ChemicalBook CAS DataBase List 4-FLUOROPHENYLHYDRAZINE

4-FLUOROPHENYLHYDRAZINE synthesis

5synthesis methods

Product Name:4-FLUOROPHENYLHYDRAZINE
CAS Number:371-14-2
Molecular formula:C6H7FN2
Molecular Weight:126.13

371-40-4 Synthesis

371-40-4
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371-14-2
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Yield:371-14-2 78.15%

Reaction Conditions:

Stage #1:4-fluoroaniline with hydrogenchloride;sodium nitrite in water for 2 h;
Stage #2: with hydrogenchloride;sodium sulfite in water at 0 - 100; for 4 h;

Steps:

5.1.12 General procedure for the preparation of substituted phenyl hydrazine hydrochloride (12a-e)
General procedure: Substituted aniline (0.17mol) and aqueous solution of NaNO₂ (71.0mL, 1.24mol) were successively added to aqueous hydrochloric acid (115mL) maintaining the temperature between 0 and 5°C. The reaction mixture was stirred for 2h, alkalized to pH 6-7 with 12% w/v sodium carbonate solution, and the resulting diazonium salt solution was added drop-wise to sodium sulfite solution (443.0mL, 1.9mol) below 0°C. And then the mixture was stirred at room temperature for a future 1h, concentrated hydrochloric acid (277.0mL) was added slowly, and heated to 100°C for 3h. The mixture was then cooled and filtered, and dried to give compounds 12a-e.

References:

Zhao, Sijia;Zhang, Yu;Zhou, Hongyang;Xi, Shuancheng;Zou, Bin;Bao, Guanglong;Wang, Limei;Wang, Jiao;Zeng, Tianfang;Gong, Ping;Zhai, Xin [European Journal of Medicinal Chemistry,2016,vol. 120,p. 37 - 50]

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