Sodium Iodide → HCID 23013781, compound

HRID 1821680Notes

Reaction equation

HRID 1821680 reaction equation
[I-].[Na+].C[Si](Cl)(C)C.[C:8]([C:12]1[CH:31]=[CH:30][CH:29]=[CH:28][C:13]=1[O:14][C:15]1[N:16]=[N:17][C:18]([Cl:27])=[C:19]([Si](C)(C)C)[C:20]=1[O:21][CH3:22])([CH3:11])([CH3:10])[CH3:9]>C(#N)C>[C:8]([C:12]1[CH:31]=[CH:30][CH:29]=[CH:28][C:13]=1[O:14][C:15]1[N:16]=[N:17][C:18]([Cl:27])=[CH:19][C:20]=1[O:21][CH3:22])([CH3:11])([CH3:9])[CH3:10]

Participants

5

Reactant 3

HCID 5238Sodium IodideHCID 6397ChlorotrimethylsilaneHCID 22940220HCID 22940220, compound

Product 1

HCID 23013781HCID 23013781, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

0.17 g (1.1 mmol) of sodium iodide, 0.14 mL (1.1 mmol) of trimethylsilyl chloride and acetonitrile (3.5 mL) were mixed, and to the mixture was added with stirring 340 mg (0.932 mmol) of 3-(2-tert-butylphenoxy)-6-chloro-4-methoxy-5-(trimethylsilyl)pyridazine obtained in (1), and the resulting mixture was stirred at room temperature for 1 hour and 35 minutes. The reaction mixture was poured into a saturated aqueous sodium sulfite solution, and ice-cold diluted hydrochloric acid was added to the mixture. The mixture was extracted with ethyl acetate, the organic layers were combined and washed with brine. The solvent was removed, and the residue was purified by silica gel column chromatography to obtain 275 mg (0.783 mmol, Yield: 84.0%) of 3-(2-tert-butylphenoxy)-6-chloro-5-(trimethylsilyl)-4-pyridazinol (Compound No. 2405).

Workup

  1. additionto the mixture was added

Sources & evidence

ORD record
ord-7907dab034ef4ad9921b8c0637361f1a
Source dataset
uspto-grants-2009_10
Patent number
US07608563B2

Reaction notes

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