ChemicalBook CAS DataBase List 6-Chloropyridazin-3-ol

6-Chloropyridazin-3-ol synthesis

8synthesis methods

Product Name:6-Chloropyridazin-3-ol
CAS Number:19064-67-6
Molecular formula:C4H3ClN2O
Molecular Weight:130.53

141-30-0

19064-67-6

General procedure for the synthesis of 3-hydroxy-6-chloropyridazine from 3,6-dichloropyridazine: to a solution of acetic acid/water (5:1, 20 mL) of 3,6-dichloropyridazine (1 g, 0.006759 mol) was added potassium acetate (0.662 g, 0.006759 mol), and the mixture was heated to 140 °C under microwave conditions for 70 min. After completion of the reaction, the reaction flask was cooled and the solvent was removed by vacuum evaporation. Ethyl acetate and water were added to the residue, the layers were separated and the aqueous layer was extracted with ethyl acetate. The organic phases were combined, washed with saturated brine, dried over anhydrous sodium sulfate and concentrated to give 6-chloro-2H-pyridazin-3-one (0.813 g, 92.5% yield). The product was characterized by 1H NMR (CDCl3): δ 6.96 (d, 1H), 7.25 (d, 1H).

141-30-0 Synthesis

141-30-0
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64-17-5 Synthesis

64-17-5
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19064-67-6
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$10.00/1g

Yield:19064-67-6 90%

Reaction Conditions:

Reflux;

Steps:

3 Procedure for the preparation of 6-chloropyridazin-3(2H)-one
In a 50mL round-bottom flask were added a solution of absolute ethanol (10 mL) and dichloropyridazine (1.00 g, 6.71 mmol). The mixture was stirred at reflux of ethanol for 24 h. After cooling down to room temperature, a saturated NH4Cl solution (30 mL) was added and the resulting solution was extracted with CH2Cl2 (330 mL). The combined organic layers were dried over Na2SO4, filtered, and evaporated under vacuum. The crude solid was triturated in petroleum ether, filtered through a Buchner to afford the pure product (0.785 g, 90%).

References:

Sengmany, Stéphane;Lebre, Julie;Le Gall, Ewan;Léonel, Eric [Tetrahedron,2015,vol. 71,# 29,p. 4859 - 4867]

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141-30-0 Synthesis

141-30-0
406 suppliers
$6.00/10g

19064-67-6
195 suppliers
$10.00/1g

References