[CH3:1][O:2][C:3](=[O:14])[C:4]1[CH:9]=[C:8]([N+:10]([O-:12])=[O:11])[C:7](Cl)=[N:6][CH:5]=1.C(N(CC)CC)C.[CH3:22][O:23][C:24](=[O:27])[CH2:25][SH:26]>ClCCl>[CH3:1][O:2][C:3](=[O:14])[C:4]1[CH:9]=[C:8]([N+:10]([O-:12])=[O:11])[C:7]([S:26][CH2:25][C:24]([O:23][CH3:22])=[O:27])=[N:6][CH:5]=1A solution of 6-chloro-5-nitro-nicotinic acid methyl ester (1.0 g) [prepared as described by A. H. Berrie et al. J. Chem. Soc. 2590–2594 (1951)] in dichloromethane (10 ml) containing triethylamine (0.76 ml) was treated with mercapto-acetic acid methyl ester (0.44 ml) and the solution was stirred at room temperature for 1 hour and evaporated to dryness. Sodium bicarbonate solution was added and the mixture was extracted with dichloromethane, dried (anhydrous sodium sulfate) and evaporated to afford a solid (1.0 g).
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