3-(4-chloro-3-nitro-phenyl)-4,5-dihydro-isoxazole-5-carboxylic acid (2'-sulfamoyl-biphenyl-4-yl)-amide

Base Information

Chemical Name:3-(4-chloro-3-nitro-phenyl)-4,5-dihydro-isoxazole-5-carboxylic acid (2'-sulfamoyl-biphenyl-4-yl)-amide
CAS No.:596095-14-6
Molecular Formula:C₂₂H₁₇ClN₄O₆S
Molecular Weight:500.919
Hs Code.:

Synonyms:3-(4-chloro-3-nitro-phenyl)-4,5-dihydro-isoxazole-5-carboxylic acid (2'-sulfamoyl-biphenyl-4-yl)-amide

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Chemical Property of 3-(4-chloro-3-nitro-phenyl)-4,5-dihydro-isoxazole-5-carboxylic acid (2'-sulfamoyl-biphenyl-4-yl)-amide

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Technology Process of 3-(4-chloro-3-nitro-phenyl)-4,5-dihydro-isoxazole-5-carboxylic acid (2'-sulfamoyl-biphenyl-4-yl)-amide

There total 3 articles about 3-(4-chloro-3-nitro-phenyl)-4,5-dihydro-isoxazole-5-carboxylic acid (2'-sulfamoyl-biphenyl-4-yl)-amide 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: 61.0%

: 814-68-6,25189-84-8
acryloyl chloride

: 160192-82-5
4-chloro-3-nitro-N-hydroxy-benzimoyl chloride

: 221290-17-1
4'-amino-biphenyl-2-sulfonic acid amide

: 596095-14-6
3-(4-chloro-3-nitro-phenyl)-4,5-dihydro-isoxazole-5-carboxylic acid (2'-sulfamoyl-biphenyl-4-yl)-amide

Guidance literature:: acryloyl chloride; With N-ethyl-N,N-diisopropylamine; Kaiser oxime resin; In dichloromethane; for 12h;

4-chloro-3-nitro-N-hydroxy-benzimoyl chloride; With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 2h;

4'-amino-biphenyl-2-sulfonic acid amide; With acetic acid; In N,N-dimethyl-formamide; at 20 ℃; for 14h;
DOI:10.1016/S0960-894X(03)00130-6

Reference yield:

: 66399-01-7
2-chloro-5-hydroxyiminomethylnitrobenzene

: 596095-14-6
3-(4-chloro-3-nitro-phenyl)-4,5-dihydro-isoxazole-5-carboxylic acid (2'-sulfamoyl-biphenyl-4-yl)-amide

Guidance literature:: Multi-step reaction with 2 steps

1.1: N-chlorosuccinimide; pyridine / CHCl₃; tetrahydrofuran / 2 h

2.1: Kaiser oxime resin; DIEA / CH₂Cl₂ / 12 h

2.2: DIEA / CH₂Cl₂ / 2 h

2.3: 61 percent / AcOH / dimethylformamide / 14 h / 20 °C

With pyridine; N-chloro-succinimide; N-ethyl-N,N-diisopropylamine; Kaiser oxime resin; In tetrahydrofuran; dichloromethane; chloroform;
DOI:10.1016/S0960-894X(03)00130-6

Reference yield:

: 193006-34-7
4-(2'-tert-butylaminosulfonylphenyl)aniline

: 596095-14-6
3-(4-chloro-3-nitro-phenyl)-4,5-dihydro-isoxazole-5-carboxylic acid (2'-sulfamoyl-biphenyl-4-yl)-amide

Guidance literature:: Multi-step reaction with 2 steps

1.1: TFA / 7 h / Heating

2.1: Kaiser oxime resin; DIEA / CH₂Cl₂ / 12 h

2.2: DIEA / CH₂Cl₂ / 2 h

2.3: 61 percent / AcOH / dimethylformamide / 14 h / 20 °C

With N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; Kaiser oxime resin; In dichloromethane;
DOI:10.1016/S0960-894X(03)00130-6