Hydrochloric Acid → 6-(1H-indole-2-sulfonyl)-2,3-dihydropyridazin-3-one

HRID 1369461Notes

Reaction equation

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

Participants

Conditions

Temperature: 100 °C

Procedure

A mixture of 3-methoxy-6-(indole-2-sulfonyl)-pyridazine (0.58 mmol, 290 mg), conc. HCl (0.5 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-(indole-2-sulfonyl)-2H-pyridazin-3-one was collected and dried (83%, 133 mg); mp 248° C.-249° C.

Workup

temperatureThe reaction mixture was cooled
customevaporated to dryness
additionWater (10 mL) was added to the residue
customthe resulting solid, 6-(indole-2-sulfonyl)-2H-pyridazin-3-one was collected
customdried (83%, 133 mg)

Sources & evidence

ORD record: ord-44ac44fb91c64f5c8c7d7fc310323e74
Source dataset: uspto-grants-2003_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06579879B2

Reaction notes

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