4-(4-Methylpiperazino)benzylamine

4-(4-Methylpiperazino)benzylamine Property

Boiling point:

122-124/0.05mm

Density 

1.065±0.06 g/cm3(Predicted)

storage temp. 

Store at Room Tem.

pka

10.40±0.10(Predicted)

CAS DataBase Reference

216144-45-5(CAS DataBase Reference)

Safety

Hazard Codes 

C

Risk Statements 

36/37/38-34

Safety Statements 

26-36/37/39-45

Hazard Note 

Corrosive

HS Code 

2933599590

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

4-(4-Methylpiperazino)benzylamine Chemical Properties,Usage,Production

Synthesis

General procedure for the synthesis of 4-(4-methyl-1-piperazinyl)benzylamine from 4-(4-methylpiperazin-1-yl)benzonitrile: Sodium borohydride (10 eq.) was added to a solution of 4-(4-methylpiperazin-1-yl)benzonitrile (1 eq.) and cobalt chloride hexahydrate (2.1 eq.). The reaction mixture was stirred for 5 hours and then filtered through a pad of diatomaceous earth. The organic phase was concentrated under reduced pressure. The yellow oil obtained was purified by rapid chromatography on silica gel (dichloromethane: methanol = 8:2) to afford the target compound 4-(4-methyl-1-piperazinyl)benzylamine as a white solid in 50% yield.1H NMR (400 MHz, methanol-d4): δ (ppm) 2.42 (s, 3H); 2.74 (t, J=8Hz, 4H); 3.17 (t. J=8Hz, 4H); 4.43 (s, 2H); 6.89 (d, J=8Hz, 2H); 7.18 (d, J=8Hz, 2H). Elemental analysis (C12H19N3) calculated values: C, 70.20; H, 9.33; N, 20.47; measured values: C, 70.10; H, 9.13; N, 20.27.

References

[1] Tetrahedron Letters, 2013, vol. 54, # 38, p. 5204 - 5206
[2] Journal of Medicinal Chemistry, 2005, vol. 48, # 26, p. 8261 - 8269
[3] Journal of Medicinal Chemistry, 2014, vol. 57, # 12, p. 5293 - 5305
[4] ACS Medicinal Chemistry Letters, 2018, vol. 9, # 7, p. 741 - 745