Extracurricular laboratory: Synthetic route of 5-Amino-N1,N3-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide

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Synthetic Route of 76801-93-9, These common heterocyclic compound, 76801-93-9, name is 5-Amino-N1,N3-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

5-Amino-1,3-N,N’-bis-(2,3-dihydroxypropyl)-2,4,6-triiodoisophtalamide (40.0 g, 56.7 mmol) was suspended in pyridine (80 ml). With effective stirring and cooling in an ice/water bath, acetic anhydride (70 ml) was added dropwise. After addition the mixture was stirred at ambient temperature over night. The clear solution was evaporated to an oil, which was dissolved in ethyl acetate (450 ml). This solution was washed with diluted hydrochloric acid (0.05 M, 100 ml), water (200 ml), diluted solution of sodium hydrogen carbonate (5 %, 2 × 100 ml) and at last a saturated solution of sodium chloride (70 ml). The organic phase was dried (NaSO4) and the solvent evaporated to a white crystalline substance. Yield 49.5 g (= quantitative). 1H NMR (CDCl3): 6.71 & 6.38 (two t:s, 2H), 5.24 (br. s, 2H), 5.09 (s, 2H), 4.37 – 4.48 & 4.22 – 4.35 (m:s, 4H), 3.71 – 3.85 & 3.50 – 3.65 (m:s, 4H), 2.06 (s, 12H).

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Share a compound : 5-Amino-N1,N3-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Amino-N1,N3-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide, its application will become more common.

Related Products of 76801-93-9,Some common heterocyclic compound, 76801-93-9, name is 5-Amino-N1,N3-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide, molecular formula is C14H18I3N3O6, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Compound B was acetylated in a mixture of acetic anhydride and acetic acid in the presence of catalytic amounts of p-toluene sulphonic acid at 50-125 C. Excess acetic anhydride and acetic acid was distilled off under reduced pressure, and the reaction mixture was diluted with methanol and water. The resulting reaction mixture had the following composition:Overacetylated Compound A (a mixture of compounds with varying number of acetyl groups attached): 97.7-98.3% by area in HPLCCompound B: 0.0-0.3% by area in HPLCConcentration: 31 w/v % Compound A in an approximately 2.5:1 methanol/water mixtureConductivity: 5.1-5.7 mS/cmCompound B was produced from the reaction mixture in a system according to FIG. 1. The reaction mixture from the acetylation reaction (prepared batch wise) was fed into the static mixer in a flow ratio of 1.04 mL reaction mixture:1.0 mL 20 w/w % NaOH at about 55 C. (outlet temperature). The absolute feeding rate of the reaction mixture was 2.6 kg/hour. The pH was kept at about 12.2 at steady state. HPLC of the output stream showed Compound A in 98.2% purity with 0.23% Compound B present at steady state.The continuous crystallisation was performed as described above. The pH in the first and second crystalliser varied between 11.1 and 11.5 over time, while the pH in the third and fourth crystalliser varied between 6.2 and 7.2. The temperature was 60 C. in the two first crystallisers and 20 C. in the third and fourth. Residence times were held at 2, 2, 2 and 8 hours, respectively. 20% of the mother liquor volume was stripped off in the third crystalliser at a pressure of 240-250 mbar. The water content in the methanolic distillate from the stripping was 34-35 w/w %. The resulting slurry from the fourth crystalliser was transferred to a holding tank before filtration.The slurry was filtered in a continuous rotation filter at 1.6-3.2 barA. The filtration rate varied between about 500 and 900 L/m2/hour (about 500-650 L/m2/hour at steady state). The filter cake was washed with methanol (about 1.9 kg/kg Compound A) in the same filter. The resulting salt content in the filter cake was 0.2-0.3 w/w % NaCl.The moist filter cake was dried in a continuous fluid bed (spin flash) dryer at 120-130 C. gas temperature. The maximum temperature exposed to the product was 80 C. The resulting moisture content was 0.4 w/w %.The purity of dry Compound A in HPLC was 99.5% by area.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Amino-N1,N3-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide, its application will become more common.

Continuously updated synthesis method about 5-Amino-N1,N3-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Electric Literature of 76801-93-9, A common heterocyclic compound, 76801-93-9, name is 5-Amino-N1,N3-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide, molecular formula is C14H18I3N3O6, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Compound B (5356 kg) was suspended in a mixture of acetic anhydride and acetic acid (7760 L, 1.45 L/kg Compound B, 87 v/v % acetic anhydride and 13 v/v % acetic acid) at ambient temperature. This mixture was prepared by mixing acetic anhydride (6086 kg) and regenerated acetic anhydride (2295 kg), the latter containing 48 v/v % acetic anhydride and 52 v/v % acetic acid obtained from a previous batch. The mixture was heated to 55C. Then, p-toluene sulfonic acid (25 kg) was added and the reaction mixture was further heated to 124C over about 90 minutes. All solids were dissolved in the reaction, and 100 % of Compound B was acetylated. The remaining acetic anhydride/acetic acid (5580 L) was distilled off under reduced pressure resulting in a very viscous reaction mixture. Thirty-nine percent of the distillate could be re-used as reagent in a later batch without a discrete purification step.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Discovery of 5-Amino-N1,N3-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 5-Amino-N1,N3-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide, other downstream synthetic routes, hurry up and to see.

Application of 76801-93-9, The chemical industry reduces the impact on the environment during synthesis 76801-93-9, name is 5-Amino-N1,N3-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide, I believe this compound will play a more active role in future production and life.

(c) (-)-5-Acetamido-2,4,6-triiodo-N,N’-bis(2,3-dihydroxypropyl)-isophthalamide The (-)-compound was prepared from (-)-5-amino-2,4,6-triiodo-N,N’-bis(2,3-dihydroxypropyl)-isophthalamide (14 g) in a similar manner to that described in C(a) above. The product was purified by recrystallisation from water. Yield: 9 g (61%) [alpha]546 =-4.2; [alpha]578 =-3.8 (c=4.5; DMF:H2 O=2:8). Melting point: 287-289 dec. Analysis–Found: C, 25.77; H, 2.72; I, 50.7; N, 5.62. Calc. for C16 H20 I3 N3 O7: C, 25.72; H, 2.70; I, 50.95; N, 5.62.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 5-Amino-N1,N3-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Nyegaard & Co. A/S; US4250113; (1981); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

A new synthetic route of 5-Amino-N1,N3-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide

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Application of 76801-93-9, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 76801-93-9 as follows.

EXAMPLE 1 ; Compound B is suspended in a mixture of acetic anhydride and acetic acid (5-15 v/v % acetic acid, about 1.5-3.0 liter of acetic anhydride and acetic acid combined per kg of Compound B) in a continuous facility as described in Figure 1. The acetylation is performed in two steps in continuous stirred tank reactors at different temperatures (55 and 120C) with residence times from about 0 to 2 hours. Excess acetic acid and acetic anhydride are removed by distillation in a continuous evaporation system. The viscous residue is diluted with methanol (which reacts with residual acetic anhydride and also with O-acetyl groups deriving from Compound B), and the resulting methyl acetate is continuously removed by atmospheric distillation at about 50-60C. The HPLC purity of the resulting crude reaction mixture is about 98 % with respect to Compound A.

According to the analysis of related databases, 76801-93-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GE Healthcare AS; EP2281814; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Awesome Chemistry Experiments For 5-Amino-N1,N3-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide

If you are hungry for even more, make sure to check my other article about 76801-93-9, COA of Formula: C14H18I3N3O6.

One of the major reasons for studying chemical kinetics is to use measurements of the macroscopic properties of a system, such as the rate of change in the concentration of reactants or products with time. 76801-93-9, Name is 5-Amino-N1,N3-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide, formurla is C14H18I3N3O6. In a document, author is Chen, Xiao-yi, introducing its new discovery. COA of Formula: C14H18I3N3O6.

The Effect on Sodium/Iodide Symporter and Pendrin in Thyroid Colloid Retention Developed by Excess Iodide Intake

It is well known that excess iodide can lead to thyroid colloid retention, a classic characteristic of iodide-induced goiter. However, the mechanism has not been fully unrevealed. Iodide plays an important role in thyroid function at multiple steps of thyroid colloid synthesis and transport among which sodium/iodide symporter (NIS) and pendrin are essential. In our study, we fed female BALB/c mice with different concentrations of high-iodine water including group A (control group, 0 mu g/L), group B (1500 mu g/L), group C (3000 mu g/L), group D (6000 mu g/L), and group E (12,000 mu g/L). After 7 months of feeding, we found that excess iodide could lead to different degrees of thyroid colloid retention. Besides, NIS and pendrin expression were downregulated in the highest dose group. The thyroid iodide intake function detected by urine iodine assay and thyroidal I-125 experiments showed that the urine level of iodine increased, while the iodine intake rate decreased when the concentration of iodide used in feeding water increased (all p < 0.05 vs. control group). In addition, transmission electron microscopy (TEM) indicated a reduction in the number of intracellular mitochondria of thyroid cells. Based on these findings, we concluded that the occurrence of thyroid colloid retention exacerbated by excess iodide was associated with the suppression of NIS and pendrin expression, providing an additional insight of the potential mechanism of action of excess iodide on thyroid gland. If you are hungry for even more, make sure to check my other article about 76801-93-9, COA of Formula: C14H18I3N3O6.

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The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature. Application In Synthesis of 5-Amino-N1,N3-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide, 76801-93-9, Name is 5-Amino-N1,N3-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide, SMILES is O=C(NCC(O)CO)C1=C(I)C(N)=C(I)C(C(NCC(O)CO)=O)=C1I, in an article , author is TURZO, A, once mentioned of 76801-93-9.

IODIDE URINARY MEASUREMENT BY X-RAY-FLUORESCENCE

Urinary iodide measurement has been carried out by X-ray-fluorescence, either directly on urinary solution or after matrix concentration. Proportionality between emitted X(k-alpha) rays of iodine and iodide mass in standards has been observed on a large scale, ranging up to 400 mu-g. With an exciting-1,11 GBq (Am-241(95)) – radioactive source, 0,44 mu-g are detected for solid matrix, and 0,9 mu-g/ml for iodide in solution for 10 mn measuring time. So direct measurement on solution can be applied only to high excreted iodide. For normal range iodide determination is performed after anionic resin concentration (on 100 ml or 200 ml). For tracing, Na I-131 is employed. The binding ratio is strongly depending on flow, resin weight, and associate urinary anionic components. On 20 healthy subjects, normal range value is 53 +/- 22 mu-g/l (m +/- s.d.). Comparative study with an electrochemical method showed fluorescence iodide values are lower than the former. The proposed method is very simple, one or two steps (function of iodide content). As no interfered R(x) has been observed in the R(x) iodide region, the authors can ascertain that accurated values are observed by X-ray fluorescence. In case of high iodide content, this methods allows to distinguish urinary iodide versus total urinary iodine, when performing solution and matrix concentration studies on the urinary batch.

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Archives for Chemistry Experiments of 76801-93-9

Application of 76801-93-9, Each elementary reaction can be described in terms of its molecularity, the number of molecules that collide in that step. The slowest step in a reaction mechanism is the rate-determining step.you can also check out more blogs about 76801-93-9.

Application of 76801-93-9, Catalysts allow a reaction to proceed via a pathway that has a lower activation energy than the uncatalyzed reaction. 76801-93-9, Name is 5-Amino-N1,N3-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide, SMILES is O=C(NCC(O)CO)C1=C(I)C(N)=C(I)C(C(NCC(O)CO)=O)=C1I, belongs to iodides-buliding-blocks compound. In a article, author is Wu, XG, introduce new discover of the category.

Anodic voltammetric behavior of iodide at a chitosan-modified glassy carbon electrode

A novel anodic stripping voltammetry for the determination of iodide with a chitosan-modified glassy carbon electrode (CMGCE) has been described. The CMGCEs were able tot preconcentrate: iodine due to the oxidation of iodide at + 0.7 V (vs. SCE) in pH = 3.80 sulfuric acid, after equilibration at + 0.1 V for 25 s, an anodic scan was performed from + 0.1 to + 1.2 V at 100 mV/s, and a well-defined peak could be obtained at about + 0.85 V. The peak current also varied linearly with the concentration of iodide over the range 0.1 similar to 0.75 mug/mL, and the detection limit was 0.05 mug/mL. The conditions for determining iodide and the possible electrode reaction processes were discussed. The method has been applied to the detection of iodide in cydiodine tablets with satisfactory results.

Application of 76801-93-9, Each elementary reaction can be described in terms of its molecularity, the number of molecules that collide in that step. The slowest step in a reaction mechanism is the rate-determining step.you can also check out more blogs about 76801-93-9.

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Chemistry is the experimental and theoretical study of materials on their properties at both the macroscopic and microscopic levels. 76801-93-9, Name is 5-Amino-N1,N3-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide, molecular formula is C14H18I3N3O6. In an article, author is Rillema, JA,once mentioned of 76801-93-9, SDS of cas: 76801-93-9.

Pendrin transporter carries out iodide uptake into MCF-7 human mammary cancer cells

Previous studies have shown that iodide is actively taken up into mammary alveolar epithelial cells and secreted into milk. In the present studies we demonstrate that I-125 also accumulates in MCF-7 cells against a concentration gradient; distribution ratios of greater than 30 were achieved. Iodide uptake into MCF-7 cells is transient, with peak accumulations occurring in about 5 min. The iodide is rapidly metabolized, probably to iodine, and it then exits the cells. The iodide transporter identified in MCF-7 cells is pendrin. DIDS, a nonspecific inhibitor of anion exchange, inhibits iodide uptake. Iodide uptake is impaired at reduced temperature, but is not dependent on sodium. Inhibitors of the sodium-iodide symporter (NIS) as well as ouabain did not affect the extent of iodide uptake. The pendrin transporter but not NIS was identified via western blotting techniques. Pendrin appears to be the primary iodide transporter in the MCF-7 cell line stocks that were employed for these studies.

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Copper-catalyzed etherification of aryl iodides using KF/Al2O3: An improved protocol

A simple and efficient method for the coupling of aryl iodides with aliphatic alcohols and phenols that does not require the use of alkoxide bases is described. This C-O bond forming procedure shows that the combination of air stable CuI and 1,10-phenanthroline in the presence of KF/Al2O3 comprises an extremely efficient and general catalyst system for the etherification of aryl iodides. Different functionalized aryl iodides were coupled with alcohols and phenols using this method.

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