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556815

Sigma-Aldrich

3-Ethyl-4-methyl-3-pyrrolin-2-one

97%

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5 G
¥13,700

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5 G
¥13,700

About This Item

Empirical Formula (Hill Notation):
C7H11NO
CAS Number:
766-36-9
Molecular Weight:
125.17
MDL number:
MFCD00173861
UNSPSC Code:
12352100
PubChem Substance ID:
24879585
NACRES:
NA.22

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Quality Level

100

Assay

97%

mp

100-104 °C (lit.)

SMILES string

CCC1=C(C)CNC1=O

InChI

1S/C7H11NO/c1-3-6-5(2)4-8-7(6)9/h3-4H2,1-2H3,(H,8,9)

InChI key

YCTNTSVMJWIYTQ-UHFFFAOYSA-N

Related Categories

General description

3-Ethyl-4-methyl-3-pyrrolin-2-one, a five-membered α,β-unsaturated lactam derivative, has various applications in medicinal chemistry. It can be synthesized by employing following as starting materials:[1]
  • allylamine, via palladium(II)-assisted cyclization
  • 4-methoxybenzylamine, via a ring-closing-metathesis strategy
  • 3-ethyl-1-(4-methoxybenzyl)-4-methyl-1,5-dihydro-2H-pyrrol-2- one

Application

3-Ethyl-4-methyl-3-pyrrolin-2-one (3-Ethyl-4-methyl-1,5-dihydro-2H-pyrrol-2-one) may be employed as a precursor for the synthesis of glimepiride (antidiabetic drug) and its derivatives (sulfonylurea drugs).[1] It may also be employed for the preparation of 2-ethyl-3-methyl-(10H)-
dipyrrin-1-one.[2]

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

556815-5G:
556815-VAR:
556815-BULK:
556815-1G:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCR9924
MKCR5957
MKCH3897
MKCD9734
MKBN9418V

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Molecular recognition studies with a simple dipyrrinone.
Huggins MT, et al.
Tetrahedron, 63(52), 12994-12999 (2007)
Synthesis of 3-Ethyl-4-methyl-1, 5-dihydro-2H-pyrrol-2-one by Novel Palladium (II)-Catalyzed Cyclization and Ring-Closing Metathesis.
Chavan SP, et al.
Synthesis, 47(07), 955-960 (2015)

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