4-[2-(Methylamino)ethyl]aniline

Base Information

• Chemical Name: 4-[2-(Methylamino)ethyl]aniline
• CAS No.: 32868-32-9
• Molecular Formula: C9H14 N2
• Molecular Weight: 150.22
• Hs Code.: 2921590090
• DSSTox Substance ID: DTXSID80437113
• Nikkaji Number: J3.129.432K
• Wikidata: Q82252490
• Mol file: 32868-32-9.mol

Synonyms:32868-32-9;4-[2-(methylamino)ethyl]aniline;4-(2-METHYLAMINO-ETHYL)-PHENYLAMINE;4-Amino-N-methylphenethylamine;4-(2-methylaminoethyl)phenylamine;Benzeneethanamine,4-amino-N-methyl-;SCHEMBL681443;4-(2-methylamino-ethyl)-aniline;DTXSID80437113;NNIPOYNUFNLQMO-UHFFFAOYSA-N;MFCD06738715;AKOS010395097;AB27726;1-(4-aminophenyl)-2-methylamino-ethane;AS-40422;FT-0692393;4-(2-Methylamino-ethyl)-phenylamine, AldrichCPR;EN300-2964102;A821475

Chemical Property of 4-[2-(Methylamino)ethyl]aniline

Chemical Property:

• PSA: 38.05000
• LogP: 2.00280
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 150.115698455
• Heavy Atom Count: 11
• Complexity: 95.7

Purity/Quality:

98%min ^*data from raw suppliers

4-Amino-N-methylphenethylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNCCC1=CC=C(C=C1)N

Technology Process of 4-[2-(Methylamino)ethyl]aniline

There total 3 articles about 4-[2-(Methylamino)ethyl]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: 45.0%

p-Aminophenethylamine (13472-00-9) + carbonic acid dimethyl ester (616-38-6) → 4-(2-Methylamino-ethyl)-phenylamine (32868-32-9) + 4-[2-(dimethylamino)ethyl]aniline (5636-52-2) + 2-4-aminophenylethylcarbamic acid methyl ester (144222-20-8)

Guidance literature:

With carbon dioxide; at 130 ℃; for 17h; under 67505.4 Torr;

DOI:10.1021/jo0477796

Reference yield:

2-4-aminophenylethylcarbamic acid methyl ester (144222-20-8) → 4-(2-Methylamino-ethyl)-phenylamine (32868-32-9)

Guidance literature:

With sodium bis(2-methoxyethoxy)aluminium dihydride; In diethyl ether; for 24h; Ambient temperature;

DOI:10.1080/00397919208019091

Reference yield:

p-Aminophenethylamine (13472-00-9) → 4-(2-Methylamino-ethyl)-phenylamine (32868-32-9)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / tetrahydrofuran / -78 °C

2: Red-Al / diethyl ether / 24 h / Ambient temperature

With triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; diethyl ether;

DOI:10.1080/00397919208019091

upstream raw materials:

2-4-aminophenylethylcarbamic acid methyl ester

p-Aminophenethylamine

carbonic acid dimethyl ester

Downstream raw materials:

3-(3-{[2-(4-Amino-phenyl)-ethyl]-methyl-amino}-propyl)-7,8-dimethoxy-1,3-dihydro-benzo[d]azepin-2-one

Refernces

• 1、 Prugh,Birchenough,Egbertson. "A simple method of protecting a secondary amine with tert butyloxycarbonyl (BOC) in the presence of a primary amine". . p. 2357 - 2360. Retrieved 2007/10/02.