4-Methoxy-3-(4-methylpiperazin-1-yl)aniline

Base Information

• Chemical Name: 4-Methoxy-3-(4-methylpiperazin-1-yl)aniline
• CAS No.: 148546-78-5
• Molecular Formula: C12H19 N3 O
• Molecular Weight: 221.302
• DSSTox Substance ID: DTXSID80438226
• Nikkaji Number: J1.088.955C
• ChEMBL ID: CHEMBL274725
• Mol file: 148546-78-5.mol

Synonyms:148546-78-5;4-methoxy-3-(4-methylpiperazin-1-yl)aniline;1-(5-AMINO-2-METHOXYPHENYL)-4-METHYLPIPERAZINE;Benzenamine, 4-methoxy-3-(4-methyl-1-piperazinyl)-;CHEMBL274725;SCHEMBL1397389;DTXSID80438226;NGRRREPRVBZRID-UHFFFAOYSA-N;AKOS016344463;3-(4-Methylpiperazino)-4-methoxyaniline;BB 0261864;CS-0069709;4-methoxy-3-(4-methylpiperazin-1-yl)anilin9;F53266;4-methoxy-3-(4-methyl-1-piperazinyl)benzenamine;4-methoxy-3-(4-methyl-1-piperazinyl)phenylamine;4-methoxy-3-(4-methyl-1-piperazinyl) benzenamine;4-Methoxy-3-(4-methyl-1-piperazinyl)benzeneamine;4-Methoxy-3-(4-methyl-piperazin-1-yl)-phenylamine;4-(methyloxy)-3-(4-methyl-1-piperazinyl)phenyl amine;[4-(methyloxy)-3-(4-methyl-1-piperazinyl)phenyl]amine

Chemical Property of 4-Methoxy-3-(4-methylpiperazin-1-yl)aniline

Chemical Property:

• PSA: 41.73000
• LogP: 1.61330
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 221.152812238
• Heavy Atom Count: 16
• Complexity: 216

Purity/Quality:

98%min ^*data from raw suppliers

4-Methoxy-3-(4-methylpiperazin-1-yl)aniline 95%+ ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCN(CC1)C2=C(C=CC(=C2)N)OC

Technology Process of 4-Methoxy-3-(4-methylpiperazin-1-yl)aniline

There total 8 articles about 4-Methoxy-3-(4-methylpiperazin-1-yl)aniline 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: 57.0%

1-(2-Methoxy-5-nitro-phenyl)-4-methyl-piperazine (148547-50-6) → 4-methoxy-3-(4-methyl-1-piperazinyl)benzeneamine (148546-78-5)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In methanol; for 1h;

Reference yield:

N-methyl-N'-(2-methoxyphenyl)-piperazine (148547-51-7) → 4-methoxy-3-(4-methyl-1-piperazinyl)benzeneamine (148546-78-5)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂SO₄; KNO₃

2: hydrazine / Raney nickel / ethanol

With sulfuric acid; potassium nitrate; hydrazine; nickel; In ethanol;

DOI:10.1016/j.bmcl.2005.07.024

Reference yield:

methyl 3-amino-4-methoxybenzoate (24812-90-6) → 4-methoxy-3-(4-methyl-1-piperazinyl)benzeneamine (148546-78-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 20 percent / Na₂CO₃ / butan-1-ol

2: 1.) N₂H₄*H₂O, 2.) NaNO₂, HCl

With hydrogenchloride; sodium carbonate; hydrazine hydrate; sodium nitrite; In butan-1-ol;

DOI:10.1021/jm00041a001

upstream raw materials:

4-Methoxy-3-(4-methyl-piperazin-1-yl)-benzoic acid methyl ester

1-(2-Methoxy-5-nitro-phenyl)-4-methyl-piperazine

N-methyl-N'-(2-methoxyphenyl)-piperazine

methyl 3-amino-4-methoxybenzoate

Downstream raw materials:

N-[4-Methoxy-3-(4-methylpiperazin-1-yl)phenyl]-2-thiophenesulfonamide

N-(4-bromo-3-methylphenyl)-N'-[4-methoxy-3-(4-methyl-1-piperazinyl)phenyl]urea

Refernces

• 1、 -. "5-HT RECEPTOR MODULATORS". Page/Page column 56. . Retrieved 2011/09/15.
• 2、 -. "PIPERAZIDES DERIVED FROM ARYLPIPERAZINE, PROCESSES FOR THEIR PREPARATION, THEIR USE AS MEDICAMENTS AND PHARMACEUTICAL COMPOSITIONS COMPRISING THEM". . . Retrieved 2008/06/13.