2-Amino-5-methylbenzonitrile

Base Information

• Chemical Name: 2-Amino-5-methylbenzonitrile
• CAS No.: 5925-93-9
• Molecular Formula: C8H8N2
• Molecular Weight: 132.165
• Hs Code.: 2926909090
• European Community (EC) Number: 625-328-7
• NSC Number: 51672
• DSSTox Substance ID: DTXSID70287588
• Nikkaji Number: J3.059.028G
• Wikidata: Q72439184
• Mol file: 5925-93-9.mol

Synonyms:2-amino-5-methylbenzonitrile;5925-93-9;2-Amino-5-Methyl-Benzonitrile;Benzonitrile, 2-amino-5-methyl-;MFCD00267506;2-Amino-5-methyl benzonitrile;NSC51672;6-Amino-m-tolunitrile;4-Amino-3-cyanotoluene;2-Cyano-4-methylaniline;SCHEMBL249865;DTXSID70287588;OZLMBXPYRDASTP-UHFFFAOYSA-N;2-Amino-5-methylbenzonitrile, 97%;NSC-51672;AKOS006338102;AM82831;CS-W011090;AS-18435;SY052709;FT-0650397;EN300-141868;A832229;J-507964

Chemical Property of 2-Amino-5-methylbenzonitrile

Chemical Property:

• Vapor Pressure: 0.0016mmHg at 25°C
• Melting Point: 59-63 °C
• Refractive Index: 1.575
• Boiling Point: 294.6 °C at 760 mmHg
• PKA: 2.25±0.10(Predicted)
• Flash Point: 132 °C
• PSA: 49.81000
• Density: 1.1 g/cm³
• LogP: 2.03008
• Storage Temp.: 2-8°C
• Solubility.: soluble in Methanol
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 132.068748264
• Heavy Atom Count: 10
• Complexity: 156

Purity/Quality:

99% ^*data from raw suppliers

2-Amino-5-methylbenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1)N)C#N
• Uses: 2-Amino-5-methylbenzonitrile can be used in combination therapy to treat Mucopolysaccharidosis I.

Technology Process of 2-Amino-5-methylbenzonitrile

There total 20 articles about 2-Amino-5-methylbenzonitrile 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: 99.0%

2-nitro-5-methylbenzonitrile (64113-86-6) → 2-amino-5-methylbenzonitrile (5925-93-9)

Guidance literature:

2-nitro-5-methylbenzonitrile; With hydrogenchloride; tin(ll) chloride; In ethanol; water; at 20 - 30 ℃; for 1h;

With sodium hydroxide; In ethanol; water; pH=7;

Reference yield: 91.0%

2-iodo-4-methylaniline (29289-13-2) + copper(l) cyanide → 2-amino-5-methylbenzonitrile (5925-93-9)

Guidance literature:

In 1-methyl-pyrrolidin-2-one; for 24h; Reflux; Inert atmosphere;

Reference yield: 85.0%

3-(hydroxyimino)-5-methylindolin-2-one → 2-amino-5-methylbenzonitrile (5925-93-9)

Guidance literature:

With sodium carbonate; In N,N-dimethyl-formamide; at 125 - 135 ℃; for 2.5h;

DOI:10.1016/j.ejmech.2013.04.017

upstream raw materials:

5-methylisatin-3-oxime

2-nitro-5-methylbenzonitrile

2-iodo-4-methylaniline

copper(I) cyanide

Downstream raw materials:

6-methyl-1H-quinazoline-2,4-dione

1-(2-amino-4-methylphenyl)-2,2-dimethyl-1-propanone

(2,4-diaminoquinazolin-6-yl)methyl 4-cyclohexylpiperazine-1-carbodithioate

(2,4-diaminoquinazolin-6-yl)methyl 4-benzylpiperazine-1-carbodithioate

Refernces

• 1、 Borkin, Dmitry,Pollock, Jonathan,Kempinska, Katarzyna,Purohit, Trupta,Li, Xiaoqin,Wen, Bo,Zhao, Ting,Miao, Hongzhi,Shukla, Shirish,He, Miao,Sun, Duxin,Cierpicki, Tomasz,Grembecka, Jolanta. "Property Focused Structure-Based Optimization of Small Molecule Inhibitors of the Protein-Protein Interaction between Menin and Mixed Lineage Leukemia (MLL)". . p. 892 - 913. Retrieved 2016/02/23.
• 2、 Yuan, Hao,Yoo, Woo-Jin,Miyamura, Hiroyuki,Kobayashi, Shu. "A cooperative catalytic system of platinum/iridium alloyed nanoclusters and a dimeric catechol derivative: An efficient synthesis of quinazolines through a sequential aerobic oxidative process". supporting information. p. 2899 - 2904. Retrieved 2013/01/15.