methyl (+/-)-5-(2-nitrophenylamino)-3-(1-(2-(trifluoromethyl)phenyl)ethoxy)thiophene-2-carboxylate

Base Information

Chemical Name:methyl (+/-)-5-(2-nitrophenylamino)-3-(1-(2-(trifluoromethyl)phenyl)ethoxy)thiophene-2-carboxylate
CAS No.:1276687-31-0
Molecular Formula:C₂₁H₁₇F₃N₂O₅S
Molecular Weight:466.438
Hs Code.:

Synonyms:methyl (+/-)-5-(2-nitrophenylamino)-3-(1-(2-(trifluoromethyl)phenyl)ethoxy)thiophene-2-carboxylate

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Chemical Property of methyl (+/-)-5-(2-nitrophenylamino)-3-(1-(2-(trifluoromethyl)phenyl)ethoxy)thiophene-2-carboxylate

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Technology Process of methyl (+/-)-5-(2-nitrophenylamino)-3-(1-(2-(trifluoromethyl)phenyl)ethoxy)thiophene-2-carboxylate

There total 3 articles about methyl (+/-)-5-(2-nitrophenylamino)-3-(1-(2-(trifluoromethyl)phenyl)ethoxy)thiophene-2-carboxylate 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: 45.0%

: 577-19-5
2-nitrophenyl bromide

: 1276687-27-4
methyl (+/-)-5-amino-3-(1-(2-(trifluoromethyl)phenyl)ethoxy)thiophene-2-carboxylate

: 1276687-31-0
methyl (+/-)-5-(2-nitrophenylamino)-3-(1-(2-(trifluoromethyl)phenyl)ethoxy)thiophene-2-carboxylate

Guidance literature:: With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; at 50 ℃;
DOI:10.1021/jm1011726

Reference yield:

: 5118-06-9
methyl 3-hydroxy-2-thiophenecarboxylate

: 1276687-31-0
methyl (+/-)-5-(2-nitrophenylamino)-3-(1-(2-(trifluoromethyl)phenyl)ethoxy)thiophene-2-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: sulfuric acid; nitric acid / 3 h / -10 - 0 °C

2: di-tert-butyl-diazodicarboxylate; triphenylphosphine / dichloromethane / 0 - 20 °C

3: iron; acetic acid / 2 h / 65 °C

4: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 50 °C

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; di-tert-butyl-diazodicarboxylate; sulfuric acid; nitric acid; iron; caesium carbonate; acetic acid; triphenylphosphine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; dichloromethane; 2: Mitsunobu reaction / 4: Buchwald-Hartwig reaction;
DOI:10.1021/jm1011726

Reference yield:

: 89380-77-8
methyl 3-hydroxy-5-nitrothiothiophene-2-carboxylate

: 1276687-31-0
methyl (+/-)-5-(2-nitrophenylamino)-3-(1-(2-(trifluoromethyl)phenyl)ethoxy)thiophene-2-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: di-tert-butyl-diazodicarboxylate; triphenylphosphine / dichloromethane / 0 - 20 °C

2: iron; acetic acid / 2 h / 65 °C

3: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 50 °C

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; di-tert-butyl-diazodicarboxylate; iron; caesium carbonate; acetic acid; triphenylphosphine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; dichloromethane; 1: Mitsunobu reaction / 3: Buchwald-Hartwig reaction;
DOI:10.1021/jm1011726