(E)-p-nitrophenyl 3-(5-methoxy-3-thienyl)acrylate

Base Information

• Chemical Name: (E)-p-nitrophenyl 3-(5-methoxy-3-thienyl)acrylate
• CAS No.: 251999-89-0
• Molecular Formula: C₁₄H₁₁NO₅S
• Molecular Weight: 305.311
• Mol file: 251999-89-0.mol

Synonyms:

Chemical Property of (E)-p-nitrophenyl 3-(5-methoxy-3-thienyl)acrylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-p-nitrophenyl 3-(5-methoxy-3-thienyl)acrylate

There total 6 articles about (E)-p-nitrophenyl 3-(5-methoxy-3-thienyl)acrylate 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:

3-thiophene carboxaldehyde (498-62-4) → (E)-p-nitrophenyl 3-(5-methoxy-3-thienyl)acrylate (251999-89-0)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 60 percent / AlCl₃; bromine / CH₂Cl₂ / 1.67 h / Heating

2.1: 98 percent / NH₄Cl / ethanol / 0.83 h / 60 °C

3.1: CuO; KI / methanol / 30 h / 120 °C

4.1: 4N aq. HCl / methanol / 0.33 h / 20 °C

5.1: NaH / tetrahydrofuran / 0.08 h / 0 °C / Heating

5.2: tetrahydrofuran / 1 h / 0 °C

6.1: 4N aq. KOH / methanol / 1 h / 50 °C

7.1: triethylamine; 2-chloro-1-methylpyridinium iodide / CH₂Cl₂ / 2.5 h / Heating

With hydrogenchloride; potassium hydroxide; aluminium trichloride; 2-chloro-1-methyl-pyridinium iodide; bromine; sodium hydride; ammonium chloride; triethylamine; potassium iodide; copper(II) oxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; 1.1: Bromination / 2.1: Acetalization / 3.1: Methylation / 4.1: Deacetalization / 5.1: Elimination / 5.2: Condensation / 6.1: Hydrolysis / 7.1: Esterification;

DOI:10.1248/cpb.47.1393

Reference yield:

5-bromo-3-thiophenecarbaldehyde (18791-79-2) → (E)-p-nitrophenyl 3-(5-methoxy-3-thienyl)acrylate (251999-89-0)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 98 percent / NH₄Cl / ethanol / 0.83 h / 60 °C

2.1: CuO; KI / methanol / 30 h / 120 °C

3.1: 4N aq. HCl / methanol / 0.33 h / 20 °C

4.1: NaH / tetrahydrofuran / 0.08 h / 0 °C / Heating

4.2: tetrahydrofuran / 1 h / 0 °C

5.1: 4N aq. KOH / methanol / 1 h / 50 °C

6.1: triethylamine; 2-chloro-1-methylpyridinium iodide / CH₂Cl₂ / 2.5 h / Heating

With hydrogenchloride; potassium hydroxide; 2-chloro-1-methyl-pyridinium iodide; sodium hydride; ammonium chloride; triethylamine; potassium iodide; copper(II) oxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; 1.1: Acetalization / 2.1: Methylation / 3.1: Deacetalization / 4.1: Elimination / 4.2: Condensation / 5.1: Hydrolysis / 6.1: Esterification;

DOI:10.1248/cpb.47.1393

Reference yield:

5-methoxy-3-thiophenecarboxaldehyde (78395-10-5) → (E)-p-nitrophenyl 3-(5-methoxy-3-thienyl)acrylate (251999-89-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: NaH / tetrahydrofuran / 0.08 h / 0 °C / Heating

1.2: tetrahydrofuran / 1 h / 0 °C

2.1: 4N aq. KOH / methanol / 1 h / 50 °C

3.1: triethylamine; 2-chloro-1-methylpyridinium iodide / CH₂Cl₂ / 2.5 h / Heating

With potassium hydroxide; 2-chloro-1-methyl-pyridinium iodide; sodium hydride; triethylamine; In tetrahydrofuran; methanol; dichloromethane; 1.1: Elimination / 1.2: Condensation / 2.1: Hydrolysis / 3.1: Esterification;

DOI:10.1248/cpb.47.1393

upstream raw materials:

3-thiophene carboxaldehyde

5-bromo-3-thiophenecarbaldehyde

5-methoxy-3-thiophenecarboxaldehyde

5-Methoxy-3-formylthiophene Diethylacetal

Refernces