3-Ethyl-2,5-Dihydro-4-Methyl-2-Oxo-N-(2-Phenylethyl)-1h-Pyrrole-1-Carboxamide

Base Information

• Chemical Name: 3-Ethyl-2,5-Dihydro-4-Methyl-2-Oxo-N-(2-Phenylethyl)-1h-Pyrrole-1-Carboxamide
• CAS No.: 247098-18-6
• Molecular Formula: C16H20 N2 O2
• Molecular Weight: 272.347
• Hs Code.: 2933990090
• Mol file: 247098-18-6.mol

Synonyms:3-Ethyl-2,5-Dihydro-4-Methyl-2-Oxo-N-(2-Phenylethyl)-1h-Pyrrole-1-Carboxamide;3-ETHYL-4-METHYL-2-OXO-PYRROLIDINE-1-[(CARBOXAMIDE)-ETHYL BENZENE)SULPHONYL]-N-ETHYL-CARBAMATE;1-PHENETHYLAMINOCARBONYL-3-ETHYL-4-METHYL-2,5-DIHYDRO-5-PYRROLONE;4-[2-[(3-Ethyl-4-methyl-2-oxo-3-pyrrolin-1-yl)carboxamido]ethyl]benzene

Chemical Property of 3-Ethyl-2,5-Dihydro-4-Methyl-2-Oxo-N-(2-Phenylethyl)-1h-Pyrrole-1-Carboxamide

Chemical Property:

• Refractive Index: 1.559
• PKA: 12.32±0.60(Predicted)
• PSA: 49.41000
• Density: 1.132g/cm³
• LogP: 2.83620
• Storage Temp.: Refrigerator
• Solubility.: Acetonitrile (Slightly), Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Ethyl-2,5-dihydro-4-methyl-2-oxo-N-(2-phenylethyl)-1H-pyrrole-1-carboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-Ethyl-2,5-Dihydro-4-Methyl-2-Oxo-N-(2-Phenylethyl)-1h-Pyrrole-1-Carboxamide

There total 5 articles about 3-Ethyl-2,5-Dihydro-4-Methyl-2-Oxo-N-(2-Phenylethyl)-1h-Pyrrole-1-Carboxamide 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: 97.0%

3-ethyl-4-methyl-3-pyrrolin-2-one (766-36-9) + phenethyl isocyanate (1943-82-4) → 3-ethyl-4-methyl-2-oxo-N-(2-phenylethyl)-2,5-dihydro-1H-pyrrole-1-carboxamide (247098-18-6)

Guidance literature:

In toluene; at 120 - 130 ℃; for 2h; Industrial scale;

Reference yield: 85.24%

3-ethyl-4-methyl-2-oxo-3-pyrroline-1-carboxamide + 2-phenylethyl chloride (622-24-2) → 3-ethyl-4-methyl-2-oxo-N-(2-phenylethyl)-2,5-dihydro-1H-pyrrole-1-carboxamide (247098-18-6)

Guidance literature:

With copper(l) iodide; sodium hydroxide; In Petroleum ether; at 85 ℃; for 9h; Temperature;

Reference yield:

ethyl-α-ethylacetoacetate cyanohydrin (247098-17-5) → 3-ethyl-4-methyl-2-oxo-N-(2-phenylethyl)-2,5-dihydro-1H-pyrrole-1-carboxamide (247098-18-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 15 percent / H₂; Ac₂O / Ra-Ni / 40 °C / 3800 Torr

2: 90 percent / Na₂CO₃; H₂O / Heating

3: 65 percent / toluene / Heating

With water; hydrogen; acetic anhydride; sodium carbonate; Ra-Ni; In toluene;

DOI:10.1016/S0040-4039(03)01145-6

upstream raw materials:

3-ethyl-4-methyl-3-pyrrolin-2-one

phenethyl isocyanate

1-acetyl-3-ethyl-4-methyl-1,5-dihydro-pyrrol-2-one

ethyl-α-ethylacetoacetate cyanohydrin

Downstream raw materials:

glimepiride

glimepiride

C₃₂H₄₂N₄O₇S

N-{2-[4-(aminosulfonyl)phenyl]ethyl}-3-ethyl-4-methyl-2-oxo-2,5-dihydro-1H-pyrrole-1-carboxamide

Refernces

• 1、 -. "Process for synthesizing glimepiride raw material medicine". Paragraph 0097; 0098. . Retrieved 2018/09/08.
• 2、 -. "Preparation method of hypoglycemic drug-glimepiride". Paragraph 0014; 0015. . Retrieved 2018/06/15.