1-(2-Chloroethyl)piperidine hydrochloride Chemical Properties

Melting point:

230-232 °C(lit.)

Boiling point:

196 °C

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

Powder or Crystals

color 

White to pale yellow to beige

Water Solubility 

soluble

Sensitive 

Hygroscopic

BRN 

3910268

InChI

InChI=1S/C7H14ClN.ClH/c8-4-7-9-5-2-1-3-6-9;/h1-7H2;1H

InChIKey

VFLQQZCRHPIGJU-UHFFFAOYSA-N

SMILES

N1(CCCl)CCCCC1.Cl

CAS DataBase Reference

2008-75-5(CAS DataBase Reference)

Safety Information

Hazard Codes 

T+,Xi

Risk Statements 

28-34-36/37/38

Safety Statements 

26-28-36/37/39-45-24/25

RIDADR 

UN 2928 6.1/PG 2

WGK Germany 

2

RTECS 

TM6482500

HazardClass 

6.1

PackingGroup 

II

HS Code 

29333999

Toxicity

mouse,LD50,intraperitoneal,93mg/kg (93mg/kg),BEHAVIORAL: ATAXIA,Journal of Pharmacology and Experimental Therapeutics. Vol. 94, Pg. 249, 1948.

MSDS

• Language:English Provider:1-(2-Chloroethyl)piperidine hydrochloride
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

1-(2-Chloroethyl)piperidine hydrochloride Usage And Synthesis

Chemical Properties

Colorless to beige crystals

Uses

Hydrochloride salt of N-(β-Chloroethyl)piperidine is used in the inhibition of sickle-cell hemoglobin.

Uses

1-(2-Chloroethyl)piperidine hydrochloride is used as intermediate for the syntheses of pharmaceuticals (e.g. fenpiverinium bromide, cloperastine and pitofenone).

Synthesis

The general procedure for the synthesis of 1-(2-chloroethyl)piperidine hydrochloride using N-hydroxyethylpiperidine as starting material was as follows: N-hydroxyethylpiperidine (5 mL) was dissolved in chloroform (12.5 mL). Thionyl chloride (3.4 mL) was added slowly and dropwise under ice bath cooling conditions. The reaction mixture was slowly heated to reflux and the reflux reaction was maintained for 3 hours. Upon completion of the reaction, it was cooled to room temperature and the solvent was removed by distillation under reduced pressure to give a large crystalline precipitate. Finally, the product was purified by ethanol recrystallization to give 5.88 g of 1-(2-chloroethyl)piperidine hydrochloride in 85% yield.

References

[1] Patent: CN105884699, 2016, A. Location in patent: Paragraph 0048; 0049
[2] Patent: US2006/223855, 2006, A1. Location in patent: Page/Page column 160-161
[3] Journal of Polymer Science, Part A: Polymer Chemistry, 2014, vol. 52, # 5, p. 671 - 679

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