Phenylhydrazine hydrochloride synthesis
- Product Name:Phenylhydrazine hydrochloride
- CAS Number:59-88-1
- Molecular formula:C6H9ClN2
- Molecular Weight:144.6
62-53-3
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59-88-1
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Yield:59-88-1 98%
Reaction Conditions:
Stage #1:aniline with hydrogenchloride;sodium nitrite in water at 0; for 1 h;
Stage #2: with hydrogenchloride;tin(ll) chloride in water at 20; for 2 h;
Steps:
Phenylhydrazine hydrochloride (9a)
To a solution of aniline (1 equiv., 2.28 mL, 25 mmol) in a mixture of H2O (20 mL) and concentrated HCl (12 M, 12.5 mL), a solution of NaNO2 (1.05 equiv., 1.81 g, 26.3 mmol) in H2O (4 mL) was added dropwise at 0 °C and the reaction mixture was stirred at this temperature for 1 h. Then, a solution of SnCl2 (2 equiv., 9.48 g, 50 mmol) in concentrated HCl (12 M, 15 mL) was added dropwise and the mixture was stirred at room temperature for 2 hours. The precipitate was filtered, washed with brine, Et2O and dried in vacuo at 40 °C overnight. A pale brown solid was obtained corresponding to phenylhydrazine hydrochloride (98percent yield, 3.55 g, 24.5 mmol). The product was used without further purification for the subsequent reaction.
References:
Guillemard, Lucas;Jacob, Nicolas;Wencel-Delord, Joanna [Synthesis,2020,vol. 52,# 4,p. 574 - 580] Location in patent:supporting information
108-86-1
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59-88-1
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591-51-5
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59-88-1
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591-50-4
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59-88-1
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574-61-8
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59-88-1
367 suppliers
$15.00/10g