Extracurricular laboratory: Synthetic route of 3-Iodo-4,5-dimethoxybenzaldehyde

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.

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 32024-15-0, name is 3-Iodo-4,5-dimethoxybenzaldehyde, A new synthetic method of this compound is introduced below., SDS of cas: 32024-15-0

7-Ethoxy-4-(3-iodo-4,5-dimethoxybenzyl)isoquinolin-8-ol hydrochloride 72In an ace pressure tube, 2-((2,2-diethoxyethylamino)methyl)-6-ethoxyphenol SAO 33014 (244 mg, 0.86 mmol) and 3-iodo-4,5-dimethoxybenzaldehyde RBO 40110 (250 mg, 0.86 mmol) were dissolved in a mixture EtOH:37% HCI solution = 1 :1 (10 ml_). The reaction mixture was stirred at 100C for 10 min then cooled to RT. The volatiles were removed under vacuum and the residue was taken back in EtOAc (150 ml_) and neutralized with a 10% NaHCO3 aq. solution (15 ml_). The separated organic layer was washed with water (3×30 ml_), brine (30 ml_), dried over Na2SO4, filtered and evaporated to give a yellow solid. This solid was purified by column chromatography (SiO2, eluent CH2CI2:EtOAc = 100:0 to 50:50) to give, after evaporation and drying, 7-ethoxy-4-(3-iodo-4,5-dimethoxybenzyl)isoquinolin-8-ol (37 mg). This solid was dissolved in MeOH (2 ml_) and a 0.49 N HCI solution in MeOH (160 muIota_, 0.08 mmol) was slowly added. The reaction mixture was stirred at 4C for 15 min. After evaporation and drying under P2O5, 7-ethoxy-4-(3-iodo-4,5- dimethoxybenzyl)isoquinolin-8-ol hydrochloride 72 (39 mg, 9% yield) was obtained as a yellow solid. MW: 501 .75; Yield: 9%; Yellow Solid; Mp (C): 221 .9Rf. 0.40 (CH2CI2:EtOAc = 50:50, free base).1H-NMR (CD3OD, delta): 1 .50 (t, 3H, J = 9 Hz, CH3), 3.75 (s, 3H, OMe), 3.81 (s, 3H, OMe), 4.35 (q, 2H, J = 9 Hz OCH2), 4.47 (s, 2H, CH2), 7.00 (s, 1 H, ArH), 7.23 (s, 1 H, ArH), 7.82 (d, 1 H, J = 9 Hz, ArH), 8.03 (d, 1 H, J = 9 Hz ArH), 8.09 (s, 1 H, ArH), 9.66 (s, 1 H, ArH).13C-NMR (CD3OD, delta): 15.0 (CH3), 35.9 (CH2), 56.5 (O-CH3), 60.7 (O-CH3), 66.9 (O- CH2-CH3), 93.1 , 1 15.0 (ArH), 1 16.5 (ArH), 120.5, 126.8 (ArH), 128.4 (ArH), 131 .6 (ArH), 132.6, 137.3, 137.4, 142.8 (ArH), 146.5, 147.0, 149.3, 154.2.MS-ESI m/z (% rel. Int.): 466.0 ([MH]+, 100).HPLC: Method A, XBridge column, detection UV 254 nm, RT = 4.68 min, peak area 99.0%.

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.

Reference:
Patent; EXONHIT S.A.; LEBLOND, Bertrand; TAVERNE, Thierry; BEAUSOLEIL, Eric; CHAUVIGNAC, Cedric; CASAGRANDE, Anne-Sophie; DESIRE, Laurent; WO2011/151423; (2011); A1;,
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New learning discoveries about 3-Iodo-4,5-dimethoxybenzaldehyde

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.

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 32024-15-0, name is 3-Iodo-4,5-dimethoxybenzaldehyde, A new synthetic method of this compound is introduced below., COA of Formula: C9H9IO3

(3-Iodo-4,5-dimethoxyphenyl)methanoI (3). A method of Chowdhury and co-workers was modified. A 250 mL, three-necked, round-bottomed flask, equipped with a magnetic stir bar and a condenser was charged with 2 (25 g, 85 mmol) and 100 mL of THF. Sodium borohydride (1.91 g, 50 mmol) was added slowly portion- wise over a period of 5 min and the reaction mixture was stirred at room temperature for 45 min. The reaction mixture was quenched with 100 mL of saturated NH4C1 and extracted with ethyl acetate (3 x 125 mL). The combined organic layers were washed with saturated NaCl (100 mL), dried (MgS04) and concentrated under vacuum to yield 3 (24.8 g, 98.8%) as a thick colorless liquid. IR: 3392, 2824 cm”1; H-NMR(CDC13): delta 7.27 (d, J= 1.6 Hz, 1H), 6.86 (d, J = 1.6 Hz, 1H), 4.53 (s, 2H), 3.83 (s, 3H), 3.79 (s, 3H), 2.83 (br s, 1H); I3C-NMR (CDC13): 5 152.4, 147.7, 139.0, 128.3, 111.2, 92.1, 63.9, 60.3, 55.8.

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.

A new synthetic route of 3-Iodo-4,5-dimethoxybenzaldehyde

According to the analysis of related databases, 32024-15-0, the application of this compound in the production field has become more and more popular.

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 32024-15-0 as follows. Recommanded Product: 3-Iodo-4,5-dimethoxybenzaldehyde

13ax) A mixture of 5.0 g of 3-iodo-4,5-dimethoxy-benzaldehyde, 1.18 g of hydroxylamine hydrochloride, 1.37 g of pyridine and 17 ml of toluene is held at reflux for 2 hrs. (see A. Saednya, Synthesis 1982, 190). The precipitate which separates after cooling is filtered off under suction. Chromatography on silica gel with methylene chloride/methanol 9:1 yields 3.09 g of 3-iodo-4,5-dimethoxy-benzonitrile as a colourless solid. Yield: 63%. Mass spectrum: peaks inter alia at m/e: 289 (100%), 274 (38%), 132 (30%), 119 (43%).

According to the analysis of related databases, 32024-15-0, the application of this compound in the production field has become more and more popular.

New downstream synthetic route of 3-Iodo-4,5-dimethoxybenzaldehyde

According to the analysis of related databases, 32024-15-0, the application of this compound in the production field has become more and more popular.

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 32024-15-0, name is 3-Iodo-4,5-dimethoxybenzaldehyde, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 3-Iodo-4,5-dimethoxybenzaldehyde

3, 4-dimethoxy-5-iodo-benzaladehyde (2.92 g, 10 mmol) wasdissolved in minimal EtOH and stirred in an ice bath. After the entire solid had dissolved NaBH4 (3.4 g,~10 mmol) was added to the mixture. The progress was monitored by HPLC. After, 1.5 hours thecomplete reaction mixture was concentrated under vacuum to half its volume and poured into aseparating funnel containing water. Aqueous layer was extracted three times with DCM. It was thenconcentrated to give the final product as yellow oil (2.79 g, 9.5 mmol). 1H NMR (300 MHz, DMSO-d6): 7.40 – 7.27 (m, 1H), 7.02 (d, J = 1.7 Hz, 1H), 4.53 (s, 2H), 3.87 (s, 3H), 3.77 (s, 3H). UV-Vis: 214.7, 285.1nm.

According to the analysis of related databases, 32024-15-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Maresh, Justin J.; Ralko, Arthur A.; Speltz, Tom E.; Burke, James L.; Murphy, Casey M.; Gaskell, Zachary; Girel, Joann K.; Terranova, Erin; Richtscheidt, Conrad; Krzeszowiec, Mark; Synlett; vol. 25; 20; (2014); p. 2891 – 2894;,
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Extended knowledge of 32024-15-0

The synthetic route of 32024-15-0 has been constantly updated, and we look forward to future research findings.

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 32024-15-0, name is 3-Iodo-4,5-dimethoxybenzaldehyde, A new synthetic method of this compound is introduced below., HPLC of Formula: C9H9IO3

General procedure: To a solution of cycloalkenyl iodide (1.00 equiv) in Et 2 O (0.5 M) wasslowly added a solution of n-BuLi (2.44 M in hexane, 1.10 equiv) at-78 C. After stirring for 30 min at the aforementioned temperature, B(Oi-Pr)3 (1.15 equiv) and THF (total concn 0.25 M) were added andthe resulting mixture stirred for an additional 1 h at room tempera-ture. Pd(dppf)Cl2¡¤CH2C2 (4 mol%), the cross-coupling partner (aromatic or vinylic iodide, bromide, tosylate or chloride) (0.90 equiv) andan aqueous solution of NaOH (1.5 equiv 1.00 M) were subsequentlyadded and the reaction mixture was stirred overnight. The crude ma-terial was extracted with Et2O (3 ¡Á 20 mL), washed with a saturated aqueous solution of sodium chloride (20 mL), dried over magnesiumsulfate, filtered, concentrated and purified via flash column chroma-tography.

The synthetic route of 32024-15-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Baumann, Andreas N.; Eisold, Michael; Music, Arif; Didier, Dorian; Synthesis; vol. 50; 16; (2018); p. 3149 – 3160;,
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Analyzing the synthesis route of 32024-15-0

The synthetic route of 32024-15-0 has been constantly updated, and we look forward to future research findings.

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 32024-15-0, name is 3-Iodo-4,5-dimethoxybenzaldehyde, A new synthetic method of this compound is introduced below., Computed Properties of C9H9IO3

General procedure: 3-Iodo-4,5-dimethoxybenzaldehyde (1.5 mmol) and 2,4-dimethyl-3-ethylpyrrole (3.3 mmol) were dissolved in absolute CH2Cl2 (30 mL) under N2 atmosphere, 10 drops of TFA were added and the solution was stirred at rt overnight or until TLC analysis showed complete consumption of the aldehyde. At this time of DDQ (2.5 mmol) were added and stirring continued for 20 min. Then, Et3N (4 mL) and BF3¡¤OEt2 (4 mL) were added. The mixture was stirred for 12 h then the organic layer containing the crude product was subsequently washed three times with water; the organic solution was dried over Na2SO4, and evaporated to dryness. The raw material was chromatographed (SiO2, petroleum ether/CH2Cl2, 6:4) affording 280 mg (yield: 33%) of 1a in the form of orange needles

The synthetic route of 32024-15-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Banfi, Stefano; Nasini, Gianluca; Zaza, Stefano; Caruso, Enrico; Tetrahedron; vol. 69; 24; (2013); p. 4845 – 4856;,
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The important role of 32024-15-0

The chemical industry reduces the impact on the environment during synthesis 3-Iodo-4,5-dimethoxybenzaldehyde. I believe this compound will play a more active role in future production and life.

Application of 32024-15-0, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 32024-15-0, name is 3-Iodo-4,5-dimethoxybenzaldehyde, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: The condensation reactions of halogenated dimethoxy benzaldehydeadducts (2a, 2b, or 2c) and 3-morpholinopropio nitrile (3) wereconducted based on the previously reported procedure.15 Compound 3(11.49 mmol), prepared based on previously reported procedure.20 wasdissolved in DMSO (3.0 mL) and heated to 65 C. Into a preheated solution,a freshly prepared sodium methoxide (4.59 mmol) was slowlyadded and stirred for 45 min at 80 C. Then, a solution of 2 (9.19 mmol)in DMSO (5.0 mL) was added into the heated solution. The reaction wasstirred at 80 C for 16 h. The reaction was quenched with diluted HCl(1:2 of 1M HCl in H2O) and extracted with CH2Cl2. An organic layerwas subsequently washed with water and saturated NaCl solution. Thewashed organic layer was dried over Na2SO4. The solvent was removedunder reduced pressure, affording dark brown viscous liquid. The crudeproduct was partially purified by column chromatography to give ayellow to brown viscous liquid mixture. The mixture was carried on tothe next step.

The chemical industry reduces the impact on the environment during synthesis 3-Iodo-4,5-dimethoxybenzaldehyde. I believe this compound will play a more active role in future production and life.

Reference:
Article; Nilchan, Napon; Phetsang, Wanida; Nowwarat, Taechin; Chaturongakul, Soraya; Jiarpinitnun, Chutima; Bioorganic and Medicinal Chemistry; vol. 26; 19; (2018); p. 5343 – 5348;,
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Sources of common compounds: 32024-15-0

The synthetic route of 3-Iodo-4,5-dimethoxybenzaldehyde has been constantly updated, and we look forward to future research findings.

Application of 32024-15-0, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 32024-15-0, name is 3-Iodo-4,5-dimethoxybenzaldehyde belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

13as) In analogy to Example 13ap), from 3-iodo-4,5-dimethoxy-benzaldehyde and hydroxylamine hydrochloride there is obtained the corresponding 3-iodo-4,5-dimethoxy-benzaldehyde oxime as a colourless solid. Yield: 99%.

The synthetic route of 3-Iodo-4,5-dimethoxybenzaldehyde has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hoffmann-La Roche Inc.; US5763450; (1998); A;,
Iodide – Wikipedia,
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