Tag: M.W=200-300

Electric Literature of 618-91-7, 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. 618-91-7, name is Methyl 3-iodobenzoate belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

117B: Methyl 3-phenylethynyl-benzoate; Methyl 3-iodobenzoate, phenylacetylene (1.5 eq.) and Pd(PPh3)2Cl2 (5 mol %) in piperidine (3 eq.) was heated at 70 C. for 30 minutes. The solidified residue was dissolved with CH2Cl2 and water and poured onto HCl 2N. The acidic phase was extracted three times with CH2Cl2. The combined organic layers were washed twice with HCl 2N, once with water and once with brine. The organic layer was then dried over MgSO4 and concentrated. The resulting residue was purified using SiO2 with petroleum spirit/toluene 70:30 to give methyl 3-phenylethynyl-benzoate as a white solid (quantitative yield). NMR 1H (ppm, CDCl3): 8.20 (t, J4=1.7 Hz, 1H), 7.98 (d, J3=7.9 Hz, 1H), 7.69 (d, J3=7.6 Hz, 1H), 7.54-7.50 (m, 2H), 7.42 (t, J3=7.8 Hz, 1H), 7.36-7.31 (m, 3H), 3.92 (s, 3H).

The synthetic route of Methyl 3-iodobenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE WALTER AND ELIZA HALL INSTITUTE OF MEDICAL RESEARCH; US2008/153802; (2008); A1;,
Iodide – Wikipedia,
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Electric Literature of 1878-69-9, 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. 1878-69-9, name is 2-(3-Iodophenyl)acetic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a stirred solution of 9 (60 mg, 0.34 mmol) in DMF (3 mL) HOBt (60 mg, 0.35 mmol) and EDC (68 mg, 0.35 mmol) were added at 0 C. The mixture was stirred at 0 C for 15 min and at room temperature for 1 h. Then, 4-tert-butylaniline (64 L, 0.40 mmol) was added, and the mixture was stirred at room temperature overnight. The mixture was diluted with brine and extracted with AcOEt. The organic phase was washed with 2 N HCl solution, saturated NaHCO3, and brine, dried (NaSO4), and evaporated under vacuum. The residue (105 mg) was chromatographed on silica gel (6 g) using petroleum ether/AcOEt = 93/7 as eluent to give 80 mg (77%) of 4a.

The synthetic route of 2-(3-Iodophenyl)acetic acid has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ortar, Giorgio; Morera, Ludovica; Schiano Moriello, Aniello; Morera, Enrico; Nalli, Marianna; Di Marzo, Vincenzo; De Petrocellis, Luciano; Bioorganic and Medicinal Chemistry Letters; vol. 22; 10; (2012); p. 3535 – 3539;,
Iodide – Wikipedia,
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Related Products of 116632-39-4, A common heterocyclic compound, 116632-39-4, name is 5-Bromo-2-iodotoluene, molecular formula is C7H6BrI, 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.

0.1 g of 1 -bromo-4-iodo-5-methylbenzene, 0.043 g of 1 -methyl-1 H-pyrazol -5- ylboronic acid, and 0.045 g of 1 ,1 ‘-Bis(diphenylphosphino)ferrocene]- dichloropalladium(ll) were placed in a septum-sealed vial and evacuated/nitrogen filled three times. 3 ml_ of 1 ,4-dioxane was then added, followed by the addition of 0.5 ml_ of 1 M cesium carbonate. The mixture was stirred at room temperature for 30 minutes and heated at 7O C for 4 hours. The reaction mixture was cooled, diluted with water, and extracted with ethyl acetate. The ethyl acetate was dried with sodium sulfate, filtered, concentrated, and the residue was purified by reverse phase HPLC to give 0.05 g of product. LCMS (M+H): 252

The synthetic route of 116632-39-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC.; WO2009/69044; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 13194-68-8, 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. 13194-68-8, name is 4-Iodo-2-methylaniline belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

4-iodo-2-methylbenzenamine 24 (233mg, 1 mmol ) on reaction with l-rert-butyl-4-ethynylbenzene (25b, 158 mg,l .mmol) by employing Sonagashira coupling conditions using Pd(PPh3)4 (69.3 mg, 0.06 equiv) as catalyst, Cul (22.8 mg, 0.12equiv) as cocatalyst, butyl amine (261 mg, 3 equiv)as base and ether as solvent and kept the reaction for 6h. After completion of the reaction as indicated by TLC and the reaction mixture is extracted into ether (4×25 mL) from the aqueous layer and concentrated in vacuo. The compound was further purified by column chromatography using 60-120 silica gel (ethyl acetate/hexane,l:9) to obtain 4-((4-tert-butylphenyl) ethynyl)-2-methyl benzene amine (26b) as pure product. Anthranilic acid (27, 137 mg, lmmol) on reaction with acetic anhydride at 150 C and reflux for 30 min, after completion of reaction aqueous sodium bicarbonate solution is added and extracted in ethyl acetate (4×25 mL) from the aqueous layer and concentrated in vacuo afforded 2-methyl 4H- benzo [cf] [l,3]oxazin-4-one compound (28) as pure product. To a stirred solution of 4-((4-tert- butylphenyl)ethynyl)-2-methylbenzenamine (26b, 263 mg, 1 mmol) with 2-methyl-4H- benzo[c ][l,3]oxazin-4-one (28, 161 mg, lmmol) in acetic acid and reflux for 8h After com pletion of the reaction as indicated by TLC. then the reaction mixture was quenched with NaHC03 and extracted in ethyl acetate (4×25 mL) from the ice cold aqueous layer and dried over anhydrous Na2S04 afforded 3-(4-((4-iert-butylphenyl)ethynyl)-2-methylphenyl)-2-methylquinazolin-4(3H)-one (29b). Reaction of 3-(4-((4-terf-butylphenyl)ethynyl)-2-methylphenyl)-2-methyl quinazolin-4(3H)-one (29b, 406 mg, lmmol) with 2,4-dihydroxybenzaldehyde (30d, 138 mg, lmmol) was taken in acetic acid Then the resulting mixture was stirred under reflux conditions for 8 h and then the reaction mixture was quenched with NaHC03 and extracted in ethyl acetate (4×25 mL) from the ice cold aqueous layer and dried over anhydrous Na2S04.The resulting product (5d) was purified by column chromatography employing EtOAc/Hexane as an eluent.Mp 93-95 C; JH NM R (CDCI3+DMSO-d6, 200 MHz) delta 8.23 (d, J = 15.9 Hz, 1H), 8.20 (s, 1H), 7.79-7.66 (m, 3H), 7.51-7.34 (m, 6H), 7.26 (s, 1H), 7.10 ( d, J = 8.3 Hz, 1H), 6.89 (d, J = 8.3 Hz, 1H), 6.21 (d, J = 15.2 Hz, 1H), 6.18 (s, 1H), 2.06 (s, 3H), 1.14 (s, 9H); LRMS(ESI, m/z) 527 (M)+

The synthetic route of 4-Iodo-2-methylaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CONCIL OF SCIENTIFIC & INDUSTRIAL RESEARCH; KAMAL, Ahmed; SULTANA, Farheen; BHARATHI, Erla Vijaya; SRIKANTH, Yellamelli Valli Venkata; VISWANATH, Arutla; SWAPNA, Ponnampalli; WO2012/111017; (2012); A1;,
Iodide – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 42860-04-8, name is 4-Chloro-3-iodobenzoic acid, 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 42860-04-8, Recommanded Product: 4-Chloro-3-iodobenzoic acid

(i)4-chloro-3-iodobenzyl Alcohol Borane-THF complex (10 ml) was added dropwise over 20 minutes to a solution of 4-chloro-3-iodobenzoic acid (1.4 g) in THF (25 ml). The reaction mixture was stirred for 2 hours and then cooled (ice bath) and methanol (20 ml) was added cautiously. The solvent was removed and the residue was dissolved in methanol (10 ml) and stirred with aq. 2M sodium hydroxide (10 ml) for 2 hours. Ethyl acetate (50 ml) was added and the mixture was washed with saturated aq. sodium bicarbonate solution (50 ml). The aqueous extracts were washed with ethyl acetate (2*50 ml) and the combined ethyl acetate extracts were washed with water (50 ml) and brine (50 ml) and died. Removal of the solvent gave 4-chloro-3-iodobenzyl alcohol (1.15 g). NMR (CD3SOCD3): d 4.45 (d, 2H), 5.3 (t, 1H), 7.3 (m, 1H), 7.5 (m, 1H), 7.8 (s, 1H).

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

Reference:
Patent; AstraZeneca AB; US6984657; (2006); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 3930-83-4, 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. 3930-83-4, name is 2-Iodobenzamide belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a solution of 2-iodobenzamide (3) or 2-bromonicotinamide (6) (2.0 mmol) in DMSO (3 mL), was added aldehyde (2.2 mmol), NaN3 (260 mg, 4.0 mmol), CuBr (29 mg, 0.2 mmol), and l-proline (46 mg, 0.4 mmol). The reaction mixture was stirred at 80 C under air. After disappearance of the reactant (monitored by TLC), water (30 mL) was added to the mixture, and then extracted with ethyl acetate (15 mL) for three times. The extraction was washed with saturated NaCl solution, dried over anhydrous Na2SO4 and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel using petroleum ether/ethyl acetate (10:1 to 3:1) as the eluent to give the desired products 5 or 7.

The synthetic route of 2-Iodobenzamide has been constantly updated, and we look forward to future research findings.

Reference:
Article; Li, Ting; Chen, Minglu; Yang, Lei; Xiong, Zhengxin; Wang, Yongwei; Li, Fei; Chen, Dongyin; Tetrahedron; vol. 72; 6; (2016); p. 868 – 874;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 68507-19-7, 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. 68507-19-7, name is 3-Iodo-4-methoxybenzoic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Dissolve 6-methoxy-naphthalen-1-yl)- [4- (2-piperidin-1-yl-ethoxy)-phenyl]- methanone-2-boronic acid (433 mg. , 1.0 mmoles) and 3-iodo-4-methoxybenzoic acid (556 mg. , 2.0 mmoles) in 8 ml of ethanol and add a slurry of 500 mg. of 10% palladium on carbon in 3 ml ethanol followed by 840 mg of sodium carbonate. Flush the vial with nitrogen and seal. Heat the mixture at 72 degrees for 24 hours. Cool, filter, wash the solid with ethanol and discard the solid. Purifty the filtrate on an SCX column, washing with methanol and eluting the product with 2N ammonia/methanol. Evaporate the solvent and purify on a silica column, eluting the impurities with a 0-10% methanol/methylene chloride gradient, then eluting the product with 20% methanol/methylene chloride to give 56 mg, 10%, of 3-methoxy-4- {6-methoxy-1- [4- (2-piperidin-1-yl-ethoxy)-benzoyl]- naphthalen-2-yl}-benzoic acid. Convert 3-methoxy-4- {6-methoxy-1- [4- (2-piperidin-1-yl-ethoxy)-benzoyl]- naphthalen-2-yl}-benzoic acid (56 mg) to the HCl salt and dissolve in methylene chloride. Chill the solution in ice and add excess boron tribromide in portions. Stir at 0 degrees for 1 hour, then at room temperature for 1 hour. Add a few drops of boron tribromide and stir for another 1/2hour. Quench the mixture with saturated sodium bicarbonate and wash the water layer with a solvent composed of a 3/1 mixture of chloroform/isopropanol. Adjust the pH of the water layer to 7 and extract with the organic solvent. Combine the organic layers, dry over 3a molecular sieves and evaporate to a solid. Purify on an SCX column, eluting with 2N ammonia/methanol to give 16 mg (30%) of the title compound.

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

Reference:
Patent; ELI LILLY AND COMPANY; WO2005/73205; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 13329-40-3,Some common heterocyclic compound, 13329-40-3, name is 1-(4-Iodophenyl)ethanone, molecular formula is C8H7IO, 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.

Example 83A 2-Bromo-1-(4-iodo-phenyl)-ethanone A solution of bromine (79.3 g, 508 mmo) in glacial acetic acid (50 mL) was added at room temperature to a solution of 1-(4-Iodo-phenyl)-ethanone (Aldrich, 125 g, 508 mmol) in glacial acetic acid (600 mL). The mixture was stirred for 10 h, then concentrated under reduced pressure and the residue was diluted with ethyl acetate (100 mL), and washed with brine (3*50 mL). The organic layer was concentrated, and the residue was crystallized from ethyl ether to provide the title compound as a yellow solid (150 g, 462 mmol, 91% yield). 1H NMR (300 MHz, CDCl3) delta 4.39 (s, 2H), 7.69 (d, J=8.5 Hz, 2H), 7.87 ppm (d, J=8.5 Hz, 2H); MS (DCl/NH3) m/z 246 (M-Br)+264 (M-Br+NH4)+.

The synthetic route of 13329-40-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Basha, Anwer; Bunnelle, William H.; Dart, Michael J.; Gallagher, Megan E.; Ji, Jianguo; Li, Tao; Pace, Jennifer M.; Ryther, Keith B.; Tietje, Karin R.; Mortell, Kathleen H.; Nersesian, Diana L.; Schrimpf, Michael R.; US2005/101602; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 608-28-6, A common heterocyclic compound, 608-28-6, name is 2-Iodo-1,3-dimethylbenzene, molecular formula is C8H9I, 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: All reactions were carried out in an 80 mL Teflon-lined stainless steel reactor equipped with a magnetic stirring bar. Typically, in a glovebox, the aryl iodides (1.0 mmol), RhI3(0.025 mmol), PPh3 (0.1 mmol), Et3N (1.2 mmol), and DMA (2 mL) were loaded into the reactor. Then, the autoclave was screwed up, charged with CO and H2 to a total pressure of 10 bar (1:1) and transferred to an oil bath preheated at 90 C, which was controlled by a Haake-D3 temperature controller. After completion of the reaction, the reactor was cooled in iced water and the gas carefully vented. The conversion and yield of the aryl iodides and arylaldehydes were determined by GC analysis using dodecane as an internal standard. For yield determination of the other products, the reaction mixture was first analyzed by GC-MS to determine the structures of the aromatic aldehyde products. Then, CH2Cl2 (5 mL) was added to the reaction mixture, after which deionized water (10 mL) was added to extract the solvent DMA for 5 times. The organic layer was dried over anhydrous Na2SO4, concentrated by rotary evaporation and finally purified by column chromatography on silica gel using n-hexane/ethyl acetate as eluent to obtain the pure products and isolated yields.

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; Chen, Suqing; Liu, Zhenghui; Mu, Tiancheng; Wang, Peng; Yan, Zhenzhong; Yu, Dongkun; Zhao, Xinhui; Beilstein Journal of Organic Chemistry; vol. 16; (2020); p. 645 – 656;,
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. 14452-30-3, name is 1-(3-Iodophenyl)ethanone, A new synthetic method of this compound is introduced below., Computed Properties of C8H7IO

General procedure: To a test tube containing a magnetic bar was added aryl halide (1.0 mmol), CuCl2 (13.4 mg, 0.1 mmol), KOH (336 mg, 6.0 mmol), ethylene glycol(12 muL, 0.2 mmol), and DMSO/H2O (1.0 mL/0.5 mL). After flushing with argon, the mixture was stirred in a preheated oil bath at 120 C for 24 h. After cooled to ambient temperature, the reaction mixture was distributed in aqueous HCl (5 %) and ethyl acetate. The organic layer was washed with water and brine, dried over anhydrous MgSO4, and concentrated under vacuum. The crude product was further purified by column chromatography (EtOAc/n-Hexane) to provide the phenols.

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; Kim, Jihye; Battsengel, Oyunsaikhan; Liu, Yajun; Chae, Junghyun; Bulletin of the Korean Chemical Society; vol. 36; 12; (2015); p. 2833 – 2840;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com