6287-35-0

Basic information

• Product Name: Ethyl 3-anilinobut-2-enoate
• Synonyms: 3-(Phenylamino)-2-butenoicacidethylester;Ethyl-anilinocrotonate;ETHYL 3-ANILINOBUT-2-ENOATE;ETHYL 3-ANILINOCROTONATE;Ethyl -(phenylamino)crotonate;3-Phenylamino-but-2-enoic acid ethyl ester;Crotonic acid, b-anilino-, ethyl ester
• CAS NO: 6287-35-0
• Molecular Formula: C₁₂H₁₅NO₂
• Molecular Weight: 205.25
• EINECS: 228-518-4
• Mol File: 6287-35-0.mol
• Article Data: 104

Chemical Properties

• Melting Point: 140-143 °C
• Boiling Point: 118-119°C 2mm
• Flash Point: 118-119°C/2mm
• Appearance: oily liquid
• Density: 1.089 g/cm³
• Vapor Pressure: 0.000685mmHg at 25°C
• Refractive Index: 1.5770
• PKA: 0.55±0.70(Predicted)
• BRN: 517336
• CAS DataBase Reference: Ethyl 3-anilinobut-2-enoate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 3-anilinobut-2-enoate(6287-35-0)
• EPA Substance Registry System: Ethyl 3-anilinobut-2-enoate(6287-35-0)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 6287-35-0(Hazardous Substances Data)

Usage

General Description

Ethyl 3-anilinobut-2-enoate is a chemical compound with the molecular formula C13H15NO2. It is an ester that is commonly used in organic synthesis as a building block for the production of various pharmaceuticals, agrochemicals, and other specialty chemicals. Ethyl 3-anilinobut-2-enoate is characterized by its pale yellow appearance and its slightly sweet, floral odor. Ethyl 3-anilinobut-2-enoate is known to have moderate toxicity and should be handled with caution, as it can cause irritation to the skin, eyes, and respiratory system upon exposure. Additionally, it is important to note that this compound may pose environmental hazards and should be properly disposed of according to regulatory guidelines.

InChI:InChI=1/C12H15NO2/c1-3-15-12(14)9-10(2)13-11-7-5-4-6-8-11/h4-9,13H,3H2,1-2H3/b10-9-

Upstream product

• 141-97-9 ethyl acetoacetate 
• 62-53-3 aniline 
• 615-79-2 ethyl 2,4-diketopentanoate 
• 64-17-5 ethanol 
• 102-01-2 N-phenylacetoacetamide 
• 4341-76-8 Ethyl 2-butynoate 
• 53841-07-9 ethyl cyanoacetate 
• 100-46-9 benzylamine 
• 1124-52-3 N-(propan-2-ylidene)aniline 
• 105-58-8 Diethyl carbonate 
• 14369-81-4 ethyl 2,3-butadienoate 
• 6046-93-1 copper(II) acetate monohydrate 
• 100-52-7 benzaldehyde 
• 64-10-8 phenyl carbamate 

Downstream Products

• 101287-61-0 2,5,5-trimethyl-4-oxo-1-phenyl-4,5-dihydro-pyrrole-3-carboxylic acid ethyl ester 
• 607-67-0 4-hydroxy-2-methylquinoline 
• 1888-01-3 3-ethyl-2-methylquinolin-4-ol 
• 124848-00-6 diethyl 2,4,6-trimethyl-1-phenyl-1,4-dihydropyridine-3,5-dicarboxylate 
• 54317-80-5 5-(1-anilino-ethylidene)-3-methyl-[1,3]oxazinane-2,4,6-trione 
• 22293-57-8 3-Anilino-2--crotonsaeure-ethylester 
• 2228-34-4 3-methyl-5-phenoxycarbonylimino-2-phenyl-2,5-dihydro-isothiazole-4-carboxylic acid ethyl ester 
• 23889-48-7 2-(1-anilino-ethylidene)-N-(toluene-4-sulfonyl)-3-thio-malonamic acid ethyl ester 
• 95954-64-6 Bis-<2-anilino-1-ethoxycarbonyl-propenyl-(1)>-sulfid 
• 95954-65-7 Bis-<2-anilino-1-ethoxycarbonyl-propenyl-(1)>-disulfid 
• 18799-64-9 1-Aethoxycarbonyl-2-anilino-propan-2-phosphorigsaeure 
• 93951-04-3 5-Anilino-3,4-di-methoxycarbonyl-cis-cis-2,4-hexadien-1-saeure-ethylester 
• 93951-04-3 5-Anilino-3,4-di-methoxycarbonyl-trans-cis-2,4-hexadien-1-saeure-ethylester 
• 103174-73-8 diethyl 2,6-dimethyl-1-phenyl-1,4-dihydropyridine-3,5-dicarboxylate 

Relevant articles and documents

Tandem Nenitzescu Reaction/Nucleophilic Aromatic Substitution to Form Novel Pyrido Fused Indole Frameworks

5-Hydroxyindoles are privileged structures that form part of various bioactive compounds. The Nenitzescu reaction of quinones and enamines is one of the most powerful methods to obtain 5-hydroxyindoles. In this work, we have applied the Nenitzescu reaction to 2-(2-chloropyrid-3-yl)benzoquinones. Mixtures of regioisomers were obtained that could be separated in the 4- and 6-substituted analogues, and then cyclized separately in a metal-free base-catalyzed reaction, affording novel tetracyclic indole derivatives. These are indeed the first examples reported in the literature of the linear pyrido[3′,2′ : 4,5]furo[3,2-b]indole and angular 1H-pyrido[2′,3′ : 4,5]furo[2,3-c]indole systems. The regioselectivity and the yield of the Nenitzescu reaction were found to be dependent on the N-substituent at the enamine. Furthermore, we analyzed the UV-Vis and PL spectra of the new systems, and this was supported by DFT calculations, allowing us to compare the properties of angular compared to linearly shaped compounds.

Facile one-pot multicomponent synthesis of highly functionalized tetrahydropyridines using thiamine hydrochloride as an organocatalyst

Thiamine hydrochloride (VitB1) has been found to be an efficient catalyst for the multicomponent synthesis of highly functionalized tetrahydropyridines from the reaction of β-ketoester, aromatic aldehydes and anilines. VitB1 is easily available, cheap, and eco benign.

Profiling structural diversity and activity of 2-alkyl-4(1H)-quinoloneN-oxides ofPseudomonasandBurkholderia

We synthesized all major saturated and unsaturated 2-alkyl-4(1H)-quinoloneN-oxides ofPseudomonasandBurkholderia, quantified their native production levels and characterized their antibiotic activities against competingStaphylococcus aureus. We demonstrate that quinolone core methylation and position of unsaturation in the alkyl-chain dictate antibiotic potency which supports the proposed mechanism of action.