280116-82-7

Basic information

• Product Name: N-benzyl-5-chloropyridin-2-amine
• Synonyms: N-benzyl-5-chloropyridin-2-amine;2-PYRIDINAMINE, 5-CHLORO-N-(PHENYLMETHYL)-;5-CHLORO-N-(PHENYLMETHYL)-2-PYRIDINAMINE
• CAS NO: 280116-82-7
• Molecular Formula: C₁₂H₁₁ClN₂
• Molecular Weight: 218.686
• Mol File: 280116-82-7.mol
• Article Data: 8

Chemical Properties

• Melting Point: 114-115.2 °C
• Boiling Point: 357.4±27.0 °C(Predicted)
• Appearance: /
• Density: 1.251±0.06 g/cm3(Predicted)
• PKA: 4.88±0.10(Predicted)
• CAS DataBase Reference: N-benzyl-5-chloropyridin-2-amine(CAS DataBase Reference)
• NIST Chemistry Reference: N-benzyl-5-chloropyridin-2-amine(280116-82-7)
• EPA Substance Registry System: N-benzyl-5-chloropyridin-2-amine(280116-82-7)

Safety Data

• Hazardous Substances Data: 280116-82-7(Hazardous Substances Data)

Upstream product

• 1072-98-6 5-chloro-2-pyridylamine 
• 108-88-3 toluene 
• 100-51-6 benzyl alcohol 
• 172617-53-7 pyridinium N-(5'-chloropyridin-2'-yl)aminide 
• 100-52-7 benzaldehyde 
• 100-39-0 benzyl bromide 

Relevant articles and documents

Copper-catalyzed direct amination of benzylic hydrocarbons and inactive aliphatic alkanes with arylamines

A new synthetic method toward direct C-N bond formation through saturated C-H amination of benzylic hydrocarbons and inactive aliphatic alkanes with primary aromatic amines under an inexpensive catalyst/oxidant (Cu/DTBP) system has been developed. Both aminopyridines and anilines could react smoothly with primary and secondary benzylic C-H substrates or cyclohexane to form the corresponding aromatic secondary amines in moderate to good yields. This protocol has the advantages of wide functional group tolerance and use of readily available raw materials.

Bidentate geometry-constrained iminopyridyl nickel-catalyzed synthesis of amines or imines via borrowing hydrogen or dehydrogenative condensation

The efficient Ni-catalyzed N-alkylation of various anilines with alcohols via borrowing hydrogen is reported using a bidentate geometry-constrained iminopyridyl nickel complex as the catalyst. Substituted benzylic alcohols and short/long chain aliphatic alcohols could be applied as the alkylation sources to couple with aromatic and heteroaromatic amines to give a diverse set of N-alkylation outcomes in moderate to excellent yields. The nickel catalytic system was also suitable for aliphatic amines, selectively delivering the corresponding imines via an acceptorless dehydrogenative condensation strategy.

Efficient and practical catalyst-free-like dehydrative N-alkylation of amines and sulfinamides with alcohols initiated by aerobic oxidation of alcohols under air

We developed simple and practical N-alkylation reactions of amines and sulfinamides with primary and secondary alcohols by using only catalytic amounts of air as the initiator without adding any external catalysts. This method has advantages of simple conditions, easy operation, and comparatively wider scope of substrates, providing an efficient and green catalyst-free-like alcohol-based dehydrative N-alkylation method. Mechanistic studies revealed that air initiated the reactions by aerobic oxidation of the alcohols to the key initiating aldehydes or ketones in the presence of bases.