635302-32-8

Basic information

• Product Name: 2-AMINO-5-ETHYL-3-THIOPHENECARBONITRILE
• Synonyms: 2-AMINO-5-ETHYL-3-THIOPHENECARBONITRILE;AKOS MSC-0406;2-AMINO-5-ETHYLTHIOPHENE-3-CARBONITRILE;3-Thiophenecarbonitrile, 2-aMino-5-ethyl-
• CAS NO: 635302-32-8
• Molecular Formula: C₇H₈N₂S
• Molecular Weight: 152.22
• Mol File: 635302-32-8.mol

Chemical Properties

• Boiling Point: 299.365 °C at 760 mmHg
• Flash Point: 134.851 °C
• Appearance: /
• Density: 1.208 g/cm³
• Storage Temp.: 2-8°C
• PKA: 0.21±0.10(Predicted)
• CAS DataBase Reference: 2-AMINO-5-ETHYL-3-THIOPHENECARBONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-5-ETHYL-3-THIOPHENECARBONITRILE(635302-32-8)
• EPA Substance Registry System: 2-AMINO-5-ETHYL-3-THIOPHENECARBONITRILE(635302-32-8)

Safety Data

• Hazardous Substances Data: 635302-32-8(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
2-AMINO-5-ETHYL-3-THIOPHENECARBONITRILE is utilized as a key intermediate in organic synthesis for the creation of various chemical compounds. Its presence in the synthesis process is crucial due to its ability to contribute to the formation of complex organic molecules.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 2-AMINO-5-ETHYL-3-THIOPHENECARBONITRILE is used as a research compound for the development of new drugs. Its unique chemical structure allows it to be a potential candidate in the formulation of medications targeting a range of medical conditions.
Used in Agrochemical Development:
2-AMINO-5-ETHYL-3-THIOPHENECARBONITRILE also finds application in the field of agrochemicals, where it is used in the research and development of new pesticides and other agricultural chemicals. Its role in this industry is to contribute to the creation of more effective and safer products for agricultural use.
Used in Material Science:
2-AMINO-5-ETHYL-3-THIOPHENECARBONITRILE is employed in material science for the development of new materials and chemical processes. Its unique properties make it a valuable component in the advancement of material technologies.

Upstream product

• 123-72-8 butyraldehyde 
• 109-77-3 malononitrile 

Downstream Products

• 61325-71-1 2-ethyl-4-(4-methyl-piperazin-1-yl)-10H-benzo[b]thieno[2,3-e][1,4]diazepine 
• 61325-07-3 2-(4-Fluoro-2-nitroanilino)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-nitrile 
• 660861-88-1 2-(5-fluoro-2-nitrophenylamino)-5-ethylthiophene-3-carbonitrile 
• 186792-85-8 2-[(2-nitrophenyl)amino]-thiophene-3-carbonitrile 

Relevant articles and documents

Facile pathway for synthesis of two efficient catalysts for preparation of 2-aminothiophenes and tetrahydrobenzo[b]pyrans

Abstract: We report here a new magnetically recyclable catalyst consisting of iron-substituted Keggin-type heteropolyacid (HPA) grafted on modified Fe3O4 nanoparticles. The synthesized hybrid nanomaterial exhibited the excellent catalytic efficiency in condensation reaction for the preparation of tetrahydrobenzo[b]pyrans under solvent-free conditions as well as in the synthesis of 2-aminothiophenes via Gewald reaction. It must be noted that, HPA supported magnetite nanoparticles catalyzed the preparation of tetrahydrobenzo[b]pyrans, whereas for Gewald reaction amine-functionalized magnetite nanoparticles acted as a catalyst. Different characterization techniques such as Fourier transform infrared (FT-IR), X-ray powder diffraction (XRD), field emission scanning electron microscopy (FESEM), transmission electron microscopy (TEM) and vibrating sample magnetometer (VSM) were used to characterize the hybrid nanomaterial. The reusability of catalyst was affirmed by using in consecutive runs for five times. Performance of prepared catalyst was compared with the various previously reported catalysts; the newly synthesized catalysts found to be most efficient with regard to reaction time, yield and ease of catalyst separation. Graphical Abstract: [Figure not available: see fulltext.].

Ethylene diamine grafted nanoporous UiO-66 as an efficient basic catalyst in the multi-component synthesis of 2-aminithiophenes

This study demonstrates ED-UiO-66 as a novel and effective solid nanoporous basic catalyst prepared through the amine grafting onto the pores of UiO-66. The manufactured nanoparticles were identified by FT-IR, XRD, TGA, FESEM, TEM, CHN and BET and the characterization results certified formation of a single phase nanoporous substance with the medium grain size less than 90?nm. The synthesized material was employed as an efficient catalyst for the preparation of 2-aminotiophenes through the Gewald method. This thermochemically stable nanocatalyst was environmentally safe, reusable and economic. Therefore, this methodology can be simply extended for industrial goals.

Preparation of magnetically recyclable ZnFe2O4 nanoparticles by easy single-step co-precipitation method and their catalytic performance in the synthesis of 2-aminothiophenes

In this work, a new synthetic route for the preparation of ZnFe2O4 nanoparticles through the chemical co-precipitation using Fe2+ and Fe3+ ions in an alkaline solution was developed. The synthesized nanoparticles were characterized by XRD, FTIR, SEM, ICP-MS, DRS, TGA, VSM and elemental analysis. Characterization results confirmed the formation of single ZnFe2O4 phase, with an average particle size of 40?nm and a high saturation magnetization of 34?emu g?1. The prepared material was employed as a catalyst for the synthesis of 2-aminotiophene derivatives through the Gewald reaction. This thermally and chemically stable nanocatalyst is environmentally benign, economical and reusable which can be easily recovered using an external magnet. Therefore, it appears that this methodology can be simply extended for industrial purposes.

A green chemical approach: a straightforward one-pot synthesis of 2-aminothiophene derivatives via Gewald reaction in deep eutectic solvents

Abstract: The synergic effect of choline chloride/urea as a deep eutectic solvent was investigated in the synthesis of 2-aminothiophene derivatives via a three-component cyclocondensation of a ketone or an aldehyde with activated nitriles and elemental sulfur catalyzed by NaOH as cheap and highly accessible base. The advantages of this catalytic protocol are eco-friendly, easy to set up, reusability, and a simple separation and purification of products without using chromatography in high yields at short times. Graphical abstract: [Figure not available: see fulltext.]

Thieno [2, 3-d] pyrimidine compound, preparation method thereof and application thereof

The invention relates to the field of organic synthesis and discloses a thieno [2, 3-d] pyrimidine compound and an application thereof. The structure of the thieno [2, 3-d] pyrimidine compound is shown in a formula (1), wherein R1 and R2 independently rep

TiO2/nanoclinoptilolite as an efficient nanocatalyst in the synthesis of substituted 2-aminothiophenes

TiO2/nanoclinoptilolite (TiO2/NCP) was prepared by the mediation of hexadecyltrimethylammonium (HDTMA) as surfactant and used as an effective heterogeneous nanocatalyst for the preparation of substituted 2-aminotiophenes. The modified HDTMA/NCP was impregnated with titanium(IV) chloride solution followed by calcination at 500?°C for 20?h. The obtained nanocomposite was characterized using Fourier transform infrared spectroscopy, field emission scanning electron microscopy, inductively coupled plasma optical emission spectroscopy and X-ray diffraction. Moreover, the prepared nanocomposite had high stability and recoverability under mild and solvent-free conditions.

Easy single-step preparation of ZnO nano-particles by sedimentation method and studying their catalytic performance in the synthesis of 2-aminothiophenes via Gewald reaction

Zinc oxide is a multi-purpose active material with important catalytic applications. In this study, nano-sized ZnO particles were easily synthesized through sedimentation of zinc acetate di-hydrate in absolute ethanol and were characterized by XRD and SEM. The XRD results indicated pure wurtzite structure with the average particle size of 26.9 nm for the nano-particles. It was observed that size of ZnO nano-particles was decreased while solution concentration was increased. This observation would be explained considering enhancing nucleation processes of nano-particles at high concentration of zinc acetate. The prepared nano-particles (2.5 mol%) were used as catalyst for the fast and efficient synthesis of 2-aminothiophenes under solvent free conditions. The three-component mixture of a carbonyl compound, malonodinitrile, and elemental sulfur was converted into the corresponding 2-aminothiophene in moderate to high yields with excellent selectivity.

A facile and practical one-pot synthesis of multisubstituted 2-aminothiophenes via imidazole-catalyzed Gewald reaction

A simple and efficient procedure was developed for the synthesis of multisubstituted 2-aminothiophene derivatives. In the presence of catalytic amount of imidazole, ketones or aldehydes, dicyanomethane and elemental sulfur were converted into the corresponding 2-aminothiophene derivatives in moderate to high yields in DMF at 60 °C.