(E)-1-methyl-3-((4-nitrophenyl)(phenyl)methylene)indolin-2-one

Base Information

• Chemical Name: (E)-1-methyl-3-((4-nitrophenyl)(phenyl)methylene)indolin-2-one
• CAS No.: 1039396-25-2
• Molecular Formula: C₂₂H₁₆N₂O₃
• Molecular Weight: 356.381
• Mol file: 1039396-25-2.mol

Synonyms:(E)-1-methyl-3-((4-nitrophenyl)(phenyl)methylene)indolin-2-one

Chemical Property of (E)-1-methyl-3-((4-nitrophenyl)(phenyl)methylene)indolin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of (E)-1-methyl-3-((4-nitrophenyl)(phenyl)methylene)indolin-2-one

There total 17 articles about (E)-1-methyl-3-((4-nitrophenyl)(phenyl)methylene)indolin-2-one 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: 63.0%

(4-nitrophenyl)-λ3-iodanediyl diacetate (19169-99-4) + N-methyl-N,3-diphenylprop-2-ynamide (94298-51-8) → (E)-1-methyl-3-((4-nitrophenyl)(phenyl)methylene)indolin-2-one (1039396-25-2)

Guidance literature:

With triethylamine; palladium diacetate; In tetrahydrofuran; acetonitrile; at 100 ℃; for 24h;

DOI:10.1021/jo8008808

Reference yield:

iodobenzene (591-50-4) + 4-nitrophenylboronic acid (24067-17-2) + N-(2'-Bromophenyl)-N-methylpropynamide (267408-61-7) → (E)-1-methyl-3-((4-nitrophenyl)(phenyl)methylene)indolin-2-one (1039396-25-2) + 4-methoxylbiphenyl (613-37-6) + (Z)-1-methyl-3-((4-nitrophenyl)(phenyl)methylene)indolin-2-one (1477484-70-0)

Guidance literature:

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; silver orthophosphate; sodium acetate; In N,N-dimethyl-formamide; at 60 - 90 ℃; for 25.5h; Reagent/catalyst; Inert atmosphere;

DOI:10.3390/molecules22030503

Reference yield:

iodobenzene (591-50-4) + 2-(N-methylpropiolamido)phenyl trifluoromethanesulfonate + 4-nitrophenylboronic acid (24067-17-2) → (E)-1-methyl-3-((4-nitrophenyl)(phenyl)methylene)indolin-2-one (1039396-25-2) + (Z)-1-methyl-3-((4-nitrophenyl)(phenyl)methylene)indolin-2-one (1477484-70-0)

Guidance literature:

iodobenzene; 2-(N-methylpropiolamido)phenyl trifluoromethanesulfonate; With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In N,N-dimethyl-formamide; at 60 ℃; for 3h; Inert atmosphere;

4-nitrophenylboronic acid; In N,N-dimethyl-formamide; at 90 ℃; for 2h; Overall yield = 59 %; stereoselective reaction; Inert atmosphere;

DOI:10.3390/molecules200814022

upstream raw materials:

(4-nitrophenyl)-λ3-iodanediyl diacetate

N-methyl-N,3-diphenylprop-2-ynamide

N-methyl-N-(2-bromophenyl)-3-phenylpropargylamide

4-nitrophenylboronic acid