HCID 15020473, compound → HCID 15020474, compound

HRID 973945Notes

Reaction equation

HRID 973945 reaction equation
C([O-])(=[S:3])C.[K+].[CH2:6]([CH:8]1[CH:12]([CH2:13][C:14]2[N:15]=[N:16][CH:17]=[CH:18][CH:19]=2)[CH2:11]N[C:9]1=[O:20])[CH3:7]>CN(C)C=O>[CH2:6]([CH:8]1[CH:12]([CH2:13][C:14]2[N:15]=[N:16][CH:17]=[CH:18][CH:19]=2)[CH2:11][S:3][C:9]1=[O:20])[CH3:7]

Participants

4

Reactant 2

HCID 15020473HCID 15020473, compoundHCID 23670855Potassium ethanethioate

Product 1

HCID 15020474HCID 15020474, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Potassium thioacetate (3.3 g, 0.029 mol) and 3.0 g (0.0145 mol) of 3-ethyl-4-(3-pyridazinylmethyl)-2-pyrrolidinone (Example 1) are stirred for 6 hours at 150° C. in 50 mL of dimethylformamide. After cooling and evaporating the solvent, the residue is dissolved in 95% methylene chloride/methanol, washed twice with saturated sodium bicarbonate solution and once with water. After drying the organic phase with sodium sulphate, the mixture is filtered and concentrated by evaporation. The product is purified by chromatography in silica gel to give the title compound.

Workup

  1. temperatureAfter cooling
  2. customevaporating the solvent
  3. dissolutionthe residue is dissolved in 95% methylene chloride/methanol
  4. washwashed twice with saturated sodium bicarbonate solution and once with water
  5. dry with materialAfter drying the organic phase with sodium sulphate
  6. filtrationthe mixture is filtered
  7. concentrationconcentrated by evaporation
  8. customThe product is purified by chromatography in silica gel

Sources & evidence

ORD record
ord-9640d73a148f41f08e4d01c8e39f2048
Source dataset
uspto-grants-1991_11
Patent number
US05066663

Reaction notes

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