Benzoic acid, 4-chloro-, 1-(4-methoxyphenyl)hydrazide, monohydrochloride

Base Information

• Chemical Name: Benzoic acid, 4-chloro-, 1-(4-methoxyphenyl)hydrazide, monohydrochloride
• CAS No.: 13815-62-8
• Molecular Formula: C14H13ClN2O2.ClH
• Molecular Weight: 313.183
• Mol file: 13815-62-8.mol

Synonyms:

Chemical Property of Benzoic acid, 4-chloro-, 1-(4-methoxyphenyl)hydrazide, monohydrochloride

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzoic acid, 4-chloro-, 1-(4-methoxyphenyl)hydrazide, monohydrochloride

There total 4 articles about Benzoic acid, 4-chloro-, 1-(4-methoxyphenyl)hydrazide, monohydrochloride 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: 99.0%

Acetaldehyd-N1-(p-chlorbenzoyl)-p-methoxy-phenylhydrazon (13815-59-3) → N1-(4-Chlorbenzoyl)-N1-(4-methoxyphenyl)hydrazin-hydrochlorid (13815-62-8)

Guidance literature:

With hydrogenchloride; In dichloromethane; for 1.5h;

DOI:10.1021/jm3017656

Reference yield: 76.0%

4-chloro-benzoic acid N'-ethylidene-N-(4-methoxy-phenyl)-hydrazide → N1-(4-Chlorbenzoyl)-N1-(4-methoxyphenyl)hydrazin-hydrochlorid (13815-62-8)

Guidance literature:

With hydrogenchloride; In methanol; toluene; at 0 ℃; for 1.5h;

Reference yield:

1-ethylidene-2-(4-methoxyphenyl)hydrazine (13815-71-9) → N1-(4-Chlorbenzoyl)-N1-(4-methoxyphenyl)hydrazin-hydrochlorid (13815-62-8)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 2 h / 10 - 20 °C / Inert atmosphere

2: hydrogenchloride / dichloromethane / 1.5 h

With pyridine; hydrogenchloride; In dichloromethane;

DOI:10.1021/jm3017656

upstream raw materials:

1-ethylidene-2-(4-methoxyphenyl)hydrazine

Acetaldehyd-N₁-(p-chlorbenzoyl)-p-methoxy-phenylhydrazon

4-chloro-benzoyl chloride

Downstream raw materials:

4-chlorobenzoic acid N'-(4-chlorobenzoyl)-N-(4-methoxyphenyl)-hydrazide

indomethacin

3-[1-(4-Chloro-benzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]-propionic acid

4-(1-(4-chlorobenzoyl)-5-methoxy-3-methyl-1H-indol-2-yl)butanoic acid

Refernces

• 1、 Liedtke, Andy J.,Adeniji, Adegoke O.,Chen, Mo,Byrns, Michael C.,Jin, Yi,Christianson, David W.,Marnett, Lawrence J.,Penning, Trevor M.. "Development of potent and selective indomethacin analogues for the inhibition of AKR1C3 (type 5 17β-hydroxysteroid dehydrogenase/prostaglandin F synthase) in castrate-resistant prostate cancer". . p. 2429 - 2446. Retrieved 2013/05/09.