ChemicalBook CAS DataBase List 2-fluoro-5-((4-oxo-3,4-dihydrophthalazin-1-yl)Methyl)benzoic acid

2-fluoro-5-((4-oxo-3,4-dihydrophthalazin-1-yl)Methyl)benzoic acid synthesis

5synthesis methods

Product Name:2-fluoro-5-((4-oxo-3,4-dihydrophthalazin-1-yl)Methyl)benzoic acid
CAS Number:763114-26-7
Molecular formula:C16H11FN2O3
Molecular Weight:298.27

2-fluoro-5-((4-oxo-3,4-dihydrophthalazin-1-yl)Methyl)benzoic acid can be used as a pharmaceutical intermediate,it can be synthesised by 2-fluoro-5-(3-oxo-1,3-dihydroisobenzofuranylidene methyl)benzonitrile with sodium hydroxide,with hydrazine hydrate in water at 70.

763114-25-6 Synthesis

2-Fluoro-5-((3-oxoisobenzofuran-1(3H)-ylidene)methyl)benzonitrile

763114-25-6
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2-fluoro-5-((4-oxo-3,4-dihydrophthalazin-1-yl)Methyl)benzoic acid

763114-26-7
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$6.00/250mg

Yield:763114-26-7 93.69%

Reaction Conditions:

Stage #1:2-fluoro-5-(3-oxo-1,3-dihydroisobenzofuranylidene methyl)benzonitrile with sodium hydroxide in water at 90; for 1 h;
Stage #2: with hydrazine hydrate in water at 70; for 18 h;

Steps:

1.1
To a 100 mL round-bottomed flask with a reflux condenser, 2.10 g (0.008 mol) of III was added in sequence, 20 mL of water was added, and the mixture was stirred to make a suspension. The bath was heated to 90 ° C and reacted for 1 h. It was left to cool to 70 ° C., 5.40 mL (0.094 mol) of hydrazine hydrate was added dropwise, and the reaction was maintained at 70 ° C. for 18 h. After the reaction, the reaction solution was left to cool to room temperature. The reaction solution was poured into 20 mL of ice water. The pH was adjusted to about 4 with dilute hydrochloric acid. Powder IV 2.21 g, yield 93.69%.

References:

Wuhan University of Science and Technology;Min Zhenli;Dong Wei;Hu Xiamin CN110272412, 2019, A Location in patent:Paragraph 0026; 0031

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61260-15-9 Synthesis