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

Uses

Ethyl 3-Amino-2-cyanoacrylate is useful in the preparation of quinolinones and analogs as antiviral agents

Upstream product

• 141-52-6 sodium ethanolate 
• 105-56-6 ethyl 2-cyanoacetate 
• 463-52-5 formamidine 
• 94-05-3 ethyl (ethoxymethylene)cyanoacetate 
• 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 

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.