2-Bromo-N-(4-methoxybenzyl)aniline

Base Information

• Chemical Name: 2-Bromo-N-(4-methoxybenzyl)aniline
• CAS No.: 156643-23-1
• Molecular Formula: C14H14BrNO
• Molecular Weight: 292.175
• DSSTox Substance ID: DTXSID60565504
• Wikidata: Q82450634
• Mol file: 156643-23-1.mol

Synonyms:2-Bromo-N-(4-methoxybenzyl)aniline;156643-23-1;2-bromo-N-[(4-methoxyphenyl)methyl]aniline;Benzenemethanamine, N-(2-bromophenyl)-4-methoxy-;2-BroMo-N-(4-Methoxybenzyl)aniline, 97per cent;DTXSID60565504;MFCD02131302;AKOS000241120;(2-Bromophenyl)-(4-methoxybenzyl)amine;CS-0447434;F78834

Chemical Property of 2-Bromo-N-(4-methoxybenzyl)aniline

Chemical Property:

• Melting Point: 68-70 °C(Solv: ethyl acetate (141-78-6); pentane (109-66-0))
• Boiling Point: 391.7±27.0 °C(Predicted)
• PKA: 2.22±0.10(Predicted)
• PSA: 21.26000
• Density: 1.392±0.06 g/cm3(Predicted)
• LogP: 4.14280
• Storage Temp.: 2-8°C
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 291.02588
• Heavy Atom Count: 17
• Complexity: 216

Purity/Quality:

99% ^*data from raw suppliers

2-Bromo-N-(4-methoxybenzyl)aniline 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)CNC2=CC=CC=C2Br

Technology Process of 2-Bromo-N-(4-methoxybenzyl)aniline

There total 6 articles about 2-Bromo-N-(4-methoxybenzyl)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: 84.0%

4-Methoxybenzyl alcohol (105-13-5) + 2-bromoaniline (615-36-1) → (2-bromo-phenyl)-(4-methoxy-benzyl)-amine (156643-23-1)

Guidance literature:

With potassium tert-butylate; C₂₂H₃₄Cl₃CrF₃N₅P₂; In 1,4-dioxane; at 150 ℃; for 18h; Inert atmosphere; Sealed tube;

DOI:10.1002/anie.202001704

Reference yield: 76.0%

C20H25BBrNO3 → (2-bromo-phenyl)-(4-methoxy-benzyl)-amine (156643-23-1)

Guidance literature:

With silica gel; In methanol; at 60 ℃; for 4h;

DOI:10.1002/aoc.5765

Reference yield: 75.0%

4-methoxy-benzaldehyde (123-11-5) + 2-bromoaniline (615-36-1) → (2-bromo-phenyl)-(4-methoxy-benzyl)-amine (156643-23-1)

Guidance literature:

With sodium triacetoxy borohydride; trifluoroacetic acid; In Isopropyl acetate; at 20 ℃;

DOI:10.1021/ol901799p

upstream raw materials:

p-methoxybenzyl chloride

2-bromoaniline

C₁₄H₁₂BrNO

4-methoxy-benzaldehyde

Downstream raw materials:

N-(2-bromo-phenyl)-N-(4-methoxybenzyl)-malonamic acid methyl ester

6-(4-methoxybenzyl)-6H-benzo[4,5]thieno[2,3-b]indole

2-(benzo[b]thiophen-3-yl)-N-(4-methoxybenzyl)aniline

6-(4-methoxybenzyl)-6H-benzo[4,5]furo[2,3-b]indole

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