6-(4-fluorophenyl)-4-(methylthio)-2-oxo-N-p-tolyl-2H-pyran-3-carboxamide

Base Information

• Chemical Name: 6-(4-fluorophenyl)-4-(methylthio)-2-oxo-N-p-tolyl-2H-pyran-3-carboxamide
• CAS No.: 1512808-05-7
• Molecular Formula: C₂₀H₁₆FNO₃S
• Molecular Weight: 369.416

Synonyms:6-(4-fluorophenyl)-4-(methylthio)-2-oxo-N-p-tolyl-2H-pyran-3-carboxamide

Chemical Property of 6-(4-fluorophenyl)-4-(methylthio)-2-oxo-N-p-tolyl-2H-pyran-3-carboxamide

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Technology Process of 6-(4-fluorophenyl)-4-(methylthio)-2-oxo-N-p-tolyl-2H-pyran-3-carboxamide

There total 2 articles about 6-(4-fluorophenyl)-4-(methylthio)-2-oxo-N-p-tolyl-2H-pyran-3-carboxamide 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: 93.0%

C13H9FO4S (1403495-70-4) + p-toluidine (106-49-0,12221-03-3) → 6-(4-fluorophenyl)-4-(methylthio)-2-oxo-N-p-tolyl-2H-pyran-3-carboxamide (1512808-05-7)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

DOI:10.1021/ml400432f

Reference yield:

1-(4-fluorophenyl)-3,3-bis(methylthio)prop-2-en-1-one (80967-34-6) → 6-(4-fluorophenyl)-4-(methylthio)-2-oxo-N-p-tolyl-2H-pyran-3-carboxamide (1512808-05-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / 1,4-dioxane / 0.5 h / 0 °C

1.2: 6.5 h / 0 - 110 °C

2.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 1 h / 20 °C

With sodium hydride; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1021/ml400432f

Reference yield: 80.0%

6-(4-fluorophenyl)-4-(methylthio)-2-oxo-N-p-tolyl-2H-pyran-3-carboxamide (1512808-05-7) → 6-(4-fluorophenyl)-4-(hydroxyamino)-2-oxo-N-p-tolyl-2H-pyran-3-carboxamide (1512807-47-4)

Guidance literature:

With hydroxylamine hydrochloride; sodium hydrogencarbonate; In ethanol; at 80 ℃; for 4h;

DOI:10.1021/ml400432f

upstream raw materials:

C₁₃H₉FO₄S

p-toluidine

1-(4-fluorophenyl)-3,3-bis(methylthio)prop-2-en-1-one

Downstream raw materials:

6-(4-fluorophenyl)-4-(hydroxyamino)-2-oxo-N-p-tolyl-2H-pyran-3-carboxamide

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