Category: 32024-15-0

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., Quality Control of 3-Iodo-4,5-dimethoxybenzaldehyde

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 × 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;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 32024-15-0, name is 3-Iodo-4,5-dimethoxybenzaldehyde, belongs to iodides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 32024-15-0, COA of Formula: C9H9IO3

To a mixture of N-(tert-butyl)hydroxylamine hydrochloride (S3) (930 mg, 7.44 mmol), 3-iodo-4,5-dimethoxybenzaldehyde (S4) (3.27 g, 11.2 mmol, 1.50 equiv), triethylamine (2.06 mL, 14.9 mmol, 2.00 equiv), and MgSO4 (4.46 g, 37.2 mmol, 5.00 equiv) were added toluene (100 mL) at room temperature and the mixture was refluxed with stirring for 3 days. After cooling to room temperature, to the mixture was added water (50 mL) and the mixture was extracted with EtOAc (50 mL × 3). The combined organic extract was washed with aqueous saturated solution of sodium bicarbonate (20 mL), brine (20 mL), dried (Na2SO4),and after filtration, the filtrate was concentrated under reduced pressure. The residue was purified by flash column chromatography (silica-gel 70.0 g, n-hexane/EtOAc = 10/1) to give N-tert-butyl(3-iodo-4,5-dimethoxybenzylidene)amine N-oxide (9) (1.69 g, 4.66 mmol, 62.6%) as a colorless solid.

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, 3-Iodo-4,5-dimethoxybenzaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Yoshida, Suguru; Uchida, Keisuke; Hosoya, Takamitsu; Chemistry Letters; vol. 44; 5; (2015); p. 691 – 693;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 32024-15-0, A common heterocyclic compound, 32024-15-0, name is 3-Iodo-4,5-dimethoxybenzaldehyde, molecular formula is C9H9IO3, 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.

General procedure: The reactants – corresponding aldehyde (entries 1-60, Tables 1 and 2) (1.5 mmol), CH3NH3Cl (2-10 mol eq, Tables 1 and 2) and the base (2-10 mol eq, Tables 1 and 2) (the amount of CH3NH3Cl and NaHCO3 were equimolar) – were grinded in a mortar with a pestle for 10 min and then left to stand at room temperature from 1 h to overnight (Tables 1 and 2). The reaction was monitored by TLC, GCMS and 1H NMR. The reaction mixture was taken up with Et2O and the resultant suspension was filtrated through a layer of anhydrous MgSO4. The solvent was evaporated in vacuo to give the crude product. Some of the obtained azometines were pure enough for spectral characterization, while the others were purified by MPLC. The products were characterized by IR, 1H, and 13C NMR, MS, whenever they were synthesized in the sufficient amounts. The spectral data of the known compound were compared with those from the literature and showed favorable agreement. 4.6.21 N-(3-iodo-4,5-dimethoxybenzylidene)methanamine (2v) Colorless oil; FTIR (neat): 3087, 2990, 2968, 2926, 2850, 1646 (C=N), 1586, 1560, 1461, 1403, 1364, 1267 (C-O-C, asym.), 1228, 1136, 1164, 1042 (C-O-C, sym.), 1004, 946, 835, 798, 747, 641 cm-1; EIMS m/z 305 [M]+ (100.0), 304 [M-H]+ (39.0), 290 [M-CH3]+ (17.4), 274 [M-OCH3]+ (10.9), 259 [M-CH3-OCH3]+ (4.2), 246 [M-NCH3-CH3-CH3]+ (4.8), 178 [M-I]+ (4.0), 163 [M-I-CH3]+ (7.6), 162 [M-H-I-CH3]+ (8.4), 148 [M-I-NH2CH2]+ (11.5), 132 [M-I-CH3-OCH3]+ (12.9), 118 [M-I-NCH3-OCH3]+ (12.2), 90 (4.5), 89 (10.4), 77 (9.9), 65 (6.0), 63 (7.7), 51 (4.7), 50 (5.7), 42 [M-C6H2(OCH3)2I]+ (18.0); 13C NMR (CDCl3, 50 MHz): 48.0, 56.0, 60.5, 92.0, 110.2, 131.5, 134.7, 150.9, 152.8, 160.3; 1H NMR (CDCl3, 200 MHz): 3.51 (d, J = 1.6 Hz, 3H, NCH3), 3.86 (s, 3H, C5-OCH3)*, 3.90 (s, 3H, C4-OCH3) *, 7.36 (d, J = 1.8 Hz, 1H, H2), 7.57 (d, J = 1.8 Hz, 1H, H6), 8.13 (q, J = 1.6 Hz, 1H, N=CH); Calcd for C10H12INO2: C 39.36, H 3.96, N 4.59, O 10.49%; found: C 39.42, H 3.94, N 4.56%; RI (HP-5MS) 1832.

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

Reference:
Article; Radulovi?, Niko S.; Miltojevi?, Ana B.; Vuki?evi?, Rastko D.; Comptes Rendus Chimie; vol. 16; 3; (2013); p. 257 – 270;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 32024-15-0, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 32024-15-0 name is 3-Iodo-4,5-dimethoxybenzaldehyde, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

2-Acetylnaphthalene (511 mg, 3.0 mmol) was dissolved in MeOH (10 mL) and 3-iodo-4,5-dimethoxybenzaldehyde (876 mg, 3.0 mmol) was added. 5% NaOH (3.0 mL) was added and the reaction mixture was stirred at room temperature for 16 h. The formed precipitate was collected, washed with MeOH and dried in vacuum. Yield: 1.127 g (2.54 mmol, 85%);

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Iodo-4,5-dimethoxybenzaldehyde, and friends who are interested can also refer to it.

Reference:
Article; Schmitt, Florian; Draut, Heidrun; Biersack, Bernhard; Schobert, Rainer; Bioorganic and Medicinal Chemistry Letters; vol. 26; 21; (2016); p. 5168 – 5171;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 32024-15-0, These common heterocyclic compound, 32024-15-0, name is 3-Iodo-4,5-dimethoxybenzaldehyde, 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.

General procedure: K2CO3 (2.5 × 10-4 mol, 2.5 equiv), aryl iodide (1.0 × 10-4 mol, 1.0 equiv), and alkyne (1.5 × 10-4 mol, 1.5 equiv) were mixed in a 10-mL vial, followed by addition of a solution of the selected catalyst (1 × 10-8 mol) in EtOH (1 mL). The vial was placed in a preheated oil bath at 80 C and stirred for 1 h. After cooling to 20-25 C, the reaction mixture was evaporated to dryness under a stream of dinitrogen followed by addition of 1.0 equiv of 1,2-dimethoxyethane as NMR internal standard, and extraction of the reaction mixture with three 0.20-mL portions of CDCl3. All fractions were joined and analyzed by 1H NMR spectroscopy. The product peak assignments were based on the authentic samples or on published dat, whereas quantifications were performed upon integration of the selected peak of the product relatively to the peak of the standard.

Statistics shows that 3-Iodo-4,5-dimethoxybenzaldehyde is playing an increasingly important role. we look forward to future research findings about 32024-15-0.

Reference:
Article; Timofeeva, Svetlana A.; Kinzhalov, Mikhail A.; Valishina, Elena A.; Luzyanin, Konstantin V.; Boyarskiy, Vadim P.; Buslaeva, Tatyana M.; Haukka, Matti; Kukushkin, Vadim Yu.; Journal of Catalysis; vol. 329; (2015); p. 449 – 456;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 32024-15-0,Some common heterocyclic compound, 32024-15-0, name is 3-Iodo-4,5-dimethoxybenzaldehyde, molecular formula is C9H9IO3, 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.

General procedure: Selected base (1.5×10-4 mol, 1.5 equivs), aryl iodide (1.0×10-4 mol, 1.0 equiv) and terminal alkyne (1.0×10-4 mol, 1.0 equivs) were mixed in a 10-mL vial, followed by addition of a solution of the selected catalyst (1×10-8 mol) in EtOH (1 mL). The vial was placed in a pre heated oil bath at 80 C and stirred for 4 h. After cooling to ca. 25 C, the reaction mixture was evaporated to dryness under a stream of dinitrogen followed by addition of 1.0 equivof 1,2-dimethoxyethane (NMR internal standard), and extraction of the reaction mixture with three 0.20 mL portions of CDCl3. All fractions were joined and analyzed by 1H NMR spectroscopy. The product peak assignments were based on authentic samplesor on published data [56,62-68] (several sources were used for published compounds), while the structure of two new products,i.e. 3,4-dimethoxy-5-(phenylethynyl)benzaldehyde (derived from the coupling of 3-iodo-4,5-dimethoxybenzaldehyde with phenylacetylene) and 1-fluoro-2-[(2-methylphenyl)ethynyl]benzene (prepared from 2-fluorophenylacetylene and 2-iodotoluene were undoubtedly established using NMR spectroscopy, MS and elemental analyses (see Supplementary data). Quantifications were performed upon integration of the selected peak of the product in the 1H NMR relatively to the peak of the standard.

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

Reference:
Article; Valishina, Elena A.; Silva, M.Fatima C. Guedes Da; Kinzhalov, Mikhail A.; Timofeeva, Svetlana A.; Buslaeva, Tatyana M.; Haukka, Matti; Pombeiro, Armando J.L.; Boyarskiy, Vadim P.; Kukushkin, Vadim Yu.; Luzyanin, Konstantin V.; Journal of Molecular Catalysis A: Chemical; vol. 395; (2014); p. 162 – 171;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 32024-15-0, The chemical industry reduces the impact on the environment during synthesis 32024-15-0, name is 3-Iodo-4,5-dimethoxybenzaldehyde, I believe this compound will play a more active role in future production and life.

[00316] 25 mg of PdCl2[dppf].CH2Cl2 was placed in a reaction tube under nitrogen and added 4 ml dioxane and 0.45 ml triethylamine. The mixture was heated at 80 C. for 19 h to give a brownish solution. To this solution was then added 0.4 ml (2.7 mmol) pinacolborane and 393 mg (1.35 mmol) of 3-iodo-4,5-dimethoxybenzaldehyde. The reaction mixture was heated with stirring to 80 C. and was analysed by gc after 16.5 h and the products identified by gc/ms. The reaction was complete and the product distribution, as gauged by gc peak areas, was desired product 89%, dehalogenated species 7%, starting iodide 1% and phenylboronic acid pinacol ester 2%.[00393] In a reaction tube under nitrogen, a mixture of PdCl2(dppf)CH2Cl2 (21 mg; 0.026 mmol) and triethylamine (0.34 ml; 2.44 mmol) in dioxane (2.5 ml; dried over 4 A sieves) was sealed and stirred at 80 C. overnight (18 h). After cooling to room temperature, HB(pin) (0.19 ml; 1.31 mmol) was added followed by 3-iodo-4,5-dimethoxybenzaldehyde (254 mg; 0.870 mmol) in dioxane (2.5 ml; dried over 4 A sieves) the reaction mixture was stirred at 80 C. GC analysis after 2 days showed the desired borate compound at 13.2 minutes.

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, 3-Iodo-4,5-dimethoxybenzaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Commonwealth Scientific and Industrial Research Organisation; US6680401; (2004); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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., Recommanded Product: 3-Iodo-4,5-dimethoxybenzaldehyde

General procedure: K2CO3 (2.5 × 10-4 mol, 2.5 equiv), aryl iodide (1.0 × 10-4 mol, 1.0 equiv), and alkyne (1.5 × 10-4 mol, 1.5 equiv) were mixed in a 10-mL vial, followed by addition of a solution of the selected catalyst (1 × 10-8 mol) in EtOH (1 mL). The vial was placed in a preheated oil bath at 80 C and stirred for 1 h. After cooling to 20-25 C, the reaction mixture was evaporated to dryness under a stream of dinitrogen followed by addition of 1.0 equiv of 1,2-dimethoxyethane as NMR internal standard, and extraction of the reaction mixture with three 0.20-mL portions of CDCl3. All fractions were joined and analyzed by 1H NMR spectroscopy. The product peak assignments were based on the authentic samples or on published dat, whereas quantifications were performed upon integration of the selected peak of the product relatively to the peak of the standard.

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:
Article; Timofeeva, Svetlana A.; Kinzhalov, Mikhail A.; Valishina, Elena A.; Luzyanin, Konstantin V.; Boyarskiy, Vadim P.; Buslaeva, Tatyana M.; Haukka, Matti; Kukushkin, Vadim Yu.; Journal of Catalysis; vol. 329; (2015); p. 449 – 456;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

32024-15-0, name is 3-Iodo-4,5-dimethoxybenzaldehyde, belongs to iodides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. COA of Formula: 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;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 32024-15-0, These common heterocyclic compound, 32024-15-0, name is 3-Iodo-4,5-dimethoxybenzaldehyde, 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.

General procedure: Synthesis of iodo-chrysin derivatives was accomplishedfollowing the general methods shown in Schemes 1 and 2.As outlined in Schemes 1 and 2, under anhydrous andanaerobic conditions, ZnCl2 (0.05 mol) was added to themixture of resorcinol (0.1 mol) and chloroacetonitrile (0.12mol) in diethyl ether (50 mL) cooled to 0C. The mixturewas reacted with anhydrous hydrogen chloride gas for 12hours. Intermediate compound 1, chrysin derivatives 2-5were synthesized according to Scheme 2. The Baker-VenKataraman reaction was employed in the synthesis ofchrysin derivatives [31]. 2, 4-dihydroxybenzoyl chloride (86mmol) was obtained after recrystallization with water. 2-Iodobenzaldehyde, 3-iodobenzaldehyde, 2-fluorine-5-iodobenzaldehyde or 3-iodo-4,5-dimethoxy benzaldehyde(12 mmol) and 10% NaOH (20 mL) were added to a solutionof compound 1 (10 mmol) in alcohol (5 mL). The mixturewas stirred at room temperature for 72 hours. Then the solutionwas acidified with 10% aqueous HCl to pH= 7 andstirred for another 48 hours at room temperature. The crudeproduce was purified by column chromatography (ethylacetate/ petroleum ether = 1:1) to get products, compound2: 7-hydroxy-2-(2-iodophenyl)-4H-chromen-4-one yielded62.7%, compound 3: 7-hydroxy-2-(3-iodophenyl)-4Hchromen-4-one yielded 61.5%, compound 4: 2- (2-fluoro-5-iodo- phenyl)-7-hydroxy-4H-chromen-4-one yielded 60.8%,compound 5:7-hydroxy-2-(3- iodo-4,5-di- methoxyphenyl)-4H-chromen-4-one yielded 62.3%. All compounds were yellowproducts.

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

Reference:
Article; Wei, Yun; Zheng, Qutong; Tang, Guotao; Song, Chen; Wang, Guan; Zhang, Yinxiang; Xiao, Yan; Zeng, Xianliang; Wang, Zongbao; Xiao, Jichang; Zheng, Xing; Medicinal Chemistry; vol. 12; 5; (2016); p. 441 – 447;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com