ChemicalBook CAS DataBase List 2,4-DICHLORO-3-AMINOPYRIDINE

2,4-DICHLORO-3-AMINOPYRIDINE synthesis

5synthesis methods

Product Name:2,4-DICHLORO-3-AMINOPYRIDINE
CAS Number:173772-63-9
Molecular formula:C5H4Cl2N2
Molecular Weight:163

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Yield: 1.2 g (90%)

Reaction Conditions:

in HCl (conc.);diethyl ether;water

Steps:

37.c EXAMPLE 37
(c) 3-Amino-2,4-dichloropyridine. 2,4-Dichloro-3-nitropyridine (1.5 g, 8 mmol) was dissolved in Et₂O (8 mL). A solution of SnCl₂.2H₂O (18 g, 80 mmol) in HCl (conc.) (18 mL) was added cautiously. The reaction was exothermic upon this addition and the Et₂O boiled off of the solution. The reaction mixture was allowed to stir overnight at room temperature. The solution was cooled to 0° C. in an ice-water bath and the precipitate was collected via filtration. The resulting solid was suspended in distilled H₂O, and the mixture was adjusted to neutral pH by the addition of concentrated NH₄OH at 0° C. The resulting solution was extracted with EtOAc (2*). The combined extracts were washed with brine, dried over MgSO₄, filtered and concentrated in vacuo to afford 1.2 g (90%) of the title compound as a colorless crystalline solid. ¹H NMR (DMSO-d₆; 500 MHz): δ 5.88 (s,2) 7.35 (d, 1, J=5.1), 7.63 (d, 1, J=5.1). MS m/z: 163 (M+1).

References:

Amgen Inc. US6187777, 2001, B1

5975-12-2
221 suppliers
$10.00/1g

173772-63-9
124 suppliers
$11.00/250mg

References