C(O[C:5](=[O:7])[CH3:6])(=O)C.[CH3:8][C:9]1[CH:15]=[C:14]([I:16])[C:13]([CH3:17])=[CH:12][C:10]=1[NH2:11].C([O-])(=O)C.[K+].C(O[N:29]=O)CC(C)C>C1C=CC=CC=1>[C:5]([N:11]1[C:10]2[C:9](=[CH:15][C:14]([I:16])=[C:13]([CH3:17])[CH:12]=2)[CH:8]=[N:29]1)(=[O:7])[CH3:6]Acetic acid anhydride (6.9 mL, 72 mmol) was added to a slurry of 2,5-dimethyl-4-iodoaniline (6.0 g, 24 mmol) and potassium acetate (2.4 g, 24 mmol) in benzene (50 mL). The mixture was heated to 80° C. and isopentylnitrit (4.8 mL, 36 mmol) was added during 20 min. The mixture was stirred at 80° C. overnight, then cooled and filtered. The filtrate was evaporated and purified by column chromatography (SiO2, dichloromethane). Product containing fractions were pooled and concentrated. The subtitle compound (1.5 g, 21%) was obtained as crystals from ethyl acetate.
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