(2-broMo-5-Methylphenyl)hydrazine hydrochloride synthesis
- Product Name:(2-broMo-5-Methylphenyl)hydrazine hydrochloride
- CAS Number:90084-71-2
- Molecular formula:C7H9BrN2
- Molecular Weight:201.06
53078-85-6
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Yield:90084-71-2 77 %
Reaction Conditions:
Stage #1: 2-bromo-5-methylanilinewith hydrogenchloride;sodium nitrite in water at 0;
Stage #2: with tin(II) chloride dihdyrate in water at 0;
Steps:
38.1 Step 1. Synthesis of (2-bromo-5-methylphenyl)hydrazine
To a solution of 2-bromo-5-methylaniline (9.7 g, 52.14 mmol) in HCl (6M, 160 mL) was added NaNO 2 (3.8 g, 55.1 mmol) at 0 °C. After the reaction was stirred at 0 °C for 1.5 h, SnCl 2*2H 2O (16.5 g, 73.0 mmol) in HCl (6M, 100 mL) was added dropwise to the reaction mixture at 0 °C. After the resulting mixture was stirred for another 1.5 h at 0 °C, the reaction was filtered. The pH value of the filtrate was adjusted to pH = 12 with aq. NaOH. The precipitate was collected by filtration, washed with H2O and dried to give the tile compound (8.0 g, 77% yield) as a pale-yellow solid. MS (ESI) m/z = 201.1 [M+H] +.
References:
WO2022/194087,2022,A1 Location in patent:Paragraph 00197
5326-34-1
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