3-Chloro-6-iodopyridazine
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3-Chloro-6-iodopyridazine
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CAS No:
135034-10-5
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Formula:
C4H2ClIN2
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Chemical Name:
3-Chloro-6-iodopyridazine
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Synonyms:
3-Chloro-6-Iodopyridazine;PYRIDAZINE, 3-CHLORO-6-IODO-;MFCD08275187;ACMC-1CG9B;KSC169S6D;SCHEMBL286774;CTK0G9961;3-chloranyl-6-iodanyl-pyridazine;DTXSID40572594;ACT11017
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CAS No:
Characteristics
25.8
1.5
Solid
2.187±0.06 g/cm3(Predicted)
118-120°
327.7±22.0 °C(Predicted)
152.0±22.3 °C
1.653
Slightly soluble in water.
Safety Information
IRRITANT
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
H315
|Warning|H302 (50%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 2 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
3-Chloro-6-iodopyridazine Use and Manufacturing
3-chloro-6-iodo-pyridazine (103); A mixture of 3, 6-dichloropyridazine (46) (2 g, 13.42 mmol), of sodium iodide (2 g, 13.42 mmol), and hydroiodic acid (10 mL) in an argon atmosphere heated at 40° C. for 4 hours. After return to room temperature the reaction medium is poured onto ice, a concentrated sodium solution is added and the mixture is stirred for 10 minutes. The solution is then extracted with DCM. The organic phase is washed with water, dried over NaThe intermediate, ethyl (E)-3-{3-[3'-(l-adamantyl)-4'-hydroxyphenyl]-6-pyridazinyl}-2- propenoate, was prepared as follows.; a) 3-ChIoro-6-iodopyridazine.; The reported procedure (Goodman, A. J. et al., Tetrahedron, 1999, 55, 15067-15070) was followed. A suspension of 3, 6-dichloropyridazine (2) (5, 000 g, 33.56 mmol), Nal (6.75 g, 45.0 mmol) and HI (55percent to 58percent, 25 mL) was stirred at 44 °C (oil-bath) under argon for 23 h, cooled to room temperature, and quenched with cone. NaOH to pH 12, then stirred for 10 min and extracted with CHA mixture of 3, 6-dichloropyridazine (10 g, 67 mmol), sodium iodide (13.5 g, 90 mmol), and 45percent aq. H1 (60 mmol) was stirred at 40° C. for 4 h. Dichloropyridazine (5.0 g, 32.9 mmol) was dissolved in 24 mL 47percent hydriodic acid. Sodium iodide (6.4 g, 42.8 mmol) was added and the mixture was stirred at 40 °C for 24 h. The thick yellow suspension was cooled and poured onto a mixture of crushed ice (100 g) and cone, sodium hydroxide solution (30 mL). The product was extracted with dtchloromethane and the organic layers were concentrated i.V. The residue was taken up into a small amount of diethyl ether. The title compound could be crystallized by the addition of petroleum ether. Yield: 6.50 g (27.0 mmol, 82 percent). A: Step a. To a stirred solution of Step-a: Synthesis of tert-butyl (2-((6-iodopyridazin-3-yl)oxy)ethyl)carbamate Into a 500-mL 3-necked round-bottom flask was placed Under argon, To a stirred solution of Intermediate 2 (0.25 g, 0.8 mmol) in dry DMF (5 mL), TEA (0.36 ml, 2.85 mmol) and
Computed Properties
Molecular Weight:240.43
XLogP3:1.5
Hydrogen Bond Acceptor Count:2
Exact Mass:239.89512
Monoisotopic Mass:239.89512
Topological Polar Surface Area:25.8
Heavy Atom Count:8
Complexity:80.4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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