1-(2,4-Dichloro-phenyl)-2-[1,3,3-trimethyl-1,3-dihydro-indol-(2E)-ylidene]-ethanone

Base Information

• Chemical Name: 1-(2,4-Dichloro-phenyl)-2-[1,3,3-trimethyl-1,3-dihydro-indol-(2E)-ylidene]-ethanone
• CAS No.: 113639-19-3
• Molecular Formula: C₁₉H₁₇Cl₂NO
• Molecular Weight: 346.256

Synonyms:1-(2,4-Dichloro-phenyl)-2-[1,3,3-trimethyl-1,3-dihydro-indol-(2E)-ylidene]-ethanone

Chemical Property of 1-(2,4-Dichloro-phenyl)-2-[1,3,3-trimethyl-1,3-dihydro-indol-(2E)-ylidene]-ethanone

Chemical Property:

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Technology Process of 1-(2,4-Dichloro-phenyl)-2-[1,3,3-trimethyl-1,3-dihydro-indol-(2E)-ylidene]-ethanone

There total 2 articles about 1-(2,4-Dichloro-phenyl)-2-[1,3,3-trimethyl-1,3-dihydro-indol-(2E)-ylidene]-ethanone 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: 62.0%

1,3,3-Trimethyl-2-methyleneindoline (118-12-7) + 2,4-dichlorobenzoyl chloride (89-75-8) → 1-(2,4-Dichloro-phenyl)-2-[1,3,3-trimethyl-1,3-dihydro-indol-(2E)-ylidene]-ethanone (113639-19-3)

Guidance literature:

With triethylamine; In benzene; at 40 ℃; for 2h; 20 degC, overnight;

DOI:10.1007/BF00475641

Reference yield:

2,4 dichlorobenzoic acid (50-84-0) → 1-(2,4-Dichloro-phenyl)-2-[1,3,3-trimethyl-1,3-dihydro-indol-(2E)-ylidene]-ethanone (113639-19-3)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂ / benzene / 1.5 h / Heating

2: 62 percent / triethylamine / benzene / 2 h / 40 °C / 20 degC, overnight

With thionyl chloride; triethylamine; In benzene;

DOI:10.1007/BF00475641

Reference yield: 90.0%

1-(2,4-Dichloro-phenyl)-2-[1,3,3-trimethyl-1,3-dihydro-indol-(2E)-ylidene]-ethanone (113639-19-3) → 1,3,3-trimethyl-2-(α-chloro-2,4-dichlorostyryl)indolenium chloride (113655-34-8)

Guidance literature:

With trichlorophosphate; In tetrahydrofuran; for 1.5h; Heating;

DOI:10.1007/BF00475641

upstream raw materials:

1,3,3-Trimethyl-2-methyleneindoline

2,4-dichlorobenzoyl chloride

2,4 dichlorobenzoic acid

Downstream raw materials:

1,3,3-trimethyl-1,3-dihydro-2H-indol-2-one

1-(2-((2,4-dichlorophenyl)ethynyl)phenyl)ethanone

1,3,3-trimethyl-2-(α-chloro-2,4-dichlorostyryl)indolenium chloride

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