5-[2-(tert-butyl-dimethyl-silanyloxy)-ethoxy]-4-chloro-2-methyl-phenylamine semicarbazide

Base Information

• Chemical Name: 5-[2-(tert-butyl-dimethyl-silanyloxy)-ethoxy]-4-chloro-2-methyl-phenylamine semicarbazide
• CAS No.: 1273550-44-9
• Molecular Formula: C₁₆H₂₈ClN₃O₃Si
• Molecular Weight: 373.955
• Mol file: 1273550-44-9.mol

Synonyms:5-[2-(tert-butyl-dimethyl-silanyloxy)-ethoxy]-4-chloro-2-methyl-phenylamine semicarbazide

Chemical Property of 5-[2-(tert-butyl-dimethyl-silanyloxy)-ethoxy]-4-chloro-2-methyl-phenylamine semicarbazide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-[2-(tert-butyl-dimethyl-silanyloxy)-ethoxy]-4-chloro-2-methyl-phenylamine semicarbazide

There total 5 articles about 5-[2-(tert-butyl-dimethyl-silanyloxy)-ethoxy]-4-chloro-2-methyl-phenylamine semicarbazide 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: 96.0%

phosgene (75-44-5) + 5-[2-[tert-butyl(dimethyl)silyl]oxyethoxy]-4-chloro-2-methyl-aniline (1232505-81-5) → 5-[2-(tert-butyl-dimethyl-silanyloxy)-ethoxy]-4-chloro-2-methyl-phenylamine semicarbazide (1273550-44-9)

Guidance literature:

phosgene; 5-[2-[tert-butyl(dimethyl)silyl]oxyethoxy]-4-chloro-2-methyl-aniline; With triethylamine; In diethyl ether; toluene; at 0 ℃; for 0.25h;

With hydrazine; In diethyl ether; ethanol; toluene; at 20 ℃; for 0.333333h;

Reference yield:

5-nitro-2-chlorophenol (619-10-3) → 5-[2-(tert-butyl-dimethyl-silanyloxy)-ethoxy]-4-chloro-2-methyl-phenylamine semicarbazide (1273550-44-9)

Guidance literature:

Multi-step reaction with 5 steps

1.1: ammonium chloride; iron / ethanol; water / 2 h / Reflux

2.1: tetra-N-butylammonium tribromide / dichloromethane; methanol / 0.33 h / 20 °C

3.1: sodium iodide; caesium carbonate / 1-methyl-pyrrolidin-2-one / 2 h / 100 °C

4.1: potassium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane; water / 20 h / 110 °C / Inert atmosphere

5.1: triethylamine / toluene; diethyl ether / 0.25 h / 0 °C

5.2: 0.33 h / 20 °C

With tetra-N-butylammonium tribromide; iron; potassium carbonate; ammonium chloride; caesium carbonate; triethylamine; sodium iodide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; 1-methyl-pyrrolidin-2-one; methanol; diethyl ether; ethanol; dichloromethane; water; toluene;

Reference yield:

2-bromo-5-[2-(tert-butyl-dimethyl-silanyloxy)-ethoxy]-4-chloro-phenylamine (1232505-79-1) → 5-[2-(tert-butyl-dimethyl-silanyloxy)-ethoxy]-4-chloro-2-methyl-phenylamine semicarbazide (1273550-44-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane; water / 20 h / 110 °C / Inert atmosphere

2.1: triethylamine / toluene; diethyl ether / 0.25 h / 0 °C

2.2: 0.33 h / 20 °C

With potassium carbonate; triethylamine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; diethyl ether; water; toluene;

upstream raw materials:

phosgene

5-[2-[tert-butyl(dimethyl)silyl]oxyethoxy]-4-chloro-2-methyl-aniline

5-amino-2-chlorophenol

5-nitro-2-chlorophenol

Downstream raw materials:

2-{2-Chloro-5-[(R)-5-(4-fluoro-phenyl)-5,6-dihydro-8H-[1,2,4]triazolo[3,4-c][1,4]oxazin-3-ylamino]-4-methyl-phenoxy}-ethanol

{5-[2-(tert-butyl-dimethyl-silanyloxy)-ethoxy]-4-chloro-2-methyl-phenyl}-[(R)-5-(4-fluoro-phenyl)-5,6-dihydro-8H-[1,2,4]triazolo[3,4-c][1,4]oxazin-3-yl]-amine