3-phenyl-6-(thiophene-2-yl)-1H-pyrazolo[4,3-c]pyridazine

Base Information

• Chemical Name: 3-phenyl-6-(thiophene-2-yl)-1H-pyrazolo[4,3-c]pyridazine
• CAS No.: 1448676-17-2
• Molecular Formula: C₁₅H₁₀N₄S
• Molecular Weight: 278.337
• Mol file: 1448676-17-2.mol

Synonyms:

Chemical Property of 3-phenyl-6-(thiophene-2-yl)-1H-pyrazolo[4,3-c]pyridazine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-phenyl-6-(thiophene-2-yl)-1H-pyrazolo[4,3-c]pyridazine

There total 6 articles about 3-phenyl-6-(thiophene-2-yl)-1H-pyrazolo[4,3-c]pyridazine 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) → 3-phenyl-6-(thiophene-2-yl)-1H-pyrazolo[4,3-c]pyridazine (1448676-17-2)

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; hydrazine hydrate / ethanol / 4 h / Reflux

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

DOI:10.1021/jo400989q

Reference yield:

1-phenylbutan-1,3-dione (93-91-4) → 3-phenyl-6-(thiophene-2-yl)-1H-pyrazolo[4,3-c]pyridazine (1448676-17-2)

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; hydrazine hydrate / ethanol / 4 h / Reflux

With hydrazine hydrate; tributylphosphine; 4-acetamidobenzenesulfonyl azide; titanium tetrachloride; triethylamine; trichlorophosphate; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In ethanol; 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) → 3-phenyl-6-(thiophene-2-yl)-1H-pyrazolo[4,3-c]pyridazine (1448676-17-2)

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; hydrazine hydrate / ethanol / 4 h / Reflux

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

DOI:10.1021/jo400989q

upstream raw materials:

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

3-benzoyl-6-(thiophene-2-yl)pyridazin-4-ol