3,4,5,6-Tetrachloropyridazine

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3,4,5,6-Tetrachloropyridazine manufacturers

3,4,5,6-Tetrachloropyridazine Basic information
Product Name:3,4,5,6-Tetrachloropyridazine
Synonyms:TETRACHLOROPYRIDAZINE;Perchloropyridazine;Pyridazine,3,4,5,6-tetrachloro-;3,4,5,6-Tetrachlorpyridazin;3,4,5,6-Tetrachloropyridazine
CAS:20074-67-3
MF:C4Cl4N2
MW:217.87
EINECS:
Product Categories:
Mol File:20074-67-3.mol
3,4,5,6-Tetrachloropyridazine Structure
3,4,5,6-Tetrachloropyridazine Chemical Properties
Melting point 87-89
Boiling point 353.3±37.0 °C(Predicted)
density 1.761±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
pka-4.31±0.10(Predicted)
AppearanceWhite to yellow Solid
Safety Information
HS Code 2933998090
MSDS Information
3,4,5,6-Tetrachloropyridazine Usage And Synthesis
Synthesis
4,5-DICHLORO-6-NITRO-2,3-DIHYDROPYRIDAZIN-3-ONE

13645-43-7

3,4,5,6-TETRACHLOROPYRIDAZINE

20074-67-3

General procedure for the synthesis of 3,4,5,6-tetrachloropyridazine from 3-hydroxy-4,5-dichloro-6-nitropyridazine: a mixture of DMF (14.75 mL, 190 mmol) and POCl3 (17.7 mL, 190 mmol) in anhydrous toluene (150 mL) was stirred for 1 hour at room temperature. Subsequently, 3-hydroxy-4,5-dichloro-6-nitropyridazine (10 g, 48.0 mmol) was added and the reaction mixture was refluxed for 18 hours. After completion of the reaction, the mixture was cooled, poured into ice water and stirred for 30 minutes. The organic phase was separated and the aqueous layer was extracted with EtOAc (4 x 200 mL). The organic layers were combined, dried over MgSO4, filtered and concentrated. The residue was purified by column chromatography (cHexane/EtOAc, 15:1 to 10:1) to afford 3,4,5,6-tetrachloropyridazine as a white solid (6.22 g, 60% yield).HPLC-MS (Method 4): retention time Rt = 4.97 min, [M + H]+ m/z 217-219-221-223.13C NMR (300 MHz, CDCl3) δ 137.48, 154.65.

References[1] Journal of Heterocyclic Chemistry, 1996, vol. 33, # 6, p. 1915 - 1918
[2] Patent: WO2013/4984, 2013, A1. Location in patent: Page/Page column 71
3,4,5,6-Tetrachloropyridazine Preparation Products And Raw materials
Raw materials4,5-Dichloro-6-nitro-2,3-dihydropyridazin-3-one-->N,N-Dimethylformamide-->Toluene-->trichlorophosphate
Preparation ProductsPyrazine, tetrachloro- -->3,5,6-Trichloropyridazin-4-ylamine
Tag:3,4,5,6-Tetrachloropyridazine(20074-67-3) Related Product Information
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