alpha-((((2-Aminophenyl)methyl)methylamino)methyl)benzyl alcohol

Base Information

• Chemical Name: alpha-((((2-Aminophenyl)methyl)methylamino)methyl)benzyl alcohol
• CAS No.: 65514-97-8
• Molecular Formula: C16H20 N2 O
• Molecular Weight: 256.348
• Hs Code.: 2922199090
• European Community (EC) Number: 265-803-2
• DSSTox Substance ID: DTXSID30984107
• Nikkaji Number: J282.813H
• Mol file: 65514-97-8.mol

Synonyms:65514-97-8;EINECS 265-803-2;alpha-((((2-Aminophenyl)methyl)methylamino)methyl)benzyl alcohol;ALPHA-[[[(2-AMINOPHENYL)METHYL]METHYLAMINO]METHYL]BENZYL ALCOHOL;SCHEMBL10855459;DTXSID30984107;2-[N-(2-Aminobenzyl)methylamino]-1-phenylethanol;2-{[(2-Aminophenyl)methyl](methyl)amino}-1-phenylethan-1-ol

Chemical Property of alpha-((((2-Aminophenyl)methyl)methylamino)methyl)benzyl alcohol

Chemical Property:

• Boiling Point: 435.333oC at 760 mmHg
• Flash Point: 217.082oC
• PSA: 49.49000
• Density: 1.146g/cm3
• LogP: 3.01540
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 256.157563266
• Heavy Atom Count: 19
• Complexity: 253

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(CC1=CC=CC=C1N)CC(C2=CC=CC=C2)O

Technology Process of alpha-((((2-Aminophenyl)methyl)methylamino)methyl)benzyl alcohol

There total 13 articles about alpha-((((2-Aminophenyl)methyl)methylamino)methyl)benzyl alcohol 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: 87.0%

N-(2-Nitrobenzyl)-2-(methylamino)-1-phenyl-1-ethanol (85660-33-9) → N-(2-Aminobenzyl)-2-(methylamino)-1-phenyl-1-ethanol (65514-97-8)

Guidance literature:

With hydrogen; nickel; In ethanol; for 12h; under 760 Torr;

DOI:10.1021/jm00157a012

Reference yield:

(2-nitrobenzyl)methylamine (56222-08-3) → N-(2-Aminobenzyl)-2-(methylamino)-1-phenyl-1-ethanol (65514-97-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 93 percent / triethylamine / diethyl ether / 4 h / 18 - 25 °C

2: 88 percent / NaBH₄ / methanol; H₂O / 4 h / Ambient temperature

3: 87 percent / H₂ / Raney nickel / ethanol / 12 h / 760 Torr

With sodium tetrahydroborate; hydrogen; triethylamine; nickel; In methanol; diethyl ether; ethanol; water;

DOI:10.1021/jm00157a012

Reference yield:

2-acetophenone (102436-67-9) → N-(2-Aminobenzyl)-2-(methylamino)-1-phenyl-1-ethanol (65514-97-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / NaBH₄ / methanol; H₂O / 4 h / Ambient temperature

2: 87 percent / H₂ / Raney nickel / ethanol / 12 h / 760 Torr

With sodium tetrahydroborate; hydrogen; nickel; In methanol; ethanol; water;

DOI:10.1021/jm00157a012

upstream raw materials:

styrene oxide

(2-nitrobenzyl)methylamine

2-[(2-Amino-benzyl)-methyl-amino]-1-phenyl-ethanone

N-(2-Nitrobenzyl)-2-(methylamino)-1-phenyl-1-ethanol

Downstream raw materials:

(R)-(-)-2-Methyl-4-phenyl-8-amino-1,2,3,4-tetrahydroisochinolin

(S)-(+)-2-Methyl-4-phenyl-8-amino-1,2,3,4-tetrahydroisochinolin

4-phenyl-8-<(chloroacetyl)amino>-2-methyl-1,2,3,4-tetrahydroisoquinoline

1-Butyl-3-(2-{[(2-hydroxy-2-phenyl-ethyl)-methyl-amino]-methyl}-phenyl)-urea

Refernces

• 1、 Venkov, Atanas P.,Vodenicharov, Daniel M.. "A New Synthesis of 1,2,3,4-Tetrahydro-2-methyl-4-phenylisoquinolines". . p. 253 - 255. Retrieved 2007/10/02.
• 2、 Zara-Kaczian, E.,Gyoergy, L.,Deak, G.,Seregi, A.,Doda, M.. "Synthesis and Pharmacological Evaluation of Some New Tetrahydroisoquinoline Derivatives Inhibiting Dopamine Uptake and/or Possessing a Dopaminomimetic Property". . p. 1189 - 1195. Retrieved 2007/10/02.