4623-55-6

Basic information

• Product Name: 2-amino-3-cyano-5-methylthiophene
• Synonyms: 2-Amino-4-methyl-3-thiophenecarbonitrile;2-azanyl-4-methyl-thiophene-3-carbonitrile
• CAS NO: 4623-55-6
• Molecular Formula: C₆H₆N₂S
• Molecular Weight: 138.1902
• Product Categories: API intermediates
• Mol File: 4623-55-6.mol
• Article Data: 7

Chemical Properties

• Melting Point: 118-119 °C
• Boiling Point: 311.4 °C at 760 mmHg
• Flash Point: 142.1 °C
• Appearance: /
• Density: 1.26 g/cm³
• Vapor Pressure: 0.000565mmHg at 25°C
• Refractive Index: 1.605
• PKA: -0.15±0.10(Predicted)
• CAS DataBase Reference: 2-amino-3-cyano-5-methylthiophene(CAS DataBase Reference)
• NIST Chemistry Reference: 2-amino-3-cyano-5-methylthiophene(4623-55-6)
• EPA Substance Registry System: 2-amino-3-cyano-5-methylthiophene(4623-55-6)

Safety Data

• Hazardous Substances Data: 4623-55-6(Hazardous Substances Data)

Usage

General Description

2-amino-3-cyano-5-methylthiophene is a specialized chemical compound made of carbon, hydrogen, nitrogen, and sulfur atoms. It falls under the category of organosulfur compounds and is often referred to by its molecular formula, C7H7N2S. This chemical is usually used in scientific research, particularly in the field of organic chemistry. It is utilized as an intermediate building block to synthesize more complex compounds, including certain drugs and pharmaceuticals. Given that it contains reactive groups like amino and cyano, the compound can easily engage in various chemical reactions. Information about its physical properties or health hazards is not extensively available, highlighting the need for handling it with care in a controlled lab environment.

InChI:InChI=1/C6H6N2S/c1-4-3-9-6(8)5(4)2-7/h3H,8H2,1H3

Upstream product

• 55704-78-4 2,5-dihydroxy-2,5-dimethyl-1,4-dithiane 
• 109-77-3 malononitrile 
• 75-07-0 acetaldehyde 
• 67-64-1 acetone 
• 110-89-4 piperidine 

Downstream Products

• 13145-89-6 5-methylthieno[2,3-d]pyrimidine-4-amine 
• 85487-17-8 2-acetamido-5-bromo-3-cyano-4-methylthiophene 
• 85487-16-7 2-benzamido-5-bromo-3-cyano-4-methylthiophene 
• 1030377-48-0 C₂₂H₂₄N₈OS 
• 1030377-70-8 5-methyl-2-{(5R)-5-methyl-4-[5-methyl-2-(2H-1,2,3-triazol-2-yl)benzoyl]-1,4-diazepan-1-yl}thieno[2,3-d]pyrimidine 
• 43088-64-8 5-Methyl-3,4-dihydrothieno<2,3-d>pyrimid-4-one 
• 1312593-64-8 3-chloro-N-[2-(4-isoquinolinyl)-3,6-dimethylthieno[2,3-b]pyridin-4-yl]benzenesulfonamide 
• 1312593-63-7 3-chloro-N-[2-(4-isoxazolyl)-3,6-dimethylthieno[2,3-b]pyridin-4-yl]benzenesulfonamide 
• 1312593-61-5 3-chloro-N-[3,6-dimethyl-2-(1H-pyrazol-3-yl)thieno[2,3-b]pyridin-4-yl]benzenesulfonamide 
• 1312593-60-4 3-chloro-N-[3,6-dimethyl-2-(3-quinolinyl)thieno[2,3-b]pyridin-4-yl]benzenesulfonamide 
• 1312593-59-1 N-[2-(1-benzofuran-2-yl)-3,6-dimethylthieno[2,3-b]pyridin-4-yl]-3-chlorobenzenesulfonamide 
• 1312593-58-0 3-chloro-N-{3,6-dimethyl-2-[3-(methyloxy)phenyl]thieno[2,3-b]pyridin-4-yl}benzenesulfonamide 
• 1312593-57-9 N-(2-bromo-3,6-dimethylthieno[2,3-b]pyridin-4-yl)-3-chlorobenzenesulfonamide 
• 1312593-56-8 3-chloro-N-[3,6-dimethyl-2-(1H-pyrazol-4-yl)thieno[2,3-b]pyridin-4-yl]benzenesulfonamide 

Relevant articles and documents

Design, molecular modeling and synthesis of metal-free sensitizers of thieno pyridine dyes as light-harvesting materials with efficiency improvement using plasmonic nanoparticles

Considering the thiophene unit as an electron-rich heterocycle, it is investigated with the aim of elucidating its potential efficiency for solar cell application. With the introduction of active substituents such as COOEt, CONH2 and CN into the thiophene segment, three novel thieno pyridine sensitizers (6a–c), based on donor-acceptor D-π-A construction, are designed and synthesized. The effect of the anchoring groups is investigated based on their molecular orbital’s (MO’s) energy gap (Eg). The electrostatic interaction between the synthesized dyes and metal nanoparticles, namely gold, silver and ruthenium, is believed to improve their performance as organic sensitizers. The dye-sensitized solar cells (DSSCs) are manufactured using the novel diazenyl pyridothiophene dyes, along with their metal nanoparticles conjugates as sensitizers, and were examined for efficiency improvement. Accordingly, using this modification, the photovoltaic performance was significantly improved. The promising results of conjugate (6b/AgNPs), compared with reported organic and natural sensitizers (JSC (1.136 × 10–1 mA/cm2), VOC (0.436 V), FF (0.57) and η (2.82 × 10–2%)), are attributed to the good interaction between the amide, methyl, amino and cyano groups attached to the thiophene pyridyl scaffolds and the surface of TiO2 porous film. Implementation of a molecular modeling study is performed to predict the ability of the thiophene moiety to be used in solar cell applications.

2,4-diamino-thieno [2,3-d] pyrimidine derivatives and process for their preparation and use

The invention discloses a 2, 4-diamino-thieno [2, 3-d] pyrimidine derivative represented as a general formula (I), wherein definitions of R and X are specified in the instruction. Besides, the invention further discloses a preparation method and medical composition of the compound. The compound represented as the general formula (I) has an inhibiting effect on human lung cancer (A549), human cervical carcinoma (HeLa) and human colorectal cancer (HCT-116) cell proliferation, and can be used as an antitumor medicine.

Bovine serum albumin-catalyzed one-pot synthesis of 2-aminothiophenes via Gewald reaction

A novel bovine serum albumin (BSA)-catalyzed Gewald reaction in one-pot was developed in this work. The influence of reaction conditions including solvent, temperature and catalyst loading was investigated, and 12 multi-substituted 2-aminothiophene derivatives were prepared with moderate to excellent yields. Recycle experiments were designed to demonstrate the reusability of BSA. This novel activity of BSA to catalyze Gewald reaction is of practical significance in expanding the application of biocatalysts.