dimethyl 5'-(4-nitrophenyl)-1,3-dioxo-1'-phthalimido-1,1',3,5'-tetrahydrospiro[indene-2,2'-pyrrole]-3',4'-dicarboxylate

Base Information

• Chemical Name: dimethyl 5'-(4-nitrophenyl)-1,3-dioxo-1'-phthalimido-1,1',3,5'-tetrahydrospiro[indene-2,2'-pyrrole]-3',4'-dicarboxylate
• CAS No.: 1600516-55-9
• Molecular Formula: C₃₀H₁₉N₃O₁₀
• Molecular Weight: 581.495

Synonyms:dimethyl 5'-(4-nitrophenyl)-1,3-dioxo-1'-phthalimido-1,1',3,5'-tetrahydrospiro[indene-2,2'-pyrrole]-3',4'-dicarboxylate

Chemical Property of dimethyl 5'-(4-nitrophenyl)-1,3-dioxo-1'-phthalimido-1,1',3,5'-tetrahydrospiro[indene-2,2'-pyrrole]-3',4'-dicarboxylate

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Technology Process of dimethyl 5'-(4-nitrophenyl)-1,3-dioxo-1'-phthalimido-1,1',3,5'-tetrahydrospiro[indene-2,2'-pyrrole]-3',4'-dicarboxylate

There total 3 articles about dimethyl 5'-(4-nitrophenyl)-1,3-dioxo-1'-phthalimido-1,1',3,5'-tetrahydrospiro[indene-2,2'-pyrrole]-3',4'-dicarboxylate 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: 66.0%

3-(4-nitrophenyl)-1-phthalimidospiro[aziridine-2,2’-indene]-1’,3’-dione (1207272-26-1) + dimethyl acetylenedicarboxylate (762-42-5) → 2-(4-nitrophenyl)-4H-indeno[2,1-d][1,3]oxazol-4-one (1207272-27-2) + dimethyl 5'-(4-nitrophenyl)-1,3-dioxo-1'-phthalimido-1,1',3,5'-tetrahydrospiro[indene-2,2'-pyrrole]-3',4'-dicarboxylate (1600516-55-9)

Guidance literature:

In benzene; at 75 ℃; for 8h;

DOI:10.1016/j.tetlet.2014.03.014

Reference yield:

N-aminophthalamide (1875-48-5) → dimethyl 5'-(4-nitrophenyl)-1,3-dioxo-1'-phthalimido-1,1',3,5'-tetrahydrospiro[indene-2,2'-pyrrole]-3',4'-dicarboxylate (1600516-55-9)

Guidance literature:

Multi-step reaction with 2 steps

1: lead(IV) tetraacetate; potassium carbonate / dichloromethane / 0.5 h / 0 °C

2: benzene / 8 h / 75 °C

With lead(IV) tetraacetate; potassium carbonate; In dichloromethane; benzene;

DOI:10.1016/j.tetlet.2014.03.014

Reference yield:

2-(p-nitrobenzylidene)indan-1,3-dione (15875-60-2) → 2-(4-nitrophenyl)-4H-indeno[2,1-d][1,3]oxazol-4-one (1207272-27-2) + dimethyl 5'-(4-nitrophenyl)-1,3-dioxo-1'-phthalimido-1,1',3,5'-tetrahydrospiro[indene-2,2'-pyrrole]-3',4'-dicarboxylate (1600516-55-9)

Guidance literature:

Multi-step reaction with 2 steps

1: lead(IV) tetraacetate; potassium carbonate / dichloromethane / 0.5 h / 0 °C

2: benzene / 8 h / 75 °C

With lead(IV) tetraacetate; potassium carbonate; In dichloromethane; benzene;

DOI:10.1016/j.tetlet.2014.03.014

upstream raw materials:

3-(4-nitrophenyl)-1-phthalimidospiro[aziridine-2,2’-indene]-1’,3’-dione

dimethyl acetylenedicarboxylate

2-(p-nitrobenzylidene)indan-1,3-dione

N-aminophthalamide

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