3,4,5,6-TETRACHLOROPYRIDAZINE

A mixture of DMF (14.75 mL, 190 mmol) and POCIA mixture of DMF (14.75 mL, 190 mmol) and POCI3 (17.7 mL, 190 mmol) in dry toluene (150 mL) was stirred at rt for 1 h. Then, Intermediate 1-10 (10 g, 48.0 mmol) was added and the reaction mixture was refluxed for 18 h. On cooling, the mixture was poured onto ice water and stirred for 30 min. The organic phase was separated and the aqueous layer was extracted with EtOAc (4 x 200 mL). The combined organic layers were dried (MgS0 ), filtered and concentrated. The residue was purified by column chromatography (cHexane/EtOAc, 15:1 to 10:1) to afford Intermediate 1-11 as a white solid (6.22 g, 60%).HPLC-MS (method 4): Rt= 4.97 min, [M+H]+ m/z 217-219-221-223.3C NMR (300 MHz, CDCI3) delta 137.48, 154.65.Weigh 0.4 g (1.22 mmol) of intermediate 6, 0.044 g (0.20 mmol) of 3, 4, 5, 6-Weigh 0.5 g (1.60 mmol) of intermediate 4, 0.06 g (0.28 mmol) of 3, 4, 5, 6-Weigh 1.02 g (3.55 mmol) of intermediate 2, 0.13 g (0.59 mmol) of 3, 4, 5, 6-2.82 g (10.10 mmol) of 3, 6-di-tert-butylcarbazole was added to a 250 ml three-necked flask, Then, 150 mL of N, N-dimethylformamide was added as a reaction solvent and stirred for 10 min on a magnetic stirrer. Under ice-cooling, 0.49 g (20.19 mmol) of NaH was added portionwise to the reaction flask and stirring was continued for 1 h. 0.50 g (2.30 mmol) of 3, 4, 5, 6-

Molecular Weight:217.9
XLogP3:3
Hydrogen Bond Acceptor Count:2
Exact Mass:217.878609
Monoisotopic Mass:215.881559
Topological Polar Surface Area:25.8
Heavy Atom Count:10
Complexity:108
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes