ethyl 7-phenyl-3-(thiophene-2-yl)thieno[3,2-c]pyridazine-6-carboxylate

Base Information

• Chemical Name: ethyl 7-phenyl-3-(thiophene-2-yl)thieno[3,2-c]pyridazine-6-carboxylate
• CAS No.: 1448676-23-0
• Molecular Formula: C₁₉H₁₄N₂O₂S₂
• Molecular Weight: 366.464
• Mol file: 1448676-23-0.mol

Synonyms:

Chemical Property of ethyl 7-phenyl-3-(thiophene-2-yl)thieno[3,2-c]pyridazine-6-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 7-phenyl-3-(thiophene-2-yl)thieno[3,2-c]pyridazine-6-carboxylate

There total 6 articles about ethyl 7-phenyl-3-(thiophene-2-yl)thieno[3,2-c]pyridazine-6-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:

2-diazo-1-phenylbutane-1,3-dione (2009-96-3) → ethyl 7-phenyl-3-(thiophene-2-yl)thieno[3,2-c]pyridazine-6-carboxylate (1448676-23-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: titanium tetrachloride; triethylamine / dichloromethane / 1 h / -78 °C / Inert atmosphere

1.2: 4 h / -78 °C / Inert atmosphere

2.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / acetonitrile / 2 h / Inert atmosphere; Reflux

3.1: tributylphosphine / di-isopropyl ether / 0.5 h / 20 °C / Inert atmosphere

4.1: trichlorophosphate / 4 h / 95 °C

5.1: triethylamine / 16 h / Reflux

With tributylphosphine; titanium tetrachloride; triethylamine; trichlorophosphate; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dichloromethane; di-isopropyl ether; acetonitrile;

DOI:10.1021/jo400989q

Reference yield:

1-phenylbutan-1,3-dione (93-91-4) → ethyl 7-phenyl-3-(thiophene-2-yl)thieno[3,2-c]pyridazine-6-carboxylate (1448676-23-0)

Guidance literature:

Multi-step reaction with 6 steps

1.1: triethylamine; 4-acetamidobenzenesulfonyl azide / acetonitrile / 2 h / 0 - 20 °C / Inert atmosphere

2.1: titanium tetrachloride; triethylamine / dichloromethane / 1 h / -78 °C / Inert atmosphere

2.2: 4 h / -78 °C / Inert atmosphere

3.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / acetonitrile / 2 h / Inert atmosphere; Reflux

4.1: tributylphosphine / di-isopropyl ether / 0.5 h / 20 °C / Inert atmosphere

5.1: trichlorophosphate / 4 h / 95 °C

6.1: triethylamine / 16 h / Reflux

With tributylphosphine; 4-acetamidobenzenesulfonyl azide; titanium tetrachloride; triethylamine; trichlorophosphate; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dichloromethane; di-isopropyl ether; acetonitrile; 1.1: |Regitz Diazo Transfer;

DOI:10.1021/jo400989q

Reference yield:

2-diazo-5-hydroxy-1-phenyl-5-(thiophene-2-yl)pentane-1,3-dione (1448676-02-5) → ethyl 7-phenyl-3-(thiophene-2-yl)thieno[3,2-c]pyridazine-6-carboxylate (1448676-23-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / acetonitrile / 2 h / Inert atmosphere; Reflux

2: tributylphosphine / di-isopropyl ether / 0.5 h / 20 °C / Inert atmosphere

3: trichlorophosphate / 4 h / 95 °C

4: triethylamine / 16 h / Reflux

With tributylphosphine; triethylamine; trichlorophosphate; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In di-isopropyl ether; acetonitrile;

DOI:10.1021/jo400989q

upstream raw materials:

ethanol

2-diazo-1-phenylbutane-1,3-dione

1-phenylbutan-1,3-dione

2-diazo-5-hydroxy-1-phenyl-5-(thiophene-2-yl)pentane-1,3-dione