scholarly journals SYNTHESIS OF 6-NITRO VERATRYL ALCOHOL AND 6-NITRO VERATRALDOXIM FROM VANILIN AS INTERMEDIATES FOR THE PREPARATION OF C-9154 ANTIBIOTIC DERVATIVES

2010 ◽  
Vol 3 (1) ◽  
pp. 14-18
Author(s):  
Jumina Jumina ◽  
Undri Rastuti ◽  
Sabirin Matsjeh
Keyword(s):  
Room Temperature ◽  
Veratryl Alcohol ◽  
Yellow Crystal ◽  
White Crystal ◽  
Microbiological Processes ◽  
Brown Crystal ◽  
Nitration Product ◽  
Methylation Product ◽  
Keywords Antibiotics ◽  
By Products

The synthesis of 6-nitro veratryl alcohol and 6-nitro veratraldoxim from vanilin which was required as intermediates for the preparation of C-9154 antibiotic derivatives was carried out. C-9154 antibiotic is a sufficiently potent antibiotic, but so far this is produced only in low yields through microbiological processes. The reaction steps performed were (1) methylation of vanilin, (2) nitration of the methylation product, (3) reduction of the corresponding nitro compound and (4) reaction of the nitration product with HO-NH2.HCl. Methylation of vanilin was conducted using dimethylsulfate and NaOH at 60 oC for 2 hours. Nitration of the methylation product was performed in 2 methods, i.e. using neat HNO3 and using a mixture of HNO3 and H2SO4 both at 5 oC for 2 hours. Reduction of the nitration product was conducted using NaBH4 either at room temperature and at reflux. Reaction of the nitration product with HO-NH2.HCl was carried out in ethanol 95% at 50 oC for 2 hours. The products were analyzed by means of TLC, GC, IR, 1H NMR and GC-MS spectrometers. The methylation of vanilin gave 87.7% yield of veratraldehyde which was found as a white crystal (m.p 43 oC). The nitration of veratraldehyde produced 6-nitro veratraldehyde observed as a yellow crystal having of m.p. 130 oC. Nitration using neat HNO3 gave a smaller yield (50.35%) of 6-nitro veratraldehyde than nitration with a mixture of HNO3 and H2SO4 (93.63%). Reduction of 6-nitro veratraldehyde using NaBH4 at room temperature and at reflux afforded 6-nitro veratryl alcohol which was found as brown crystal (m.p 123-127 oC) respectively in 13.47% and 56.61%. This reduction also produced 6-amino veratryl alcohol and 3,4-dimethoxy benzoic zcid as by products. 6-Nitro veratraldehyde reacts with HO-NH2.HCl to give 6-nitro veratraldoxim in 48.27% yield.   Keywords: antibiotics, veratril alcohol, veratraldoxim vanilin

scholarly journals SINTESIS 6-NITRO VERATRALDEHID (3,4-DIMETOKSI-6-NITRO BENZALDEHID) DARI VANILIN DENGAN HNO3 DAN CAMPURAN HNO3-H2SO4

Molekul ◽  
2009 ◽  
Vol 4 (2) ◽  
pp. 62 ◽  
Author(s):  
Undri Rastuti ◽  
Jumina Jumina ◽  
Sabirin Matsjeh
Keyword(s):  
1H Nmr ◽  
Yellow Crystal ◽  
White Crystal ◽  
Methylation Product

The synthesis of 6-nitro veratraldehyde from vanillin was used HNO3 and a mixture of HNO3 and H2SO4. The reaction steps were (I) methylation of vanillin and (2) nitration of the methylation product. Methylation of vanillin was conducted using dimetnylsulfate and NaOH at 60 0C for 2 hours. Nitration of the methylation product was performed in two methods, which using HN03 and using a mixture of HN03 and H2SO4 both at 5 0C for 2 hours. The products were analyzed by means of TLC, GC; IR, 1H-NMR and GC-MS spectrometers.The methylation of vanillin gave 87.7 % yield of veratraldehyde which was found as a white crystal (m.p 43 oC). The nitration of veratraldehyde produced 6-nitro veratraldehyde observed as a yellow crystal having of m.p. 1300C. Nitration using neat HNO3 gave a smaller yield (50.35%) of 6-nitro veratraldehyde than nitration with a mixture of HNO3 and H2SO4 (93.63 %).

Difference in taste of Japanese sugars

2015 ◽  
pp. 624-627
Author(s):  
Kiyoaki Miyasaka ◽  
Mizuki Mutsuura ◽  
Kohei Miyazaki ◽  
Masahiro Okuno ◽  
Masami Mizu ◽  
...  
Keyword(s):  
Sensory Evaluation ◽  
Evaluation Method ◽  
New Products ◽  
Processed Foods ◽  
White Crystal ◽  
Sensing System ◽  
Light Brown Crystal ◽  
Brown Crystal ◽  
Home Cooking ◽  
The Difference

Japanese traditional cuisine “Washoku” was registered as one of the intangible cultural heritages in December 2013. “Washoku” contains and requires large amount of sugar, therefore, sugar is an important seasoning in taste. Japanese have been using many kinds of sugar such as Granulated sugar, White soft sugar, Brown soft sugar, White crystal sugar and Light brown crystal sugar according to application, for both home cooking and processed foods. Mitsui Sugar is focusing on the difference in taste of sugars to develop new attractive sugar products. With a sensory evaluation method, trained panelists could recognize the difference between these sugars though it is quite difficult to explain. Therefore one attempte624-627d to detect the taste difference in these sugars by using a taste sensing system. The system comes with a human taste model membrane and can analyze the density and balance of several tastes such as sweetness, bitterness, umami** and saltiness. The accuracy of the sensing system was evaluated by comparing the results against the sensory evaluation method by trained panelists. The sensing system was able to detect the difference in taste of Japanese sugars, and the results from the sensing system seemed to match with the ones from the sensory evaluation method. The results were plotted on a taste map. This map will be helpful not only in showing the difference between the sugars, but also in explaining the characteristics of the new products.

scholarly journals Synthesis and Heme Polymerization Inhibitory Activity (HPIA) Assay of Antiplasmodium of (1)-N-(3,4-Dimethoxybenzyl)-1,10-Phenanthrolinium Bromide from Vanillin

2014 ◽  
Vol 14 (1) ◽  
pp. 1-6
Author(s):  
Dhina Fitriastuti ◽  
Muhammad Idham Darussalam Mardjan ◽  
Jumina Jumina ◽  
Mustofa Mustofa
Keyword(s):  
Melting Point ◽  
Sodium Borohydride ◽  
Inhibitory Activity ◽  
Veratryl Alcohol ◽  
Activity Assay ◽  
Light Yellow ◽  
Grinding Method ◽  
Methylation Product ◽  
Ft Ir ◽  
Phenanthroline Monohydrate

The synthesis of (1)-N-(3,4-dimethoxy-benzyl)-1,10-phenanthrolinium bromide had been conducted from vanillin. Heme polymerization inhibitory activity assay of the synthesized antiplasmodium has also been carried out. The first step of reaction was methylation of vanillin using dimethylsulfate and NaOH. The mixture was refluxed for 2 h to yield veratraldehyde in the form of light yellow solid (79% yield). Methylation product was reduced using sodium borohydride (NaBH4) with grinding method and yielded veratryl alcohol in the form of yellow liquid (98% yield). Veratryl alcohol was brominated using PBr3 to yield yellowish black liquid (85% yield). The final step was benzylation of 1,10-phenanthroline monohydrate with the synthesized veratryl bromide under reflux condition in acetone for 14 h to afford (1)-N-(3,4-dimethoxy-benzyl)-1,10-phenanthrolinium bromide (84%) as yellow solid with melting point of 166-177 °C. The structures of products were characterized by FT-IR, GC-MS and 1H-NMR spectrometers. The results of heme polymerization inhibitory activity assay of (1)-N-(3,4-dimethoxybenzyl)-1,10-phenanthrolinium bromide showed that it had IC50 HPIA of 3.63 mM, while chloroquine had IC50 of4.37 mM. These results indicated that (1)-N-(3,4-dimethoxybenzyl)-1,10-phenanthrolinium bromide was more potential antiplasmodium than chloroquine.

N-Chlor-Nitrenokomplexe des Molybdäns: MoF4(NCl) und [CH3CN-MoF4(NCl)] / N-Chloro-Nitrene Complexes of Molybdenum: MoF4(NCl) and [CH3CN-MoF4(NCl)]

1987 ◽  
Vol 42 (11) ◽  
pp. 1398-1402 ◽  
Author(s):  
Dieter Fenske ◽  
Karin Völp ◽  
Kurt Dehnicke
Keyword(s):  
Nmr Spectra ◽  
Room Temperature ◽  
Yellow Crystal ◽  
Trans Position ◽  
Crystal Data ◽  
Acetonitrile Molecule ◽  
X Ray ◽  
Data Space ◽  
Monomeric Complex ◽  
Independent Molecules

MoF4(NCl) has been prepared as a yellow crystal powder by the reaction of diluted fluorine with MoCl3(N3S2) at room temperature. The compound is associated via fluorine bridges, according to the IR spectrum. With acetonitrile, the monomeric complex [CH3CN -MoF4(NCl)] is obtained, which was characterized by its IR and 19F NMR spectra as well as by an X-ray structure determination. Crystal data: space group Pm, Z = 2 (1068 observed, independent reflexions, R = 0.03). Lattice dimensions at -90 °C: a = 507.1. b = 704.8, c = 995.8 pm, β = 102.02°. The unit cell contains two crystallographically independent molecules [CH3CN -MoF4(NCl)], the Mo≡N-Cl groups being linear (bond angles 176°, 178°) with bond lengths MoN = 172 and NCI = 159, 162 pm. In the trans position to the MoNCl group, the nitrogen atom of the acetonitrile molecule is coordinated.

Biodegradability enhancement of refractory pollutants by ozonation: a laboratory investigation on an azo-dyes intermediate

1998 ◽  
Vol 38 (4-5) ◽  
pp. 239-245 ◽  
Author(s):  
A. Lopez ◽  
G. Ricco ◽  
G. Mascolo ◽  
G. Tiravanti ◽  
A. C. Di Pinto ◽  
...  
Keyword(s):  
Aqueous Solution ◽  
Organic Carbon ◽  
Laboratory Investigation ◽  
Azo Dyes ◽  
Room Temperature ◽  
Carbonic Acid ◽  
Ozone Treatment ◽  
Alkaline Ph ◽  
Degradation Reactions ◽  
By Products

The effectiveness of ozone treatment for improving the biodegradability of recalcitrant pollutants has been proved by investigating the ozonation reaction of FAST-VIOLET-B (FVB) a bioresistant chemical intermediate of azo-dyes. Laboratory scale experiments have been carried out, at room temperature, by bubbling, for 90 min, ozonated air (9ppmO3/min) into 0.35 1 of an alkaline (pH=11) aqueous solution (50 ppm) of FVB. The experimental results indicate that during the ozonation, even though complete FVB degradation occurs in 10 min, ozone consumption goes on for a further 20 min after which time most degradation reactions are completed. The main ozonation by-products, identified by HPLC, IC, and GC-MS are formaldehyde, acetaldehyde, glyoxal, acetone, acetic-, formic-, oxalic- and carbonic-acid, plus six FVB derivatives scarcely biodegradable. At the end of the ozonation, i.e. after 30 min., the initial values of TOC (35 mgC/l) and COD (103 mgO2/l) are respectively 27 and 25 and correspond to a relative removal of about 23% and 76%. As for FVB solution biodegradability expressed as (BOD5)/(COD) ratio, during the first 10 min its value regularly increases from zero up to a maximum of 0.75 that corresponds to an ozone consumption of 2.4 mg per each mg of organic carbon initially present in the solution.

scholarly journals High Degradation of Trichloroethylene in Water by Nanostructured MeNPs@CALB Biohybrid Catalysts

Catalysts ◽  
2020 ◽  
Vol 10 (7) ◽  
pp. 753
Author(s):  
Noelia Losada-Garcia ◽  
Alba Rodriguez-Otero ◽  
Jose M. Palomo
Keyword(s):  
Room Temperature ◽  
Catalytic Performance ◽  
Metal Species ◽  
Cu2o Nanoparticles ◽  
Degradation Reaction ◽  
Tce Degradation ◽  
Nanoparticle Sizes ◽  
By Products ◽  
Excellent Catalytic Performance ◽  
Excellent Stability

In this study, a methodology was developed for the rapid degradation of trichloroethylene (TCE) and 1,1-dichloroethylene (1,1-DCE) in distilled water and room temperature without the production of toxic chlorinated by-products. This process was carried out using bionanohybrids of different metals (Pd, Fe, Cu and Zn) obtained by enzyme–metal coordination called MeNPs@CALB, which present different metal species and nanoparticle sizes. The Cu2O@CALB biohybrid, which contained Cu2O nanoparticles, showed excellent catalytic performance in TCE degradation by removing 95% (>125 ppm) in 10 min using 1.5 g/L of catalyst. On the other hand, in the degradation reaction of 1,1-DCE, Cu2O@CALB eliminated 94% (93 ppm) in 1 min. Cu2O@CALB exhibited excellent stability and recyclability under sustainable conditions, maintaining its effectiveness in more than 90% for three cycles.

Pharmaceuticals degradation by UV and UV/H2O2 treatments

2002 ◽  
Vol 2 (2) ◽  
pp. 19-26 ◽  
Author(s):  
A. Bozzi ◽  
A. Lopez ◽  
G. Mascolo ◽  
G. Tiravanti
Keyword(s):  
Room Temperature ◽  
Parent Compound ◽  
Molar Ratio ◽  
Mercury Lamp ◽  
H2o2 Treatment ◽  
Carbon And Nitrogen ◽  
Thiadiazole Ring ◽  
Sequential Transformation ◽  
Pharmaceuticals Degradation ◽  
By Products

The degradation by UV and UV/H2O2 treatments of the pharmaceutical intermediate 5-methyl-1,3,4-thiadiazole-2-methylthiol (MMTD-Me) has been investigated and compared to that of its parent compound [5-methyl-1,3,4-thiadiazole-2-thiol (MMTD)] previously studied. The investigation has been carried out with a 17 W low pressure mercury lamp, at room temperature, with an initial MMTD-Me concentration of 1 mg/l and with a molar ratio H2O2/substrate of 100/1. The results show that: (i) the complete MMTD-Me removal is achieved within 60 and 20 minutes by UV and UV/H2O2 treatment respectively; (ii) the UV only irradiation does not cause any MMTD-Me mineralization; (iii) the UV/H2O2 treatment, after 4 hours, leads to a complete mineralization of MMTD-Me organic sulfur and to a partial mineralization of carbon and nitrogen (79 and 16% respectively). Degradation by-products identification, performed by HPLC-UV-MS, revealed that the UV only irradiation gives rise to the sequential transformation of MMTD-Me into two by-products one of which, the last one, accumulates in the solution. Conversely, the UV/H2O2 treatment leads to the formation of two intermediate by-products that undergo further degradation with the breakdown of the thiadiazole ring. These results confirm the effectiveness of UV based processes, alone or in combination with H2O2, in degrading pharmaceutical intermediates.

scholarly journals A simple and effective preparation of quercetin pentamethyl ether from quercetin

2018 ◽  
Vol 14 ◽  
pp. 3112-3121 ◽  
Author(s):  
Jin Tatsuzaki ◽  
Tomohiko Ohwada ◽  
Yuko Otani ◽  
Reiko Inagi ◽  
Tsutomu Ishikawa
Keyword(s):  
Hydrogen Bonding ◽  
Dimethyl Sulfoxide ◽  
Room Temperature ◽  
Computational Study ◽  
Dimethyl Sulfate ◽  
Intramolecular Hydrogen Bonding ◽  
Single Product ◽  
Oh Groups ◽  
Methylation Product ◽  
Intramolecular Hydrogen

Among the five hydroxy (OH) groups of quercetin (3,5,7,3',4'-pentahydroxyflavone), the OH group at 5 position is the most resistant to methylation due to its strong intramolecular hydrogen bonding with the carbonyl group at 4 position. Thus, it is generally difficult to synthesize the pentamethyl ether efficiently by conventional methylation. Here, we describe a simple and effective per-O-methylation of quercetin with dimethyl sulfate in potassium (or sodium) hydroxide/dimethyl sulfoxide at room temperature for about 2 hours, affording quercetin pentamethyl ether (QPE) quantitatively as a single product. When methyl iodide was used in place of dimethyl sulfate, the C-methylation product 6-methylquercetin pentamethyl ether was also formed. A computational study provided a rationale for the experimental results.

THE ACTION OF CARBON DISULPHIDE ON ALUMINA GEL

1933 ◽  
Vol 9 (5) ◽  
pp. 424-431 ◽  
Author(s):  
L. A. Munro ◽  
J. W. McCubbin
Keyword(s):  
Room Temperature ◽  
Carbon Disulphide ◽  
Residual Water ◽  
Reaction Products ◽  
Yellow Color ◽  
Alumina Gel ◽  
Yellow Coloration ◽  
Higher Temperature ◽  
Carbonyl Sulphide ◽  
By Products

The authors have investigated the yellow color observed when carbon disulphide was adsorbed by c.p. alumina at room temperature. The color is due to by-products of the reactions of carbon disulphide with residual water in the gel. The investigators of the CS2 + H2O reaction at higher temperature attribute the yellow to sulphur or aluminium sulphide. The color formed at room temperature is not due to either of these. The reaction products consist largely of hydrogen sulphide, water, and carbon dioxide, with small amounts of carbonyl sulphide and carbon monoxide. The yellow coloration has been found to be a mixture of sodium sulphide, sodium hydrosulphide, and sodium polysulphide. A mechanism is proposed for its formation.

scholarly journals Calcium Phosphate Powder Synthesized from Calcium Acetate and Ammonium Hydrophosphate for Bioceramics Application

Ceramics ◽  
2018 ◽  
Vol 1 (2) ◽  
pp. 375-392 ◽  
Author(s):  
Tatiana Safronova ◽  
Valery Putlayev ◽  
Yaroslav Filippov ◽  
Tatiana Shatalova ◽  
Evgeny Karpushkin ◽  
...  
Keyword(s):  
Phase Composition ◽  
Calcium Phosphate ◽  
Room Temperature ◽  
Calcium Acetate ◽  
Molar Ratio ◽  
Composite Ceramics ◽  
Phosphate Powder ◽  
Starting Solution ◽  
By Products ◽  
Ammonium Hydrophosphate

Calcium phosphate powder was synthesized at room temperature from aqueous solutions of ammonium hydrophosphate and calcium acetate without pH adjusting at constant Ca/P molar ratio 1.5. Phase composition of the as-synthesized powder depended on the precursors concentration: At 2.0 M of calcium acetate in the starting solution, poorly crystallized hydroxyapatite was formed, 0.125 M solution of calcium acetate afforded brushite, and the powders synthesized from 0.25–1.0 M calcium acetate solutions were mixtures of the mentioned phases. Firing at 1100 °C led to complete elimination of the reaction by-products, yet the phase composition of the annealed compacted samples was the following: When 2.0 M solution of calcium acetate was used, the obtained ceramics consisted of β-Ca3(PO4)2, whereas at 0.125 to 1.0 M of calcium acetate, the ceramics was a mixture of β-Ca3(PO4)2 and β-Ca2P2O7. Synthesized calcium phosphate powders can be used as the powdered precursors for biocompatible bioresorbable composite ceramics production.

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