5-METHYL-N,3-DIPHENYL-4-ISOXAZOLECARBOXAMIDE

Base Information

• Chemical Name: 5-METHYL-N,3-DIPHENYL-4-ISOXAZOLECARBOXAMIDE
• CAS No.: 123862-91-9
• Molecular Formula: C₁₇H₁₄N₂O₂
• Molecular Weight: 278.31
• Mol file: 123862-91-9.mol

Synonyms:5-methyl-3-phenyl-4-(N-phenylcarbamoyl)isoxazole

Chemical Property of 5-METHYL-N,3-DIPHENYL-4-ISOXAZOLECARBOXAMIDE

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

5-METHYL-N,3-DIPHENYL-4-ISOXAZOLECARBOXAMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-METHYL-N,3-DIPHENYL-4-ISOXAZOLECARBOXAMIDE

There total 7 articles about 5-METHYL-N,3-DIPHENYL-4-ISOXAZOLECARBOXAMIDE 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: 76.0%

N-phenylacetoacetamide (102-01-2,98624-45-4) + benzohydroximoyl chloride (698-16-8) → 5-methyl-3-phenyl-4-(N-phenylcarbamoyl)isoxazole (123862-91-9)

Guidance literature:

With triethylamine; N,N,N',N'-tetramethylguanidine; In methanol; at 80 ℃; for 48h; Reagent/catalyst; Solvent; regioselective reaction; Catalytic behavior;

DOI:10.1039/c6ob00717a

Reference yield: 71.0%

5-methyl-3-phenylisoxazol-4-carboxylic acid (1136-45-4) + aniline (62-53-3) → 5-methyl-3-phenyl-4-(N-phenylcarbamoyl)isoxazole (123862-91-9)

Guidance literature:

5-methyl-3-phenylisoxazol-4-carboxylic acid; With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 0.5h; Inert atmosphere;

aniline; In dichloromethane; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1515/hc-2020-0134

Reference yield:

5-methyl-3-phenylisoxazol-4-carboxylic acid (1136-45-4) → 5-methyl-3-phenyl-4-(N-phenylcarbamoyl)isoxazole (123862-91-9)

Guidance literature:

Multi-step reaction with 2 steps

1: oxalyl chloride; DMF / CH₂Cl₂

2: triethylamine / CH₂Cl₂

With oxalyl dichloride; triethylamine; N,N-dimethyl-formamide; In dichloromethane;

DOI:10.1016/j.tet.2007.09.046

upstream raw materials:

5-methyl-3-phenylisoxazole-4-carbonyl chloride

aniline

5-methyl-3-phenylisoxazol-4-carboxylic acid

N-phenylacetoacetamide

Downstream raw materials:

1-phenylbutan-1,3-dione

5-methyl-3-phenylisoxazol-4-carboxylic acid

5-methyl-3-phenylisoxazole-4-carboxaldehyde

5-methyl-3,N-diphenyl-isoxazole-4-carboximidoyl chloride

Refernces

• 1、 Arafat, Hadeel,Bawwab, Noor,Hajyousef, Yousef,Hawash, Mohammed,Jaradat, Nidal,Salem, Kamilah,Shtayeh, Tahrir,Sobuh, Shorooq. "Design, synthesis, and biological evaluation of phenyl-isoxazole-carboxamide derivatives as anticancer agents". . p. 133 - 141. Retrieved 2022/01/19.
• 2、 -. "Synthesis method of 3,4,5-trisubstituted isoxazole type compound". Paragraph 0017. . Retrieved 2016/10/09.