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Acetic Acid → 1-Phenyl-4-(cyclohexyl-sulfinyl)-5-chloropyridazin-6-one

HRID 620135
Notes
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Reaction equation

HRID 620135 reaction equation
OO.[C:3]1([N:9]2[C:14](=[O:15])[C:13]([Cl:16])=[C:12]([S:17][CH:18]3[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]3)[CH:11]=[N:10]2)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.C(O)(=[O:26])C>O>[C:3]1([N:9]2[C:14](=[O:15])[C:13]([Cl:16])=[C:12]([S:17]([CH:18]3[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]3)=[O:26])[CH:11]=[N:10]2)[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 784Hydrogen PeroxideHCID 132094401-Phenyl-4-(cyclohexylthio)-5-chloropyridazin-6-one

Product 1

HCID 132094411-Phenyl-4-(cyclohexyl-sulfinyl)-5-chloropyridazin-6-one

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

5.1 parts by volume of 30% strength by weight hydrogen peroxide were added dropwise to a solution of 16 parts by weight of 1-phenyl-4-(cyclohexylthio)-5-chloropyridazin-6-one in 100 parts by volume of glacial acetic acid, and stirring was continued for 12 hours at 60° C. The reaction mixture was then stirred into 1,000 parts by volume of water, and the precipitate was filtered off under suction, washed with water and dried under reduced pressure. 16.3 parts by weight of 1-phenyl-4-(cyclohexyl-sulfinyl)-5-chloropyridazin-6-one of melting point 128°-130° C. were obtained (compound No.1).

Workup

  1. filtrationthe precipitate was filtered off under suction
  2. washwashed with water
  3. customdried under reduced pressure

Sources & evidence

ORD record
ord-baf2a870b9c5475b8f30640d976a63dc
Source dataset
uspto-grants-1989_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04820704

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes