Water → HCID 14671792, compound

HRID 1904233Notes

Reaction equation

HRID 1904233 reaction equation
[C:1]([N:5]1[C:10](=[O:11])[C:9]([Cl:12])=[C:8](Cl)[CH:7]=[N:6]1)([CH3:4])([CH3:3])[CH3:2].[CH:14]([S:17][CH2:18][CH2:19][O:20][C:21]1[CH:28]=[CH:27][C:24]([CH2:25][OH:26])=[CH:23][CH:22]=1)([CH3:16])[CH3:15].[OH-].[K+].O>CN(C)C=O>[C:1]([N:5]1[C:10](=[O:11])[C:9]([Cl:12])=[C:8]([O:26][CH2:25][C:24]2[CH:23]=[CH:22][C:21]([O:20][CH2:19][CH2:18][S:17][CH:14]([CH3:16])[CH3:15])=[CH:28][CH:27]=2)[CH:7]=[N:6]1)([CH3:4])([CH3:3])[CH3:2]

Participants

6

Reactant 4

HCID 962WaterHCID 14797Potassium HydroxideHCID 27822252-Tert-butyl-4,5-dichloro-2,3-dihydropyridazin-3-oneHCID 14671791HCID 14671791, compound

Product 1

HCID 14671792HCID 14671792, compoundYield 55.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In 15 ml of N,N-dimethylformamide were dissolved 1.2 g of 2-t-butyl-4,5-dichloro-3(2H)-pyridazinone and 1.2 g of p-(2-isopropylthioethoxy)benzyl alcohol, and then 0.31 g of powdery potassium hydroxide was added thereto. The resulting mixture was stirred overnight at room temperature, poured into water, extracted with diethyl ether, washed with water, dried over anhydrous sodium sulfate and then freed of the diethyl ether by distillation under reduced pressure. The resulting solid was recrystallized from n-hexane to obtain 1.2 g of the aimed compound, m.p. 82.0°~84.5° C.

Workup

  1. extractionextracted with diethyl ether
  2. washwashed with water
  3. dry with materialdried over anhydrous sodium sulfate
  4. distillationfreed of the diethyl ether by distillation under reduced pressure
  5. customThe resulting solid was recrystallized from n-hexane

Sources & evidence

ORD record
ord-c18cfb0a76f54f588f0bfad0dad4d821
Source dataset
uspto-grants-1989_06
Patent number
US04837217

Reaction notes

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