diethyl {[(4-bromo-3-methoxyphenyl)amino]methylene}malonate

Base Information

• Chemical Name: diethyl {[(4-bromo-3-methoxyphenyl)amino]methylene}malonate
• CAS No.: 953803-77-5
• Molecular Formula: C₁₅H₁₈BrNO₅
• Molecular Weight: 372.216
• Mol file: 953803-77-5.mol

Synonyms:diethyl {[(4-bromo-3-methoxyphenyl)amino]methylene}malonate

Chemical Property of diethyl {[(4-bromo-3-methoxyphenyl)amino]methylene}malonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of diethyl {[(4-bromo-3-methoxyphenyl)amino]methylene}malonate

There total 1 articles about diethyl {[(4-bromo-3-methoxyphenyl)amino]methylene}malonate 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: 80.0%

4-bromo-3-methoxyaniline (19056-40-7) + diethyl 2-ethoxymethylenemalonate (87-13-8) → diethyl {[(4-bromo-3-methoxyphenyl)amino]methylene}malonate (953803-77-5)

Guidance literature:

In acetonitrile; at 18 - 25 ℃; for 20h;

Reference yield: 93.0%

diethyl {[(4-bromo-3-methoxyphenyl)amino]methylene}malonate (953803-77-5) → ethyl 6-bromo-7-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylate (1361235-53-1,953803-76-4)

Guidance literature:

In diphenylether; for 3.41667h; Heating / reflux;

Reference yield:

diethyl {[(4-bromo-3-methoxyphenyl)amino]methylene}malonate (953803-77-5) → 4-[(2,3-dichlorophenyl)amino]-7-methoxy-6-(4-methylpiperazin-1-yl)quinoline-3-carboxamide

Guidance literature:

Multi-step reaction with 5 steps

1.1: diphenylether / 3.25 h / Heating / reflux

2.1: trichlorophosphate / Heating / reflux

3.1: acetic acid / N,N-dimethyl-formamide / 2 h / 100 °C

3.2: 0 °C / pH 9

4.1: caesium carbonate / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 18 h / 100 °C

5.1: sodium methylate / methanol; N,N-dimethyl-formamide / 2.17 h / 100 °C

With sodium methylate; caesium carbonate; acetic acid; trichlorophosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In methanol; diphenylether; N,N-dimethyl-formamide; toluene;

upstream raw materials:

4-bromo-3-methoxyaniline

diethyl 2-ethoxymethylenemalonate

Downstream raw materials:

ethyl 6-bromo-7-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylate

ethyl 6-bromo-4-chloro-7-methoxyquinoline-3-carboxylate

ethyl 6-bromo-4-[(2,3-dichlorophenyl)amino]-7-methoxyquinoline-3-carboxylate

ethyl 4-[(2,3-dichlorophenyl)amino]-7-methoxy-6-(4-methylpiperazin-1-yl)quinoline-3-carboxylate