1-(2-Hydroxyethyl)-4-methylpiperazine Chemical Properties

Melting point:

39-41°C

Boiling point:

54-55°C/0.5mbar

Density 

1.003±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

solubility 

soluble in Methanol

pka

14.96±0.10(Predicted)

form 

Low Melting Solid

color 

Slightly yellow

InChI

InChI=1S/C7H16N2O/c1-8-2-4-9(5-3-8)6-7-10/h10H,2-7H2,1H3

InChIKey

QHTUMQYGZQYEOZ-UHFFFAOYSA-N

SMILES

N1(CCO)CCN(C)CC1

CAS DataBase Reference

5464-12-0(CAS DataBase Reference)

Safety Information

Risk Statements 

36/37/38-20/21/22

Safety Statements 

26-36/37/39-24/25-23

Hazard Note 

Harmful

HazardClass 

IRRITANT

HS Code 

29339900

1-(2-Hydroxyethyl)-4-methylpiperazine Usage And Synthesis

Chemical Properties

slightly yellow low melting solid

Synthesis

The general procedure for the synthesis of 1-(2-hydroxyethyl)-4-methylpiperazine from N-methylpiperazine and 2-bromoethanol was as follows: 2-bromoethanol (2.36 g, 19 mmol) was added slowly and dropwise to a reaction flask containing a mixture of anhydrous ethanol (150 μL) with 1-methylpiperazine (1.26 g, 13 mmol) and potassium carbonate (5.0 g, 36 mmol). The reaction mixture was heated under reflux conditions for 18 hours. Upon completion of the reaction, the mixture was allowed to cool to room temperature and filtered to remove the insoluble precipitate. Subsequently, the solvent was removed by rotary evaporation. The residue was treated with a solvent mixture of acetone/dichloromethane (v/v ratio not specified), filtered again to remove the insoluble material, and finally the solvent was removed by rotary evaporation to afford 1-(2-hydroxyethyl)-4-methylpiperazine (870 mg, 48% yield) as a light brown oil. The product was confirmed by 1H NMR (CDCl3): δ 2.18 (s, 3H); 2.3-2.7 (br m, 8H); 2.56 (t, 2H); 3.61 (t, 2H).MS-ESI showed a molecular ion peak of 145 [MH]+.

References

[1] Patent: WO2004/7498, 2004, A2. Location in patent: Page 29
[2] ACS Medicinal Chemistry Letters, 2013, vol. 4, # 7, p. 622 - 626
[3] Journal of Medicinal Chemistry, 2017, vol. 60, # 14, p. 6305 - 6320
[4] Patent: US6291455, 2001, B1
[5] Patent: US2003/225111, 2003, A1. Location in patent: Page 41

1-(2-Hydroxyethyl)-4-methylpiperazine(5464-12-0)Related Product Information

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• Methyl acrylate
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