2-Amino-4-ethyl-5-methylthiophene-3-carbonitrile

Base Information

• Chemical Name: 2-Amino-4-ethyl-5-methylthiophene-3-carbonitrile
• CAS No.: 4651-92-7
• Molecular Formula: C₈H₁₀N₂S
• Molecular Weight: 166.247
• Hs Code.: 2934999090
• European Community (EC) Number: 881-765-5
• ChEMBL ID: CHEMBL5219453
• DSSTox Substance ID: DTXSID20404864
• Nikkaji Number: J2.989.048J
• Wikidata: Q82209204
• Mol file: 4651-92-7.mol

Synonyms:2-amino-4-ethyl-5-methylthiophene-3-carbonitrile;4651-92-7;2-amino-4-ethyl-5-methyl-3-thiophenecarbonitrile;SCHEMBL1720717;CHEMBL5219453;DTXSID20404864;MFCD01114970;AKOS000146273;VS-05154;CS-0217077;EN300-67381;AK-968/37166350;Z240126266;2-amino-4-ethyl-5-methylthiophene-3-carbonitrile, AldrichCPR

Chemical Property of 2-Amino-4-ethyl-5-methylthiophene-3-carbonitrile

Chemical Property:

• Vapor Pressure: 0.000423mmHg at 25°C
• Boiling Point: 315.9°C at 760 mmHg
• Flash Point: 144.9°C
• PSA: 78.05000
• Density: 1.17g/cm³
• LogP: 2.65398
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 166.05646950
• Heavy Atom Count: 11
• Complexity: 184

Purity/Quality:

98%min ^*data from raw suppliers

2-Amino-4-ethyl-5-methylthiophene-3-carbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1=C(SC(=C1C#N)N)C

Technology Process of 2-Amino-4-ethyl-5-methylthiophene-3-carbonitrile

There total 1 articles about 2-Amino-4-ethyl-5-methylthiophene-3-carbonitrile which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 80.0%

pentan-3-one (96-22-0) + malononitrile (109-77-3) → 2‐amino‐4‐ethyl‐5‐methylthiophene‐3‐carbonitrile (4651-92-7)

Guidance literature:

With sodium hydrogencarbonate; In tetrahydrofuran; water; at 45 ℃; for 12h; Inert atmosphere;

DOI:10.1039/c3ra45546g

Reference yield: 95.0%

formic acid (64-18-6) + 2‐amino‐4‐ethyl‐5‐methylthiophene‐3‐carbonitrile (4651-92-7) → 5-ethyl-6-methylthieno[2,3-d]pyrimidin-4(3H)-one (439692-89-4)

Guidance literature:

With sulfuric acid; In water; at 90 ℃; for 0.166667h; Microwave irradiation;

DOI:10.1039/c3ra45546g

Reference yield:

2‐amino‐4‐ethyl‐5‐methylthiophene‐3‐carbonitrile (4651-92-7) → 4-chloro-5-ethyl-6-methylthiopheno[2,3-d]pyrimidine (439692-90-7)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid / 2.17 h / 90 - 100 °C

2: thionyl chloride / N,N-dimethyl-formamide / 1 h / Reflux

With thionyl chloride; sulfuric acid; In N,N-dimethyl-formamide;

upstream raw materials:

pentan-3-one

malononitrile

Downstream raw materials:

4-chloro-5-ethyl-6-methylthiopheno[2,3-d]pyrimidine

5-ethyl-6-methylthieno[2,3-d]pyrimidin-4(3H)-one

Refernces

• 1、 Erfaninia,Tayebee,Foletto,Amini,Dusek,Zonoz. "Preparation of magnetically recyclable ZnFe2O4 nanoparticles by easy single-step co-precipitation method and their catalytic performance in the synthesis of 2-aminothiophenes". . . Retrieved 2017/10/07.
• 2、 Javadi, Farzad,Tayebee, Reza,Bahramian, Bahram. "TiO2/nanoclinoptilolite as an efficient nanocatalyst in the synthesis of substituted 2-aminothiophenes". . . Retrieved 2017/09/30.