1187-34-4

Basic information

• Product Name: ETHYL N-(2-CYANO-3-ETHOXYACRYLOYL)CARBAMATE
• Synonyms: ETHYL N-(2-CYANO-3-ETHOXYACRYLOYL)CARBAMATE;Ethyl (2-cyano-3-ethoxyacryloyl)carbaMate;ethyl [(2E)-2-cyano-3-ethoxyprop-2-enoyl]carbamate
• CAS NO: 1187-34-4
• Molecular Formula: C₉H₁₂N₂O₄
• Molecular Weight: 212.2
• Mol File: 1187-34-4.mol
• Article Data: 11

Chemical Properties

• Melting Point: 116℃
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.181g/cm³
• Refractive Index: 1.476
• Storage Temp.: 2-8°C
• CAS DataBase Reference: ETHYL N-(2-CYANO-3-ETHOXYACRYLOYL)CARBAMATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL N-(2-CYANO-3-ETHOXYACRYLOYL)CARBAMATE(1187-34-4)
• EPA Substance Registry System: ETHYL N-(2-CYANO-3-ETHOXYACRYLOYL)CARBAMATE(1187-34-4)

Safety Data

• Hazard Codes: Xn:Harmful
• Statements: R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
• Safety Statements: S36/37:Wear suitable protective clothing and gloves.
• HazardClass: IRRITANT
• Hazardous Substances Data: 1187-34-4(Hazardous Substances Data)

Usage

General Description

ETHYL N-(2-CYANO-3-ETHOXYACRYLOYL)CARBAMATE is a chemical compound with the molecular formula C10H12N2O4. It is a type of carbamate ester, which is often used in various pharmaceutical drugs and pesticides. Based on its composition, it contains functional groups like ethoxy, cyano, and acryloyl on the basic carbamate structure. However, specific details about its properties, uses, and safety measures are not extensively available, suggesting it may not be widely utilized or researched. As with all chemicals, proper precautions should be taken when handling to prevent any potential hazardous effects.

InChI:InChI=1/C9H12N2O4/c1-3-14-6-7(5-10)8(12)11-9(13)15-4-2/h6H,3-4H2,1-2H3,(H,11,12,13)/b7-6+

Upstream product

• 6629-04-5 ethyl N-cyanoacetylcarbamate 
• 122-51-0 orthoformic acid triethyl ester 
• 108-24-7 acetic anhydride 
• 1448-98-2 N-(aminocarbonyl)-2-cyano-acetamide 

Downstream Products

• 106949-41-1 (2-cyano-3-[2]pyridylamino-acryloyl)-carbamic acid ethyl ester 
• 75838-29-8 [2-cyano-3-(4-nitro-anilino)-acryloyl]-carbamic acid ethyl ester 
• 57712-59-1 5-Cyano-1-isopropyluracil 
• 126080-34-0 5-cyano-1-(p-methoxyphenyl)-3-methyluracil 
• 75837-81-9 1-(4-methoxyphenyl)-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carbonitrile 
• 126080-42-0 6-Amino-1-(4-methoxy-phenyl)-3-methyl-5-[(E)-methyliminomethyl]-1H-pyrimidine-2,4-dione 
• 126105-55-3 6-Amino-5-[(E)-cyclohexyliminomethyl]-1-(4-methoxy-phenyl)-3-methyl-1H-pyrimidine-2,4-dione 
• 118801-89-1 6-cyano-2,3-dihydro-7-oxo-7H-oxazolo<3,2-a>pyrimidine 
• 75837-79-5 5-cyano-1-(4-trifluoromethylphenyl)uracil 
• 56673-29-1 (5-cyano-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetic acid 

Relevant articles and documents

A multi-component reaction to 5-cyanouracils: Synthesis and mechanistic study

Acetonitrile as a solvent, excess of primary amines as general bases, and a reflux condition make the multi-component reactions of (2-cyanoacetyl) carbamate 1, ethyl orthoformate, and primary amines form 5-cyanouracils 4a-c feasibly. Mechanistic studies o

Why is the reaction of ethyl (2-cyanoacetyl)carbamate with ethyl orthoformate highly stereoselective?

The reaction of ethyl (2-cyanoacetyl)carbamate (1) with ethyl orthoformate in the presence of acetic anhydride is highly stereoselective and only E-ethyl (2-cyano-3-ethoxyacryloyl)carbamate (E-2) is isolated. The reaction is thermodynamically controlled and the product distribution depends on the relative stability between E-2 and Z-2. Both the resonance stabilization of 1.47 kcal mol-1 and the steric hindrance of 2.28 kcal mol-1 in favour of E-2 contribute to the relative stability (3.75 kcal mol-1) between Z-2 and E-2, which is calculated from four isodesmic reactions, and this is the reason why the reaction of compound 1 with ethyl orthoformate is highly stereoselective. The electron-withdrawing ability of some substituents was evaluated. The sequence of π-accepting ability is C(O)NHC(O)OEt > C(O)NH2 > CN and the sequence of σ-accepting ability is CN > C(O)NHC(O)OEt > C(O)NH2. Copyright

AZABICYCLO [3. 1. 0] HEXYL DERIVATIVES AS MODULATORS OF DOPAMINE D3 RECEPTORS

The present invention relates to novel compounds of formula (I)' or a salt thereof: wherein G is selected from a group consisting of: phenyl, a 5- or 6-membered monocyclic heteroaryl group, or a 8- to 11 -membered heteroaryl bicyclic group; A is a group P