ethyl (Z)-4,6-dichloro-3-[2-cyano-2-(3-nitrophenyl)-ethenyl]-1H-indole-2-carboxylate

Base Information

Chemical Name:ethyl (Z)-4,6-dichloro-3-[2-cyano-2-(3-nitrophenyl)-ethenyl]-1H-indole-2-carboxylate
CAS No.:205646-84-0
Molecular Formula:C₂₀H₁₃Cl₂N₃O₄
Molecular Weight:430.247
Hs Code.:

Synonyms:ethyl (Z)-4,6-dichloro-3-[2-cyano-2-(3-nitrophenyl)-ethenyl]-1H-indole-2-carboxylate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of ethyl (Z)-4,6-dichloro-3-[2-cyano-2-(3-nitrophenyl)-ethenyl]-1H-indole-2-carboxylate

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Technology Process of ethyl (Z)-4,6-dichloro-3-[2-cyano-2-(3-nitrophenyl)-ethenyl]-1H-indole-2-carboxylate

There total 6 articles about ethyl (Z)-4,6-dichloro-3-[2-cyano-2-(3-nitrophenyl)-ethenyl]-1H-indole-2-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: 91.0%

: 621-50-1
(3-nitrophenyl)acetonitrile

: 153435-96-2
ethyl-3-formyl-4,6-dichloro-indole-2-carboxylate

: 205646-84-0
ethyl (Z)-4,6-dichloro-3-[2-cyano-2-(3-nitrophenyl)-ethenyl]-1H-indole-2-carboxylate

Guidance literature:: With piperidine; In ethanol; at 79 ℃; for 70h; Inert atmosphere; Large scale;
DOI:10.1021/op000286s

Reference yield:

: 621-50-1
(3-nitrophenyl)acetonitrile

: 153435-96-2
ethyl-3-formyl-4,6-dichloro-indole-2-carboxylate

: 205646-84-0
ethyl (Z)-4,6-dichloro-3-[2-cyano-2-(3-nitrophenyl)-ethenyl]-1H-indole-2-carboxylate

: 205646-48-6
(E)-2-(3-nitrophenyl)-3-(2-carboethoxy-4,6-dichloroindol-3-yl)-propenonitrile

Guidance literature:: With piperidine; In ethanol; for 4h; Heating / reflux;

Reference yield:

: 103855-01-2
ethyl 2-[2-(3,5-dichlorophenyl)hydrazinylidene]propanoate

: 205646-84-0
ethyl (Z)-4,6-dichloro-3-[2-cyano-2-(3-nitrophenyl)-ethenyl]-1H-indole-2-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: polyphosphoric acid / toluene / 2 h / 95 - 100 °C / Inert atmosphere; Large scale

2.1: trichlorophosphate / 1,2-dichloro-ethane / 24 - 88 °C / Inert atmosphere; Large scale

2.2: 3 h / Inert atmosphere; Large scale

3.1: piperidine / ethanol / 70 h / 79 °C / Inert atmosphere; Large scale

With piperidine; trichlorophosphate; In ethanol; 1,2-dichloro-ethane; toluene; 2.1: |Vilsmeier-Haack Formylation / 2.2: |Vilsmeier Reaction;
DOI:10.1021/op000286s