110651-92-8

104515-05-1

110651-92-8

General procedure for the synthesis of 7-chloro-6-nitrothieno[3,2-b]pyridine from the compound (CAS:104515-05-1): A2.2: Synthesis of 6-nitro-7-chlorothieno[3,2-b]pyridine; A2.1 (9.5 g, 48.5 mmol) was suspended in phosphorochloridic acid chloride (100 ml) and the reaction was carried out at reflux for 1 hr (significant dissolution was observed after 45 min). After completion of the reaction, the solvent was removed by distillation under reduced pressure. Toluene (50 mL) was added to the residue and the volatiles were removed by distillation under reduced pressure again. The process was repeated once to give a dark semi-solid product. Dichloromethane (400 mL) and saturated aqueous sodium bicarbonate (400 mL) were added to the product (note: gas escapes during the reaction) and the organic layer was collected by partitioning. The aqueous layer was re-extracted with dichloromethane (100 mL). The organic layers were combined, washed with deionized water (200 mL), dried over anhydrous sodium sulfate, decolorized by the addition of activated carbon, and filtered through diatomaceous earth. Concentration of the organic phase gave 9.7 g (93% yield) of the target product A2.2. Mass spectrometry results: m/z 214 ([M + H]+, 100%), 216 ([M + H]+, 35%).