N¹-(3-(amino(hydroxyimino)methyl)benzoyl)-N²-(4-iso-propylbenzoyl)-1,2-benzenediamine

Base Information

• Chemical Name: N¹-(3-(amino(hydroxyimino)methyl)benzoyl)-N²-(4-iso-propylbenzoyl)-1,2-benzenediamine
• CAS No.: 219519-15-0
• Molecular Formula: C₂₄H₂₄N₄O₃
• Molecular Weight: 416.48
• Mol file: 219519-15-0.mol

Synonyms:N¹-(3-(amino(hydroxyimino)methyl)benzoyl)-N²-(4-iso-propylbenzoyl)-1,2-benzenediamine

Chemical Property of N¹-(3-(amino(hydroxyimino)methyl)benzoyl)-N²-(4-iso-propylbenzoyl)-1,2-benzenediamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N¹-(3-(amino(hydroxyimino)methyl)benzoyl)-N²-(4-iso-propylbenzoyl)-1,2-benzenediamine

There total 7 articles about N¹-(3-(amino(hydroxyimino)methyl)benzoyl)-N²-(4-iso-propylbenzoyl)-1,2-benzenediamine 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: 40.0%

N1-(3-cyanobenzoyl)-N2-(4-iso-propylbenzoyl)-1,2-benzenediamine (219519-14-9) → N1-(3-(amino(hydroxyimino)methyl)benzoyl)-N2-(4-iso-propylbenzoyl)-1,2-benzenediamine (219519-15-0)

Guidance literature:

With hydroxylamine hydrochloride; N-ethyl-N,N-diisopropylamine; In ethanol; Heating;

DOI:10.1021/jm9903287

Reference yield: 40.0%

N1-(3-cyanobenzoyl)-N2-(4-iso-propylbenzoyl)-1,2-benzenediamine (219519-14-9) → N1-[3-(amino(hydroxyimino)methyl)benzoyl]-N2-(4-isopropylbenzoyl)-1,2-benzenediamine (219519-15-0)

Guidance literature:

Reference yield:

2-nitro-aniline (88-74-4) → N1-(3-(amino(hydroxyimino)methyl)benzoyl)-N2-(4-iso-propylbenzoyl)-1,2-benzenediamine (219519-15-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 98 percent / pyridine

2: 72 percent / H₂ / Pd/C / ethyl acetate

3: 53 percent / pyridine / CH₂Cl₂ / 20 °C

4: 40 percent / NH₂OH*HCl; iPr₂NEt / ethanol / Heating

With pyridine; hydroxylamine hydrochloride; hydrogen; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In ethanol; dichloromethane; ethyl acetate; 1: Acylation / 2: Reduction / 3: Acylation / 4: Addition;

DOI:10.1021/jm9903287

upstream raw materials:

N¹-(3-cyanobenzoyl)-N²-(4-iso-propylbenzoyl)-1,2-benzenediamine

p-isopropylbenzoyl chloride

2-nitro-aniline

3-cyanobenzoyl chloride

Refernces

• 1、 Wiley, Michael R.,Weir, Leonard C.,Briggs, Steven,Bryan, Nancy A.,Buben, John,Campbell, Charles,Chirgadze, Nickolay Y.,Conrad, Richard C.,Craft, Trelia J.,Ficorilli, James V.,Franciskovich, Jeffry B.,Froelich, Larry L.,Gifford-Moore, Donetta S.,Goodson Jr., Theodore,Herron, David K.,Klimkowski, Valentine J.,Kurz, Kenneth D.,Kyle, Jeffery A.,Masters, John J.,Ratz, Andrew M.,Milot, Guy,Shuman, Robert T.,Smith, Tommy,Smith, Gerald F.,Tebbe, Ann Louise,Tinsley, Jennifer M.,Towner, Richard D.,Wilson, Alexander,Yee, Ying K. "Structure-based design of potent, amidine-derived inhibitors of factor Xa: Evaluation of selectivity, anticoagulant activity, and antithrombotic activity". . p. 883 - 899. Retrieved 2007/10/03.