Hydrochloric Acid → 6-(pyrrole-1-sulfonyl)-2H-pyridazin-3-one

HRID 22755Notes

Reaction equation

HRID 22755 reaction equation
C[O:2][C:3]1[N:4]=[N:5][C:6]([S:9]([N:12]2[CH:16]=[CH:15][CH:14]=[CH:13]2)(=[O:11])=[O:10])=[CH:7][CH:8]=1.Cl>O1CCOCC1>[N:12]1([S:9]([C:6]2[CH:7]=[CH:8][C:3](=[O:2])[NH:4][N:5]=2)(=[O:11])=[O:10])[CH:16]=[CH:15][CH:14]=[CH:13]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 120717773-Methoxy-6-(pyrrole-1-sulfonyl)-pyridazine

Product 1

HCID 120717786-(pyrrole-1-sulfonyl)-2H-pyridazin-3-oneYield 70.5%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 3-methoxy-6-(pyrrole-1-sulfonyl)-pyridazine (0.46 mmol, 112 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. Water (10 mL) was added to the residue and the resulting solid was collected to obtain 6-(pyrrole-1-sulfonyl)-2H-pyridazin-3-one (69%, 73 mg); mp 140° C.-145° 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 was collected

Sources & evidence

ORD record
ord-d6df9f13005845469ba547fb8e3412a5
Source dataset
uspto-grants-2005_02
Patent number
US06849629B2

Reaction notes

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