Hydrochloric Acid → 6-(3-chloro-indole-2-sulfonyl)-2H-pyridazin-3-one

HRID 1369481Notes

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]([C:20]=2[Cl:21])=[CH:18][CH:17]=[CH:16][CH:15]=3)(=[O:11])=[O:10])=[CH:7][CH:8]=1.Cl>O1CCOCC1>[Cl:21][C:20]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[NH:13][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-(3-chloro-indole-2-sulfonyl)-pyridazine (0.34 mmol, 110 mg), conc. HCl (1 mL), and dioxane (3 mL) was heated at 100° C. for 2 hours. The reaction mixture was cooled and evaporated to dryness. The dried residue was triturated with water (10 mL), and filtered to obtain 6-(3-chloro-indole-2-sulfonyl)-2H-pyridazin-3-one (99%, 108 mg); mp 250° C.

Workup

temperatureThe reaction mixture was cooled
customevaporated to dryness
customThe dried residue was triturated with water (10 mL)
filtrationfiltered

Sources & evidence

ORD record: ord-47f5abc680ff46bf9bc4816fe9ea0117
Source dataset: uspto-grants-2003_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06579879B2

Reaction notes

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