ethyl 4-oxo-8-(4-(trifluoromethyl)benzamido)-4H-chromene-2-carboxylate

Base Information

• Chemical Name: ethyl 4-oxo-8-(4-(trifluoromethyl)benzamido)-4H-chromene-2-carboxylate
• CAS No.: 1443366-68-4
• Molecular Formula: C₂₀H₁₄F₃NO₅
• Molecular Weight: 405.33
• Mol file: 1443366-68-4.mol

Synonyms:ethyl 4-oxo-8-(4-(trifluoromethyl)benzamido)-4H-chromene-2-carboxylate

Chemical Property of ethyl 4-oxo-8-(4-(trifluoromethyl)benzamido)-4H-chromene-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of ethyl 4-oxo-8-(4-(trifluoromethyl)benzamido)-4H-chromene-2-carboxylate

There total 4 articles about ethyl 4-oxo-8-(4-(trifluoromethyl)benzamido)-4H-chromene-2-carboxylate 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: 71.0%

4-trifluoromethyl-phenyl acetyl chloride (329-15-7) + 8-amino-4-oxo-4H-chromene-2-carboxylic acid ethyl ester (103195-35-3) → ethyl 4-oxo-8-(4-(trifluoromethyl)benzamido)-4H-chromene-2-carboxylate (1443366-68-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1021/jm400587g

Reference yield:

2-hydroxy-3-nitroacetophenone (28177-69-7) → ethyl 4-oxo-8-(4-(trifluoromethyl)benzamido)-4H-chromene-2-carboxylate (1443366-68-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: potassium tert-butylate / N,N-dimethyl-formamide / 0 - 5 °C / Inert atmosphere

1.2: Inert atmosphere

2.1: hydrogenchloride / ethanol; water / Inert atmosphere; Reflux

3.1: tin(II) chloride dihdyrate; hydrogenchloride / ethanol; water / 65 - 70 °C

4.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C / Inert atmosphere

With hydrogenchloride; tin(II) chloride dihdyrate; potassium tert-butylate; N-ethyl-N,N-diisopropylamine; In ethanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/jm400587g

Reference yield:

ethyl 8-nitro-4-oxo-4H-benzopyran-2-carboxylate (110683-75-5) → ethyl 4-oxo-8-(4-(trifluoromethyl)benzamido)-4H-chromene-2-carboxylate (1443366-68-4)

Guidance literature:

Multi-step reaction with 2 steps

1: tin(II) chloride dihdyrate; hydrogenchloride / ethanol; water / 65 - 70 °C

2: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C / Inert atmosphere

With hydrogenchloride; tin(II) chloride dihdyrate; N-ethyl-N,N-diisopropylamine; In ethanol; dichloromethane; water;

DOI:10.1021/jm400587g

upstream raw materials:

4-trifluoromethyl-phenyl acetyl chloride

8-amino-4-oxo-4H-chromene-2-carboxylic acid ethyl ester

2-hydroxy-3-nitroacetophenone

ethyl 8-nitro-4-oxo-4H-benzopyran-2-carboxylate

Downstream raw materials:

4-oxo-8-(4-(trifluoromethyl)benzamido)-4H-chromene-2-carboxylic acid