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

HRID 2101441Notes

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

Participants

Conditions

Temperature: 100 °C

Procedure

A mixture of 3-methoxy-6-(5-chloro-3-methyl-benzofuran-2-sulfonyl)-pyridazine (22.2 mmol, 7.5 g), conc. HCl (5 mL), and dioxane (50 mL) was heated at 100° C. for 2 hours. The reaction mixture was cooled and evaporated to dryness. Water (20 mL) was added to the residue. The resulting precipitate was collected and crystallized from ethanol to obtain the desired product: 6-(5-chloro-3-methyl-benzofuran-2-sulfonyl)-2H-pyridazin-2H-pyridazin-3-one (89%, 6.42 g).

Workup

temperatureThe reaction mixture was cooled
customevaporated to dryness
additionWater (20 mL) was added to the residue
customThe resulting precipitate was collected
customcrystallized from ethanol

Sources & evidence

ORD record: ord-e87f61e3757f4926aa3f2fbceada534f
Source dataset: uspto-grants-2009_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07572910B2

Reaction notes

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