N-(2-bromo-5-trifluoromethylphenyl)carbamic acid ethyl ester

Base Information

• Chemical Name: N-(2-bromo-5-trifluoromethylphenyl)carbamic acid ethyl ester
• CAS No.: 336608-64-1
• Molecular Formula: C₁₀H₉BrF₃NO₂
• Molecular Weight: 312.086
• Mol file: 336608-64-1.mol

Synonyms:N-(2-bromo-5-trifluoromethylphenyl)carbamic acid ethyl ester

Chemical Property of N-(2-bromo-5-trifluoromethylphenyl)carbamic acid ethyl ester

Chemical Property:

Purity/Quality:

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MSDS Files:

Useful:

Technology Process of N-(2-bromo-5-trifluoromethylphenyl)carbamic acid ethyl ester

There total 1 articles about N-(2-bromo-5-trifluoromethylphenyl)carbamic acid ethyl ester 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: 100.0%

2-Bromo-5-trifluoromethylaniline (454-79-5) + chloroformic acid ethyl ester (541-41-3) → N-(2-bromo-5-trifluoromethylphenyl)carbamic acid ethyl ester (336608-64-1)

Guidance literature:

With pyridine; In tetrahydrofuran; at 20 ℃; for 3h;

DOI:10.1055/s-2001-10784

Reference yield: 91.0%

N-(2-bromo-5-trifluoromethylphenyl)carbamic acid ethyl ester (336608-64-1) + trimethylsilylacetylene (1066-54-2) → (5-trifluoromethyl-2-trimethylsilanylethynyl-phenyl)-carbamic acid ethyl ester (336608-65-2)

Guidance literature:

With copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride; at 80 ℃; for 3h;

DOI:10.1055/s-2001-10784

Reference yield:

N-(2-bromo-5-trifluoromethylphenyl)carbamic acid ethyl ester (336608-64-1) → 1-(3-p-tolyl-ureido)-6-trifluoromethyl-1H-indole-3-carboxylic acid ethyl ester

Guidance literature:

Multi-step reaction with 8 steps

1.1: 91 percent / Et₃N; CuI / (PPh₃)2PdCl₂ / 3 h / 80 °C

2.1: 89 percent / NaOEt / 1.5 h / Heating

3.1: n-BuLi / -78 °C

3.2: 91 percent / tetrahydrofuran / 1 h / 20 °C

4.1: 87 percent / pyridinium bromide perbromide; pyridine / 0 °C

5.1: t-BuLi / pentane; tetrahydrofuran / 0.5 h / -78 °C

5.2: pentane; tetrahydrofuran / 1 h / -100 - 0 °C

6.1: Bu₄NF / pentane; tetrahydrofuran / 0.25 h / 0 °C

7.1: LiHDMS; Ph₂P(O)ONH₂ / 1-methyl-pyrrolidin-2-one / 6 h / -10 - 20 °C

8.1: 88 percent / pyridine / 5 h / 80 °C

With pyridine; copper(l) iodide; n-butyllithium; O-(diphenylphosphinyl)hydroxylamine; tetrabutyl ammonium fluoride; tert.-butyl lithium; sodium ethanolate; pyridinium hydrobromide perbromide; triethylamine; lithium hexamethyldisilazane; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; pentane;

DOI:10.1055/s-2001-10784

upstream raw materials:

2-Bromo-5-trifluoromethylaniline

chloroformic acid ethyl ester

Downstream raw materials:

(5-trifluoromethyl-2-trimethylsilanylethynyl-phenyl)-carbamic acid ethyl ester

6-(trifluoromethyl)-1H-indole