Hydrochloric Acid → 6-(5-chloro-3-methyl-benzofuran-2-sulfenyl)-2H-pyridazin-3-one

HRID 2101439Notes

Reaction equation

HRID 2101439 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([S:10][C:11]3[N:16]=[N:15][CH:14]=[CH:13][CH:12]=3)=[C:7]([CH3:17])[C:6]=2[CH:18]=1.Cl.[O:20]1CCOCC1>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([S:10][C:11]3[CH:12]=[CH:13][C:14](=[O:20])[NH:15][N:16]=3)=[C:7]([CH3:17])[C:6]=2[CH:18]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 225915466-(5-Chloro-3-methyl-benzofuran-2-sulfenyl)-pyridazine

Product 1

HCID 98572586-(5-chloro-3-methyl-benzofuran-2-sulfenyl)-2H-pyridazin-3-oneYield 73%

Procedure

A mixture of 6-(5-chloro-3-methyl-benzofuran-2-sulfenyl)-pyridazine (1.6 mmol, 500 mg), conc. HCl (1 mL), and dioxane (5 mL) was heated at 1000C for 2 hours. The reaction mixture was cooled and evaporated to dryness. Water (10 mL) was added to the residue, and the resulting white precipitate was collected and crystallized from ethanol to obtain the desired product, 6-(5-chloro-3-methyl-benzofuran-2-sulfenyl)-2-H-pyridazin-3-one (73%, 113 mg); mp>240° C.

Workup

  1. temperatureThe reaction mixture was cooled
  2. customevaporated to dryness
  3. additionWater (10 mL) was added to the residue
  4. customthe resulting white precipitate was collected
  5. customcrystallized from ethanol

Sources & evidence

ORD record
ord-18339f14f24142cf95f49efabae35988
Source dataset
uspto-grants-2009_08
Patent number
US07572910B2

Reaction notes

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