| Identification | More | [Name]
4-Cyanopiperidine | [CAS]
4395-98-6 | [Synonyms]
4-CYANOPIPERIDINE
CHEMBRDG-BB 4009819
PIPERIDINE-4-CARBONITRILE
4-CYANOPIPERIDINE >98%
4-CYANO PIPERIDINE PIPERIDINE-4-CARBONITRILE
5-AMINOPHTHALONITRILE | [EINECS(EC#)]
700-005-4 | [Molecular Formula]
C6H10N2 | [MDL Number]
MFCD05022468 | [Molecular Weight]
110.16 | [MOL File]
4395-98-6.mol |
| Chemical Properties | Back Directory | [Appearance]
Yellowish-Orangish Oil | [Melting point ]
0°C | [Boiling point ]
0°C | [density ]
0.987 g/mL at 25 °C | [refractive index ]
1.4755 | [Fp ]
0°C | [storage temp. ]
2-8°C | [solubility ]
Soluble in chloroform. | [form ]
Liquid | [pka]
9.26±0.10(Predicted) | [color ]
Colorless to pale yellow | [InChI]
InChI=1S/C6H10N2/c7-5-6-1-3-8-4-2-6/h6,8H,1-4H2 | [InChIKey]
FSDNTQSJGHSJBG-UHFFFAOYSA-N | [SMILES]
N1CCC(C#N)CC1 | [CAS DataBase Reference]
4395-98-6(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S36:Wear suitable protective clothing . | [RIDADR ]
3276 | [WGK Germany ]
3 | [Hazard Note ]
Harmful | [HazardClass ]
6.1 | [PackingGroup ]
III | [HS Code ]
29333990 | [Storage Class]
10 - Combustible liquids | [Hazard Classifications]
Acute Tox. 4 Oral
Eye Dam. 1 |
| Hazard Information | Back Directory | [Chemical Properties]
Yellowish-Orangish Oil | [Uses]
4-Cyanopiperidine is used as an intermediate for the preparation of pharmaceutical substances like antidepressants and anti-inflammatory. It is used as a precursor for the synthesis of piperidine derivatives. | [Synthesis]
The general procedure for the synthesis of 4-cyanopiperidine from N-Boc-4-cyanopiperidine is as follows:
Step A: Preparation of 4-cyanopiperidine hydrochloride (mt17-1)
N-Boc-4-cyanopiperidine (4.00 g, 19.0 mmol) was dissolved in 20 mL of 4M HCl/EtOAc solution and stirred at room temperature for 30 min. After completion of the reaction, the mixture was concentrated under vacuum to give 2.10 g of 4-cyanopiperidine hydrochloride (mt17-1) as a white solid in 100% yield.
1H-NMR (DMSO-d6) δ: 9.32 (br, 1H), 3.18-3.08 (m, 3H), 2.97-2.92 (m, 2H), 2.08-2.04 (m, 2H), 1.95-1.85 (m, 2H). | [References]
[1] Patent: WO2014/178, 2014, A1. Location in patent: Page/Page column 102
[2] Patent: WO2014/4416, 2014, A1. Location in patent: Page/Page column 102
[3] Patent: US2014/5103, 2014, A1. Location in patent: Paragraph 0459; 0460
[4] Patent: US2015/197531, 2015, A1. Location in patent: Paragraph 0460
[5] Chemical and Pharmaceutical Bulletin, 2001, vol. 49, # 7, p. 822 - 829 |
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