4-(1,3-dioxo-1H,3H-benzo[de]isochromen-6-ylazo)-3-hydroxy-naphthalene-2-carboxylic acid (4-methoxy-phenyl)-amide

Base Information

• Chemical Name: 4-(1,3-dioxo-1H,3H-benzo[de]isochromen-6-ylazo)-3-hydroxy-naphthalene-2-carboxylic acid (4-methoxy-phenyl)-amide
• CAS No.: 722541-27-7
• Molecular Formula: C₃₀H₁₉N₃O₆
• Molecular Weight: 517.497

Synonyms:4-(1,3-dioxo-1H,3H-benzo[de]isochromen-6-ylazo)-3-hydroxy-naphthalene-2-carboxylic acid (4-methoxy-phenyl)-amide

Chemical Property of 4-(1,3-dioxo-1H,3H-benzo[de]isochromen-6-ylazo)-3-hydroxy-naphthalene-2-carboxylic acid (4-methoxy-phenyl)-amide

Chemical Property:

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Technology Process of 4-(1,3-dioxo-1H,3H-benzo[de]isochromen-6-ylazo)-3-hydroxy-naphthalene-2-carboxylic acid (4-methoxy-phenyl)-amide

There total 2 articles about 4-(1,3-dioxo-1H,3H-benzo[de]isochromen-6-ylazo)-3-hydroxy-naphthalene-2-carboxylic acid (4-methoxy-phenyl)-amide 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: 64.0%

4-amino-1,8-naphthalic anhydride (6492-86-0) + naphthol AS-RL (92-79-5) → 4-(1,3-dioxo-1H,3H-benzo[de]isochromen-6-ylazo)-3-hydroxy-naphthalene-2-carboxylic acid (4-methoxy-phenyl)-amide (722541-27-7)

Guidance literature:

4-amino-1,8-naphthalic anhydride; With hydrogenchloride; sodium nitrite; In water; N,N-dimethyl-formamide; cooling;

naphthol AS-RL; With sodium hydroxide; In water; N,N-dimethyl-formamide; for 1h; cooling;

DOI:10.1139/v04-009

Reference yield:

4-nitronaphthalic-1,8-anhydride (6642-29-1) → 4-(1,3-dioxo-1H,3H-benzo[de]isochromen-6-ylazo)-3-hydroxy-naphthalene-2-carboxylic acid (4-methoxy-phenyl)-amide (722541-27-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 97 percent / H₂ / Pd/C

2.1: aq. HCl; sodium nitrite / dimethylformamide; H₂O / cooling

2.2: 64 percent / aq. NaOH / dimethylformamide; H₂O / 1 h / cooling

With hydrogenchloride; hydrogen; sodium nitrite; palladium on activated charcoal; In water; N,N-dimethyl-formamide;

DOI:10.1139/v04-009

Reference yield: 29.0%

4-(1,3-dioxo-1H,3H-benzo[de]isochromen-6-ylazo)-3-hydroxy-naphthalene-2-carboxylic acid (4-methoxy-phenyl)-amide (722541-27-7) + N-butylamine (109-73-9,85404-21-3) → 4-(2-butyl-1,3-dioxo-2,3-dihydro-1H-benzo[de]isoquinolin-6-ylazo)-3-hydroxy-naphthalene-2-carboxylic acid (4-methoxy-phenyl)-amide

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; In 1-methyl-pyrrolidin-2-one; at 85 ℃;

DOI:10.1139/v04-009

upstream raw materials:

4-amino-1,8-naphthalic anhydride

naphthol AS-RL

4-nitronaphthalic-1,8-anhydride

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