1-(4-Methoxyphenyl)piperazine

Base Information

• Chemical Name: 1-(4-Methoxyphenyl)piperazine
• CAS No.: 38212-30-5
• Molecular Formula: C11H16N2O
• Molecular Weight: 192.261
• Hs Code.: 29335990
• European Community (EC) Number: 253-829-7
• UNII: P385M92GYG
• DSSTox Substance ID: DTXSID30191591
• Nikkaji Number: J231.894F
• Wikipedia: Para-Methoxyphenylpiperazine
• Wikidata: Q7133617
• ChEMBL ID: CHEMBL59517
• Mol file: 38212-30-5.mol

Synonyms:1-(4-methoxyphenyl)piperazine

Chemical Property of 1-(4-Methoxyphenyl)piperazine

Chemical Property:

• Appearance/Colour: pale yellow to yellow colour liquid
• Vapor Pressure: 6.8E-05mmHg at 25°C
• Melting Point: 42-47 °C(lit.)
• Refractive Index: 1.533
• Boiling Point: 344 °C at 760 mmHg
• PKA: 8.98±0.10(Predicted)
• Flash Point: 161.8 °C
• PSA: 24.50000
• Density: 1.057 g/cm³
• LogP: 1.49860
• Storage Temp.: -20°C Freezer
• Sensitive.: Air Sensitive
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: soluble in water, methanol and toluene
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 192.126263138
• Heavy Atom Count: 14
• Complexity: 161

Purity/Quality:

97% ^*data from raw suppliers

1-(4-Methoxyphenyl)piperazine 98.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-28A

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)N2CCNCC2
• Uses: It is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuffs.

Technology Process of 1-(4-Methoxyphenyl)piperazine

There total 15 articles about 1-(4-Methoxyphenyl)piperazine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

→ 4-(4-methoxyphenyl)piperazine (38212-30-5)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;

Reference yield: 87.0%

piperazine (110-85-0) + 4-chloromethoxybenzene (623-12-1) → 4-(4-methoxyphenyl)piperazine (38212-30-5)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2-dicyclohexylphosphino-2′,6′-di-i-propoxy-1,1′-biphenyl; sodium t-butanolate; In 1,4-dioxane; at 100 ℃; for 0.166667h;

DOI:10.1021/acs.orglett.6b02591

Reference yield: 82.0%

piperazine (110-85-0) + 1-bromo-4-methoxy-benzene (104-92-7) → 4-(4-methoxyphenyl)piperazine (38212-30-5)

Guidance literature:

With (R)-(+)-2,2′-bis(diphenylphosphino)-1,1′-binaphthalene; sodium t-butanolate; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tetrahydrofuran; toluene; at 80 - 90 ℃; for 24h;

DOI:10.1016/S0040-4039(02)00556-7

upstream raw materials:

bis-(2-chloroethyl)amine hydrochloride

4-methoxy-aniline

3-[2-(4-Methoxy-phenylamino)-ethyl]-oxazolidin-2-one

piperazine

Downstream raw materials:

1-[2-(N-ethyl-anilino)-ethyl]-4-(4-methoxy-phenyl)-piperazine

2-[4-(4-methoxy-phenyl)-piperazin-1-yl]-5-phenyl-oxazol-4-one

1-(2-benzyl-thiazol-4-ylmethyl)-4-(4-methoxy-phenyl)-piperazine

1-(4-Methoxy-phenyl)-4-(2-pyridin-2-yl-ethyl)-piperazine; compound with (Z)-but-2-enedioic acid

Refernces

Antimycotic Azoles. 6. Synthesis and Antifungal Properties of Terconazole, a Novel Triazole Ketal

10.1021/jm00358a032

The research focuses on the synthesis and antifungal properties of terconazole, a novel triazole ketal. The synthesis process involves several key chemicals and steps. Starting from cis-[2-(bromomethyl)-2-(2,4-dichlorophenyl)-1,3-dioxolan-4-yl]methyl benzoate (4), the sodium salt of triazole is coupled with the bromomethyl ketal in Me2SO at 130°C to produce a mixture of triazole derivatives. These derivatives are then saponified with NaOH in dioxane-water to yield alcohols 5 and 6. Alcohol 5 is converted to the corresponding methanesulfonate 7, which is coupled with the sodium salt of phenol 8 to give terconazole 3b. Phenol 8 is prepared from 1-(4-methoxyphenyl)piperazine (9) through reductive alkylation with acetone and demethylation with 48% HBr solution. The synthesized terconazole exhibits high topical in vivo activity against vaginal candidosis in rats and dermatophytosis in guinea pigs, showing potential as an effective treatment for superficial fungal infections.