3-Aminobenzonitrile

Base Information

• Chemical Name: 3-Aminobenzonitrile
• CAS No.: 2237-30-1
• Molecular Formula: C7H6N2
• Molecular Weight: 118.138
• Hs Code.: 2926.90
• European Community (EC) Number: 218-800-5
• NSC Number: 7626
• UNII: 15V3CW939X
• DSSTox Substance ID: DTXSID90176905
• Nikkaji Number: J95.042D
• Wikidata: Q27251743
• ChEMBL ID: CHEMBL326475
• Mol file: 2237-30-1.mol

Synonyms:3-Aminobenzonitrile;2237-30-1;3-Cyanoaniline;M-AMINOBENZONITRILE;m-Cyanoaniline;Benzonitrile, 3-amino-;Benzonitrile, m-amino-;3-aminobenzonitril;m-Anthranilonitrile;3-Amino-benzonitrile;3-amino benzonitrile;NSC 7626;EINECS 218-800-5;BRN 0636498;UNII-15V3CW939X;15V3CW939X;NSC-7626;MFCD00007756;4-14-00-01095 (Beilstein Handbook Reference);3-cyano-aniline;2-Naphthylsulfate;3-cyanophenylamine;NSC7626;3-Aminobenzonitrile, 99%;SCHEMBL71478;CHEMBL326475;NJXPYZHXZZCTNI-UHFFFAOYSA-;DTXSID90176905;STR00872;STL164341;AKOS000120365;AC-2453;CS-W020558;PS-3404;LS-38620;A0860;A1203;A4808;AM20060058;FT-0615031;EN300-20183;W-107480;Q27251743;F5608-0056;Z104477194;71G

Chemical Property of 3-Aminobenzonitrile

Chemical Property:

• Appearance/Colour: brown crystalline solid
• Melting Point: 48-53 °C(lit.)
• Refractive Index: 1.5500 (estimate)
• Boiling Point: 290 °C at 760 mmHg
• PKA: 2.75(at 25℃)
• Flash Point: 129.2 °C
• PSA: 49.81000
• Density: 1.14 g/cm³
• LogP: 1.72168
• Solubility.: soluble in Methanol
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 118.053098200
• Heavy Atom Count: 9
• Complexity: 133

Purity/Quality:

99% ^*data from raw suppliers

3-Aminobenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-43-22-36/37/38
• Safety Statements: 36/37-36-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)N)C#N
• Uses: 3-Aminobenzonitrile was used in the synthesis of series of 1-substituted-3(5)-(6-methylpyridin-2-yl)-4-(quinoxalin-6-yl)pyrazoles. It was also used in the preparation of highly substituted γ-lactam analogues of a thiazolidinone follicle stimulating hormone receptor agonist.

Technology Process of 3-Aminobenzonitrile

There total 68 articles about 3-Aminobenzonitrile 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: 97.0%

(3-cyano-phenyl)-carbamic acid 4-trifluoromethyl-benzyl ester → m-cyanoaniline (2237-30-1)

Guidance literature:

With hydrogen; palladium dihydroxide; In ethanol; ethyl acetate; at 20 ℃; for 2.16667h;

DOI:10.1021/ol005589l

Reference yield: 95.0%

potassium ferrocyanide + m-aminobenzaldehyde (1709-44-0,29159-23-7) → m-cyanoaniline (2237-30-1)

Guidance literature:

With Aloe vera mediated silver nanoparticles; In water; at 50 ℃; for 0.5h; Green chemistry;

DOI:10.1016/j.tetlet.2015.12.083

Reference yield: 95.0%

3-cyanobromobenzene (6952-59-6) → m-cyanoaniline (2237-30-1)

Guidance literature:

3-cyanobromobenzene; With 2,2,2-trifluoroacetamide; potassium carbonate; N,N`-dimethylethylenediamine; copper(l) iodide; In 1,4-dioxane; at 75 ℃;

With methanol; In 1,4-dioxane; at 75 ℃; Further stages.;

DOI:10.1016/j.tetlet.2007.11.012

upstream raw materials:

3-ureido-benzoic acid

3-nitrobenzonitrile

2-Amino-6-methylpyridine

chloroform

Downstream raw materials:

1-(3-cyanophenyl)pyrrole-2-carboxaldehyde

N-(3-cyano-phenyl)-succinamic acid

(3-cyano-phenyl)-carbamic acid ethyl ester

N-(3-cyanophenyl)acetamide

Refernces

• 1、 Campos, Cristian H.,Rosenberg, Edward,Fierro, José L.G.,Urbano, Bruno F.,Rivas, Bernabé L.,Torres, Cecilia C.,Reyes, Patricio. "Hydrogenation of nitro-compounds over rhodium catalysts supported on poly[acrylic acid]/Al2O3 composites". . p. 280 - 291. Retrieved 2015.
• 2、 -. "METHOD OF REDUCING AROMATIC NITRO COMPOUNDS". Paragraph 0332; 0344. . Retrieved 2022/02/26.
• 3、 Delcaillau, Tristan,Boehm, Philip,Morandi, Bill. "Nickel-Catalyzed Reversible Functional Group Metathesis between Aryl Nitriles and Aryl Thioethers". supporting information. p. 3723 - 3728. Retrieved 2021/04/07.