1-(2-(4-bromo-7-hydroxy-3,3-dimethylindolin-1-yl)phenyl)-3-(2-chlorothiazol-4-yl)urea

Base Information

• Chemical Name: 1-(2-(4-bromo-7-hydroxy-3,3-dimethylindolin-1-yl)phenyl)-3-(2-chlorothiazol-4-yl)urea
• CAS No.: 1555692-60-8
• Molecular Formula: C₂₀H₁₈BrClN₄O₂S
• Molecular Weight: 493.812
• Mol file: 1555692-60-8.mol

Synonyms:

Chemical Property of 1-(2-(4-bromo-7-hydroxy-3,3-dimethylindolin-1-yl)phenyl)-3-(2-chlorothiazol-4-yl)urea

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(2-(4-bromo-7-hydroxy-3,3-dimethylindolin-1-yl)phenyl)-3-(2-chlorothiazol-4-yl)urea

There total 5 articles about 1-(2-(4-bromo-7-hydroxy-3,3-dimethylindolin-1-yl)phenyl)-3-(2-chlorothiazol-4-yl)urea 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:

5-bromo-2-methoxyaniline (6358-77-6) → 1-(2-(4-bromo-7-hydroxy-3,3-dimethylindolin-1-yl)phenyl)-3-(2-chlorothiazol-4-yl)urea (1555692-60-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium nitrite; hydrogenchloride / water / 0.33 h / -10 - 0 °C

2.1: sulfuric acid / ethanol / 2.5 h / 0 - 20 °C

2.2: 0.75 h / 0 - 20 °C

3.1: 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate / toluene / 18 h / 110 °C / Inert atmosphere; Sealed tube

3.2: 20 °C

4.1: tetra-(n-butyl)ammonium iodide; boron trichloride / dichloromethane / 1 h / -78 °C / Inert atmosphere

5.1: diphenyl phosphoryl azide / toluene / 20 - 100 °C

5.2: 1.5 h / 40 - 100 °C

With hydrogenchloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sulfuric acid; diphenyl phosphoryl azide; boron trichloride; tetra-(n-butyl)ammonium iodide; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium nitrite; In ethanol; dichloromethane; water; toluene;

Reference yield:

4-bromo-7-methoxy-3,3-dimethylindoline (1531844-07-1) → 1-(2-(4-bromo-7-hydroxy-3,3-dimethylindolin-1-yl)phenyl)-3-(2-chlorothiazol-4-yl)urea (1555692-60-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate / toluene / 18 h / 110 °C / Inert atmosphere; Sealed tube

1.2: 20 °C

2.1: tetra-(n-butyl)ammonium iodide; boron trichloride / dichloromethane / 1 h / -78 °C / Inert atmosphere

3.1: diphenyl phosphoryl azide / toluene / 20 - 100 °C

3.2: 1.5 h / 40 - 100 °C

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; diphenyl phosphoryl azide; boron trichloride; tetra-(n-butyl)ammonium iodide; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In dichloromethane; toluene;

Reference yield:

4-bromo-1-methoxy-2-nitrobenzene (33696-00-3) → 1-(2-(4-bromo-7-hydroxy-3,3-dimethylindolin-1-yl)phenyl)-3-(2-chlorothiazol-4-yl)urea (1555692-60-8)

Guidance literature:

Multi-step reaction with 6 steps

1.1: zinc; ammonium chloride / ethanol / 2 h / 20 °C

2.1: sodium nitrite; hydrogenchloride / water / 0.33 h / -10 - 0 °C

3.1: sulfuric acid / ethanol / 2.5 h / 0 - 20 °C

3.2: 0.75 h / 0 - 20 °C

4.1: 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate / toluene / 18 h / 110 °C / Inert atmosphere; Sealed tube

4.2: 20 °C

5.1: tetra-(n-butyl)ammonium iodide; boron trichloride / dichloromethane / 1 h / -78 °C / Inert atmosphere

6.1: diphenyl phosphoryl azide / toluene / 20 - 100 °C

6.2: 1.5 h / 40 - 100 °C

With hydrogenchloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sulfuric acid; diphenyl phosphoryl azide; boron trichloride; tetra-(n-butyl)ammonium iodide; ammonium chloride; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; zinc; sodium nitrite; In ethanol; dichloromethane; water; toluene;

upstream raw materials:

(5-bromo-2-methoxyphenyl)hydrazine

2-(4-bromo-7-methoxy-3,3-dimethyl-2,3-dihydro-1H-indol-1-yl)aniline

5-bromo-2-methoxyaniline

4-bromo-1-methoxy-2-nitrobenzene