11-benzyl-11,11a-dihydro-6-hydroxy-2-phenyl-1H,5H-[1,2,4]triazolo[1',2':1,2]pyridazino[3,4-b]indole-1,3(2H)-dione

Base Information

• Chemical Name: 11-benzyl-11,11a-dihydro-6-hydroxy-2-phenyl-1H,5H-[1,2,4]triazolo[1',2':1,2]pyridazino[3,4-b]indole-1,3(2H)-dione
• CAS No.: 875290-08-7
• Molecular Formula: C₂₅H₂₀N₄O₃
• Molecular Weight: 424.459
• Mol file: 875290-08-7.mol

Synonyms:11-benzyl-11,11a-dihydro-6-hydroxy-2-phenyl-1H,5H-[1,2,4]triazolo[1',2':1,2]pyridazino[3,4-b]indole-1,3(2H)-dione

Chemical Property of 11-benzyl-11,11a-dihydro-6-hydroxy-2-phenyl-1H,5H-[1,2,4]triazolo[1',2':1,2]pyridazino[3,4-b]indole-1,3(2H)-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 11-benzyl-11,11a-dihydro-6-hydroxy-2-phenyl-1H,5H-[1,2,4]triazolo[1',2':1,2]pyridazino[3,4-b]indole-1,3(2H)-dione

There total 2 articles about 11-benzyl-11,11a-dihydro-6-hydroxy-2-phenyl-1H,5H-[1,2,4]triazolo[1',2':1,2]pyridazino[3,4-b]indole-1,3(2H)-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: 92.0%

1-benzyl-3-{1-[(trimethylsilyl)oxy]ethenyl}-1H-indole (875290-05-4) + 4-Phenyl-1,2,4-triazolidine-3,5-dione (4233-33-4) → 11-benzyl-11,11a-dihydro-6-hydroxy-2-phenyl-1H,5H-[1,2,4]triazolo[1',2':1,2]pyridazino[3,4-b]indole-1,3(2H)-dione (875290-08-7)

Guidance literature:

In tetrahydrofuran; at -78 ℃; for 2h;

DOI:10.1002/hlca.200590231

Reference yield:

3-acetyl-1-benzyl-1H-indole (93315-38-9) → 11-benzyl-11,11a-dihydro-6-hydroxy-2-phenyl-1H,5H-[1,2,4]triazolo[1',2':1,2]pyridazino[3,4-b]indole-1,3(2H)-dione (875290-08-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium diisopropylamide / tetrahydrofuran / 0.17 h / -78 °C

1.2: 93 percent / tetrahydrofuran / 1.5 h / -78 °C

2.1: 92 percent / tetrahydrofuran / 2 h / -78 °C

With lithium diisopropyl amide; In tetrahydrofuran;

DOI:10.1002/hlca.200590231

Reference yield: 85.0%

11-benzyl-11,11a-dihydro-6-hydroxy-2-phenyl-1H,5H-[1,2,4]triazolo[1',2':1,2]pyridazino[3,4-b]indole-1,3(2H)-dione (875290-08-7) + N-methoxylamine hydrochloride (593-56-6) → 11-benzyl-6,6a,11,11a-tetrahydro-6-(methoxyimino)-2-phenyl-1H,5H-[1,2,4]triazolo[1',2':1,2]pyridazino[3,4-b]indole-1,3(2H)-dione

Guidance literature:

With sodium acetate; In ethanol; for 3h; Heating;

DOI:10.1002/hlca.200590231

upstream raw materials:

1-benzyl-3-{1-[(trimethylsilyl)oxy]ethenyl}-1H-indole

4-Phenyl-1,2,4-triazolidine-3,5-dione

3-acetyl-1-benzyl-1H-indole