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ChemicalBook CAS DataBase List Nifuratel
4936-47-4

Nifuratel synthesis

1synthesis methods
The synthesis of Nifuratel is as follows:Add 450ml of ethanol, 450ml of water, and 50ml of phosphoric acid into the reaction flask, then add 5-nitrofuraldehyde diacetate 267.5 (1.1mol), reflux for 0.5-1h, and naturally cool to room temperature to obtain a 5-nitrofurfural solution. Under dark conditions, add N-amino-5-methylthiomethyl-2-oxazolidinone dropwise to the 5-nitrofurfural solution, stir and react at room temperature for 2 to 3 hours, stand still for crystallization, filter and filtered cake was washed with absolute ethanol solvent (60ml×3) and dried to obtain crude nifuratel. Under dark conditions, take the crude Nifuratel and add 10 times the volume of glacial acetic acid, heat to boil, add activated carbon, filter while hot, the filtrate is allowed to stand for crystallization and filtration, the filter cake is washed with ethanol (60ml×3), nifuratel pure product (197.7g, yield 99.93%, purity 99.93%).

4936-47-4.png
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Yield:4936-47-4 96.9%

Reaction Conditions:

at 15 - 40; for 5 h;Large scale;Temperature;

Steps:

3.3; 3.4 preparation of a compound represented by the formula E [...]
Heating step 1) made of a compound represented by the formula B N - amino -5 - methylthiomethyl -2 - oxazolidinone reaction liquid, into the step 2) made of a compound represented by the formula D 5 - nitro-furfural reaction solution, to carry out dehydration condensation reaction, the control temperature is 25 °C, after dripping in 15 °C -40 °C reaction under 5h; TLC monitoring, a compound represented by the formula B N - amino -5 - methylthiomethyl -2 - oxazolidinone the reaction is complete the end of the reaction, a compound represented by the refractory fettling [...] E; 4) preparation of a compound represented by the formula E micromolecule The above-mentioned step 3) after the reaction, cooling to room temperature filtration, the filter cake is washed with methanol washing, the centrifugal spin-dry methanol, and then the cake is washed by pure water, until the washing water after PH>6; then methanol pulping for 1 time, drying after drying centrifugally refractory fettling micromolecule a compound represented by the formula E 135.9 kg.

References:

Sichuan Moore Biopharmaceutical Co., Ltd;Cai, zegui;An, feng;He, zhengquan CN104402874, 2016, B Location in patent:Paragraph 0067; 0074; 0075; 0076 ; 0077; 0078

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