| Identification | Back Directory | [Name]
6-Chloropyridazin-3-ol | [CAS]
19064-67-6 | [Synonyms]
Nsc75071
3-Chloro-6-pyridazone
6-Chloropyridazin-3-ol
6-Chloro-3-pyridazinol
6-Chloropyridazine-3-ol
6-Chloropyridazin-3(2H)-one
3-chloro-1H-pyridazin-6-one
3-Chloro-6-hydroxypyridazine
3-Hydroxy-6-chloropyridazine
6-Chloro-3-hydroxypyridazine
6-Chloro-3-hydroxypyridaz...
3(2H)-pyridazinone, 6-chloro-
6-Chloro-3(2H)-pyridazinone >
6-Chloro-3(2H)-pyridazinone
6-Chloropyridazin-3-ol ISO 9001：2015 REACH | [Molecular Formula]
C4H3ClN2O | [MDL Number]
MFCD00233955 | [MOL File]
19064-67-6.mol | [Molecular Weight]
130.53 |
| Chemical Properties | Back Directory | [Melting point ]
140.0 to 144.0 °C | [density ]
1.55±0.1 g/cm3(Predicted) | [storage temp. ]
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 |
| Hazard Information | Back Directory | [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 |
|
|