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151870-45-0

6-(4-chloro-3-nitrophenyl)-5-methyl-2,3,4,5-tetrahydropyridazin-3-one synthesis

4synthesis methods
6-(4-chloro-3-nitrophenyl)-5-methyl-2,3,4,5-tetrahydropyridazin-3-one

151870-45-0
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Yield:151870-45-0 95%

Reaction Conditions:

with hydrazine hydrate;acetic acid at 30 - 100;Inert atmosphere;

Steps:

Preparation of 6-(4-chloro-3-nitrophenyl)-5-methyl-4,5-dihydro-2H-pyridazin-3-one (6)

To a solution of 5 (80 g, 311.2 mmol) in acetic acid (500 mL), hydrazine hydrate (16.3 g, 326.7 mmol) was added in a drop-wise manner at 30 °C. Then, the temperature of mixture was slowly raised to 100 °C. The mixture was stirred for 4.5 h at this temperature, while the reaction was monitored by TLC. At the end of the reaction, the mixture was cooled to room temperature and poured into ice-water (3 L) with stirring. The insoluble product was filtered, washed with water (200 mL × 4) and dried. Yield: 79 g, (95 %), m.p.: 192-195 °C. (lit33 m.p.= 188-190 °C).

References:

Reddy, S. Shashidhar;Vineel, B. George;Venkataiah;Naidu;Dubey [Asian Journal of Chemistry,2015,vol. 27,# 10,p. 3633 - 3638]