Ethyl cyanoacetate

Details

Stereochemistry	ACHIRAL
Molecular Formula	C5H7NO2
Molecular Weight	113.1146
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCOC(=O)CC#N

InChI

InChIKey=ZIUSEGSNTOUIPT-UHFFFAOYSA-N

InChI=1S/C5H7NO2/c1-2-8-5(7)3-4-6/h2-3H2,1H3

HIDE SMILES / InChI

Molecular Formula	C5H7NO2
Molecular Weight	113.1146
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Ethyl 2-amino-6-benzyl-4,5,6,7-tetra-hydro-thieno[2,3-c]pyridine-3-carboxyl-ate.	2010-12-24	21522725
A new and facile synthetic approach to substituted 2-thioxoquinazolin-4-ones by the annulation of a pyrimidine derivative.	2010-11-09	21085498
Green one pot solvent-free synthesis of pyrano[2,3-c]-pyrazoles and pyrazolo[1,5-a]pyrimidines.	2010-09-20	20877248
(E)-Ethyl 2-cyano-3-[5-nitro-2-(pyrrolidin-1-yl)phen-yl]acrylate.	2010-09-04	21587494
L-Histidine and L-arginine promote Knoevenagel reaction in water.	2010-08	20221649
Mono(NCN-pincer palladium)-metalloporphyrin catalysts: evidence for supramolecular bimetallic catalysis.	2010-07-21	20520882
One-pot synthesis of 4,6-diaryl-2-oxo(imino)-1,2-dihydropyridine-3-carbonitrile; a New Scaffold for p38alpha MAP kinase inhibition.	2010-07-12	20518551
A convenient one-pot synthesis of 3-amino-2, 5-dihydropyridazine and pyrimidine derivatives in the presence of high surface area MgO as a highly effective heterogeneous base catalyst.	2010-05	19543800
Novel 6,8-dibromo-4(3H)-quinazolinone derivatives of promising anti-inflammatory and analgesic properties.	2010-04-08	20369793
Microwave-assisted and efficient solvent-free knoevenagel condensation. A sustainable protocol using porous calcium hydroxyapatite as catalyst.	2010-02-04	20335948
Ethyl 2-amino-7,7-dimethyl-2',5-dioxo-spiro-[5,6,7,8-tetra-hydro-4H-chromene-4,3'(2'H)-1H-indole]-3-carboxyl-ate.	2010-01-09	21579735
Discovery of colon tumor cell growth inhibitory agents through a combinatorial approach.	2010-01	19836860
Ultrasound-assisted one-pot, three-component synthesis of 1H-pyrazolo[1,2-b]phthalazine-5,10-diones.	2010-01	19589715
Hydroxyapatite supported caesium carbonate as a new recyclable solid base catalyst for the Knoevenagel condensation in water.	2009-11-20	20300501
Novel 3-(p-substituted phenyl)-6-bromo-4(3H)-quinazolinone derivatives of promising antiinflammatory and analgesic properties.	2009-11-10	19894645
New pyridone, thioxopyridine, pyrazolopyridine and pyridine derivatives that modulate inflammatory mediators in stimulated RAW 264.7 murine macrophage.	2009-11	19616348
(E)-Ethyl 3-(3-bromo-phen-yl)-2-cyano-acrylate.	2009-10-03	21578251
Antiviral and antischistosomal evaluation of newly synthesized thioglycosides and their acyclic analogues.	2009-10-02	19791497
(E)-Ethyl 2-cyano-3-(3,4-dihydr-oxy-5-nitro-phen-yl)acrylate.	2009-09-05	21577820
A simplified green chemistry approaches to synthesis of 2-substituted 1,2,3-triazoles and 4-amino-5-cyanopyrazole derivatives conventional heating versus microwave and ultrasound as ecofriendly energy sources.	2009-08	19345637
A novel and efficient one step synthesis of 2-amino-5-cyano-6-hydroxy-4-aryl pyrimidines and their anti-bacterial activity.	2009-06	19036478
Ethyl 3-amino-1-phenyl-1H-benzo[f]chromene-2-carboxyl-ate.	2009-03-14	21582501
Synthesis of new 2-substituted pyrido[2,3-d]pyrimidin-4(1H)-ones and their antibacterial activity.	2009-03	18603332
Inorganic zinc salts catalyzed Knoevenagel condensation at room temperature without solvent.	2009	19291581
Ethyl 5-amino-3-methyl-sulfan-yl-1H-pyrazole-4-carboxyl-ate.	2008-11-08	21581260
4-(4-Bromo-phen-yl)-4,5,6,7-tetra-hydro-3-methyl-6-oxo-1-phenyl-1H-pyrazolo[3,4-b]pyridine-5-carbonitrile ethanol solvate.	2008-09-13	21201133
6,7-Dihydro-4-(4-methoxy-phen-yl)-3-methyl-6-oxo-1-phenyl-1H-pyrazolo[3,4-b]pyridine-5-carbonitrile.	2008-09-06	21201100
Synthesis of new 3-pyridinecarboxylates of potential vasodilation properties.	2008-09	18241958
Synthesis and antimicrobial activity of some new pyrazole, fused pyrazolo[3,4-d]-pyrimidine and pyrazolo[4,3-e][1,2,4]-triazolo[1,5-c]pyrimidine derivatives.	2008-07-29	18719521
Ethyl 5-acetyl-2-amino-4-methyl-thio-phene-3-carboxyl-ate.	2008-05-17	21202599
Application of beta-(2-chloroaroyl) thioacetanilides in synthesis: an unusual and highly efficient access to thiochromeno[2,3-b]pyridine derivatives.	2008-03-07	18220410
Ethyl 3'-cyano-1'-methyl-2-oxo-4'-phenylspiro-[acenaphthene-1,2'-pyrrolidine]-3'-carboxyl-ate.	2008-01-16	21201467
Ethyl (E)-3-anilino-2-cyano-3-mercaptoacrylate.	2007-12-06	21200951
Diethyl 5,5'-thio-bis[2-amino-4-(4-fluoro-phen-yl)-1-phenyl-1H-pyrrole-3-carboxyl-ate].	2007-12-06	21200775
An easy synthesis of 5-functionally substituted ethyl 4-amino-1-aryl- pyrazolo-3-carboxylates: interesting precursors to sildenafil analogues.	2007-05-01	17470302
Design, synthesis and pharmacological screening of a series of N1-(substituted) aryl-5,7-dimethyl-2-(substituted)pyrido(2,3-d)-pyrimidin-4(3H)-ones as potential histamine H1-receptor antagonists.	2006-12	17252940
Synthesis of multisubstituted quinolines from Baylis-Hillman adducts obtained from substituted 2-chloronicotinaldehydes and their antimicrobial activity.	2006-07-01	16510289
A new N-type organic semiconductor synthesized by knoevenagel condensation of truxenone and ethyl cyanoacetate.	2006-06-08	16737314
Synthesis and molluscicidal activity of some 1,3,4-triaryl-5-chloropyrazole, pyrano[2,3-c]pyrazole, pyrazolylphthalazine and pyrano[2,3-d]thiazole derivatives.	2006-06	16649159
ATR-IR spectroscopy of pendant NH2 groups on silica involved in the Knoevenagel condensation.	2006-04-11	16584245
Synthesis and evaluation of 2,6-piperidinedione derivatives as potentially novel compounds with analgesic and other CNS activities.	2006-03	16835715
Lanthanide(III) and Yttrium(III) Complexes of Benzimidazole-2-Acetic Acid: Synthesis, Characterisation and Effect of La(III) Complex on Germination of Wheat.	2006	17497017
Novel milrinone analogs of pyridine-3-carbonitrile derivatives as promising cardiotonic agents.	2005-12	16040161
Synthesis and antiviral activity of novel chiral cyanoacrylate derivatives.	2005-10-05	16190646
Synthesis, tautomeric states and crystal structure of (Z)-ethyl 2-cyano-2-(3H-quinazoline-4-ylidene) acetate and (Z)-ethyl 2-cyano-2-(2-methyl-3H-quinazoline-4-ylidene) acetate.	2005-09-30	18007387
Synthesis of 1,1-disubstituted-2,6-diarylcyclohexane-4-ones catalyzed by KF/basic Al2O3 under ultrasound.	2005-08	15848110
Direct organocatalytic and highly enantio- and diastereoselective Mannich reactions of alpha-substituted alpha-cyanoacetates.	2005-05-06	15827948
Knoevenagel reaction in water catalyzed by amine supported on silica gel.	2005	16311808
Highly efficient and mild copper-catalyzed N- and C-arylations with aryl bromides and iodides.	2004-11-05	15457520
Synthesis and some reactions of 3-chloro-2-(cyanomethylene)-1,2-dihydroquinoxalines.	2004-03-31	18007426

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:58:12 GMT 2025` Edited by `admin` on `Mon Mar 31 19:58:12 GMT 2025`
Record UNII	X9N006U0F8
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

Ethyl cyanoacetate

Systematic Name

English

NSC-8844

Preferred Name

English

CYANOACETIC ESTER

Common Name

English

ETHYL CYANOACETATE [HSDB]

Common Name

English

ETHYL CYANOETHANOATE

Systematic Name

English

ETHYL CYANOACETATE [MI]

Common Name

English

ACID ETHYL ESTER NITRILE

Common Name

English

2-CYANOACETIC ACID ETHYL ESTER

Systematic Name

English

Code System Code Type Description

CAS

105-56-6