Ethyl 1-ethyl-4,5-dioxopyrrolidine-3-carboxylate

Base Information

• Chemical Name: Ethyl 1-ethyl-4,5-dioxopyrrolidine-3-carboxylate
• CAS No.: 5336-43-6
• Molecular Formula: C₉H₁₃NO₄
• Molecular Weight: 199.207
• Hs Code.: 2933990090
• NSC Number: 327
• DSSTox Substance ID: DTXSID70276997
• Mol file: 5336-43-6.mol

Synonyms:ethyl 1-ethyl-4,5-dioxopyrrolidine-3-carboxylate;5336-43-6;NSC327;SCHEMBL14829199;1-ETHYL-4, ETHYL ESTER;DTXSID70276997;NSC 327;NSC-327;ETHYL1-ETHYL-4,5-DIOXOPYRROLIDINE-3-CARBOXYLATE,97;AKOS006274940;FT-0625835;ETHYL 1-ETHYL-4,5-DIOXOPYRROLIDINE-3-CARBOXYLATE, 97

Chemical Property of Ethyl 1-ethyl-4,5-dioxopyrrolidine-3-carboxylate

Chemical Property:

• Melting Point: 106℃
• Boiling Point: 284.9°Cat760mmHg
• Flash Point: 126.1°C
• PSA: 63.68000
• Density: 1.211g/cm³
• LogP: -0.46520
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 199.08445790
• Heavy Atom Count: 14
• Complexity: 274

Purity/Quality:

ethyl1-ethyl-4,5-dioxopyrrolidine-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn:Harmful
• Statements: R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.; R36/37/38:Irritating to eyes, respiratory system
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S36/37/39:Wear suitabl

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN1CC(C(=O)C1=O)C(=O)OCC

Technology Process of Ethyl 1-ethyl-4,5-dioxopyrrolidine-3-carboxylate

There total 1 articles about Ethyl 1-ethyl-4,5-dioxopyrrolidine-3-carboxylate 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:

→ ethyl 1-ethyl-4,5-dioxopyrrolidine-3-carboxylate (5336-43-6)

Guidance literature:

/BRN= 168430/;

DOI:10.1021/jo01116a009

Reference yield:

ethyl 1-ethyl-4,5-dioxopyrrolidine-3-carboxylate (5336-43-6) → N-(4-(3,4-dichlorophenyl)butan-2-yl)-1-ethyl-4-hydroxy-5-oxo-2,5-dihydro-1H-pyrrole-3-carboxamide (1429291-98-4)

Guidance literature:

Multi-step reaction with 4 steps

1: N-ethyl-N,N-diisopropylamine / diethyl ether; methanol; acetonitrile / 3.5 h / 20 °C

2: water; sodium hydroxide / methanol / 1 h / 70 °C

3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; 4-methyl-morpholine / dichloromethane / 18 h / 20 °C

4: boron tribromide-dimethyl sulfide complex / dichloromethane / 1 h / 0 - 20 °C

With 4-methyl-morpholine; boron tribromide-dimethyl sulfide complex; water; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In methanol; diethyl ether; dichloromethane; acetonitrile;

Reference yield:

ethyl 1-ethyl-4,5-dioxopyrrolidine-3-carboxylate (5336-43-6) → N-(3-(3,4-dichlorophenyl)propyl)-1-ethyl-4-methoxy-5-oxo-2,5-dihydro-1H-pyrrole-3-carboxamide (1429293-40-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: N-ethyl-N,N-diisopropylamine / diethyl ether; methanol; acetonitrile / 3.5 h / 20 °C

2.1: water; sodium hydroxide / methanol / 1 h / 70 °C

3.1: oxalyl dichloride / dichloromethane / 4 h / 20 °C

3.2: 16 h / 20 °C

With oxalyl dichloride; water; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In methanol; diethyl ether; dichloromethane; acetonitrile;

Downstream raw materials:

N-(3-(3,4-dichlorophenyl)propyl)-1-ethyl-4-hydroxy-5-oxo-2,5-dihydro-1H-pyrrole-3-carboxamide

N-(3-(3,4-dichlorophenyl)propyl)-1-ethyl-4-methoxy-5-oxo-2,5-dihydro-1H-pyrrole-3-carboxamide

N-(4-(3,4-dichlorophenyl)butan-2-yl)-1-ethyl-4-hydroxy-5-oxo-2,5-dihydro-1H-pyrrole-3-carboxamide

N-(4-(3,4-dichlorophenyl)butan-2-yl)-1-ethyl-4-methoxy-5-oxo-2,5-dihydro-1H-pyrrole-3-carboxamide