4-(6-chloro-1,3-dioxo-2,3-dihydro-1H-benzo[de]isoquinolin-2-yl)benzoic acid

Base Information

• Chemical Name: 4-(6-chloro-1,3-dioxo-2,3-dihydro-1H-benzo[de]isoquinolin-2-yl)benzoic acid
• CAS No.: 494826-73-2
• Molecular Formula: C₁₉H₁₀ClNO₄
• Molecular Weight: 351.746

Synonyms:4-(6-chloro-1,3-dioxo-2,3-dihydro-1H-benzo[de]isoquinolin-2-yl)benzoic acid

Chemical Property of 4-(6-chloro-1,3-dioxo-2,3-dihydro-1H-benzo[de]isoquinolin-2-yl)benzoic acid

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Technology Process of 4-(6-chloro-1,3-dioxo-2,3-dihydro-1H-benzo[de]isoquinolin-2-yl)benzoic acid

There total 2 articles about 4-(6-chloro-1,3-dioxo-2,3-dihydro-1H-benzo[de]isoquinolin-2-yl)benzoic acid 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: 65.0%

p-chloro-1,8-naphthalicanhydride (4053-08-1) + 4-amino-benzoic acid (150-13-0,159246-81-8,8014-65-1) → 4-(6-chloro-1,3-dioxo-2,3-dihydro-1H-benzo[de]isoquinolin-2-yl)benzoic acid (494826-73-2)

Guidance literature:

With acetic acid; for 4h; Heating;

DOI:10.1007/s10895-009-0558-8

Reference yield: 63.0%

methyl 4-(6-chloro-1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)benzoate (889773-25-5) → 4-(6-chloro-1,3-dioxo-2,3-dihydro-1H-benzo[de]isoquinolin-2-yl)benzoic acid (494826-73-2) + 4-(6-hydroxy-1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)benzoic acid

Guidance literature:

methyl 4-(6-chloro-1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)benzoate; With sodium hydroxide; In water; at 80 ℃; for 18h;

With hydrogenchloride; In water; pH=Ca. 2;

DOI:10.3762/bjoc.9.147

Reference yield: 95.0%

4-(6-chloro-1,3-dioxo-2,3-dihydro-1H-benzo[de]isoquinolin-2-yl)benzoic acid (494826-73-2) → 4-(6-chloro-1,3-dioxo-2,3-dihydro-1H-benzo[de]isoquinolin-2-yl)-1-benzenecarbonyl chloride (1264140-28-4)

Guidance literature:

With thionyl chloride; for 2h; Heating;

DOI:10.1007/s10895-009-0558-8

upstream raw materials:

p-chloro-1,8-naphthalicanhydride

4-amino-benzoic acid

methyl 4-(6-chloro-1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)benzoate

Downstream raw materials:

4-(6-chloro-1,3-dioxo-2,3-dihydro-1H-benzo[de]isoquinolin-2-yl)-1-benzenecarbonyl chloride

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