1-(2,6-dichloropyridin-4-yl)methanamine

1-(2,6-dichloropyridin-4-yl)methanamine - Names and Identifiers

Name	2,6-Dichloropyridine-4-methylamine
Synonyms	4-Aminomethyl-2,6-dichloropyridine 2,6-DICHLOROPYRIDINE-4-METHYLAMINE 2,6-dichloro-4-Pyridinemethanamine 4-AMINOMETHYL-2,6-DICHLOROPYRIDINE 2,6-Dichloropyridine-4-methylamine (2,6-dichloropyridin-4-yl)methylamine (2,6-Dichloropyridin-4-yl)MethanaMine 1-(2,6-dichloropyridin-4-yl)methanamine (2,6-Dichloropyridin-4-yl)MethanaMine hydrochloride (2,6-Dichloropyridin-4-yl)methylamine, 2,6-Dichloroisonicotinylamine
CAS	88579-63-9
InChI	InChI=1/C6H6Cl2N2/c7-5-1-4(3-9)2-6(8)10-5/h1-2H,3,9H2

1-(2,6-dichloropyridin-4-yl)methanamine - Physico-chemical Properties

Molecular Formula	C6H6Cl2N2
Molar Mass	177.03
Density	1.399g/cm³
Boling Point	291.912°C at 760 mmHg
Flash Point	130.344°C
Vapor Presure	0.002mmHg at 25°C
Storage Condition	under inert gas (nitrogen or Argon) at 2–8 °C
Refractive Index	1.588

1-(2,6-dichloropyridin-4-yl)methanamine - Reference Information

Application

2, 6-dichloropyridine-4-methylamine can be used as an intermediate in pharmaceutical synthesis, can be prepared from 4-(hydroxymethyl)-2, 6-dichloropyridine as a reaction raw material, and can be used to prepare sulfonamide compounds, which have significant agricultural and horticultural insecticidal, acaricidal, nematicidal and bactericidal activities.

Preparation

1) 0.95 g4-(hydroxymethyl)-2, 6-dichloropyridine and 326mg sodium azide were added to 5.00mL of N,N-dimethylformamide, and the mixture was stirred at 70°C. Concentrate the reaction solution, add water to the residue, and extract the mixture with chloroform. The organic layer was dried with sodium sulfate, the sodium sulfate was filtered out, and the organic layer was concentrated to obtain 810mg of azide. 2) Add 1.35g of azide and 1.94g of triphenylphosphine obtained in the above steps to 30.00mL of tetrahydrofuran and 3.00mL of water, and stir the mixture overnight at room temperature. The reaction solution was concentrated and the residue was purified by silica gel rapid chromatography (elution with methanol-chloroform) using a rapid automatic purifier (Biotage AB/Isolera TM) to obtain 220mg of the 2,6-dichloropyridine-4-methylamine compound.

Last Update：2024-04-09 19:05:04