1-(2-Methoxyphenyl)piperazine Chemical Properties

Melting point:

35-40 °C (lit.)

Boiling point:

130-133 °C/0.1 mmHg (lit.)

Density 

1.095 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.575(lit.)

Flash point:

>230 °F

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)

form 

Liquid After Melting

pka

8.98±0.10(Predicted)

color 

Clear colorless to yellow

Water Solubility 

Soluble in chloroform, ethyl acetate, and methanol. Insoluble in water

Sensitive 

Air Sensitive

BRN 

167888

InChI

InChI=1S/C11H16N2O/c1-14-11-5-3-2-4-10(11)13-8-6-12-7-9-13/h2-5,12H,6-9H2,1H3

InChIKey

VNZLQLYBRIOLFZ-UHFFFAOYSA-N

SMILES

N1(C2=CC=CC=C2OC)CCNCC1

LogP

1.67

CAS DataBase Reference

35386-24-4(CAS DataBase Reference)

Safety Information

Hazard Codes 

C,Xi

Risk Statements 

34-36/37/38

Safety Statements 

26-36/37/39-45-28A-36

RIDADR 

UN 3263 8/PG 3

WGK Germany 

3

F 

3-10

Hazard Note 

Irritant

HazardClass 

8

PackingGroup 

Ⅲ

HS Code 

29349990

Storage Class

8A - Combustible corrosive hazardous materials

Hazard Classifications

Eye Dam. 1
Skin Corr. 1B

MSDS

• Language:English Provider:1-(2-Methoxyphenyl)piperazine
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

1-(2-Methoxyphenyl)piperazine Usage And Synthesis

Chemical Properties

clear colorless to yellow liquid after melting

Uses

A piperazine derivative and a selective antagonist at D3 receptors that influences the expression of cocaine-induced conditioned place preference (CPP).

Uses

It is used as pharmaceutical intermediate. N-alkylated 1-(2-methyoxyphenyl)piperazines markedly improved affinity and selectivity of the dopamine D3 receptor which is recognized as a potential therapeutic target for the treatment of various neurological and psychiatric disorders.

Uses

1-(2-Methoxyphenyl)piperazine can be used:

• To functionalize pyrazolylvinyl ketones via Aza-Michael addition reaction.
• To prepare cyclic amine substituted Tr?ger′s base derivatives.
• To prepare functionalized bis(mercaptoimidazolyl)borates by reacting with the activated ester, [(1-methyl-2-mercaptoimidazol-5-yl)carbonyl]succinimide.

Definition

ChEBI: 1-(2-methoxyphenyl)piperazine is a member of piperazines.

Synthesis

Preparation of 1-(2-methoxyphenyl)piperazine hydrobromide:

Place 189g of diethanolamine and 2000ml of 40% hydrobromic acid in a three-mouth flask equipped with stirring, reflux condenser and a thermometer, and heat to reflux for 12h. After the reaction, the condenser was converted into a Vigro fractionation column to fractionate until there was no distillate. The first fraction was discarded, and the continuing fraction was recovered for reuse. Cooling, add 670ml ethanol, remove the fractionation column, install the condenser, slowly add 243g o-aminoanisole, heated reflux 10h, add 90g anhydrous sodium carbonate, and then continue to reflux for 10h, pour into a beaker while still hot, cooling, filter out the crystals, and then recrystallize from ethanol to obtain a white scaly crystals, yield of 155g, m.p. 232.4 ~ 234.6 ??, yield of 31.6%.

Preparation of 1-(2-methoxyphenyl) piperazine:

Suspend 155g of 1-( 2-methoxyphenyl) piperazine hydrobromide in 150ml of water, add 40% of sodium hydroxide solution, neutralize to strong alkaline, leave to stand, extract the oil layer, remove water by pressure-reduced distillation and collect the fraction at 129??134?? 0.1mmHg, yield 103.2g, content 97.5%??98.2%. Content: 97.5%-98.2%. It is colorless oily liquid with 95% yield. The total yield was calculated as 30% with diethanolamine.

1-(2-Methoxyphenyl)piperazine(35386-24-4)Related Product Information

• 6-[[3-[4-(2-Methoxyphenyl)-1-piperazinyl]propyl]amino]-1,3-dimethyluracil
• 2-Methylpiperazine
• Piperazine
• N-Aminoethylpiperazine
• Piperacillin
• 2-Ethylhexyl ferulate
• 1-(3-AMinopropyl)-4-(2-Methoxyphenyl)piperazine 97%
• 4-(3-Hydroxypropylamino)-1,3-dimethyluracil
• O-DesMethyl Urapidil
• 6-[(3-chloropropyl)amino]-1,3-dimethyluracil
• 2-Demethoxy-2-chloro urapidil
• Urapidil impurity 7
• 1,3-Dimethylbarbituric acid
• 2-Demethoxy-4-methoxy urapidil
• 3-[4-(2-methoxyphenyl)-1-piperazinyl]propanenitrile
• 6-Chloro-1,3-dimethyl-2,4-(1H,3H)-pyrimidinedione
• 1-(4-Methoxyphenyl)piperazine
• Propiophenone