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ChemicalBook CAS DataBase List 4-BROMO-2-NITROPHENYLHYDRAZINE
59488-34-5

4-BROMO-2-NITROPHENYLHYDRAZINE synthesis

2synthesis methods
-

Yield:59488-34-5 100%

Reaction Conditions:

with hydrazine hydrate in ethanol at 20;Cooling with ice;

Steps:

66.1 Step 1.

(4-Bromo-2-nitrophenyl)hydrazine was prepared according to the following procedure. A solution of 4-bromo-l-fluoro-2 -nitrobenzene (2.20 g, 10 mmol) in EtOH (20 mL) was cooled using an ice bath. Hydrazine hydrate (1.07 mL, 2.2 eq., 22 mmol) was added dropwise. The mixture was stirred at room temperature overnight. To the mixture were added saturated NaHCCL (10 mL), brine (20 mL) and EtOAc (60 mL). The layers were separated and the aqueous layer was extracted with EtOAc (30 mL). The combined organic layers were dried over NaiSO-i. filtered and concentrated to give (4-bromo-2- nitrophenyl)hydrazine (2.32 g, 100 %) as a brick-red solid. 'H NMR (299 MHz, Chloroform -r/) d 8.90 (s, 1H), 8.28 (d, J= 2.3 Hz, 1H), 7.69 - 7.50 (m, 2H), 3.82 (s, 2H).

References:

WO2020/69330,2020,A2 Location in patent:Paragraph 0686

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