3-{4-[bis(4-bromophenyl)amino]phenoxy}-3-methoxy-1,2,4,5-tetrazine

Base Information

• Chemical Name: 3-{4-[bis(4-bromophenyl)amino]phenoxy}-3-methoxy-1,2,4,5-tetrazine
• CAS No.: 1374356-17-8
• Molecular Formula: C₂₁H₁₅Br₂N₅O₂
• Molecular Weight: 529.19
• Mol file: 1374356-17-8.mol

Synonyms:

Chemical Property of 3-{4-[bis(4-bromophenyl)amino]phenoxy}-3-methoxy-1,2,4,5-tetrazine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-{4-[bis(4-bromophenyl)amino]phenoxy}-3-methoxy-1,2,4,5-tetrazine

There total 4 articles about 3-{4-[bis(4-bromophenyl)amino]phenoxy}-3-methoxy-1,2,4,5-tetrazine 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:

1.4-dibromobenzene (106-37-6) → 3-{4-[bis(4-bromophenyl)amino]phenoxy}-3-methoxy-1,2,4,5-tetrazine (1374356-17-8)

Guidance literature:

Multi-step reaction with 3 steps

1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 1,1'-bis-(diphenylphosphino)ferrocene; sodium t-butanolate / toluene / 110 °C / Inert atmosphere

2: boron tribromide / dichloromethane / 3 h / -80 - 20 °C

3: 2,4,6-trimethyl-pyridine / dichloromethane / 168 h / 150 °C

With 2,4,6-trimethyl-pyridine; 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; boron tribromide; sodium t-butanolate; In dichloromethane; toluene; 1: Hartwig-Buchwald coupling;

DOI:10.1002/ejoc.201101584

Reference yield:

4-methoxy-aniline (104-94-9) → 3-{4-[bis(4-bromophenyl)amino]phenoxy}-3-methoxy-1,2,4,5-tetrazine (1374356-17-8)

Guidance literature:

Multi-step reaction with 3 steps

1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 1,1'-bis-(diphenylphosphino)ferrocene; sodium t-butanolate / toluene / 110 °C / Inert atmosphere

2: boron tribromide / dichloromethane / 3 h / -80 - 20 °C

3: 2,4,6-trimethyl-pyridine / dichloromethane / 168 h / 150 °C

With 2,4,6-trimethyl-pyridine; 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; boron tribromide; sodium t-butanolate; In dichloromethane; toluene; 1: Hartwig-Buchwald coupling;

DOI:10.1002/ejoc.201101584

Reference yield:

4-bromo-N-(4-methoxyphenyl)aniline (13677-42-4) → 3-{4-[bis(4-bromophenyl)amino]phenoxy}-3-methoxy-1,2,4,5-tetrazine (1374356-17-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 1,1'-bis-(diphenylphosphino)ferrocene / toluene / 0.17 h / 20 °C / Inert atmosphere

1.2: 15 h / 110 °C

2.1: boron tribromide / dichloromethane / 3 h / -80 - 20 °C

3.1: 2,4,6-trimethyl-pyridine / dichloromethane / 168 h / 150 °C

With 2,4,6-trimethyl-pyridine; 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; boron tribromide; In dichloromethane; toluene; 1.2: Hartwig-Buchwald coupling;

DOI:10.1002/ejoc.201101584

upstream raw materials:

1.4-dibromobenzene

4-bromo-N-(4-methoxyphenyl)aniline

4-methoxy-aniline

4,4′-dibromo-4′′-methoxytriphenylamine

Refernces