57356-49-7

Basic information

• Product Name: N-Phenyl-2-pyrimidinamine
• Synonyms: N-Phenyl-2-pyrimidinamine;2-(Phenylamino)pyrimidine;2-Phenylaminopyrimidine;N-Phenylpyrimidine-2-amine;2-Anilinopyrirmidine;2-Anilinopyrimidine;N-phenylpyriMidin-2-aMine;phenyl-pyrimidin-2-yl-amine
• CAS NO: 57356-49-7
• Molecular Formula: C₁₀H₉N₃
• Molecular Weight: 171.2
• Product Categories: pharmacetical
• Mol File: 57356-49-7.mol
• Article Data: 32

Chemical Properties

• Melting Point: 115-116℃
• Boiling Point: 331.554 °C at 760 mmHg
• Flash Point: 154.319 °C
• Appearance: /
• Density: 1.206
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.651
• Storage Temp.: 2-8°C(protect from light)
• PKA: 3.00±0.10(Predicted)
• CAS DataBase Reference: N-Phenyl-2-pyrimidinamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-Phenyl-2-pyrimidinamine(57356-49-7)
• EPA Substance Registry System: N-Phenyl-2-pyrimidinamine(57356-49-7)

Safety Data

• Statements: 41
• Safety Statements: 26-39
• Hazardous Substances Data: 57356-49-7(Hazardous Substances Data)

Usage

Uses

N-Phenylpyrimidin-2-amine is used in preparation of Nitrogen-containing Heterocyclic Hexafluoroborate.

InChI:InChI=1/C10H9N3/c1-2-5-9(6-3-1)13-10-11-7-4-8-12-10/h1-8H,(H,11,12,13)

Upstream product

• 52057-92-8 4-chloro-N-phenylpyrimidin-2-amine 
• 102-52-3 malonaldehydebis(dimethylacetal) 
• 2002-16-6 1-phenylguanidine 
• 7732-18-5 water 
• 109-12-6 2-aminopyrimidine 
• 108-95-2 phenol 
• 945-51-7 1,1'-sulfinylbisbenzene 
• 139-66-2 diphenyl sulfide 
• 98-80-6 phenylboronic acid 
• 1722-12-9 2-chloropyrimidine 
• 106-40-1 4-bromo-aniline 
• 591-50-4 iodobenzene 
• 108-86-1 bromobenzene 
• 62-53-3 aniline 

Downstream Products

• 133062-54-1 1,2-dimethyl-4-N-ethylanilinopyrimidin-6-one 
• 84062-63-5 phenyl-(1,4,5,6-tetrahydro-pyrimidin-2-yl)-amine 
• 461702-59-0 N-(4-bromophenylpyrimidin)-2-amine 

Relevant articles and documents

Pyrimidine-directed metal-free C-H borylation of 2-pyrimidylanilines: a useful process for tetra-coordinated triarylborane synthesis

Convenient, easily handled, laboratory friendly, robust approaches to afford synthetically important organoboron compounds are currently of great interest to researchers. Among the various available strategies, a metal-free approach would be overwhelmingl

Predictable site-selective functionalization: Promoter group assistedpara-halogenation ofN-substituted(hetero)aromatics under metal-free condition

Herein, regioselectivepara-C-H halogenation ofN-pyrimidyl (hetero)aromatics through SEAr (electrophilic aromatic substitution) type reaction is disclosed. SEAr type reaction has been utilized for the C5-bromination of indolines (para-selective) withN-bromosuccinimide under metal and additive-free conditions in good to excellent yields. The developed methodology is also applicable for iodination and challenging chlorination. The pyrimidyl group is identified as a reactivity tuner that also controls the regioselectivity. The present method is also applicable for selective halogenation of aniline, pyridine, indole, oxindole, pyrazole, tetrahydroquinoline, isoquinoline, and carbazole. DFT studies such as Fukui nucleophilicity and natural charge maps also support the observedp-selectivity. Post-functionalization of the title compound into the corresponding arylated, olefinated, and dihalogenated products is achieved in a one-pot, two-step fashion. Late-stage C-H bromination was also executed on drug/natural molecules (harmine, etoricoxib, clonidine, and chlorzoxazone) to demonstrate the applicability of the developed protocol.

A Novel Modified Cross-Coupling of Phenols and Amines Using Dichloroimidazolidinedione (DCID)

Phenols are considered as an ideal alternative to aryl halides as coupling partners in cross-coupling reactions. In the present work a copper-catalyzed cross-coupling of phenols with various aromatic and aliphatic amines for the synthesis of secondary aryl amines using dichloroimidazolidinedione (DCID) as a new and efficient activating agent has been developed. Substituted phenols were compatible with the standard reaction conditions. The two proposed mechanisms, which are based on the oxidation addition of copper with Ar-OMCID (MCID: Monochloroimidazolidinedione), are also discussed.