6-Chloropyridazin-3-ol Chemical Properties

Melting point:

140.0 to 144.0 °C

Density 

1.55±0.1 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

soluble in Methanol

form 

powder to crystal

pka

9.80±0.40(Predicted)

color 

White to Almost white

InChI

InChI=1S/C4H3ClN2O/c5-3-1-2-4(8)7-6-3/h1-2H,(H,7,8)

InChIKey

YICPBKWYZXFJNB-UHFFFAOYSA-N

SMILES

C1(=O)NN=C(Cl)C=C1

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

HazardClass 

IRRITANT

HS Code 

2933998090

6-Chloropyridazin-3-ol Usage And Synthesis

Uses

6-Chloropyridazin-3(2h)-one (cas# 19064-67-6) is a useful research chemical.

Synthesis

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).

References

[1] Organic and Biomolecular Chemistry, 2008, vol. 6, # 1, p. 175 - 186
[2] Bioorganic and Medicinal Chemistry, 2017, vol. 25, # 14, p. 3649 - 3657
[3] Organic Letters, 2011, vol. 13, # 2, p. 272 - 275
[4] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 2, p. 1226 - 1229
[5] Patent: WO2007/8144, 2007, A1. Location in patent: Page/Page column 31

6-Chloropyridazin-3-ol(19064-67-6)Related Product Information

• Pyridazine
• Thioridazine
• 2-Chloro-3-hydroxypyridine
• Hydralazine
• Sulfachloropyridazine sodium
• Hydrochlorothiazide
• 3(2H)-Pyridazinone
• Difluorochloromethane
• 3-CHLORO-6-METHOXYPYRIDAZINE
• 6-CHLORO-3-OXO-2,3-DIHYDROPYRIDAZINE-4-CARBOXYLIC ACID
• CHEMBRDG-BB 4000145
• 3-CHLORO-6-ETHOXYPYRIDAZINE
• 3-CHLORO-6-BENZYLOXYPYRIDAZINE
• 6-chloro-5-methyl-2H-pyridazin-3-one
• 3-CHLORO-6-PHENOXYPYRIDAZINE
• 6-Chloropyridazin-3-ol
• BUTTPARK 42\07-44
• BUTTPARK 42\07-41