1-[2-(4-hydroxymethyl-phenyl)-ethyl]-8,9-dihydro-7H-2,7,9a-triaza-benzo[cd]azulen-6-one

Base Information

• Chemical Name: 1-[2-(4-hydroxymethyl-phenyl)-ethyl]-8,9-dihydro-7H-2,7,9a-triaza-benzo[cd]azulen-6-one
• CAS No.: 433726-45-5
• Molecular Formula: C₁₉H₁₉N₃O₂
• Molecular Weight: 321.379

Synonyms:1-[2-(4-hydroxymethyl-phenyl)-ethyl]-8,9-dihydro-7H-2,7,9a-triaza-benzo[cd]azulen-6-one

Chemical Property of 1-[2-(4-hydroxymethyl-phenyl)-ethyl]-8,9-dihydro-7H-2,7,9a-triaza-benzo[cd]azulen-6-one

Chemical Property:

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Technology Process of 1-[2-(4-hydroxymethyl-phenyl)-ethyl]-8,9-dihydro-7H-2,7,9a-triaza-benzo[cd]azulen-6-one

There total 4 articles about 1-[2-(4-hydroxymethyl-phenyl)-ethyl]-8,9-dihydro-7H-2,7,9a-triaza-benzo[cd]azulen-6-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: 96.0%

4-[2-(6-oxo-6,7,8,9-tetrahydro-2,7,9a-triaza-benzo[cd]azulen-1-yl)-ethyl]-benzoic acid ethyl ester (433726-44-4) → 1-[2-(4-hydroxymethyl-phenyl)-ethyl]-8,9-dihydro-7H-2,7,9a-triaza-benzo[cd]azulen-6-one (433726-45-5)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃;

DOI:10.1016/S0968-0896(03)00333-X

Reference yield:

2-chloro-3-nitrobenzoic acid methyl ester (53553-14-3) → 1-[2-(4-hydroxymethyl-phenyl)-ethyl]-8,9-dihydro-7H-2,7,9a-triaza-benzo[cd]azulen-6-one (433726-45-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 84 percent / NaHCO₃ / butan-1-ol / 16 h / 80 °C

2: hydrazine monohydrate; Raney nickel / methanol / Heating

3: 82 percent / Pd/C / methanol / Heating

4: 96 percent / LiAlH₄ / tetrahydrofuran / 20 °C

With lithium aluminium tetrahydride; nickel; sodium hydrogencarbonate; hydrazine hydrate; palladium on activated charcoal; In tetrahydrofuran; methanol; butan-1-ol;

DOI:10.1016/S0968-0896(03)00333-X

Reference yield:

9-amino-1,2,3,4-tetrahydro-5H-benzo[e][1,4]diazepin-5-one (328546-66-3) → 1-[2-(4-hydroxymethyl-phenyl)-ethyl]-8,9-dihydro-7H-2,7,9a-triaza-benzo[cd]azulen-6-one (433726-45-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / Pd/C / methanol / Heating

2: 96 percent / LiAlH₄ / tetrahydrofuran / 20 °C

With lithium aluminium tetrahydride; palladium on activated charcoal; In tetrahydrofuran; methanol;

DOI:10.1016/S0968-0896(03)00333-X

upstream raw materials:

4-[2-(6-oxo-6,7,8,9-tetrahydro-2,7,9a-triaza-benzo[cd]azulen-1-yl)-ethyl]-benzoic acid ethyl ester

2-chloro-3-nitrobenzoic acid methyl ester

9-amino-1,2,3,4-tetrahydro-5H-benzo[e][1,4]diazepin-5-one

9-nitro-1,2,3,4-tetrahydro-5H-1,4-benzodiazepin-5-one

Downstream raw materials:

1-[2-(4-chloromethyl-phenyl)-ethyl]-8,9-dihydro-7H-2,7,9a-triaza-benzo[cd]azulen-6-one

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