methyl 4-[2-(2-oxo-2,3-dihydro-1H-indol-3-ylidene)-1-oxoethyl]phenylcarbamate

Base Information

• Chemical Name: methyl 4-[2-(2-oxo-2,3-dihydro-1H-indol-3-ylidene)-1-oxoethyl]phenylcarbamate
• CAS No.: 1246443-79-7
• Molecular Formula: C₁₈H₁₄N₂O₄
• Molecular Weight: 322.32

Synonyms:methyl 4-[2-(2-oxo-2,3-dihydro-1H-indol-3-ylidene)-1-oxoethyl]phenylcarbamate

Chemical Property of methyl 4-[2-(2-oxo-2,3-dihydro-1H-indol-3-ylidene)-1-oxoethyl]phenylcarbamate

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Technology Process of methyl 4-[2-(2-oxo-2,3-dihydro-1H-indol-3-ylidene)-1-oxoethyl]phenylcarbamate

There total 3 articles about methyl 4-[2-(2-oxo-2,3-dihydro-1H-indol-3-ylidene)-1-oxoethyl]phenylcarbamate 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: 79.0%

methyl 4-[(3-hydroxy-2-oxo-2,3-dihydro-1H-indol-3-yl)acetyl]phenylcarbamate (1246443-78-6) → methyl 4-[2-(2-oxo-2,3-dihydro-1H-indol-3-ylidene)-1-oxoethyl]phenylcarbamate (1246443-79-7)

Guidance literature:

With hydrogenchloride; In water; acetic acid; at 95 ℃; for 0.5h;

DOI:10.1134/S1070428010070031

Reference yield:

indole-2,3-dione (91-56-5,1186480-61-4,84788-92-1) → methyl 4-[2-(2-oxo-2,3-dihydro-1H-indol-3-ylidene)-1-oxoethyl]phenylcarbamate (1246443-79-7)

Guidance literature:

Multi-step reaction with 2 steps

1: diethylamine / ethanol

2: hydrogenchloride / water; acetic acid / Heating

With hydrogenchloride; diethylamine; In ethanol; water; acetic acid; 1: Knoevenagel condensation / 2: Knoevenagel condensation;

DOI:10.1134/S1070428010120092

Reference yield:

methyl N-(4-acetylphenyl)carbamate (60677-43-2) → methyl 4-[2-(2-oxo-2,3-dihydro-1H-indol-3-ylidene)-1-oxoethyl]phenylcarbamate (1246443-79-7)

Guidance literature:

Multi-step reaction with 2 steps

1: diethylamine / ethanol

2: hydrogenchloride / water; acetic acid / Heating

With hydrogenchloride; diethylamine; In ethanol; water; acetic acid; 1: Knoevenagel condensation / 2: Knoevenagel condensation;

DOI:10.1134/S1070428010120092

upstream raw materials:

methyl 4-[(3-hydroxy-2-oxo-2,3-dihydro-1H-indol-3-yl)acetyl]phenylcarbamate

methyl N-(4-acetylphenyl)carbamate

indole-2,3-dione

Downstream raw materials:

methyl 4-(3'-benzoyl-2-oxo-1',2,2',3,3',10b'-hexahydro-1H-spiro[indole-3,1'-pyrrolo[1,2-a]isoquinolin]-2'-ylcarbonyl)phenylcarbamate

methyl 4-(2-oxo-1',5'-dihyddro-1H-spiro[indole-3,4'-pyrazol]-3'-ylcarbonyl)phenylcarbamate

methyl 4-(2-oxo-1,2,2',4'-tetrahydrospiro[indole-3,3'-pyrazol]-5'-yl)phenylcarbamate

methyl 4-[3'-(3,4-dimethoxyphenyl)-2-oxo-1H,4'H-spiro[indole-3,5'-isoxazol]-4'-ylcarbonyl]phenylcarbamate

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