol. 56, # 12, p. 4849 - 4859
[5] Patent: CN105503775, 2016, A. Location in patent: Paragraph 0042
4-Piperidinoaniline Preparation Products And Raw materials
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View Lastest Price from 4-Piperidinoaniline manufacturers
- Product
- 4-Piperidinoaniline 2359-60-6
- Price
- US $1.00/KG
- Min. Order
- 1G
- Purity
- 99%
- Supply Ability
- 100KG
- Release date
- 2018-08-13