38109-77-2

Basic information

• Product Name: ethyl 3-amino-2-cyanoprop-2-enoate
• Synonyms: 2-propenoic acid, 3-amino-2-cyano-, ethyl ester; Ethyl 3-amino-2-cyanoacrylate
• CAS NO: 38109-77-2
• Molecular Formula: C₆H₈N₂O₂
• Molecular Weight: 140.1399
• EINECS: 609-521-3
• Mol File: 38109-77-2.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 357.2°C at 760 mmHg
• Flash Point: 169.8°C
• Density: 1.153g/cm³
• Vapor Pressure: 2.78E-05mmHg at 25°C
• Refractive Index: 1.487
• CAS DataBase Reference: ethyl 3-amino-2-cyanoprop-2-enoate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 3-amino-2-cyanoprop-2-enoate(38109-77-2)
• EPA Substance Registry System: ethyl 3-amino-2-cyanoprop-2-enoate(38109-77-2)

Safety Data

• Hazardous Substances Data: 38109-77-2(Hazardous Substances Data)

Usage

Description

Ethyl 3-amino-2-cyanoprop-2-enoate, also known as ethyl 3-amino-2-cyanoacrylate, is an organic compound that serves as a key intermediate in the synthesis of various pharmaceuticals and chemical compounds. It is characterized by its unique molecular structure, which includes an ethyl group, an amino group, a cyano group, and a propenoate group. This versatile compound plays a crucial role in the development of new drugs and materials.

Uses

Used in Pharmaceutical Industry:
Ethyl 3-amino-2-cyanoprop-2-enoate is used as a key intermediate in the synthesis of quinolinones and their analogs, which are known for their antiviral properties. These compounds have the potential to be developed into effective antiviral agents, offering new treatment options for viral infections.
In the preparation of quinolinones and analogs, ethyl 3-amino-2-cyanoprop-2-enoate serves as a valuable building block, enabling the creation of diverse chemical structures with potential antiviral activity. Its unique functional groups allow for various chemical reactions, facilitating the synthesis of novel compounds with improved pharmacological properties.
Furthermore, the use of ethyl 3-amino-2-cyanoprop-2-enoate in the pharmaceutical industry highlights its potential as a versatile and valuable chemical intermediate, contributing to the development of innovative treatments and therapies for a wide range of diseases and conditions.

Upstream product

• 141-52-6 sodium ethanolate 
• 105-56-6 ethyl 2-cyanoacetate 
• 463-52-5 formamidine 
• 17758-33-7 3-methyl-5-nitro-4(3H)-pyrimidinone 
• 38109-69-2 N,O-bis(trimethylsilane)acetamide 
• 290-87-9 1,3,5-Triazine 
• 94-05-3 ethyl (ethoxymethylene)cyanoacetate 

Downstream Products

• 957138-32-8 (E)-benzyl 4-(2-cyano-3-ethoxy-3-oxoprop-1-enylamino)-5,6-dihydropyridine-1(2H)-carboxylate 
• 54079-28-6 2-Benzamido-methylen-cyanessigsaeure-ethylester 
• 27058-48-6 6-oxo-2-phenyl-1,6-dihydro-pyrimidine-5-carbonitrile 

Relevant articles and documents

New reactivity of nitropyrimidinone: Ring transformation and N-C transfer reactions

Nitropyrimidinone 1 revealed new reactivity upon treatment with active methylene compounds 2 under basic conditions. The N1-C2-C3-C4 moiety of 1 combined with two carbon units of 2 affording polyfunctionalized pyridones 4, which was hitherto unknown ring transformation. On the other hand, the N1-C2 moiety of 1 was transferred to the methylene group of 2 giving functionalized enamines 3. It was also possible to modify the amino group in 3a by reactions with primary amines. Enamines 3 reacted with hydrazines, and leading to functionalized pyrazoles 7 quantitatively. The ratios of regioisomeric pyrazoles 7/8 were moderately controlled by use of sterically hindered enamines 3h, 3k and 31. Furthermore, enamine 3a was readily converted to 1,4-diazepines 9 having a functional group at the 6-position.