2-(o-tolyl)-7H-thieno[2',3':4,5]benzo[1,2,3-ij][2,7]naphthyridin-7-one

Base Information

• Chemical Name: 2-(o-tolyl)-7H-thieno[2',3':4,5]benzo[1,2,3-ij][2,7]naphthyridin-7-one
• CAS No.: 1450992-57-0
• Molecular Formula: C₂₀H₁₂N₂OS
• Molecular Weight: 328.394
• Mol file: 1450992-57-0.mol

Synonyms:2-(o-tolyl)-7H-thieno[2',3':4,5]benzo[1,2,3-ij][2,7]naphthyridin-7-one

Chemical Property of 2-(o-tolyl)-7H-thieno[2',3':4,5]benzo[1,2,3-ij][2,7]naphthyridin-7-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(o-tolyl)-7H-thieno[2',3':4,5]benzo[1,2,3-ij][2,7]naphthyridin-7-one

There total 4 articles about 2-(o-tolyl)-7H-thieno[2',3':4,5]benzo[1,2,3-ij][2,7]naphthyridin-7-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: 40.2%

8-methylthieno[2,3-g]quinoline-4,9-diketone (1450992-69-4) + 2-methylphenyl aldehyde (529-20-4) → 2-(o-tolyl)-7H-thieno[2',3':4,5]benzo[1,2,3-ij][2,7]naphthyridin-7-one (1450992-57-0)

Guidance literature:

8-methylthieno[2,3-g]quinoline-4,9-diketone; With ammonium chloride; In acetic acid; at 70 ℃; for 0.5h; Inert atmosphere;

2-methylphenyl aldehyde; In acetic acid; for 15h; Reflux; Inert atmosphere;

DOI:10.1016/j.bmcl.2014.07.064

Reference yield:

5-bromobenzo[b]thiophene-4-ol (34576-98-2) → 2-(o-tolyl)-7H-thieno[2',3':4,5]benzo[1,2,3-ij][2,7]naphthyridin-7-one (1450992-57-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: [bis(acetoxy)iodo]benzene / acetic acid; trifluoroacetic acid / 0.5 h / 0 - 25 °C

2.1: sodium hydrogencarbonate / ethanol / 3 h / 0 - 80 °C

3.1: ammonium chloride / acetic acid / 0.5 h / 70 °C / Inert atmosphere

3.2: 15 h / Reflux; Inert atmosphere

With [bis(acetoxy)iodo]benzene; sodium hydrogencarbonate; ammonium chloride; In ethanol; acetic acid; trifluoroacetic acid; 2.1: |Diels-Alder Cycloaddition;

DOI:10.1016/j.bmcl.2014.07.064

Reference yield:

5-bromo-benzo[b]thiophene-4,7-dione (63693-34-5) → 2-(o-tolyl)-7H-thieno[2',3':4,5]benzo[1,2,3-ij][2,7]naphthyridin-7-one (1450992-57-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydrogencarbonate / ethanol / 3 h / 0 - 80 °C

2.1: ammonium chloride / acetic acid / 0.5 h / 70 °C / Inert atmosphere

2.2: 15 h / Reflux; Inert atmosphere

With sodium hydrogencarbonate; ammonium chloride; In ethanol; acetic acid; 1.1: |Diels-Alder Cycloaddition;

DOI:10.1016/j.bmcl.2014.07.064

upstream raw materials:

5-bromobenzo[b]thiophene-4-ol

5-bromo-benzo[b]thiophene-4,7-dione

8-methylthieno[2,3-g]quinoline-4,9-diketone

2-methylphenyl aldehyde