4-(2-Methoxyphenyl)aniline

Base Information

• Chemical Name: 4-(2-Methoxyphenyl)aniline
• CAS No.: 263901-48-0
• Molecular Formula: C13H13NO
• Molecular Weight: 199.252
• Hs Code.: 2922199090
• European Community (EC) Number: 696-589-2
• DSSTox Substance ID: DTXSID90374843
• Wikidata: Q82163412
• Mol file: 263901-48-0.mol

Synonyms:4-(2-Methoxyphenyl)aniline;263901-48-0;2'-Methoxy-biphenyl-4-ylamine;2'-Methoxy-[1,1'-biphenyl]-4-amine;[1,1'-Biphenyl]-4-amine, 2'-methoxy-;MFCD03424683;2'-Methoxybiphenyl-4-amine;(2'-methoxybiphenyl-4-yl)amine;2-methoxy-4'-aminobiphenyl;SCHEMBL46544;DTXSID90374843;VPUUSIRSYXBBJA-UHFFFAOYSA-N;2'-methoxy[1,1'-biphenyl]-4-amine;AKOS000301952;AC-2948;4-(2-methoxyphenyl)aniline,hydrochloride;AS-31503;SY003408;BB 0222477;CS-0450333;FT-0690151;A22734

Chemical Property of 4-(2-Methoxyphenyl)aniline

Chemical Property:

• Boiling Point: 312.2 °C at 760 mmHg
• PKA: 4.37±0.10(Predicted)
• Flash Point: 143.4 °C
• PSA: 35.25000
• Density: 1.1 g/cm³
• LogP: 3.52560
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 199.099714038
• Heavy Atom Count: 15
• Complexity: 187

Purity/Quality:

98%min ^*data from raw suppliers

4-(2-Methoxyphenyl)aniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC=C1C2=CC=C(C=C2)N
• Uses: 4-(2-Methoxyphenyl)Aniline is used as a reactant in the synthesis of 3-?Hydroxypyrimidine-?2,?4-?diones, a selective RNase H inhibitior.

Technology Process of 4-(2-Methoxyphenyl)aniline

There total 13 articles about 4-(2-Methoxyphenyl)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: 99.0%

2-methoxy-4'-nitrobiphenyl (6460-91-9) → 2'-Methoxy-biphenyl-4-ylamine (263901-48-0)

Guidance literature:

With ammonium formate; palladium on activated charcoal; In methanol; at 20 ℃; for 3h;

DOI:10.1016/j.bmcl.2005.12.043

Reference yield: 94.0%

2-Methoxyphenylboronic acid (5720-06-9) + 4-bromo-aniline (106-40-1) → 2'-Methoxy-biphenyl-4-ylamine (263901-48-0)

Guidance literature:

With potassium phosphate tribasic heptahydrate; palladium diacetate; In water; N,N-dimethyl-formamide; at 80 ℃; for 2h;

DOI:10.3998/ark.5550190.0013.906

Reference yield: 92.0%

4-bromo-aniline (106-40-1) + potassium (2-methoxyphenyl)trifluoroborate → 2'-Methoxy-biphenyl-4-ylamine (263901-48-0)

Guidance literature:

With {2,6-bis[(di-1-piperidinylphosphino)amino]phenyl}palladium(II) chloride; potassium carbonate; In 1,4-dioxane; water; butan-1-ol; at 100 ℃; for 4h;

DOI:10.1002/adsc.200900848

upstream raw materials:

2-methoxy-4'-nitrobiphenyl

2-Methoxyphenylboronic acid

4-bromo-aniline

methoxybenzene

Downstream raw materials:

4-bromomethyl-6-(2-methoxybiphenyl)-2,2,-dimethyl-1,2-dihydroquinoline

Refernces

• 1、 Mou, Jianfeng,Park, Ann,Cai, Yu,Yuan, Junying,Yuan, Chengye. "Structure-activity relationship study of E6 as a novel necroptosis inducer". supporting information. p. 3057 - 3061. Retrieved 2015/06/22.
• 2、 Pena-Lopez, Miguel,Sarandeses, Luis A.,Perez Sestelo, Jose. "Organogold(I) phosphanes in palladium-catalyzed cross-coupling reactions in aqueous media". . p. 2545 - 2554. Retrieved 2013/06/05.