3-ETHYL-2-MERCAPTOTHIENO[3,2-D]PYRIMIDIN-4(3H)-ONE

Base Information

• Chemical Name: 3-ETHYL-2-MERCAPTOTHIENO[3,2-D]PYRIMIDIN-4(3H)-ONE
• CAS No.: 338401-79-9
• Molecular Formula: C₈H₈N₂OS₂
• Molecular Weight: 212.296
• Mol file: 338401-79-9.mol

Synonyms:

Chemical Property of 3-ETHYL-2-MERCAPTOTHIENO[3,2-D]PYRIMIDIN-4(3H)-ONE

Chemical Property:

Purity/Quality:

3-ethyl-2-sulfanylthieno[3,2-d]pyrimidin-4(3H)-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-ETHYL-2-MERCAPTOTHIENO[3,2-D]PYRIMIDIN-4(3H)-ONE

There total 1 articles about 3-ETHYL-2-MERCAPTOTHIENO[3,2-D]PYRIMIDIN-4(3H)-ONE 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: 84.0%

Methyl 3-aminothiophene-2-carboxylate (22288-78-4) + Ethyl isothiocyanate (542-85-8) → 3-ethyl-2-thioxo-2,3-dihydrothieno[3,2-d]pyrimidin-4(1H)-one (338401-79-9)

Guidance literature:

With pyridine; for 14h; Reflux;

DOI:10.1021/jm5008215

Reference yield:

3-ethyl-2-thioxo-2,3-dihydrothieno[3,2-d]pyrimidin-4(1H)-one (338401-79-9) → methyl 4-[2-(cyclopentylamino)-3-ethyl-4-oxo-3,4-dihydrothieno[3,2-d]pyrimidin-7-yl]benzoate

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 0 °C

2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1 h / 20 °C

3.1: tetrahydrofuran / 18 h / Reflux

4.1: phenyltrimethylammonium tribromide; calcium carbonate / dichloromethane; methanol / 14 h / 20 °C

5.1: palladium diacetate; triphenylphosphine / N,N-dimethyl-formamide / 0.08 h / 20 °C

5.2: 2 h / 80 °C

With palladium diacetate; phenyltrimethylammonium tribromide; sodium hydride; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; calcium carbonate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/jm5008215

Reference yield:

3-ethyl-2-thioxo-2,3-dihydrothieno[3,2-d]pyrimidin-4(1H)-one (338401-79-9) → 2-(cyclopentylamino)-3-ethyl-7-[4-(morpholinomethyl)-phenyl]thieno[3,2-d]pyrimidin-4(3H)-one

Guidance literature:

Multi-step reaction with 5 steps

1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 0 °C

2: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1 h / 20 °C

3: tetrahydrofuran / 18 h / Reflux

4: phenyltrimethylammonium tribromide; calcium carbonate / dichloromethane; methanol / 14 h / 20 °C

5: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium phosphate / 1,4-dioxane / 14 h / Inert atmosphere; Reflux

With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; phenyltrimethylammonium tribromide; sodium hydride; 3-chloro-benzenecarboperoxoic acid; calcium carbonate; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/jm5008215

upstream raw materials:

Methyl 3-aminothiophene-2-carboxylate

Ethyl isothiocyanate