2-Amino-5-methyl-3-thiophenecarbonitrile

Base Information

• Chemical Name: 2-Amino-5-methyl-3-thiophenecarbonitrile
• CAS No.: 138564-58-6
• Molecular Formula: C6H6N2S
• Molecular Weight: 138.193
• Hs Code.: 29349990
• European Community (EC) Number: 604-082-4
• UNII: VK4FNV7HCG
• DSSTox Substance ID: DTXSID40351023
• Nikkaji Number: J3.132.144A
• Wikidata: Q72439762
• Mol file: 138564-58-6.mol

Synonyms:138564-58-6;2-amino-5-methylthiophene-3-carbonitrile;2-Amino-5-methyl-3-thiophenecarbonitrile;2-Amino-3-cyano-5-methylthiophene;3-Thiophenecarbonitrile, 2-amino-5-methyl-;2-amino-5-methyl thiophene-3-carbonitrile;2-Amino-5-methyl-thiophene-3-carbonitrile;MFCD01626055;2-amino-5-methylthiopehne-3-carbonitrile;EC 604-082-4;2-amino-5-methylthiopene-3-carbonitrile;VK4FNV7HCG;SCHEMBL474156;DTXSID40351023;2-amino-5-methyl-3-cyanothiophene;2-amino-3-cyano-5-methyl thiophen;BCP23019;2-amino-3-cyano-5-methyl thiophene;AKOS000111623;AC-4589;CCG-302518;CS-W016489;HY-W015773;PS-3271;2-amino-5-methylthiophene3-carbonitrile;SY020869;2-amino-5- methylthiophene-3-carbonitrile;A2351;AM20080285;FT-0601128;EN300-50499;2-Amino-3-cyano-5-methylthiophene, min. 98%;J-507961;2-amino-5-methylthiophene-3-carbonitrile, AldrichCPR;Z406284772;473532-06-8

Chemical Property of 2-Amino-5-methyl-3-thiophenecarbonitrile

Chemical Property:

• Melting Point: 101-103 °C
• Refractive Index: 1.658
• Boiling Point: 318.5 °C at 760 mmHg
• PKA: 0.16±0.10(Predicted)
• Flash Point: 146.4 °C
• PSA: 78.05000
• Density: 1.26 g/cm³
• LogP: 2.09158
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility.: soluble in Methanol
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 138.02516937
• Heavy Atom Count: 9
• Complexity: 148

Purity/Quality:

99% ^*data from raw suppliers

2-Amino-5-methyl-3-thiophenecarbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 20/21/22-22
• Safety Statements: 22-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(S1)N)C#N
• Uses: An Impurity generated in the preparation of Olanzapine (O253750).

Technology Process of 2-Amino-5-methyl-3-thiophenecarbonitrile

There total 3 articles about 2-Amino-5-methyl-3-thiophenecarbonitrile 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: 86.0%

propionaldehyde (123-38-6) + malononitrile (109-77-3) → 2-amino-5-methylthiophene-3-carbonitrile (138564-58-6)

Guidance literature:

With sulfur; choline chloride; urea; sodium hydroxide; In water; at 60 ℃; for 2h; Reagent/catalyst; Temperature; Green chemistry;

DOI:10.1007/s00706-016-1787-6

Reference yield:

propionaldehyde (123-38-6) + malonitrile (4341-85-9) → 2-amino-5-methylthiophene-3-carbonitrile (138564-58-6)

Guidance literature:

With sulfur; triethylamine; In N,N-dimethyl-formamide; at 5 ℃; for 0.75h;

Reference yield:

→ 2-amino-5-methylthiophene-3-carbonitrile (138564-58-6)

Guidance literature:

upstream raw materials:

propionaldehyde

malononitrile

malonitrile

Downstream raw materials:

2-methyl-10H-benzo[b]thieno[2,3-e][1,4]diazepin-4-amine

2-(4-Cyano-2-nitro-phenylamino)-5-methyl-thiophene-3-carbonitrile

2-[(2-aminophenyl)amino]-5-methylthiophene-3-carbonitrile

2-(2-nitroanilino)-5-methylthiophene-3-carbonitrile

Refernces

• 1、 Erfaninia,Tayebee,Dusek,Amini. "Ethylene diamine grafted nanoporous UiO-66 as an efficient basic catalyst in the multi-component synthesis of 2-aminithiophenes". . . Retrieved 2018.
• 2、 Javadi, Farzad,Tayebee, Reza,Bahramian, Bahram. "TiO2/nanoclinoptilolite as an efficient nanocatalyst in the synthesis of substituted 2-aminothiophenes". . . Retrieved 2017.
• 3、 Shaabani, Ahmad,Hooshmand, Seyyed Emad,Afaridoun, Hadi. "A green chemical approach: a straightforward one-pot synthesis of 2-aminothiophene derivatives via Gewald reaction in deep eutectic solvents". . p. 711 - 716. Retrieved 2017/03/17.