S(S([O-])=O)([O-])=[O:2].[Na+].[Na+].[N+](NC1C=CC=CC=1)([O-])=O.[CH2:19]([S:21][CH2:22][C:23]1[CH:36]=[CH:35][C:26]2[NH:27][C:28]([NH:30][C:31](=[O:34])[O:32][CH3:33])=[N:29][C:25]=2[CH:24]=1)[CH3:20].CO>C(O)C.O.[OH-].[NH4+].C(O)(=O)C>[CH2:19]([S:21]([CH2:22][C:23]1[CH:36]=[CH:35][C:26]2[NH:27][C:28]([NH:30][C:31](=[O:34])[O:32][CH3:33])=[N:29][C:25]=2[CH:24]=1)=[O:2])[CH3:20]To the residue dissolved in 100 ml 95% ethanol is added sodium dithionite (9.4 g, 54 mmol) dissolved in 60 ml water and 15 ml concentrated ammonium hydroxide. After refluxing for 5 minutes, portions of sodium dithionite (1 g in 10 ml water and 2 ml ammonium hydroxide) are added until the orange nitroaniline color disappears. The reaction mixture is reduced to one-half volume by evaporation, basified with 20 ml 10% sodium hydroxide, and extracted with chloroform (X 5). The chloroform washings are dried (Na2SO4) and evaporated. The residue, 3.3 g (16.1 mmol) of the thiopseudourea from Example 1, part D, 6 drops of acetic acid, and 50 ml of methanol are refluxed for 2 hours. After stirring overnight at room temperature, the product crystallizes out, is filtered off and digested with 50 ml hot methanol to yield the title compound, 2.77 g, m.p. 228°-235°(d).
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