anilinothiourea

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 1-phenylthiosemicarbazide (25 g), ethanol (180 ml) and ethyl chloroformate (17 ml) was heated under reflux with stirring for 30 minutes. The mixture was cooled to room temperature and the solid was filtered, washed with ethanol and then with ether to give 28.9 g of the desired product. was heated under reflux the solid was filtered washed with ethanol

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 1-phenylthiosemicarbazide (25 g), ethanol (180 ml) and ethyl chloroformate (17 ml) was heated under reflux with stirring for 30 minutes. The mixture was cooled to room temperature and the solid was filtered, washed with ethanol and then with ether to give 28.9 g of the desired product. was heated under reflux the solid was filtered washed with ethanol

Conditions: temp:90.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 66 mg (1.2 mmol) of 1-phenylthiosemicarbazide is added to a suspension of 124 mg (0.33 mmol) of 8-(2-bromo-acetyl)-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-ethyl carboxylate in 3.5 mL of ethanol. The mixture is stirred at 90° C. for 6 hours then the mixture is cooled to room temperature. The solvent is evaporated, then the product is purified by preparative LCMS. After drying, 62 mg (42%) of 4-oxo-8-[2-(N′-phenyl-hydrazino)-thiazol-4-yl]-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-ethyl carboxylate is obtained in the form of a beige solid. the mixture is cooled to room temperature The solvent is evaporated the product is purified by preparative LCMS After drying

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 1-phenylthiosemicarbazide (25 g), ethanol (180 ml) and ethyl chloroformate (17 ml) was heated under reflux with stirring for 30 minutes. The mixture was cooled to room temperature and the solid was filtered, washed with ethanol and then with ether to give 28.9 g of the desired product. was heated under reflux the solid was filtered washed with ethanol