5-Methyl-2-[(2-nitrophenyl)amino]-3-thiophenecarbonitrile

Base Information

• Chemical Name: 5-Methyl-2-[(2-nitrophenyl)amino]-3-thiophenecarbonitrile
• CAS No.: 138564-59-7
• Molecular Formula: C12H9N3O2S
• Molecular Weight: 259.288
• Hs Code.: 2934990002
• European Community (EC) Number: 421-300-1,604-084-5
• NSC Number: 700023
• UNII: J7X181M78Y
• DSSTox Substance ID: DTXSID40160713
• Nikkaji Number: J1.058.994K
• Wikipedia: 5-Methyl-2-((2-nitrophenyl)amino)-3-thiophenecarbonitrile
• ChEMBL ID: CHEMBL1990114
• Mol file: 138564-59-7.mol

Synonyms:5-methyl-2-((2-nitrophenyl)amino)-3-thiophenecarbonitrile;MNPATCN;ROY thiophenecarbonitrile

Chemical Property of 5-Methyl-2-[(2-nitrophenyl)amino]-3-thiophenecarbonitrile

Chemical Property:

• Vapor Pressure: 1.92E-07mmHg at 25°C
• Melting Point: 109.0 to 115.0 °C
• Refractive Index: 1.659
• Boiling Point: 425.4 °C at 760 mmHg
• PKA: -3.24±0.50(Predicted)
• Flash Point: 211.1 °C
• PSA: 109.88000
• Density: 1.39 g/cm³
• LogP: 4.17618
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 259.04154771
• Heavy Atom Count: 18
• Complexity: 362

Purity/Quality:

99% ^*data from raw suppliers

5-Methyl-2-[(2-nitrophenyl)amino]-3-thiophenecarbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): N
• Hazard Codes: N
• Statements: 22-50/53
• Safety Statements: 22-60-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(S1)NC2=CC=CC=C2[N+](=O)[O-])C#N
• Uses: 5-Methyl-2-[(2-nitrophenyl)amino]-3-thiophenecarbonitrile is an impurity of Olanzapine (O253750). Olanzapine impurity A (EP).

Technology Process of 5-Methyl-2-[(2-nitrophenyl)amino]-3-thiophenecarbonitrile

There total 5 articles about 5-Methyl-2-[(2-nitrophenyl)amino]-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: 95.0%

o-nitroiodobenzene (609-73-4) + 2-amino-5-methylthiophene-3-carbonitrile (138564-58-6) → 2-(2-nitroanilino)-5-methylthiophene-3-carbonitrile (138564-59-7)

Guidance literature:

With palladium diacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In ethyl acetate; toluene; at 130 ℃; for 0.166667h; Sealed tube;

DOI:10.1021/acs.joc.6b02242

Reference yield: 81.0%

C13H9N3O5S → 2-(2-nitroanilino)-5-methylthiophene-3-carbonitrile (138564-59-7)

Guidance literature:

With sodium tetrahydroborate; In water; at 15 ℃;

DOI:10.1039/c6ra11151c

Reference yield: 77.0%

ortho-nitrofluorobenzene (1493-27-2,127723-77-7) + 2-amino-5-methylthiophene-3-carbonitrile (138564-58-6) → 2-(2-nitroanilino)-5-methylthiophene-3-carbonitrile (138564-59-7)

Guidance literature:

With sodium hydride; In tetrahydrofuran; mineral oil; at 20 ℃; for 18h; Inert atmosphere; Cooling with ice;

DOI:10.1016/j.bmcl.2013.02.045

upstream raw materials:

ortho-nitrofluorobenzene

2-amino-5-methylthiophene-3-carbonitrile

o-nitroiodobenzene

2-nitrophenyl isocyanate

Downstream raw materials:

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

zyprexa

2-methyl-5,10-dihydro-4H-benzo[b]thieno[2,3-e][1,4]diazepin-4-one

Olanzapine N-Oxide

Refernces

• 1、 Obermayer, David,Znidar, Desiree,Glotz, Gabriel,Stadler, Alexander,Dallinger, Doris,Oliver Kappe. "Design and Performance Validation of a Conductively Heated Sealed-Vessel Reactor for Organic Synthesis". . p. 11788 - 11801. Retrieved 2016/12/09.
• 2、 -. "ANTIBODIES TO OLANZAPINE HAPTENS AND USE THEREOF". Paragraph 00189; 00190. . Retrieved 2014/03/25.