10-(4-fluorophenyl)-3,4-dihydro-1H,6H-thieno[3',4':4,5]pyrido[2,1-c][1,4]oxazine-1,6-dione

Base Information

• Chemical Name: 10-(4-fluorophenyl)-3,4-dihydro-1H,6H-thieno[3',4':4,5]pyrido[2,1-c][1,4]oxazine-1,6-dione
• CAS No.: 1450742-91-2
• Molecular Formula: C₁₆H₁₀FNO₃S
• Molecular Weight: 315.325
• Mol file: 1450742-91-2.mol

Synonyms:10-(4-fluorophenyl)-3,4-dihydro-1H,6H-thieno[3',4':4,5]pyrido[2,1-c][1,4]oxazine-1,6-dione

Chemical Property of 10-(4-fluorophenyl)-3,4-dihydro-1H,6H-thieno[3',4':4,5]pyrido[2,1-c][1,4]oxazine-1,6-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 10-(4-fluorophenyl)-3,4-dihydro-1H,6H-thieno[3',4':4,5]pyrido[2,1-c][1,4]oxazine-1,6-dione

There total 2 articles about 10-(4-fluorophenyl)-3,4-dihydro-1H,6H-thieno[3',4':4,5]pyrido[2,1-c][1,4]oxazine-1,6-dione 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: 80.0%

ethyl 3-(4-fluorophenyl)-2-hydroxy-3-(4-((2-hydroxyethyl)carbamoyl)-3-thienyl)acrylate (1450742-89-8) → 10-(4-fluorophenyl)-3,4-dihydro-1H,6H-thieno[3',4':4,5]pyrido[2,1-c][1,4]oxazine-1,6-dione (1450742-91-2)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; at 120 ℃; for 2h;

DOI:10.1016/j.bmc.2013.05.067

Reference yield:

ethyl 7-(4-fluorophenyl)-4-oxo-4H-thieno[3,4-c]pyran-6-carboxylate (1450742-88-7) → 10-(4-fluorophenyl)-3,4-dihydro-1H,6H-thieno[3',4':4,5]pyrido[2,1-c][1,4]oxazine-1,6-dione (1450742-91-2)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 18 h / 20 °C

2: toluene-4-sulfonic acid / toluene / 2 h / 120 °C

With toluene-4-sulfonic acid; In tetrahydrofuran; toluene;

DOI:10.1016/j.bmc.2013.05.067

Reference yield: 60.0%

(3,4-dichlorobenzyl)(methyl)amine (5635-67-6) + 10-(4-fluorophenyl)-3,4-dihydro-1H,6H-thieno[3',4':4,5]pyrido[2,1-c][1,4]oxazine-1,6-dione (1450742-91-2) → N-(3,4-dichlorobenzyl)-7-(4-fluorophenyl)-5-(2-hydroxyethyl)-N-methyl-4-oxo-4,5-dihydrothieno[3,4-c]pyridine-6-carboxamide (1450742-93-4)

Guidance literature:

(3,4-dichlorobenzyl)(methyl)amine; With trimethylaluminum; In toluene; at 20 ℃; for 0.5h;

10-(4-fluorophenyl)-3,4-dihydro-1H,6H-thieno[3',4':4,5]pyrido[2,1-c][1,4]oxazine-1,6-dione; In toluene; at 20 - 80 ℃; for 2.5h;

DOI:10.1016/j.bmc.2013.05.067

upstream raw materials:

ethyl 7-(4-fluorophenyl)-4-oxo-4H-thieno[3,4-c]pyran-6-carboxylate

ethyl 3-(4-fluorophenyl)-2-hydroxy-3-(4-((2-hydroxyethyl)carbamoyl)-3-thienyl)acrylate

Downstream raw materials:

N-(3,4-dichlorobenzyl)-7-(4-fluorophenyl)-5-(2-hydroxyethyl)-N-methyl-4-oxo-4,5-dihydrothieno[3,4-c]pyridine-6-carboxamide