ChemicalBook CAS DataBase List 6-(4-Aminophenyl)-4,5-dihydro-5-methyl-3(2H)-pyridazinone

6-(4-Aminophenyl)-4,5-dihydro-5-methyl-3(2H)-pyridazinone synthesis

12synthesis methods

Product Name:6-(4-Aminophenyl)-4,5-dihydro-5-methyl-3(2H)-pyridazinone
CAS Number:36725-28-7
Molecular formula:C11H13N3O
Molecular Weight:203.24

4-(4-aMinophenyl)-3-Methyl-4-oxobutanoic acid hydrochloride

120757-13-3
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6-(4-Aminophenyl)-4,5-dihydro-5-methyl-3(2H)-pyridazinone

36725-28-7
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$5.00/100mg

Yield:36725-28-7 65%

Reaction Conditions:

with hydrazine hydrate at 80; for 18 h;

Steps:

6-(4-aminophenyl)-5-methyl-4, 5-dihydropyridazin-3(2H )-one

To a solution of Intermediate 3, 2.69 g (11.04 minol), in ethanol, 70 mL, was added hydrazine hydrate, 1.40 mL (28.7 minol), the reaction was heated at 8000 for 18 hours. The reaction wasconcentrated under vacuum and triturated with ethyl acetate to give the desired product Intermediate 7, 1.46 g (65%).1H NMR (300 MHz, CD3OD): 6 [ppm] = 1.13 (d, 3H), 2.33 (d, IH), 2.66 (dd, IH), 3.28-3.40 (m, IH), 6.68 (d, 2H), 7.56 (d, 2H).UPLC-MS (Method 3): R = 0.47 min., 100%. MS (ESIpos): m/z (M÷H) 204.

References:

WO2018/86703,2018,A1 Location in patent:Page/Page column 204

101328-84-1 Synthesis