alpha-(Aminomethyl)-2,5-dimethoxybenzyl alcohol hydrochloride

Base Information

• Chemical Name: alpha-(Aminomethyl)-2,5-dimethoxybenzyl alcohol hydrochloride
• CAS No.: 60407-53-6
• Molecular Formula: C10H15NO3^.HCl
• Molecular Weight: 233.695
• European Community (EC) Number: 805-963-8
• UNII: IZX3ZW403J
• DSSTox Substance ID: DTXSID90975814
• Wikidata: Q27280976
• Mol file: 60407-53-6.mol

Synonyms:60407-53-6;2-Amino-1-(2,5-dimethoxyphenyl)ethanol hydrochloride;Desglymidodrine hydrochloride;alpha-(Aminomethyl)-2,5-dimethoxybenzyl alcohol hydrochloride;2-amino-1-(2,5-dimethoxyphenyl)ethanol HCL;UNII-IZX3ZW403J;ST 1059 (hydrochloride);IZX3ZW403J;Desglymidodrine (hydrochloride);2-Amino-1-(2,5-dimethoxyphenyl)-ethanol hydrochloride;1-(2',5'-Dimethoxyphenyl)-2-aminoethanol hydrochloride;Benzenemethanol, a-(aminomethyl)-2,5-dimethoxy-, hydrochloride;Benzenemethanol, .alpha.-(aminomethyl)-2,5-dimethoxy-, hydrochloride;BENZYL ALCOHOL, alpha-AMINOMETHYL-2,5-DIMETHOXY-, HYDROCHLORIDE;SCHEMBL6576723;DTXSID90975814;AKOS016012200;AC-8811;FT-0749576;A832721;Q27280976;2-Amino-1-(2,5-dimethoxyphenyl)ethan-1-ol--hydrogen chloride (1/1)

Chemical Property of alpha-(Aminomethyl)-2,5-dimethoxybenzyl alcohol hydrochloride

Chemical Property:

• Melting Point: 158.5 °C
• Boiling Point: 364.3 °C at 760 mmHg
• Flash Point: 174.1 °C
• PSA: 64.71000
• LogP: 2.19820
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 233.0818711
• Heavy Atom Count: 15
• Complexity: 165

Purity/Quality:

99.5% ^*data from raw suppliers

2-Amino-1-(2,5-dimethoxyphenyl)ethanolhydrochloride 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)OC)C(CN)O.Cl

Technology Process of alpha-(Aminomethyl)-2,5-dimethoxybenzyl alcohol hydrochloride

There total 5 articles about alpha-(Aminomethyl)-2,5-dimethoxybenzyl alcohol 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: 67.0%

2-Dibenzylamino-1-(2,5-dimethoxy-phenyl)-ethanol; hydrochloride (83436-61-7) → 1-(2',5'-dimethoxyphenyl)-2-aminoethanol hydrochloride (60407-53-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; at 50 ℃; under 760 Torr;

DOI:10.1021/jm00356a026

Reference yield:

2-bromo-2',5'-dimethoxyacetophenone (1204-21-3) → 1-(2',5'-dimethoxyphenyl)-2-aminoethanol hydrochloride (60407-53-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 93 percent / benzene / 5 h / Ambient temperature

2: 49 percent / NaBH₄, 2 N aq. NaOH / methanol / 1 h / Ambient temperature

3: 67 percent / H₂ / 10percent Pd/C / ethanol / 50 °C / 760 Torr

With sodium hydroxide; sodium tetrahydroborate; hydrogen; palladium on activated charcoal; In methanol; ethanol; benzene;

DOI:10.1021/jm00356a026

Reference yield:

2,5-dimethoxy-ω-(dibenzylamino)acetophenone hydrochloride (83436-58-2) → 1-(2',5'-dimethoxyphenyl)-2-aminoethanol hydrochloride (60407-53-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 49 percent / NaBH₄, 2 N aq. NaOH / methanol / 1 h / Ambient temperature

2: 67 percent / H₂ / 10percent Pd/C / ethanol / 50 °C / 760 Torr

With sodium hydroxide; sodium tetrahydroborate; hydrogen; palladium on activated charcoal; In methanol; ethanol;

DOI:10.1021/jm00356a026

upstream raw materials:

2-Dibenzylamino-1-(2,5-dimethoxy-phenyl)-ethanol; hydrochloride

2-(2,5-dimethoxyphenyl)-2-trimethylsilyloxyacetonitrile

2,5-dimethoxybenzaldehyde

2-bromo-2',5'-dimethoxyacetophenone

Downstream raw materials:

N-(2-(2,5-Dimethoxyphenyl)-2-hydroxyethyl)-2-((1,1-dimethylethoxy)carbonylamino)essigsaeureamid

2-chloro-N-[2-(2,5-dimethoxyphenyl)-2-hydroxyethyl]acetamide

midodrine

Refernces

• 1、 Epifani, E.,Lapucci, A.,Macchia, B.,Macchia, F.,Tognetti, P.,et al.. "Conformational Effects on the Activity of Drugs. 10. Synthesis, Conformation, and Pharmacological Properties of 1-(2,5-Dimethoxyphenyl)-2-aminoethanols and Their Morpholine Analogues". . p. 254 - 259. Retrieved 2007/10/02.