Hydrochloric Acid → 6-n-Propyl-2-trifluoromethylimidazo[1,2-b]pyridazin-3-ylsulfonamide

HRID 969724Notes

Reaction equation

CN(C)C=[N:4][S:5]([C:8]1[N:12]2[N:13]=[C:14]([CH2:17][CH2:18][CH3:19])[CH:15]=[CH:16][C:11]2=[N:10][C:9]=1[C:20]([F:23])([F:22])[F:21])(=[O:7])=[O:6].Cl>O1CCOCC1>[CH2:17]([C:14]1[CH:15]=[CH:16][C:11]2[N:12]([C:8]([S:5]([NH2:4])(=[O:6])=[O:7])=[C:9]([C:20]([F:23])([F:21])[F:22])[N:10]=2)[N:13]=1)[CH2:18][CH3:19]

Participants

Conditions

Temperature: 90 °C

Procedure

N,N-dimethyl-N′-(6-n-propyl-2-trifluoromethylimidazo[1,2-b]pyridazin-3-ylsulfonyl)formamidine (0.30 g, 0.83 mmol) was dissolved in dioxane (10.0 ml), and to the solution was added concentrated hydrochloric acid (5.0 ml) and stirred at 60° C. for 2 hours, 80° C. for 2 hours and 90° C. for 2 hours. The reaction mixture was concentrated under reduced pressure. To the residues was added water, and adjusted pH to 3 with aqueous 1N sodium hydroxide solution. The precipitated solid was collected by filtration, and washed with water to give the title compound as white crystals. The yield was 0.24 g (94.3%).

Workup

concentrationThe reaction mixture was concentrated under reduced pressure
additionTo the residues was added water
filtrationThe precipitated solid was collected by filtration
washwashed with water

Sources & evidence

ORD record: ord-9e8230d864d94fdfa8e425e483de6f9e
Source dataset: uspto-grants-2007_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07307165B2

Reaction notes

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