5-[2,4-dihydroxy-6-(4-nitrophenoxy)phenyl]-N-(2-methoxyethyl)isoxazole-3-carboxamide

Base Information

Chemical Name:5-[2,4-dihydroxy-6-(4-nitrophenoxy)phenyl]-N-(2-methoxyethyl)isoxazole-3-carboxamide
CAS No.:1253584-71-2
Molecular Formula:C₁₉H₁₇N₃O₈
Molecular Weight:415.359
Hs Code.:

Synonyms:5-[2,4-dihydroxy-6-(4-nitrophenoxy)phenyl]-N-(2-methoxyethyl)isoxazole-3-carboxamide

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Chemical Property of 5-[2,4-dihydroxy-6-(4-nitrophenoxy)phenyl]-N-(2-methoxyethyl)isoxazole-3-carboxamide

Chemical Property:

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Technology Process of 5-[2,4-dihydroxy-6-(4-nitrophenoxy)phenyl]-N-(2-methoxyethyl)isoxazole-3-carboxamide

There total 7 articles about 5-[2,4-dihydroxy-6-(4-nitrophenoxy)phenyl]-N-(2-methoxyethyl)isoxazole-3-carboxamide 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:

: 1253585-66-8
5-[2,4-dihydroxy-6-(4-nitrophenoxy)phenyl]isoxazole-3-carboxylic acid

: 109-85-3
2-methoxyethylamine

: 1253584-71-2
5-[2,4-dihydroxy-6-(4-nitrophenoxy)phenyl]-N-(2-methoxyethyl)isoxazole-3-carboxamide

Guidance literature:: 5-[2,4-dihydroxy-6-(4-nitrophenoxy)phenyl]isoxazole-3-carboxylic acid; With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; In N,N-dimethyl acetamide; at 20 ℃; for 0.25h;

2-methoxyethylamine; With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl acetamide; at 20 ℃;
DOI:10.1016/j.bmc.2013.09.018

Reference yield:

: 350-46-9,178603-76-4
4-Fluoronitrobenzene

: 1253584-71-2
5-[2,4-dihydroxy-6-(4-nitrophenoxy)phenyl]-N-(2-methoxyethyl)isoxazole-3-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium carbonate / dimethyl sulfoxide / 2 h / 110 °C

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -50 °C

2.2: 2 h / 20 °C

3.1: hydroxylamine hydrochloride / ethanol / 2 h / Reflux

4.1: boron tribromide / dichloromethane / 120 h / 0 - 20 °C

5.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl acetamide / 0.25 h / 20 °C

5.2: 20 °C

With hydroxylamine hydrochloride; boron tribromide; potassium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl acetamide; dimethyl sulfoxide;
DOI:10.1016/j.bmc.2013.09.018

Reference yield:

: 1-[2,4-dimethoxy-6-(4-nitrophenoxy)phenyl]ethanone

: 1253584-71-2
5-[2,4-dihydroxy-6-(4-nitrophenoxy)phenyl]-N-(2-methoxyethyl)isoxazole-3-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -50 °C

1.2: 2 h / 20 °C

2.1: hydroxylamine hydrochloride / ethanol / 2 h / Reflux

3.1: boron tribromide / dichloromethane / 120 h / 0 - 20 °C

4.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl acetamide / 0.25 h / 20 °C

4.2: 20 °C

With hydroxylamine hydrochloride; boron tribromide; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl acetamide;
DOI:10.1016/j.bmc.2013.09.018