4506-71-2

Basic information

• Product Name: ETHYL 2-AMINO-4,5,6,7-TETRAHYDROBENZO[B]THIOPHENE-3-CARBOXYLATE
• Synonyms: TIMTEC-BB SBB000654;Ethyl-2-Amino-4,5,6,7-Tetrahydrobenzene(B)Thiophene-3-Carboxlate;Ethyl 2-amino-4,5,6,7-tetrahydrobenzothiophene-3-carboxylate;2-Amino-3-carbethoxy-4,5-tetramethylenethiophene, GC 99%;ethyl 2-aminotetrahydrobenzo[b]thiophene-3-carboxylate;2-Amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylic acid ethyl;4,5,6,7-Tetrahydro-2-aminobenzo[b]thiophene-3-carboxylic acid ethyl ester;Ethyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate,97%
• CAS NO: 4506-71-2
• Molecular Formula: C₁₁H₁₅NO₂S
• Molecular Weight: 225.31
• EINECS: 224-823-1
• Product Categories: Sulphur Derivatives;Thiophene;Benzothiophenes;Building Blocks;Heterocyclic Building Blocks
• Mol File: 4506-71-2.mol
• Article Data: 15

Chemical Properties

• Melting Point: 114-116 °C(lit.)
• Boiling Point: 407.5 °C at 760 mmHg
• Flash Point: 200.3 °C
• Appearance: Yellow/Fine Crystalline Powder
• Density: 1.235 g/cm³
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• PKA: 0.53±0.20(Predicted)
• CAS DataBase Reference: ETHYL 2-AMINO-4,5,6,7-TETRAHYDROBENZO[B]THIOPHENE-3-CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 2-AMINO-4,5,6,7-TETRAHYDROBENZO[B]THIOPHENE-3-CARBOXYLATE(4506-71-2)
• EPA Substance Registry System: ETHYL 2-AMINO-4,5,6,7-TETRAHYDROBENZO[B]THIOPHENE-3-CARBOXYLATE(4506-71-2)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 36/37/38-22
• Safety Statements: 36/37/39-26-22
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 4506-71-2(Hazardous Substances Data)

Usage

Description

ETHYL 2-AMINO-4,5,6,7-TETRAHYDROBENZO[B]THIOPHENE-3-CARBOXYLATE is a yellow fine crystalline powder that serves as a key intermediate in the synthesis of various chemical compounds, including thienopyrimidine derivatives, azo dyes, N-(3-ethoxycarbonyl-4,5,6,7-tetrahydrobenzo[b]thien-2-yl)-2-aryl hydrazono-3-oxobutanamide derivatives, and tetrahydrobenzo[b]thiophene dyes.

Uses

Used in Pharmaceutical Industry:
ETHYL 2-AMINO-4,5,6,7-TETRAHYDROBENZO[B]THIOPHENE-3-CARBOXYLATE is used as a chemical intermediate for the synthesis of thienopyrimidine derivatives, which have potential applications in the development of new drugs and pharmaceutical compounds.
Used in Dye Industry:
ETHYL 2-AMINO-4,5,6,7-TETRAHYDROBENZO[B]THIOPHENE-3-CARBOXYLATE is used as a starting material for the production of azo dyes, which are widely used in the textile, leather, and paper industries for their colorfast properties and vibrant hues.
Used in Chemical Research:
ETHYL 2-AMINO-4,5,6,7-TETRAHYDROBENZO[B]THIOPHENE-3-CARBOXYLATE is used as a research compound for the development of N-(3-ethoxycarbonyl-4,5,6,7-tetrahydrobenzo[b]thien-2-yl)-2-aryl hydrazono-3-oxobutanamide derivatives, which may have potential applications in various fields, including materials science and pharmaceuticals.
Used in Dye Synthesis:
ETHYL 2-AMINO-4,5,6,7-TETRAHYDROBENZO[B]THIOPHENE-3-CARBOXYLATE is used as a precursor in the synthesis of tetrahydrobenzo[b]thiophene dyes, which are known for their unique optical properties and potential applications in various industries, such as electronics and photonics.

InChI:InChI=1/C11H15NO2S/c1-2-14-11(13)9-7-5-3-4-6-8(7)15-10(9)12/h2-6,12H2,1H3

Upstream product

• 6802-76-2 ethyl 2-cyano-2-cyclohexylideneacetate 
• 105-56-6 ethyl 2-cyanoacetate 
• 108-94-1 cyclohexanone 
• 141-97-9 ethyl acetoacetate 
• 53841-07-9 ethyl cyanoacetate 
• 10544-50-0 sulfur 
• 670-80-4 4-cyclohexen-1-ylmorpholine 

Downstream Products

• 59163-14-3 2-anilino-3-nitro-5,6,7,8-tetrahydro-1H-benzo[4,5]thieno[2,3-b]pyridin-4-one 
• 52535-69-0 2-[(phenylacetyl)amino]-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylic acid ethyl ester 
• 128500-30-1 N-(3-Ethoxycarbonyl-4,5-tetramethylenthien-2-yl)amidinoessigsaeureanilid-Hydrochlorid 
• 79750-91-7 2-Diphenylacetylamino-4,5,6,7-tetrahydrobenzothiophen-3-carbonsaeure-ethylester 
• 59898-68-9 2-mercapto-3-benzyl-4-oxo-5,6-tetramethylenothieno<2,3-d>pyrimidine 
• 27285-12-7 2-(3-phenyl-ureido)-4,5,6,7-tetrahydro-benzo[b]thiophene-3-carboxylic acid ethyl ester 
• 42076-12-0 N¹-(3-carbethoxy-4,5,6,7-tetrahydrobenzothien-2-yl)-N²-phenylthiourea 
• 42076-13-1 3-phenyl-2-thioxo-2,3,5,6,7,8-hexahydro-1H-benzo[4,5]thieno[2,3-d]-pyrimidin-4-one 
• 42076-13-1 3-phenyl-2-thio-4-oxo-3,4,5,6,7,8-hexahydrobenzothieno<2,3-d>pyrimidine 
• 52963-23-2 3-Phenyl-6,7,8,9-tetrahydro<1>benzothieno<2,3-d>thiazolo<3,2-a>pyrimidin-5(H)-one 
• 1025813-05-1 2-[3-(4-Bromo-2-fluoro-benzyl)-ureido]-4,5,6,7-tetrahydro-benzo[b]thiophene-3-carboxylic acid ethyl ester 
• 155686-60-5 2-methylsulfanylthiocarbonylamino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylic acid ethyl ester 
• 889382-70-1 2-[3-(3-fluoro-phenyl)-thioureido]-4,5,6,7-tetrahydro-benzo[b]thiophene-3-carboxylic acid ethyl ester 
• 896261-37-3 2-[3-(3,4-dichloro-phenyl)-thioureido]-4,5,6,7-tetrahydro-benzo[b]thiophene-3-carboxylic acid ethyl ester 

Relevant articles and documents

Synthesis of 2-aminothiophenes on ionic liquid phase support using the Gewald reaction

The first report of the use of task-specific ionic liquid as soluble support for the Gewald synthesis of 2-aminothiophenes is reported in this article. This synthetic method is simple and efficient, and the products are obtained in good to excellent yields with high purities, without the need for chromatographic purification. Copyright Taylor & Francis Group, LLC.

Synthesis, Characterization, and Antibacterial and Anti-Inflammatory Activities of New Pyrimidine and Thiophene Derivatives

Substituted[4,5]thieno[2,3-d]thiazolo[3,2-a]pyrimidin-5-one (3a-b) and pyrimidin-5(6H)-imine (3c-e) were synthesized via reaction of the starting compounds, ethyl 2-amino-substituted[b]thiophene-3-carboxylate (2a-c) and 2-amino-substituted [b]thiophene-3-carbonitrile (2d-f), respectively, with 2-bromothiazole. Synthesis of (bromo-substituted[b]thiophen-2-yl)alkanamide derivatives (4a-e) and thieno[2,3-d][1,3]oxazin-4-imine derivative (5) was accomplished via reaction of the starting compounds with bromoalkyl chloride through nucleophilic substitution; however, for the synthesis of compound 5, nucleophilic substitution was followed by nucleophilic addition to a nitrile group to form the oxazinimine ring. 1-(3-cyano-substituted[b]thiophen-2-yl)-3-(4-(trifluoromethyl)phenyl)thiourea derivatives (6a-c) were obtained via reaction of the starting compounds (2d-f) and 4-(trifluoromethyl phenyl)isothiocyanate. The lead compounds (2d-f) rapidly reacted with 4-(trifluoromethyl)benzaldehyde or 4-(2-pyridyl)benzaldehyde in acidic medium to yield compounds (7a-f) in large quantities. X-ray crystallography of compounds 4c and 7e confirmed their structures. Antimicrobial studies revealed that compound 6a was equally potent to ampicillin against Bacillus strains. Moreover, compounds 3e, 4d, and 6a possessed greater anti-inflammatory potency than that of the standard drug.

Aqueous DABCO, an efficient medium for rapid organocatalyzed Knoevenagel condensation and the Gewald reaction

In the presence of water and 1,4-diazabicyclo[2.2.2]octane, several aldehydes and cyclic ketones underwent efficient Knoevenagel condensation with malononitrile and ethyl cyanoacetate to produce the respective α.β-unsaturated systems within fairly short time periods. As a result, high yields of conjugated products were easily obtained. Products could be engaged in a Gewald reaction, either stepwise or in situ, to produce efficiently their respective 2-aminothiophenes within 4-7 h. TUeBITAK.