ethyl 7-bromo-1-(2',4'-dichlorophenyl)-4,5-dihydro-1H-benzo[g]indazole-3-carboxylate

Base Information

• Chemical Name: ethyl 7-bromo-1-(2',4'-dichlorophenyl)-4,5-dihydro-1H-benzo[g]indazole-3-carboxylate
• CAS No.: 852409-43-9
• Molecular Formula: C₂₀H₁₅BrCl₂N₂O₂
• Molecular Weight: 466.161

Synonyms:ethyl 7-bromo-1-(2',4'-dichlorophenyl)-4,5-dihydro-1H-benzo[g]indazole-3-carboxylate

Chemical Property of ethyl 7-bromo-1-(2',4'-dichlorophenyl)-4,5-dihydro-1H-benzo[g]indazole-3-carboxylate

Chemical Property:

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Technology Process of ethyl 7-bromo-1-(2',4'-dichlorophenyl)-4,5-dihydro-1H-benzo[g]indazole-3-carboxylate

There total 2 articles about ethyl 7-bromo-1-(2',4'-dichlorophenyl)-4,5-dihydro-1H-benzo[g]indazole-3-carboxylate 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: 61.0%

ethyl α-(6-bromo-1-oxo-1,2,3,4-tetrahydronaphthalen-2-yl)-α-oxoacetate (852409-40-6) + 2,4-dichlorophenyl hydrazine hydrochloride (5446-18-4) → ethyl 7-bromo-1-(2',4'-dichlorophenyl)-4,5-dihydro-1H-benzo[g]indazole-3-carboxylate (852409-43-9)

Guidance literature:

In ethanol; for 2h; Heating;

DOI:10.1016/j.bmc.2005.02.032

Reference yield:

6-bromo-3,4-dihydro-2H-naphthalen-1-one (66361-67-9) → ethyl 7-bromo-1-(2',4'-dichlorophenyl)-4,5-dihydro-1H-benzo[g]indazole-3-carboxylate (852409-43-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 37 percent / sodium ethoxide / ethanol / 2 h / 20 °C

2: 61 percent / ethanol / 2 h / Heating

With sodium ethanolate; In ethanol; 1: Claisen condensation;

DOI:10.1016/j.bmc.2005.02.032

Reference yield: 93.1%

ethyl 7-bromo-1-(2',4'-dichlorophenyl)-4,5-dihydro-1H-benzo[g]indazole-3-carboxylate (852409-43-9) → 7-bromo-1-(2',4'-dichlorophenyl)-4,5-dihydro-1H-benzo[g]indazole-3-carboxylic acid (337526-67-7)

Guidance literature:

With potassium hydroxide; In methanol; Heating;

DOI:10.1016/j.bmc.2005.02.032

upstream raw materials:

ethyl α-(6-bromo-1-oxo-1,2,3,4-tetrahydronaphthalen-2-yl)-α-oxoacetate

2,4-dichlorophenyl hydrazine hydrochloride

6-bromo-3,4-dihydro-2H-naphthalen-1-one

Downstream raw materials:

7-bromo-1-(2',4'-dichlorophenyl)-4,5-dihydro-1H-benzo[g]indazole-3-carboxylic acid

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