3-Amino-2-methylbenzonitrile

Base Information

• Chemical Name: 3-Amino-2-methylbenzonitrile
• CAS No.: 69022-35-1
• Molecular Formula: C8H8 N2
• Molecular Weight: 132.165
• European Community (EC) Number: 844-482-8
• NSC Number: 79490
• DSSTox Substance ID: DTXSID40291990
• Wikidata: Q82030101
• Mol file: 69022-35-1.mol

Synonyms:3-amino-2-methylbenzonitrile;69022-35-1;NSC79490;NCIOpen2_000866;2-methyl-3-amino-benzonitrile;SCHEMBL1379434;DTXSID40291990;BSMSSOYMWIEQKH-UHFFFAOYSA-N;MFCD18389821;NSC-79490;AKOS006338150;AS-35878;CS-0222873;EN300-112929;Z1203578631

Chemical Property of 3-Amino-2-methylbenzonitrile

Chemical Property:

• Vapor Pressure: 0.00123mmHg at 25°C
• Boiling Point: 298.9°C at 760 mmHg
• Flash Point: 134.6°C
• PSA: 49.81000
• Density: 1.1g/cm³
• LogP: 2.03008
• XLogP3: 1.3
• 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

3-amino-2-methylbenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=CC=C1N)C#N

Technology Process of 3-Amino-2-methylbenzonitrile

There total 4 articles about 3-Amino-2-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: 93.0%

2-methyl-3-nitrobenzonitrile (71516-35-3) → 2-methyl-3-amino-benzonitrile (69022-35-1)

Guidance literature:

With ammonium chloride; zinc; In tetrahydrofuran; methanol; at 0 - 20 ℃; for 2h;

Reference yield: 65.0%

potassium ferrocyanide + 3-chloro-2-methylbenzenamine (87-60-5) → 2-methyl-3-amino-benzonitrile (69022-35-1)

Guidance literature:

With palladium(II) trifluoroacetate; 2-((di-adamantan-1-yl)phosphaneyl)-1-(2,6-diisopropylphenyl)-1H-imidazole; sodium carbonate; In N,N-dimethyl acetamide; at 140 ℃; for 16h; Inert atmosphere;

DOI:10.1002/adsc.200800733

Reference yield:

copper(l) cyanide + 3-chloro-2-methylbenzenamine (87-60-5) → 2-methyl-3-amino-benzonitrile (69022-35-1)

Guidance literature:

In 1-methyl-pyrrolidin-2-one; at 225 ℃; for 8h; Inert atmosphere;

upstream raw materials:

2-methyl-3-nitrobenzonitrile

3-nitro-o-tolylamine

3-chloro-2-methylbenzenamine

Downstream raw materials:

3-hydroxy-2-methylbenzonitrile

N-(3-cyano-2-methylphenyl)acetamide

4-(3-amino-2-methylphenyl)-7-(2-methoxyethoxy)-9H-pyrido[3,4-b]indole-1-carboxamide

2-((3-(1-carbamoyl-7-(2-methoxyethoxy)-9H-pyrido[3,4-b]indol-4-yl)-2-methylphenylamino)methyl)-5-chlorobenzoic acid

Refernces

• 1、 -. "CARBOLINE CARBOXAMIDE COMPOUNDS USEFUL AS KINASE INHIBITORS". Page/Page column 78-79. . Retrieved 2012/01/06.
• 2、 Dunkin,Shields. "The scope and limitations of cyanide groups as direction labels for the conformational analysis of matrix-isolated molecules of low symmetry Part 2: 3-Cyanophenyl azide and two conformationally restrained derivatives". . p. 141 - 150. Retrieved 2007/10/03.