Folic acid

Folic acid(Vitamin M; Vitamin B9) is a B vitamin; is necessary for the production and maintenance of new cells, for DNA synthesis and RNA synthesis.

296 g (1 mol) of p-nitrobenzoylglutamic acid and 162.8 g (1.05 mol) of 2, 4-diamino-6-hydroxy-5-nitrosopyrimidine were dissolved in 2000 mL of water and heated to 82 ° C , Dissolved under stirring, added 1.2g Lenny nickel catalyst, nitrogen and airGas replacement three times, hydrogen and nitrogen replacement three times, hydrogen pressure maintained at 0.8MPa, until the end of hydrogen absorption, hydrogenation after(1.1 mol) of sodium metabisulfite was added to the filtrate, and 1184.3 g (1.1 mol) of a 15percent aqueous trichloroacetone solution was added dropwise at 45 ° C, and the mixture was adjusted with 10percent by mass of sodium hydroxide solution PH maintained at around 4.5, the reaction finishedAfter completion, cool down to 0 crystallization, pressure filtration, get crude folic acid. And then refined to obtain yellow folic acid solid powder. The total yield of folic acid was 80percent and the product content was 98.7percent.(1) 20.63 g of 1, 1, 3-tribromoacetone was added to 600 mL of ethanol solution, Stirring and heating to 40 ;(2) until 1, 1, 3-tribromo acetone completely dissolved, continue to add 5.33g p-aminobenzoyl-L-glutamineAcid stirring until all dissolved, the first reaction solution;(3) Add 144 g of water to a separate reaction flask, weigh 14.23 g of 2, 4, 5-triamino-6-hydroxypyrimidine sulfate into the reaction flask in portions, and adjust the pH to 7.5 with saturated sodium carbonate.To 2, 4, 5-triamino-6-Hydroxypyrimidine sulfate completely dissolved to obtain a second reaction solution;(4) the second reaction solution is added to the first reaction solution in batches, Incubated for 8h;(5) After the reaction is completed, suction filtration to obtain crude folic acid;(6) The folic acid crude added to the reaction flask, and the volume ratio of 1: 1 was added to a mixture of water and ethanol 100g, Slowly added to a concentration of 98percent H2SO4 solution 17.3g, stirring 35min;(7) The above material was transferred to a large reaction flask, Adding a volume ratio of 1: 1 water and ethanol mixture 400g, crystal precipitation;(8) temperature control 55 ° C, stirring 50min, suction filtered acid-soluble folic acid crude solid;(9) at room temperature, the above-obtained solid was suction filtered into the reaction flask, and add water 530g, Heated to 95 , adding 20percent mass concentration of sodium hydroxide solution to adjust the pH to 9, Until the solid is completely dissolved;(10) After all the dissolved activated carbon was added 1.2g, stirred for 30min, suction filtration, The filtrate obtained by suction filtration was transferred to another reaction flask and incubated at 60 ° C., The pH was adjusted to 2.5 with concentrated hydrochloric acid;(11) the reaction flask temperature was continued to cool to 50 , pressure filtration, the filter cake was washed with 700mL of purified water, 5.3g folic acid dried to get fine.The yield of the above folic acid boutique is 60percent.The reaction flask was charged with 100 g of N-p-aminobenzoylglutamic acid, 120 g 2, 4, 5-triamino-6-hydroxypyrimidine sulfate, 160 g of 1, 1, 3-trichloroacetone, 140 g of sodium metabisulfite, 100 g of 1-ethyl-3-methylimidazolium tetrafluoroborate ([emim] BF4)Stirring temperature 20 ~ 30 stirring reaction 2h, During the reaction with sodium hydroxide to adjust the system pH 3.0 ~ 3.5, After the reaction is stopped, the mixture is stirred, filtered and the crude acid is obtained.The resulting crude folic acid and 4.5 L of purified water were added to the reaction flask and heated to 80 to 90 ° C with stirring. Then, Sodium chloride solution (2N) to adjust the system pH to 8 ~ 9, add 15g activated carbon stirring stirring for 30 minutes, hot filter. filtrateTemperature control 80 ~ 90 , adding dilute hydrochloric acid (2N) adjusted to pH 3.0 ~ 3.5, slowly cool to room temperature, filter, filter cake placed in the bakeBox temperature control 60 ~ 65 vacuum drying 5h, folic acid pure 138g, yield 83.2percent, HPLC purity 99.7percent, which miscellaneousQuality butterfly content of 0.09percent.Was added to the reaction vessel 500L 350L of water was stirred, heated to system 45 deg C. Followed by sodium acetate 2.1kg, sodium metabisulfite 7.0kg, 2, 4, 5-triamino-6-hydroxy-pyrimidine sulfate 3.0kg, N- amino-benzoyl glutamate 3.5kg were also added, then was slowly added trichloroacetone 4.5kg, 3h After the addition reaction, the reaction was added with 40percent sodium hydroxide aqueous solution adjusted PH = 3.3. After the reaction was cooled to room temperature, 40percent aqueous sodium hydroxide solution with PH = 3.3. Rejection filter folic acid crude. The crude product was 40L at room temperature and 10percent hydrochloric acid solution beating 0.5h, filter cloth, the water 0.6kg of magnesium oxide was added to 25L of 80 deg.] C, and then added to the filter cake acid was stirred 0.5 hours, activated carbon was added 0.15kg, 80 stirring was continued for 0.5 hours . Hot filtered and the filtrate cooled to 25 crystallization, filtration. The solid was added to 10L of purified water, heated to dissolve 70 , with 10percent hydrochloric acid solution to adjust pH = 1, cool to 25 . Filtration, the filter cake was added to 1L purified water beating 10min, filtered, the filter cake is folic acid refined products. Purity 99.8percent, yield 46.2percent.

Medication. Biochemical research; clinical drugs are vitamin B family, used for the treatment of pregnancy and infantile giant cell anemia. Anti-anemia drugs for symptomatic or nutritional giant cell anemia. Used as a biochemical reagent, also used in the pharmaceutical industry and other purposes. Folic acid is an anti-anemia drug. When livestock and poultry lack folic acid, appetite decreases, growth is blocked, and feathers grow poorly. The dosage is 0.5-1.0mg/kg. As a food fortifier. It can be used in foods for infants and young children with a dosage of 380-700μg/mg; in special foods for pregnant women and nursing mothers, the dosage is 2 to 4mg/kg. Anti-anemia drugs; can also prevent most neural tube defects (NTDs).

Molecular Weight:441.4
XLogP3:-1.1
Hydrogen Bond Donor Count:6
Hydrogen Bond Acceptor Count:10
Rotatable Bond Count:9
Exact Mass:441.13968135
Monoisotopic Mass:441.13968135
Topological Polar Surface Area:209
Heavy Atom Count:32
Complexity:767
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes