Hydrochloric Acid → 6-(5-Chloro-3-ethyl-benzofuran-2-sulfonyl)-2H-pyridazin-3-one

HRID 22745Notes

Reaction equation

HRID 22745 reaction equation
C[O:2][C:3]1[N:4]=[N:5][C:6]([S:9]([C:12]2[O:13][C:14]3[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][C:15]=3[C:16]=2[CH2:17][CH3:18])(=[O:11])=[O:10])=[CH:7][CH:8]=1.Cl>O1CCOCC1>[Cl:23][C:20]1[CH:21]=[CH:22][C:14]2[O:13][C:12]([S:9]([C:6]3[CH:7]=[CH:8][C:3](=[O:2])[NH:4][N:5]=3)(=[O:11])=[O:10])=[C:16]([CH2:17][CH3:18])[C:15]=2[CH:19]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 11573912HCID 11573912, compound

Product 1

HCID 116097686-(5-Chloro-3-ethyl-benzofuran-2-sulfonyl)-2H-pyridazin-3-one

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 3-methoxy-6-(5-chloro-3-ethyl-benzofuran-2-sulfonyl)-pyridazine, without further purification, (1.04 mmol, 352 mg), conc. HCl (1.5 mL), and dioxane (3 mL) was heated at 100° C. for 2 hours. The reaction mixture was cooled and evaporated to dryness. Water (10 mL) was added to the residue and the resulting solid, 6-(5-chloro-3-ethyl-benzofuran-2-sulfonyl)-2H-pyridazin-3-one, was collected. (46%, 155 mg); mp 209° C.-210° C.

Workup

  1. temperatureThe reaction mixture was cooled
  2. customevaporated to dryness
  3. additionWater (10 mL) was added to the residue
  4. customthe resulting solid, 6-(5-chloro-3-ethyl-benzofuran-2-sulfonyl)-2H-pyridazin-3-one, was collected

Sources & evidence

ORD record
ord-5a5b8520c8244a2680b80d10cffa423e
Source dataset
uspto-grants-2005_02
Patent number
US06849629B2

Reaction notes

Loading…