3-[(Z)-[2-(1,1-Dimethyl-2-propenyl)-1H-indol-3-yl]methylene]-6-methylene-2,5-piperazinedione

Base Information

Chemical Name:3-[(Z)-[2-(1,1-Dimethyl-2-propenyl)-1H-indol-3-yl]methylene]-6-methylene-2,5-piperazinedione
CAS No.:55179-53-8
Molecular Formula:C19H19N3O2
Molecular Weight:321.37
Hs Code.:
Mol file:55179-53-8.mol

Synonyms:neochinulin B;3-[1-[2-(1,1-Dimethyl-allyl)-1H-indol-3-yl]-meth-(Z)-ylidene]-6-methylene-piperazine-2,5-dione;3-[2-(1,1-dimethyl-allyl)-indol-3-ylmethylene]-6-methylene-piperazine-2,5-dione;Neoechinulin B;

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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 3-[(Z)-[2-(1,1-Dimethyl-2-propenyl)-1H-indol-3-yl]methylene]-6-methylene-2,5-piperazinedione

Chemical Property:

Melting Point:247 - 250 °C
PSA：81.51000
LogP:1.24720

Purity/Quality:

Safty Information:

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Technology Process of 3-[(Z)-[2-(1,1-Dimethyl-2-propenyl)-1H-indol-3-yl]methylene]-6-methylene-2,5-piperazinedione

There total 12 articles about 3-[(Z)-[2-(1,1-Dimethyl-2-propenyl)-1H-indol-3-yl]methylene]-6-methylene-2,5-piperazinedione 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: 77.0%

: (Z)-3-{[1-(methoxymethyl)-2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]methylene}-6-methylenepiperazine-2,5-dione

: 55179-53-8
neoechinulin B

Guidance literature:: With formic acid; In tetrahydrofuran; water; at 20 ℃; for 3.5h; Inert atmosphere;
DOI:10.1021/acs.jnatprod.1c01120

Reference yield: 36.0%

: 64395-12-6
3-methylene-piperazine-2,5-dione

: 51551-30-5
2-(1,1-dimethyl-2-propen-1-yl)-1H-indole-3-carboxaldehyde

: 55179-53-8
neoechinulin B

Guidance literature:: With piperidine; at 110 ℃; for 7h; Inert atmosphere; sealed tube;
DOI:10.1002/anie.201006154

Reference yield:

: 120-72-9
indole

: 55179-53-8
neoechinulin B

Guidance literature:: Multi-step reaction with 4 steps

1.1: N-chloro-succinimide / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere

2.1: triethylamine / tetrahydrofuran / 5 h / 20 °C / Inert atmosphere

3.1: trichlorophosphate / 0.5 h / 0 °C / Inert atmosphere

3.2: 2.5 h / 0 - 20 °C / Inert atmosphere

3.3: 0 °C / pH 9 / Inert atmosphere

4.1: piperidine / 7 h / 110 °C / Inert atmosphere; sealed tube

With piperidine; N-chloro-succinimide; triethylamine; trichlorophosphate; In tetrahydrofuran; N,N-dimethyl-formamide; 3.1: Vilsmeier formylation / 3.2: Vilsmeier formylation / 3.3: Vilsmeier formylation;
DOI:10.1002/anie.201006154