AMINOPYRALID synthesis
- Product Name:AMINOPYRALID
- CAS Number:150114-71-9
- Molecular formula:C6H4Cl2N2O2
- Molecular Weight:207.01
1918-02-1
150114-71-9
General procedure for the synthesis of 4-amino-3,6-dichloropyridine-2-carboxylic acid from 4-amino-3,5,6-trichloropyridine-2-carboxylic acid: 50.8 g of 4-amino-3,5,6-trichloropyridine-2-carboxylic acid was mixed with 500 ml of water, and 66.7 g of 30% sodium hydroxide solution was added homogeneously, and then after filtration the filtrate was transferred to a 1000 ml high-pressure reactor fitted with a magnetic stirrer, a thermometer, and an exhaust pipe. After filtration, the filtrate was transferred to a 1000-mL high-pressure reactor equipped with a magnetic stirrer, thermometer and exhaust pipe. 2 g of 5% Pd/C catalyst was added to the reactor, the reactor was sealed, replaced with nitrogen three times, and then filled with hydrogen to a pressure of 0.2 MPa. Stirring was initiated and the temperature was raised to 50°C, and the pressure was further increased to 0.3 MPa by filling with hydrogen, and the reaction was confirmed to be complete by HPLC after 20 hours, and then cooled down to room temperature. The reaction solution was decanted out, filtered to recover the catalyst, and the filtrate was adjusted to pH 1-2 with 30% hydrochloric acid, cooled to crystallize and centrifuged, and the precipitate was washed with hot water to obtain 38.8 g of 4-amino-3,6-dichloro-pyridine-2-carboxylic acid, with the product purity of 97.5% and the yield of 91.4%.
1918-02-1
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$14.14/1gm:
150114-71-9
148 suppliers
$100.00/1g
Yield:150114-71-9 91.4%
Reaction Conditions:
with 5%-palladium/activated carbon;hydrogen;sodium hydroxide in water at 50; under 1500.15 - 2250.23 Torr; for 20 h;Reagent/catalyst;Pressure;Temperature;
Steps:
1
The 50.8 g 4-amino -3, 5, 6-trichloropyridine carboxylic acid, 500 ml water, evenly mixing 66.7 g 30% sodium hydroxide, filtering, the filtrate, is poured into the plate is provided with a magnetic stirring, thermometer, of the vent pipe 1000 ml high-pressure reaction kettle;added to the reaction kettle of 2 g 5%Pd/C , the closed reaction kettle, the replacement with nitrogen 3 times, hydrogen gas, so that the pressure to reach 0.2 MPa, stirred, the temperature is increased to 50 °C, to continue to access the hydrogen, the reaction kettle to the pressure of 0.3 MPa reaction after 20 hours, HPLC detection reaction is complete, cooling to room temperature, the reaction solution;step (2) pouring a reaction liquid, filtering and recycling catalyst, taking the filtrate, with 30% hydrochloric acid dyeworks to PH1-2, centrifugation after the cooling crystallization, heating precipitation, water washing, to obtain 4-amino -3,6-dichloro-pyridine carboxylic acid 38.8 g, content of 97.5%, yield 91.4%.
References:
Shandong Avilive Chemical Co. Ltd;Zhejiang Avilive Chemical Co., Ltd;Tian, Fengyu;Li, Huiyue;Jin, Keqiang;Gong, Quankai CN105461622, 2016, A Location in patent:Paragraph 0024-0027