| Identification | Back Directory | [Name]
3-CHLOROPYRIDAZINE | [CAS]
1120-95-2 | [Synonyms]
3-CHLOROPYRIDAZINE
IFLAB-BB F2124-0406
6-chloro-pyridazine
3-Chloro-1,2-diazine
Pyridazine, 3-chloro-
3-CHLOROPYRIDAZINE ISO 9001：2015 REACH | [EINECS(EC#)]
200-001-2 | [Molecular Formula]
C4H3ClN2 | [MDL Number]
MFCD06801356 | [MOL File]
1120-95-2.mol | [Molecular Weight]
114.53 |
| Chemical Properties | Back Directory | [Melting point ]
35 °C | [Boiling point ]
241.7±13.0 °C(Predicted) | [density ]
1.303±0.06 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2–8 °C | [solubility ]
Chloroform (Very Slightly, Heated, Sonicated), Methanol (Slightly) | [form ]
Solid | [pka]
0.99±0.10(Predicted) | [color ]
Grey to Black | [Stability:]
Unstable in DMSO |
| Hazard Information | Back Directory | [Uses]
3-Chloropyridazine (cas# 1120-95-2) is a useful reagent for the preparation of benzopyran and imidazole derivatives. | [Synthesis]
Step A: 3-(2H)-pyridazinone (5.0 g, 52.0 mmol) was mixed with phosphorus trichloride (17 mL, 179 mmol) and reacted at 85 °C for 4.5 hours. Upon completion of the reaction, the mixture was slowly poured into 400 g of ice-water mixture and the pH was adjusted to >10 with 50% NaOH solution, followed by extraction with ethyl acetate (4×). The organic phases were combined, washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The resulting crude product was purified by silica gel column chromatography (Hak-Pak, eluent ratio 1:1 hexane/ethyl acetate) to afford 3-chloropyridazine (2.8 g, 46% yield). | [References]
[1] Chemistry - A European Journal, 2015, vol. 21, # 21, p. 7858 - 7865
[2] Patent: US6159964, 2000, A
[3] Patent: US2005/250713, 2005, A1. Location in patent: Page/Page column 30
[4] Journal of the American Chemical Society, 1945, vol. 67, p. 60
[5] Journal of the Chemical Society, 1948, p. 2191,2194 |
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