3-<3-(4-chlorophenyl)-1-(4-methoxyphenyl)-5-pyrazolyl>-N-hydroxy-N-methylpropanamide

Base Information

• Chemical Name: 3-<3-(4-chlorophenyl)-1-(4-methoxyphenyl)-5-pyrazolyl>-N-hydroxy-N-methylpropanamide
• CAS No.: 149065-93-0
• Molecular Formula: C₂₀H₂₀ClN₃O₃
• Molecular Weight: 385.85
• Mol file: 149065-93-0.mol

Synonyms:3-<3-(4-chlorophenyl)-1-(4-methoxyphenyl)-5-pyrazolyl>-N-hydroxy-N-methylpropanamide

Chemical Property of 3-<3-(4-chlorophenyl)-1-(4-methoxyphenyl)-5-pyrazolyl>-N-hydroxy-N-methylpropanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-<3-(4-chlorophenyl)-1-(4-methoxyphenyl)-5-pyrazolyl>-N-hydroxy-N-methylpropanamide

There total 8 articles about 3-<3-(4-chlorophenyl)-1-(4-methoxyphenyl)-5-pyrazolyl>-N-hydroxy-N-methylpropanamide 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: 10.0%

4-methoxyphenylhydrazine hydrochloride (19501-58-7) + 6-(4-chlorophenyl)-4,6-dioxo-N-hydroxy-N-methylhexanamide (142791-64-8) → tepoxalin (103475-41-8) + 3-<3-(4-chlorophenyl)-1-(4-methoxyphenyl)-5-pyrazolyl>-N-hydroxy-N-methylpropanamide (149065-93-0)

Guidance literature:

With sodium carbonate; In ethanol; for 3h; Heating;

DOI:10.1021/jo00050a059

Reference yield:

6-(4-chlorophenyl)-4,6-dioxohexanoic acid (111881-78-8) → 3-<3-(4-chlorophenyl)-1-(4-methoxyphenyl)-5-pyrazolyl>-N-hydroxy-N-methylpropanamide (149065-93-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 81 percent / Ac₂O / 0.33 h / Heating

2: 87 percent / Et₃N / CH₂Cl₂ / 16 h / Ambient temperature

3: 10 percent / Na₂CO₃ / ethanol / 3 h / Heating

With acetic anhydride; sodium carbonate; triethylamine; In ethanol; dichloromethane;

DOI:10.1021/jo00050a059

Reference yield:

5-<1-(4-chlorophenyl)-1-oxoethanylidene>-3,4-dihydrofuran-2-one (142791-63-7) → 3-<3-(4-chlorophenyl)-1-(4-methoxyphenyl)-5-pyrazolyl>-N-hydroxy-N-methylpropanamide (149065-93-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / Et₃N / CH₂Cl₂ / 16 h / Ambient temperature

2: 10 percent / Na₂CO₃ / ethanol / 3 h / Heating

With sodium carbonate; triethylamine; In ethanol; dichloromethane;

DOI:10.1021/jo00050a059

upstream raw materials:

N-Methylhydroxylamine

4-methoxyphenylhydrazine hydrochloride

6-(4-chlorophenyl)-4,6-dioxo-N-hydroxy-N-methylhexanamide

3-(4-chlorophenyl)-5-(3-hydroxypropyl)-1-(4-methoxyphenyl)pyrazole

Refernces

• 1、 Murray, William V.,Hadden, Susan K.. "A Facile Synthesis of Tepoxalin, 5-(4-Chlorophenyl)-N-hydroxy-1-(4-methoxyphenyl)-N-methyl-1H-pyrazole-3-propanamide". . p. 6662 - 6663. Retrieved 2007/10/02.