1-(4-methoxybenzyl)-3-(N-methyl-N-phenylamino)-4-(4-chlorophenyl)-1H-pyrrole-2,5-dione

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Chemical Name:1-(4-methoxybenzyl)-3-(N-methyl-N-phenylamino)-4-(4-chlorophenyl)-1H-pyrrole-2,5-dione
CAS No.:1283088-89-0
Molecular Formula:C₂₅H₂₁ClN₂O₃
Molecular Weight:432.906
Hs Code.:

Synonyms:1-(4-methoxybenzyl)-3-(N-methyl-N-phenylamino)-4-(4-chlorophenyl)-1H-pyrrole-2,5-dione

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Chemical Property of 1-(4-methoxybenzyl)-3-(N-methyl-N-phenylamino)-4-(4-chlorophenyl)-1H-pyrrole-2,5-dione

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Technology Process of 1-(4-methoxybenzyl)-3-(N-methyl-N-phenylamino)-4-(4-chlorophenyl)-1H-pyrrole-2,5-dione

There total 3 articles about 1-(4-methoxybenzyl)-3-(N-methyl-N-phenylamino)-4-(4-chlorophenyl)-1H-pyrrole-2,5-dione 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: 84.0%

: 1283088-78-7
1-(4-methoxybenzyl)-3-(N-methyl-N-phenylamino)-4-bromo-1H-pyrrole-2,5-dione

: 1679-18-1
4-Chlorophenylboronic acid

: 1283088-89-0
1-(4-methoxybenzyl)-3-(N-methyl-N-phenylamino)-4-(4-chlorophenyl)-1H-pyrrole-2,5-dione

Guidance literature:: With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; caesium carbonate; 1,3,5,7-tetramethyl-8-phenyl-2,4,6-trioxa-8-phosphatricyclo[3.3.1.13,7]decane; In tetrahydrofuran; at 60 ℃; for 2h; Inert atmosphere;
DOI:10.1021/jo1025805

Reference yield:

: 100-61-8
N-methylaniline

: 1283088-89-0
1-(4-methoxybenzyl)-3-(N-methyl-N-phenylamino)-4-(4-chlorophenyl)-1H-pyrrole-2,5-dione

Guidance literature:: Multi-step reaction with 2 steps

1: sodium carbonate / tetrahydrofuran / 0.5 h / 20 °C

2: tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; caesium carbonate; 1,3,5,7-tetramethyl-8-phenyl-2,4,6-trioxa-8-phosphatricyclo[3.3.1.13,7]decane / tetrahydrofuran / 2 h / 60 °C / Inert atmosphere

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; sodium carbonate; caesium carbonate; 1,3,5,7-tetramethyl-8-phenyl-2,4,6-trioxa-8-phosphatricyclo[3.3.1.13,7]decane; In tetrahydrofuran; 2: Suzuki arylation;
DOI:10.1021/jo1025805

Reference yield:

: 205128-48-9
3,4-dibromo-2,5-dihydro-1-(4-methoxybenzyl)-1H-pyrrole-2,5-dione

: 1283088-89-0
1-(4-methoxybenzyl)-3-(N-methyl-N-phenylamino)-4-(4-chlorophenyl)-1H-pyrrole-2,5-dione

Guidance literature:: Multi-step reaction with 2 steps

1: sodium carbonate / tetrahydrofuran / 0.5 h / 20 °C

2: tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; caesium carbonate; 1,3,5,7-tetramethyl-8-phenyl-2,4,6-trioxa-8-phosphatricyclo[3.3.1.13,7]decane / tetrahydrofuran / 2 h / 60 °C / Inert atmosphere

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; sodium carbonate; caesium carbonate; 1,3,5,7-tetramethyl-8-phenyl-2,4,6-trioxa-8-phosphatricyclo[3.3.1.13,7]decane; In tetrahydrofuran; 2: Suzuki arylation;
DOI:10.1021/jo1025805