2-hydroxy-5-methyl-1-(3-phenyl-ureido)-2-trifluoromethyl-2,3-dihydro-1H-pyrrole-3,4-dicarboxylic acid diethyl ester

Base Information

• Chemical Name: 2-hydroxy-5-methyl-1-(3-phenyl-ureido)-2-trifluoromethyl-2,3-dihydro-1H-pyrrole-3,4-dicarboxylic acid diethyl ester
• CAS No.: 391199-11-4
• Molecular Formula: C₁₉H₂₂F₃N₃O₆
• Molecular Weight: 445.395
• Mol file: 391199-11-4.mol

Synonyms:2-hydroxy-5-methyl-1-(3-phenyl-ureido)-2-trifluoromethyl-2,3-dihydro-1H-pyrrole-3,4-dicarboxylic acid diethyl ester

Chemical Property of 2-hydroxy-5-methyl-1-(3-phenyl-ureido)-2-trifluoromethyl-2,3-dihydro-1H-pyrrole-3,4-dicarboxylic acid diethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 2-hydroxy-5-methyl-1-(3-phenyl-ureido)-2-trifluoromethyl-2,3-dihydro-1H-pyrrole-3,4-dicarboxylic acid diethyl ester

There total 1 articles about 2-hydroxy-5-methyl-1-(3-phenyl-ureido)-2-trifluoromethyl-2,3-dihydro-1H-pyrrole-3,4-dicarboxylic acid diethyl ester 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: 89.0%

3-phenylcarbamoylazo-crotonic acid ethyl ester (94126-56-4,146000-79-5) + ethyl 4,4,4-trifluoroacetoacetate (372-31-6) → 2-hydroxy-5-methyl-1-(3-phenyl-ureido)-2-trifluoromethyl-2,3-dihydro-1H-pyrrole-3,4-dicarboxylic acid diethyl ester (391199-11-4)

Guidance literature:

With sodium methylate; at 20 ℃; for 4h;

DOI:10.1055/s-2001-17510

Reference yield: 86.0%

2-hydroxy-5-methyl-1-(3-phenyl-ureido)-2-trifluoromethyl-2,3-dihydro-1H-pyrrole-3,4-dicarboxylic acid diethyl ester (391199-11-4) → Diethyl 1-[(anilinocarbonyl)amino]-2-methyl-5-(trifluoromethyl)-1H-pyrrole-3,4-dicarboxylate (391199-21-6)

Guidance literature:

With pyridine; trifluoromethylsulfonic anhydride; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1055/s-2001-17510

Reference yield:

2-hydroxy-5-methyl-1-(3-phenyl-ureido)-2-trifluoromethyl-2,3-dihydro-1H-pyrrole-3,4-dicarboxylic acid diethyl ester (391199-11-4) → N-(5-Methyl-1,4-dioxo-7-(trifluoromethyl)-1,2,3,4-tetrahydro-6H-pyrrolo[3,4-d]pyridazin-6-yl)-N'-phenylurea

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / Tf₂O; pyridine / CH₂Cl₂ / 2 h / 20 °C

2: 61 percent / NH₂NH₂*H₂O / tetrahydrofuran; ethanol / 40 h / Heating

With pyridine; trifluoromethylsulfonic anhydride; hydrazine hydrate; In tetrahydrofuran; ethanol; dichloromethane;

DOI:10.1055/s-2001-17510

upstream raw materials:

3-phenylcarbamoylazo-crotonic acid ethyl ester

ethyl 4,4,4-trifluoroacetoacetate

Downstream raw materials:

Diethyl 1-[(anilinocarbonyl)amino]-2-methyl-5-(trifluoromethyl)-1H-pyrrole-3,4-dicarboxylate