[5-Bromo-2-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-7-nitro-2,3-dihydro-indol-1-yl]-oxo-acetic acid ethyl ester

Base Information

• Chemical Name: [5-Bromo-2-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-7-nitro-2,3-dihydro-indol-1-yl]-oxo-acetic acid ethyl ester
• CAS No.: 1026897-79-9
• Molecular Formula: C₂₁H₁₆BrN₃O₇
• Molecular Weight: 502.278

Synonyms:[5-Bromo-2-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-7-nitro-2,3-dihydro-indol-1-yl]-oxo-acetic acid ethyl ester

Chemical Property of [5-Bromo-2-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-7-nitro-2,3-dihydro-indol-1-yl]-oxo-acetic acid ethyl ester

Chemical Property:

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Technology Process of [5-Bromo-2-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-7-nitro-2,3-dihydro-indol-1-yl]-oxo-acetic acid ethyl ester

There total 1 articles about [5-Bromo-2-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-7-nitro-2,3-dihydro-indol-1-yl]-oxo-acetic acid ethyl ester 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:

phthalic anhydride (85-44-9) → [5-Bromo-2-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-7-nitro-2,3-dihydro-indol-1-yl]-oxo-acetic acid ethyl ester (1026897-79-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 100 percent / toluene / 4 h / Heating

2: triethylamine / CH₂Cl₂ / 1.) 0 deg C, 15 min, 2.) RT, 1 h

3: iron, bromine / CH₂Cl₂ / 4 h / Ambient temperature

4: conc. H₂SO₄, isopropyl nitrate / 1 h / 0 °C

With isopropyl nitrate; sulfuric acid; bromine; iron; triethylamine; In dichloromethane; toluene;

DOI:10.1021/jm00049a015

Reference yield:

[5-Bromo-2-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-7-nitro-2,3-dihydro-indol-1-yl]-oxo-acetic acid ethyl ester (1026897-79-9) → 8-bromo-5-<(benzoylamino)methyl>-5,6-dihydro-1H-pyrrolo<1,2,3-de>quinoxaline-2,3-dione

Guidance literature:

Multi-step reaction with 3 steps

1: acetic acid, aq. 20percent titanium trichloride / tetrahydrofuran; H₂O / 4 h / Ambient temperature

2: 60 percent / acetic acid, conc. HCl / 4.5 h / Heating

3: 52 percent / 1-ethyl-3-<3'-(dimethylamino)propyl>carbodiimide, N-hydroxybenztriazole / dimethylformamide / 20 h / Ambient temperature

With hydrogenchloride; titanium(III) chloride; benzotriazol-1-ol; acetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In tetrahydrofuran; water; N,N-dimethyl-formamide;

DOI:10.1021/jm00049a015

Reference yield:

[5-Bromo-2-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-7-nitro-2,3-dihydro-indol-1-yl]-oxo-acetic acid ethyl ester (1026897-79-9) → 8-bromo-5-<(N'-phenylureido)methyl>-5,6-dihydro-1H-pyrrolo<1,2,3-de>quinoxaline-2,3-dione

Guidance literature:

Multi-step reaction with 3 steps

1: acetic acid, aq. 20percent titanium trichloride / tetrahydrofuran; H₂O / 4 h / Ambient temperature

2: 60 percent / acetic acid, conc. HCl / 4.5 h / Heating

3: 47 percent / triethylamine / dimethylformamide / 3 h / Ambient temperature

With hydrogenchloride; titanium(III) chloride; acetic acid; triethylamine; In tetrahydrofuran; water; N,N-dimethyl-formamide;

DOI:10.1021/jm00049a015

upstream raw materials:

phthalic anhydride

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