12a-ethyl-2,3,5,12,12a,12b-hexahydro-1H,4H-3a,9b-diazabenzo[a]naphtho[2,1,8-cd]azulene-10,11-dione

Base Information

• Chemical Name: 12a-ethyl-2,3,5,12,12a,12b-hexahydro-1H,4H-3a,9b-diazabenzo[a]naphtho[2,1,8-cd]azulene-10,11-dione
• CAS No.: 35226-38-1
• Molecular Formula: C₂₀H₂₂N₂O₂
• Molecular Weight: 322.407
• Mol file: 35226-38-1.mol

Synonyms:

Chemical Property of 12a-ethyl-2,3,5,12,12a,12b-hexahydro-1H,4H-3a,9b-diazabenzo[a]naphtho[2,1,8-cd]azulene-10,11-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 12a-ethyl-2,3,5,12,12a,12b-hexahydro-1H,4H-3a,9b-diazabenzo[a]naphtho[2,1,8-cd]azulene-10,11-dione

There total 6 articles about 12a-ethyl-2,3,5,12,12a,12b-hexahydro-1H,4H-3a,9b-diazabenzo[a]naphtho[2,1,8-cd]azulene-10,11-dione 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: 50.0%

12a-ethyl-11-hydroxy-2,3,4,5,11,12,12a,12b-octahydro-1H-3a,9b-diazabenzo[a]naphtho[2,1,8-cd]azulene-10-one → 12a-ethyl-2,3,5,12,12a,12b-hexahydro-1H,4H-3a,9b-diazabenzo[a]naphtho[2,1,8-cd]azulene-10,11-dione (35226-35-8,35226-38-1,35226-43-8,86783-96-2)

Guidance literature:

With pyridine; Dess-Martin periodane; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1021/ol071173x

Reference yield:

C23H24N2O5 → 12a-ethyl-2,3,5,12,12a,12b-hexahydro-1H,4H-3a,9b-diazabenzo[a]naphtho[2,1,8-cd]azulene-10,11-dione (35226-35-8,35226-38-1,35226-43-8,86783-96-2)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 95 percent / Lawesson's reagent / toluene / 1 h / Heating

2.1: H₂ / Raney nickel / tetrahydrofuran / 24 h / 760.05 Torr

3.1: 0.1 g / Zn; acetic acid / H₂O / 24 h / 20 °C

4.1: magnesium iodide; acetic acid / acetonitrile; 2-methyl-propan-2-ol / 24 h / Heating

4.2: 62 percent / acetonitrile; 2-methyl-propan-2-ol; dimethylformamide / 48 h / Heating

5.1: 50 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 1 h / 20 °C

With Lawessons reagent; pyridine; hydrogen; Dess-Martin periodane; acetic acid; magnesium iodide; zinc; nickel; In tetrahydrofuran; dichloromethane; water; toluene; acetonitrile; tert-butyl alcohol;

DOI:10.1021/ol071173x

Reference yield:

C23H24N2O4S → 12a-ethyl-2,3,5,12,12a,12b-hexahydro-1H,4H-3a,9b-diazabenzo[a]naphtho[2,1,8-cd]azulene-10,11-dione (35226-35-8,35226-38-1,35226-43-8,86783-96-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: H₂ / Raney nickel / tetrahydrofuran / 24 h / 760.05 Torr

2.1: 0.1 g / Zn; acetic acid / H₂O / 24 h / 20 °C

3.1: magnesium iodide; acetic acid / acetonitrile; 2-methyl-propan-2-ol / 24 h / Heating

3.2: 62 percent / acetonitrile; 2-methyl-propan-2-ol; dimethylformamide / 48 h / Heating

4.1: 50 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 1 h / 20 °C

With pyridine; hydrogen; Dess-Martin periodane; acetic acid; magnesium iodide; zinc; nickel; In tetrahydrofuran; dichloromethane; water; acetonitrile; tert-butyl alcohol;

DOI:10.1021/ol071173x