2-Amino-4-chlorobenzonitrile

Base Information

• Chemical Name: 2-Amino-4-chlorobenzonitrile
• CAS No.: 38487-86-4
• Molecular Formula: C7H5ClN2
• Molecular Weight: 152.583
• Hs Code.: 2926909090
• European Community (EC) Number: 253-967-8
• DSSTox Substance ID: DTXSID0068109
• Nikkaji Number: J294.678E
• Wikidata: Q72434302
• Mol file: 38487-86-4.mol

Synonyms:2-Amino-4-chlorobenzonitrile;38487-86-4;5-Chloro-2-cyanoaniline;Benzonitrile, 2-amino-4-chloro-;4-chloro-2-aminobenzonitrile;4-Chloroanthranilonitrile;EINECS 253-967-8;MFCD00035927;2-azanyl-4-chloranyl-benzenecarbonitrile;2-amino-4-chloroberizonitrile;BIDD:GT0102;SCHEMBL166558;2-Amino-4-chloro-benzonitrile;4-Chloro-2-Amino Benzonitrile;DTXSID0068109;3-methoxy-2-methyl-6-nitro-phenol;2-Amino-4-chlorobenzonitrile, 99%;AKOS000119916;CCG-302547;CS-W016290;PS-3800;SY018920;FT-0611103;EN300-20714;A824173;W-106480;F2190-0447;Z104480158;I7Z

Chemical Property of 2-Amino-4-chlorobenzonitrile

Chemical Property:

• Vapor Pressure: 0.000803mmHg at 25°C
• Melting Point: 157-162 °C(lit.)
• Refractive Index: 1.609
• Boiling Point: 305.8 °C at 760 mmHg
• PKA: 0.76±0.10(Predicted)
• Flash Point: 138.7 °C
• PSA: 49.81000
• Density: 1.33 g/cm³
• LogP: 2.37508
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 152.0141259
• Heavy Atom Count: 10
• Complexity: 160

Purity/Quality:

98% ^*data from raw suppliers

2-Amino-4-chlorobenzonitrile ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Cl)N)C#N
• Uses: 2-Amino-4-chlorobenzonitrile may be used in the preparation of the following:6-chloro-4-(1-diethylamino-4-pentylamino)-2-(p-methoxyphenyl)-quinazoline dihydrochloride7-chloro-4-(1-diethylamino-4-pentylamino)-2-(p-methoxyphenyl)-quinazoline dihydrochloride4,7-dichloro-2-(2-methylprop-1-enyl)-6-nitroquinazoline6-chlorotacrineN-(2-chloro-5-cyanophenyl)-4,4,4-trifluorobutanamide

Technology Process of 2-Amino-4-chlorobenzonitrile

There total 9 articles about 2-Amino-4-chlorobenzonitrile 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: 81.0%

4-chloro-2-nitrobenzonitrile (34662-32-3) → 2-amino-4-chlorobenzonitrile (38487-86-4)

Guidance literature:

With hydrogenchloride; titanium(III) chloride; In acetone;

DOI:10.1021/jm9910730

Reference yield: 72.0%

4-chloro-2-(cyanothioformamido)benzonitrile (1210035-05-4) + triphenylphosphine (603-35-0) → 3-amino-5-chloroindole-2-carbonitrile (1192691-01-2) + 2-amino-4-chlorobenzonitrile (38487-86-4)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; water; at 20 ℃; for 1h;

DOI:10.1016/j.tet.2010.06.020

Reference yield: 71.0%

4-chloro-2-(4-chloro-5H-1,2,3-dithiazol-5-ylideneamino)benzonitrile (1192690-70-2) → 3-amino-6-chloroindole-2-carbonitrile (1192691-00-1) + 2-amino-4-chlorobenzonitrile (38487-86-4)

Guidance literature:

With water; triphenylphosphine; In dichloromethane; at 20 ℃;

DOI:10.1016/j.tet.2009.07.064

upstream raw materials:

4-chloro-2-nitrobenzonitrile

2-amino-4-chlorobenzamide

4-chloro-2-nitro-benzoic acid

4-chloro-2-nitro-benzoyl chloride

Downstream raw materials:

2-amino-4-chlorobenzothioamide

(Z)-2-amino-4-chloro-N'-hydroxybenzimidamide

(2-Amino-4-chloro-phenyl)-(5-chloro-thiophen-2-yl)-methanone

2-methoxyacetamido-4-chlorobenzonitrile

Refernces

• 1、 Koutentis, Panayiotis A.,Michaelidou, Sophia S.. "The conversion of 2-cyano cyanothioformanilides into 3-aminoindole-2- carbonitriles using triphenylphosphine". scheme or table. p. 6032 - 6039. Retrieved 2010/09/11.
• 2、 Kreimeyer, Annett,Laube, Bodo,Sturgess, Mike,Goeldner, Maurice,Foucaud, Bernard. "Evaluation and biological properties of reactive ligands for the mapping of the glycine site on the N-methyl-D-aspartate (NMDA) receptor". . p. 4394 - 4404. Retrieved 2007/10/03.