BENZONITRILE, 4-[(4,6-DICHLORO-2-PYRIMIDINYL)AMINO]-

Base Information

• Chemical Name: BENZONITRILE, 4-[(4,6-DICHLORO-2-PYRIMIDINYL)AMINO]-
• CAS No.: 329187-59-9
• Molecular Formula: C11H6Cl2N4
• Molecular Weight: 265.101
• Mol file: 329187-59-9.mol

Synonyms:4-[(4,6-Dichloro-2-pyrimidinyl)amino]benzonitrile;

Chemical Property of BENZONITRILE, 4-[(4,6-DICHLORO-2-PYRIMIDINYL)AMINO]-

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.66
• Boiling Point: 468.863ºC at 760 mmHg
• PKA: -1.26±0.10(Predicted)
• Flash Point: 237.36ºC
• PSA: 61.60000
• Density: 1.508g/cm3
• LogP: 3.47168
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly, Heated), Methanol (Slightly, Heated)

Purity/Quality:

99% ^*data from raw suppliers

4-[(4,6-Dichloro-2-pyrimidinyl)amino]benzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Intermediate in the preparation of HIV replication inhibitors

Technology Process of BENZONITRILE, 4-[(4,6-DICHLORO-2-PYRIMIDINYL)AMINO]-

There total 7 articles about BENZONITRILE, 4-[(4,6-DICHLORO-2-PYRIMIDINYL)AMINO]- 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%

4-((4,6-dihydroxypyrimidine-2-yl)amino)benzonitrile (374067-80-8) → 4-(4,6-dichloropyrimidine-2-yl-amino)benzonitrile (329187-59-9)

Guidance literature:

4-((4,6-dihydroxypyrimidine-2-yl)amino)benzonitrile; With trichlorophosphate; for 0.5h; Heating / reflux;

With water; potassium carbonate;

Reference yield: 90.6%

2-Amino-4,6-dichloropyrimidine (56-05-3) + 4-fluorobenzonitrile (1194-02-1,143234-87-1) → 4-(4,6-dichloropyrimidine-2-yl-amino)benzonitrile (329187-59-9)

Guidance literature:

2-Amino-4,6-dichloropyrimidine; With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 2h; Inert atmosphere;

4-fluorobenzonitrile; In N,N-dimethyl-formamide; for 6h; Solvent; Reflux;

Reference yield: 59.0%

4-Cyanochlorobenzene (623-03-0) + 2-Amino-4,6-dichloropyrimidine (56-05-3) → 4-(4,6-dichloropyrimidine-2-yl-amino)benzonitrile (329187-59-9)

Guidance literature:

4-Cyanochlorobenzene; With palladium diacetate; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; at 20 ℃; for 0.0833333h; Schlenk technique;

2-Amino-4,6-dichloropyrimidine; In 1,4-dioxane; at 90 ℃; for 9h; Inert atmosphere;

DOI:10.1016/j.bmc.2018.03.003

upstream raw materials:

4-((4,6-dihydroxypyrimidine-2-yl)amino)benzonitrile

4-cyanophenyl guanidine hydrochloride

4-Aminobenzonitrile

1-(4-cyanophenyl)guanidine

Downstream raw materials:

C₂₀H₁₅ClN₆

4-[[6-chloro-2-[(4-cyanophenyl)amino]-4-pyrimidinyl]oxy]-3,5-dimethyl-benzonitrile

4-((4-(mesitylamino)-6-(3-morpholinopropoxy) pyrimidin-2-yl)amino)benzonitrile

dapivirine

Refernces

• 1、 Lu, Xueyi,Yang, Jiapei,Kang, Dongwei,Gao, Ping,Daelemans, Dirk,De Clercq, Erik,Pannecouque, Christophe,Zhan, Peng,Liu, Xinyong. "The discovery of novel diarylpyri(mi)dine derivatives with high level activity against a wide variety of HIV-1 strains as well as against HIV-2". . p. 2051 - 2060. Retrieved 2018/03/23.
• 2、 -. "PROCESS FOR ETRAVIRINE INTERMEDIATE AND POLYMORPHS OF ETRAVIRINE". Paragraph 0088. . Retrieved 2013/04/24.