2-chloro-5-methylpyridin-4-amine synthesis
- Product Name:2-chloro-5-methylpyridin-4-amine
- CAS Number:79055-62-2
- Molecular formula:C6H7ClN2
- Molecular Weight:142.59
A glass pressure reactor with cross-beam stirrer was charged under argon with 29 g (153.788 mmol) of 2-chloro-5-methyl-4-nitro-1-oxidopyridin-1-ium and 2.9 g of hydrogenation catalyst (0.8% Pt and 0.6% Mo on activated carbon (D505A-105 0.8% Pt+0.6% Mo on carbon powder, BASF) and 320 ml of ethanol were added. The reactor was closed and inertized three times, each time with 3 bar argon overpressure. Hydrogenation was then carried out for 20 hours at 30℃, under a 3 bar hydrogen overpressure (conversion >98%). The reactor was inertized with argon and the reaction solution filtered through 10 g of kieselguhr. The filtrate was concentrated to dryness under reduced pressure. Yield: 23.0 g (quantitative, product still contained ethanol), purity: 97.5% (HPLC) (0051) MS (EIpos): m/z=143 [M+H]+ (0052) 1H-NMR (300 MHz, DMSO-d6): δ=1.96 (s, 3H), 6.16 (br s, 2H), 6.50 (s, 1H), 7.68 (s, 1H) In an analogous manner, a conversion of approx. 98% was achieved with a catalyst consisting of 0.8% Pt and 0.3% Mo on activated carbon. Use of 1% Pt+2% V on activated carbon achieved a conversion of approx. 87%.
60323-96-8
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79055-62-2
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Yield:79055-62-2 77.63%
Reaction Conditions:
with hydrogenchloride;iron in ethanol at 60 - 65; for 0.5 h;
Steps:
1.3 Synthesis of 2-chloro-4-amino-5-methylpyridine
In a flask, 107 mL of 80% ethanol and 30 g of the product of Step 2, The temperature was raised to 60 °C, HCl was added, and Fe powder was added in batches. The temperature was controlled at 60-65 °C. After the addition, the reaction was carried out for about 30 min, and the reaction was monitored by TLC under the following conditions: ΕΑ:CH2Cl2 = 1:5. After the reaction, the solution was cooled to room temperature, adjusted to pH 8 with NaOH solution, and then filtered and dried. With 4 times the volume of dichloromethane temperature reflux dissolved to clarify, down to room temperature, adding petroleum ether in 17 g white product, the yield was 77.63%.
References:
SIchuan berare biological Co., Ltd;Deng, Hua;Huang, Qi CN103193704, 2016, B Location in patent:Paragraph 0025; 0035-0039
18368-64-4
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79055-62-2
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20173-49-3
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79055-62-2
206 suppliers
$10.00/250mg