Ethanol → HCID 22159354, compound

HRID 1089445Notes

Reaction equation

HRID 1089445 reaction equation
[H-].[Na+].[CH2:3]([OH:5])[CH3:4].Cl[C:7]1[N:12]=[N:11][C:10]([C:13]([CH3:17])([CH3:16])[CH2:14][OH:15])=[CH:9][CH:8]=1.[Cl-].[Na+]>CS(C)=O>[CH2:3]([O:5][C:7]1[N:12]=[N:11][C:10]([C:13]([CH3:17])([CH3:16])[CH2:14][OH:15])=[CH:9][CH:8]=1)[CH3:4]

Participants

6

Reactant 4

HCID 702EthanolHCID 5234Sodium ChlorideHCID 24758Sodium hydrideHCID 22159356HCID 22159356, compound

Product 1

HCID 22159354HCID 22159354, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent2×

Procedure

1.6 g (0.053 mol) of 80% strength sodium hydride in white oil are suspended in 50 ml of dimethyl sulfoxide and 2.5 g (0.055 mol) of ethanol are added dropwise at 15°-20° C. After completion of gas evolution, a solution of 1.0 g (0.005 mol) of 2-(6-chloro-pyridazin-3-yl)-2-methylpropanol in 20 ml of dimethyl sulfoxide is allowed to run in and the mixure is warmed to 90°-100° C. for 1.5 hours. After cooling, the mixture is poured into concentrated sodium chloride solution and extracted with ether. After removing the solvent, a yellow oil remains as the crude product. Yield: 0.6 g (61% of theory).

Workup

  1. temperaturemixure is warmed to 90°-100° C. for 1.5 hours
  2. temperatureAfter cooling
  3. extractionextracted with ether
  4. customAfter removing the solvent

Sources & evidence

ORD record
ord-44a6533d255a4a0abbab84bb458359e9
Source dataset
uspto-grants-1990_10
Patent number
US04966902

Reaction notes

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