80 hz 1h 8 01 7 96 m 1h 7 83 7 79 m 1h 7 51 7 44 m 1h 6 65 6 63 d j 5 76 hz 1h ppm a mixture of acid 14 0 50 g 1 53 mmol and thionyl chloride 3 0 ml was refluxed for 15 hours until a pale yellow solution is obtained the excess thionyl chloride was removed by vacuum aspiration the residue was then dissolved in nitrobenzene 5 0 ml followed with the addition of aluminium chloride 1 02 g 7 65 mmol portionwise over the course of 30 minutes at room temperature this dark red solution was heated in an oil bath at 100 u00b0 c for 5 hours and poured on ice the excess nitrobenzene was removed by steam distillation and the precipitate obtained was filtered and washed with ligroin the residue was collected and dried in a vacuum oven to give the desired compound 15 227 mg 65 based on the unreacted starting material 1 h nmr 300 mhz dmso u03b4 9 34 s 1h 8 77 d j 5 52 hz 1h 8 21 m 1h 8 09 7 94 m u2014 h 7 48 7 39 m 1h ppm a mixture of compound 15 125 mg 0 41 mmol in anhydrous dmf 0 5 ml was treated with n 2 diethylaminoethyl hydrazine 106 mg 0 81 mmol and the mixture was heated at 70 u00b0 c for 2 hours upon cooling to room temperature water was added the aqueous mixture was extracted using dichloromethane 2 u00d7.