Benzonitrile, 4-chloro-3,5-bis(trifluoromethyl)-

Base Information

• Chemical Name: Benzonitrile, 4-chloro-3,5-bis(trifluoromethyl)-
• CAS No.: 573768-09-9
• Molecular Formula: C8H7ClN2
• Molecular Weight: 166.61
• Hs Code.: 2926909090
• Mol file: 573768-09-9.mol

Synonyms:4-Amino-2-chloro-3-methylbenzonitrile;4-Amino-3-methyl-2-chlorobenzonitrile;3-Chloro-4-cyano-2-methylphenylamine;2-Chloro-3-methyl-4-aminobenzonitrile;

Chemical Property of Benzonitrile, 4-chloro-3,5-bis(trifluoromethyl)-

Chemical Property:

• Boiling Point: 353.959 °C at 760 mmHg
• PKA: 0.52±0.10(Predicted)
• Flash Point: 167.869 °C
• PSA: 49.81000
• Density: 1.274 g/cm³
• LogP: 2.68348
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

98%Min ^*data from raw suppliers

4-Amino-2-chloro-3-methylbenzonitrile(~90%) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-Amino-2-chloro-3-methylbenzonitrile is a reagent used in synthesis of imidazolin-2-ones, which is designed and synthesized as highly potent, orally active and muscle selective androgen receptor modulators (SARMs).

Technology Process of Benzonitrile, 4-chloro-3,5-bis(trifluoromethyl)-

There total 6 articles about Benzonitrile, 4-chloro-3,5-bis(trifluoromethyl)- 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%

N-(3-chloro-4-cyano-2-methylphenyl)acetamide (627531-48-0) → 4-amino-2-chloro-3-methyl-benzonitrile (573768-09-9)

Guidance literature:

With hydrogenchloride; ethanol; for 0.5h; Heating;

DOI:10.1021/jm070312d

Reference yield: 79.0%

N-(4-bromo-3-chloro-2-methylphenyl)acetamide (125328-80-5) + copper(I) cyanide (544-92-3) → 4-amino-2-chloro-3-methyl-benzonitrile (573768-09-9)

Guidance literature:

With 1-methyl-pyrrolidin-2-one; copper(l) iodide; at 130 ℃; for 72h;

Reference yield:

4-amino-2-chloro-3-methyl-benzonitrile hydrochloride (864361-78-4) → 4-amino-2-chloro-3-methyl-benzonitrile (573768-09-9)

Guidance literature:

With sodium hydrogencarbonate; In water; ethyl acetate;

upstream raw materials:

N-(3-chloro-4-cyano-2-methylphenyl)acetamide

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

N-(4-bromo-3-chloro-2-methylphenyl)acetamide

3-chloro-2-methylbenzenamine

Downstream raw materials:

(2R,3S)-3-(tert-butyldimethylsilanyloxy)-2-[(3-chloro-4-cyano-2-methyl-phenylamino)methyl]pyrrolidine, trifluoroacetic acid salt

3-tert-butyl-N-(2-(5-(3-chloro-4-cyano-2-methylphenyl)furan-2-yl)ethyl)-1H-pyrazole-5-carboxamide

2-chloro-4-[3,4-dimethyl-2,5-dioxo-4-(4-hydroxyphenyl)imidazolidin-1-yl]-3-methylbenzonitrile

tert-butyl (2-((tert-butyldimethylsilyl)oxy)-1-(((3-chloro-4-cyano-2-methylphenyl)amino)methyl)cyclopentyl)carbamate

Refernces

• 1、 -. "PYRAZOLINE DERIVATIVES AND THEIR USE AS SELECTIVE ANDROGEN RECEPTOR MODULATORS". Page/Page column 45-47. . Retrieved 2013/03/26.
• 2、 Hamann, Lawrence G.,Manfredi, Mark C.,Sun, Chongqing,Krystek Jr., Stanley R.,Huang, Yanting,Bi, Yingzhi,Augeri, David J.,Wang, Tammy,Zou, Yan,Betebenner, David. A.,Fura, Aberra,Seethala, Ramakrishna,Golla, Rajasree,Kuhns, Joyce E.,Lupisella, John A.,Darienzo, Celia J.,Custer, Laura L.,Price, Jennifer L.,Johnson, James M.,Biller, Scott A.,Zahler, Robert,Ostrowski, Jacek. "Tandem optimization of target activity and elimination of mutagenic potential in a potent series of N-aryl bicyclic hydantoin-based selective androgen receptor modulators". . p. 1860 - 1864. Retrieved 2008/02/04.