Sodium Iodide → HCID 59253660, compound

HRID 1258151Notes

Reaction equation

HRID 1258151 reaction equation
[Cl:1][C:2]1[N:3]=[N:4][C:5](Cl)=[C:6]([CH3:9])[C:7]=1[CH3:8].[I-:11].[Na+].I.C(=O)([O-])[O-].[Na+].[Na+].[O-]S([O-])(=S)=O.[Na+].[Na+]>ClCCl.O>[Cl:1][C:2]1[N:3]=[N:4][C:5]([I:11])=[C:6]([CH3:9])[C:7]=1[CH3:8]

Participants

8

Reactant 5

HCID 5238Sodium IodideHCID 10340Sodium CarbonateHCID 24477Sodium ThiosulfateHCID 24841Hydrogen iodideHCID 211875053,6-Dichloro-4,5-dimethylpyridazine

Product 1

HCID 59253660HCID 59253660, compoundYield 77.5%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of D9 (0.2 g, 1.13 mmol), sodium iodide (0.420 g, 2.8 mmol) and hydroiodic acid (57 wt. % in water, 2 ml) was stirred at 120° C. for 10 min., under microwave irradiation. The mixture was then poured into an aqueous saturated solution of sodium carbonate, Na2S2O3, water and dichloromethane. The organic phase was separated, filtered over cotton, and the solvent evaporated in vacuo. The residue was purified by column chromatography (dichloromethane/heptane 1:1 to 8:2) to yield D10 (0.235 g, 77%) as a solid. C6H6ClIN2 requires 268. Found 269 (MH+).

Workup

  1. customThe organic phase was separated
  2. filtrationfiltered over cotton
  3. customthe solvent evaporated in vacuo
  4. customThe residue was purified by column chromatography (dichloromethane/heptane 1:1 to 8:2)

Sources & evidence

ORD record
ord-b225064bb4114fedbe9f66703f800e39
Source dataset
uspto-grants-2013_06
Patent number
US08466153B2

Reaction notes

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