Potassium Carbonate → 2,5,6,7-Tetrahydro-1-thia-2,6-diaza-cyclopenta[cd]phenalene 1,1-dioxide

HRID 1068563Notes

Reaction equation

C(=O)([O-])[O-].[K+].[K+].[N+]([C:10]1[C:11]2[C:12]3[C:17](=[CH:18][CH:19]=1)[CH2:16][NH:15][CH2:14][C:13]=3[CH:20]=[CH:21][C:22]=2[S:23]([NH2:26])(=[O:25])=[O:24])([O-])=O>CN(C=O)C>[S:23]1(=[O:24])(=[O:25])[C:22]2[CH:21]=[CH:20][C:13]3[CH2:14][NH:15][CH2:16][C:17]4[C:12]=3[C:11]=2[C:10](=[CH:19][CH:18]=4)[NH:26]1

Participants

Conditions

Temperature: 100 °C

Procedure

Potassium carbonate (15 mmol) is added to a solution of 7-nitro-2,3-dihydro-1H-Benz[de]isoquinoline-6-sulfonic acid amide (3 mmol) in anhydrous DMF (30 mL). The resulting solution is stirred at 100° C. for 12 hours then partitioned between ethyl acetate and water. The organic layer is dried over magnesium sulfate and concentrated to afford the title compound. The crude product can be purified by recrystallization or chromatography.

Workup

customthen partitioned between ethyl acetate and water
dry with materialThe organic layer is dried over magnesium sulfate
concentrationconcentrated

Sources & evidence

ORD record: ord-b828aa2a11a24131808d2991bdee17e2
Source dataset: uspto-grants-2001_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06251890B1

Reaction notes

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