Brombuterol

Base Information

• Chemical Name: Brombuterol
• CAS No.: 41937-02-4
• Molecular Formula: C₁₂H₁₈Br₂N₂O
• Molecular Weight: 366.096
• DSSTox Substance ID: DTXSID50962083
• Nikkaji Number: J716.390H
• Mol file: 41937-02-4.mol

Synonyms:brombuterol;brombuterol monohydrochloride;bromobuterol

Chemical Property of Brombuterol

Chemical Property:

• Vapor Pressure: 4.1E-09mmHg at 25°C
• Boiling Point: 456.2°Cat760mmHg
• Flash Point: 229.7°C
• PSA: 58.28000
• Density: 1.591g/cm³
• LogP: 4.18740
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 365.97654
• Heavy Atom Count: 17
• Complexity: 233

Purity/Quality:

99% ^*data from raw suppliers

BROMBUTEROL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)NCC(C1=CC(=C(C(=C1)Br)N)Br)O

Technology Process of Brombuterol

There total 4 articles about Brombuterol 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: 33.0%

4'-amino-2,3',5'-tribromoacetophenone (30095-55-7) + tert-butylamine (75-64-9) → 1-(4-amino-3,5-dibromophenyl)-2-(tert-butylamino)ethanol (41937-02-4,781556-11-4,776999-37-2)

Guidance literature:

4'-amino-2,3',5'-tribromoacetophenone; tert-butylamine; In tetrahydrofuran; ethanol; at 0 - 20 ℃; for 4h; Inert atmosphere;

With potassium borohydride; In tetrahydrofuran; ethanol; for 2h; Cooling with ice;

With methanol; In tetrahydrofuran; ethanol; at 20 ℃; for 16h;

Reference yield:

C10H10NO2Br3 + tert-butylamine (75-64-9) → 1-(4-amino-3,5-dibromophenyl)-2-(tert-butylamino)ethanol (41937-02-4,781556-11-4,776999-37-2)

Guidance literature:

C₁₀H₁₀NO₂Br₃; With hydrogenchloride; In tetrahydrofuran; for 1h;

With sodium tetrahydroborate; In 1,4-dioxane; water; at 20 ℃; for 1h;

tert-butylamine; In methanol; for 22h; Further stages.; Heating;

DOI:10.1055/s-2007-966044

Reference yield:

p-aminobenzophenone (99-92-3) → 1-(4-amino-3,5-dibromophenyl)-2-(tert-butylamino)ethanol (41937-02-4,781556-11-4,776999-37-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: N-Bromosuccinimide / acetonitrile / 3.5 h / 20 °C

2.1: copper(ll) bromide / ethyl acetate; chloroform; ethanol / 2 h / Reflux

3.1: ethanol; tetrahydrofuran / 4 h / 0 - 20 °C / Inert atmosphere

3.2: 2 h / Cooling with ice

3.3: 16 h / 20 °C

With N-Bromosuccinimide; copper(ll) bromide; In tetrahydrofuran; ethanol; chloroform; ethyl acetate; acetonitrile;

upstream raw materials:

tert-butylamine

4'-amino-2,3',5'-tribromoacetophenone

p-aminobenzophenone

Refernces

• 1、 Nery, Marcelo S.,Azevedo, Mariangela S.,Cardoso, Jari N.,Slana, Glaucia B. C.,Lopes, Rosangela S. C.,Lopes, Claudio C.. "A new chemoselective synthesis of brombuterol". . p. 1471 - 1474. Retrieved 2008/02/07.