N-(2-aminophenyl)-N-(4-methoxyphenyl)amine hydrochloride

Base Information

• Chemical Name: N-(2-aminophenyl)-N-(4-methoxyphenyl)amine hydrochloride
• CAS No.: 25914-22-1
• Molecular Formula: C13H14 N2 O
• Molecular Weight: 214.267
• Hs Code.: 2922299090
• ChEMBL ID: CHEMBL1597345
• DSSTox Substance ID: DTXSID90583276
• Mol file: 25914-22-1.mol

Synonyms:N-(2-aminophenyl)-N-(4-methoxyphenyl)amine hydrochloride;25914-22-1;1-N-(4-methoxyphenyl)benzene-1,2-diamine hydrochloride;1184991-96-5;2-N-(4-methoxyphenyl)benzene-1,2-diamine;hydrochloride;N1-(4-methoxyphenyl)benzene-1,2-diamine hydrochloride;N-(2-AMINOPHENYL)-N-(4-METHOXYPHENYL)AMINEHYDROCHLORIDE;MLS001006997;CHEMBL1597345;DTXSID90583276;SMR000349859;CS-0218987;EN300-02791;VU0319333-2;G55009;SR-01000033756;SR-01000033756-1;N1-(4-methoxyphenyl)-1,2-Benzenediamine hydrochloride (1:1);N~1~-(4-Methoxyphenyl)benzene-1,2-diamine--hydrogen chloride (1/1)

Chemical Property of N-(2-aminophenyl)-N-(4-methoxyphenyl)amine hydrochloride

Chemical Property:

• Vapor Pressure: 1.3E-05mmHg at 25°C
• Boiling Point: 368.2°Cat760mmHg
• Flash Point: 176.5°C
• PSA: 47.28000
• Density: 1.178g/cm³
• LogP: 4.47720
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 250.0872908
• Heavy Atom Count: 17
• Complexity: 202

Purity/Quality:

98%Min ^*data from raw suppliers

N-(2-AMINOPHENYL)-N-(4-METHOXYPHENYL)AMINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)NC2=CC=CC=C2N.Cl

Technology Process of N-(2-aminophenyl)-N-(4-methoxyphenyl)amine hydrochloride

There total 8 articles about N-(2-aminophenyl)-N-(4-methoxyphenyl)amine hydrochloride 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: 100.0%

2-nitro-4'-methoxydiphenylamine (54381-13-4) → N-(4-methoxyphenyl)benzene-1,2-diamine (25914-22-1)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; for 3h; under 2068.65 Torr;

DOI:10.1021/ml200125r

Reference yield: 90.0%

→ N-(4-methoxyphenyl)benzene-1,2-diamine (25914-22-1)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; at 20 ℃; for 2h; under 2068.65 Torr; Sealed tube;

Reference yield: 65.0%

2-nitrophenyl bromide (577-19-5) + 4-methoxy-aniline (104-94-9) → N-(4-methoxyphenyl)benzene-1,2-diamine (25914-22-1)

Guidance literature:

2-nitrophenyl bromide; 4-methoxy-aniline; With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium carbonate; XPhos; In isopropyl alcohol; at 110 ℃; for 24h; Inert atmosphere;

With bis(pinacol)diborane; lithium tert-butoxide; In isopropyl alcohol; at 110 ℃; for 4h; chemoselective reaction; Inert atmosphere;

DOI:10.1016/j.tet.2018.12.035

upstream raw materials:

2-nitro-4'-methoxydiphenylamine

4-methoxy-aniline

ortho-nitrofluorobenzene

para-iodoanisole

Downstream raw materials:

3-methyl-10-(4-methoxyphenyl)isoalloxazine

1-(4-methoxy-phenyl)-2-phenyl-2,3-dihydro-1H-benzo[1,3,2]diazaborole

1-(4-methoxy-phenyl)-2-(2-methyl-3,5-dinitro-phenyl)-2,3-dihydro-1H-benzo[1,3,2]diazaborole

1-(4-methoxy-phenyl)-2-(3-nitro-phenyl)-2,3-dihydro-1H-benzo[1,3,2]diazaborole

Refernces

• 1、 Cui, Jian-Lan,Wang, Ning,Wang, Xiao,Yu, Si-Yuan,Zhong, Cong-Shan. "A green and practical reduction of N-(4-chlorophenyl)-2-nitroaniline and its derivatives to corresponding N-substituted-benzene-1,2-diamines using thiourea dioxide". supporting information. . Retrieved 2020/01/22.
• 2、 Zhang, Ya-Liang,Yang, Rong,Xia, Lin-Ying,Man, Ruo-Jun,Chu, Yi-Chun,Jiang, Ai-Qin,Wang, Zhong-Chang,Zhu, Hai-Liang. "Synthesis, anticancer activity and molecular docking studies on 1,2-diarylbenzimidazole analogues as anti-tubulin agents". . . Retrieved 2019/09/03.