[OH-].[K+].C([O:5][C:6]([CH:8]1[C:20]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[NH:13][C:12]=2[C:11]2[CH:21]=[CH:22][CH:23]=[CH:24][C:10]=2[S:9]1)=[O:7])C.Cl>O.CCO>[CH:21]1[C:11]2[C:12]3[NH:13][C:14]4[C:19]([C:20]=3[CH:8]([C:6]([OH:7])=[O:5])[S:9][C:10]=2[CH:24]=[CH:23][CH:22]=1)=[CH:18][CH:17]=[CH:16][CH:15]=4A solution of KOH (1.64 g, 29 mmol) in water (6 ml) was added to 6,11-dihydro-5-thia-11-aza-benzo[α]fluorene-6-carboxylic acid ethyl ester (2.26 g, 7 mmol) in EtOH (16 ml) and the mixture heated to reflux for 2 hr. The reaction mixture was acidified with 2N HCl and extracted with EtOAc. The organic phase was washed with brine, dried (MgSO4) and evaporated to give 1.65 g (80%) of 6,11-dihydro-5-thia-11-aza-benzo[α]fluorene-6-carboxylic acid as a yellow foam. 1H NMR (DMSO) δ 12.55 (1H, br s), 11.70 (1H, s), 7.74-7.82 (1H, m), 7.00-7.57 (7H, m), 5.17 (1H, s).
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