Iodides-buliding-blocks

Application of 25309-64-2, A common heterocyclic compound, 25309-64-2, name is 1-Ethyl-4-iodobenzene, 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: A tube (30 mL) equipped with a magnetic stirring bar was charged with 1 (1.5 mmol), 2 (5.25 mmol), Pd(OAc)2 (10 mol%), L1 (10 mol%), and CsOAc (6.0 mmol) in DMSO (1.5 mL), then the tube was sealed, purged with O2, and the mixture was stirred at 100 C for 16 h. At the end of the reaction, the mixture was partitioned between EtOAc (30mL) and H2O (30 mL). The organic layer was separated, and the aqueous layer was extracted further with EtOAc (3 ¡Á 30 mL). The combined organic phase was dried over anhydrous Na2SO4 and concentrated under reduced pressure. Then, the crude mixture was purified by column chromatography (silica gel; n-hexane/EtOAc) to afford the desired product.

The synthetic route of 25309-64-2 has been constantly updated, and we look forward to future research findings.

Reference:
Review; Zheng, Yi-Lin; Xiao, Li; Xie, Qiong; Shao, Li-Ming; Synthesis; vol. 51; 6; (2019); p. 1455 – 1465;,
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Reference of 52570-33-9, These common heterocyclic compound, 52570-33-9, name is Methyl 3-iodo-2-methylbenzoate, 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.

[0470] To a solution of methyl 3-iodo-2-methylbenzoate (15 g, 54.35 mmol) in N,N-dimethylacetamide (200 mL) at rt was added K4[Fe(CN)6].3H2O (5.74 g, 13.59 mmol) and sodium carbonate (5.76 g, 54.35 mmol), followed by palladium acetate (1.5 g) added. The suspension was evacuated and replaced with nitrogen, then heated to 120C for 10 hrs. The reaction mixture was cooled to rt, filtered, and the filtrate was diluted with water (100 mL), and extracted with EA (200 mL) twice. The combined organic layers were washed with water, brine, dried over sodium sulfate, filtered and concentrated providing the crude product, which was purified by column chromatography on silica-gel elution with petroleum ether:EA (from 50/1 to 30/1) providing methyl 3-cyano-2-methylbenzoate (4.6 g, 48.4% yield) as a white solid. MS (ESI) m/z 175.9 [M+H]+. 1H NMR (400 MHz, CDCl3) delta 8.08 (d, J = 7.6 Hz, 1 H), 7.76 (d, J = 8.0 Hz, 1 H), 7.36 (t, J = 7.6 Hz, 1 H), 3.93 (s, 3 H), 2.80 (s, 3 H).

The synthetic route of 52570-33-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOTHERYX, INC.; CHAN, Kyle, W.H.; FUNG, Leah; SULLIVAN, Robert; ERDMAN, Paul, E.; MERCURIO, Frank; (225 pag.)WO2017/201069; (2017); A1;,
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Application of 5326-39-6,Some common heterocyclic compound, 5326-39-6, name is 1-Iodo-4-methyl-2-nitrobenzene, molecular formula is C7H6INO2, 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.

Synthesis example 1 4,4′-dimethyl-2-nitro-1,1′-biphenyl A flask, covered with aluminium foil, was charged with 5.0 g (19 mmol) 4-iodo-3-nitrotoluene, 4.14 g (19 mmol) 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolyl)toluene, 20 ml toluene and 20 ml 2 M potassium carbonate (aq). The mixture was evacuated and charged with argon for three times, after which 2 mol% Pd(PPh3)4 was added. Evacuation and filling with argon was repeated once and the mixture was stirred for 60 hours at reflux temperature. The mixture was allowed to cool to room temperature, the organic layer was separated, dried (MgSO4), filtered and concentrated. After column chromatography (SiO2, hexane/dichloromethane, 60/40, v/v) 4.3 g of product was obtained. 1H NMR (CDCl3): delta 7.64 (d, J=1.5 Hz, 1H), 7.41 (dd, J=1.5 Hz, J=8 Hz, 1H), 7.32 (d, J=8 Hz, 1H), 7.26-7.19 (m, 4H), 2.47 (s, 3H), 2.40 (s, 3H). 13C NMR (CDCl3): delta 149, 138, 138, 134, 133, 133, 132, 129, 128, 124, 21, 21.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Iodo-4-methyl-2-nitrobenzene, its application will become more common.

Reference:
Patent; Koninklijke Philips Electronics N.V.; EP1838671; (2008); B1;,
Iodide – Wikipedia,
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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. 19099-54-8, name is 1-Iodo-2-isopropylbenzene, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 19099-54-8

0.3 mmol of sodium carbonate, 0.1 mmol of 1,2-bis(4-fluorophenyl)acetylene, 0.005 mmol of palladium acetate, 0.005 mmol of bis(2-diphenylphosphinophenyl)ether, and 0.15 mmol of boronic acid pinacol ester. 0.15 mmol of 2-isopropyliodobenzene and 1 mL of N,N-dimethylformamide were added to a 15 mL reaction tube, and the nitrogen was repeatedly filled 10 times, placed in an oil bath at 120 C for 24 hours; cooled to room temperature. The reaction solution was diluted with ethyl acetate and washed with water three times.Dry the organic phase with anhydrous Na2SO4, filter, concentrate, thin layer chromatographyPurification afforded 34.1 mg of the desired product in a yield of 71%. The nuclear magnetic and high resolution mass spectra of this compound were characterized as follows:

According to the analysis of related databases, 19099-54-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Huaqiao University; Cheng Guolin; Lv Weiwei; (10 pag.)CN109879899; (2019); A;,
Iodide – Wikipedia,
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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. 64248-58-4, name is 1,2-Difluoro-4-iodobenzene, A new synthetic method of this compound is introduced below., Application In Synthesis of 1,2-Difluoro-4-iodobenzene

General procedure: A vial was charged with 2-Hydroxy-4-methoxybenzaldehyde (1.97 mmol, 300 mg), PdCl2 (5 mol%, 17.5 mg), 1,2-Difluoro-4-iodobenzene (2 equiv., 946.7 mg), Na2CO3 (2 equiv., 418.1 mg), LiCl (0.4 equiv., 16.7 mg), and DMF (19.7 mL, 0.1 M of the aldehyde), purged with N2 and stirred at 110 C 4-10 h. The reaction was monitored with LC-MS and TLC (TLC conditions: Aliquot was diluted with CH3OH, eluted with EtOAc/heptane 1:3, and stained with 2,4- dinitrophenylhydrazine solution). The reaction mixture was filtered over a pad of Celite, diluted with EtOAc, washed 3 times with water, and the aqueous layers was acidified and extracted twice with EtOAc. The combined organic layers was dried over Na2SO4, concentrated and purified on silica using EtOAc/Heptane 1:20 ? 1:9 step gradient) to afford 2′-hydroxybenzophenone in 69.3% yield. (NMR data is given in the supporting information).

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; Saleeb, Michael; Mojica, Sergio; Eriksson, Anna U.; Andersson, C. David; Gylfe, Asa; Elofsson, Mikael; European Journal of Medicinal Chemistry; vol. 143; (2018); p. 1077 – 1089;,
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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. 351003-36-6, name is 2-Fluoro-5-iodobenzonitrile, A new synthetic method of this compound is introduced below., Computed Properties of C7H3FIN

General procedure: 2-Fluoro-5 – [(4-hydroxy- 1 – { 4-( lH-tetrazol- 1 -yDphenyl] acetyl) piperidin-4- yl)ethynyl]benzonitrile 2-Fluoro-5-iodobenzonitrile (0.41 mg, 1.7 mmol), triphenylphosphine (0.088 g, 0.33 mmol), and tris(dibenzylideneacetone)dipalladium (0) (0.076 mg, 0.084 mmol) were dissolved in THF (15 ml) and flushed with nitrogen. The mixture was treated with l-(4-ethynyl-4-hydroxypiperidin-l- yl)-2-[4-(lH-tetrazol-l-yl)phenyl]ethanone (520 mg, 1.7 mmol) followed by tetrabutylammonium fluoride solution in THF (1.0 M, 3.3 ml, 3.3 mmol), sealed and placed in an oil bath at 60 C for 3 h. The mixture was cooled, diluted with water and ethyl acetate, and the layers separated. After the aqueous was extracted with additional ethyl acetate (2x), the combined organics were washed successively with water (2x) and brine, dried (Na2S04) and concentrated. The resulting residue was purified by MPLC (eluent gradient 10->50% EtOAc:hex.) to provide 2-fluoro-5-[(4-hydroxy-l-{[4-(lH-tetrazol-l-yl)phenyl]acetyl}piperidin- 4-yl)ethynyl]benzonitrile. 1H NMR (500 MHz, CDC13, delta in ppm): 9.04 (s, 1H), 7.72 (d, J= 8.5 Hz, 2H), 7.70 (m, 1H), 7.67 (m, 1H), 7.52 (d, J= 8.5 Hz, 2H), 7.24 (dd, J= 8.5, 8.5 Hz, 1H), 4.03 (m, 1H), 3.88 (s, 2H), 3.80 (m, 1H), 3.66 (m, 1H), 3.56 (m, 2H), 2.02 (m, 2H), 1.89 (m, 2H). LC-MS (IE, m/z): 431 [M+l]+.

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; MERCK SHARP & DOHME CORP.; WALSH, Shawn; PASTERNAK, Alexander; CATO, Brian; FINKE, Paul, E.; FRIE, Jessica; FU, Qinghong; KIM, Dooseop; PIO, Barbara; SHAHRIPOUR, Aurash; SHI, Zhi-Cai; TANG, Haifeng; WO2013/39802; (2013); A1;,
Iodide – Wikipedia,
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These common heterocyclic compound, 74534-15-9, name is 1-Chloro-2-iodo-4-nitrobenzene, 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. Recommanded Product: 1-Chloro-2-iodo-4-nitrobenzene

The experimental operation was performed in a G20 argon-filled oxygen-free anhydrous glove box, and the compound was added to a 250 ml sealed tube10 (2.0 g, 7.06 mmol), Compound 11 (2.3 g, 9.17 mmol), KoAC (2.1 g, 21.2 mmol), PdCl2 (dppf) (464.6 mg, 0.64 mmol) and DMF (dimethylformamide, 32 ml) Stir at room temperature until dissolved, tighten the stopper and fill the tube with argon, move the sealed tube into the silicone oil bath, and react at 65C for 15 hours.Continue in the glove box and continue to cool to room temperature. Continue to add compound 13 (4.78g, 21.2mmol), CS2CO3 (6.9g, 21.2mmol) and double distilled water (16ml) to the sealed tube. Tighten the stopper and remove the gloves. The box was stirred at 60C for 3 hours, and the reaction was completed by TLC monitoring.After cooling to room temperature, the oil pump was spin-dried, and extracted with dichloromethane/water. The product was in the organic phase, and the organic phase was separated and dried over anhydrous Na2SO4. The organic solvent was removed by spin-drying to obtain the crude product. Column chromatography, petroleum ether: Elution with ethyl acetate = 70: 1 gave compound 203 as a white solid, 203 mg, overall yield over two steps: 3.2%.

The synthetic route of 1-Chloro-2-iodo-4-nitrobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Tianjin International Bio-pharmaceutical Joint Institute; Yang Cheng; Rao Zihe; Bai Cuigai; Sun Tao; Li Mingwei; Li Huiying; Li Xiaohui; Lu Jun; Zhao Xiujuan; Sun Tongyan; (41 pag.)CN107556289; (2018); A;,
Iodide – Wikipedia,
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Electric Literature of 52548-63-7, 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. 52548-63-7, name is 5-Fluoro-2-iodobenzoic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 1-52 4-Chloro-6-fluoro-3-methyl-1-(2-pyridinyl)-1H-pyrazolo[3,4-b]quinoline Following the procedures described in Reference Example 1-11 and Example 1-34, the title compound was prepared from 5-fluoro-2-iodobenzoic acid and 3-methyl-1-(2-pyridinyl)-1H-pyrazol-5-ylamine (57% yield). mp: 185-187 C. (recrystallized from ethyl acetate). NMR (DMSO-d6) delta: 3.00 (3H, s), 7.21-7.28 (1H, m), 7.62 (1H, ddd, J=3.0 Hz, 5.4 Hz, 9.4 Hz), 7.89-7.99 (2H, m), 8.19 (1H, dd, J=5.4 Hz, 9.4 Hz), 8.69 (1H, d, J=3.6 Hz), 8.77 (1H, d, J=8.2 Hz).

The synthetic route of 5-Fluoro-2-iodobenzoic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Uchikawa, Osamu; Mitsui, Keita; Asakawa, Akiko; Morimoto, Shigeru; Yamamoto, Masataka; Kimura, Hiroyuki; Moriya, Takeo; Mizuno, Masahiro; US2003/187014; (2003); A1;,
Iodide – Wikipedia,
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Application of 626-62-0, A common heterocyclic compound, 626-62-0, name is Iodocyclohexane, molecular formula is C6H11I, 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: In a dry 10 mL round bottomflask, 1 (0.2 mmol), Na2S2O3 (0.21 mmol),CF3SiMe3 (0.4 mmol), CuCl/Phen(5% mol) and K3PO4 (0.3 mmol) were added sequentially andthen dissolved in 2 mL DMSO. The resulting mixture was stirred at 80 oCunder air and monitored by TLC. Purification by column chromatography on silicagave rise to 2.

The synthetic route of 626-62-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhong, Wei; Liu, Xiaoming; Tetrahedron Letters; vol. 55; 35; (2014); p. 4909 – 4911;,
Iodide – Wikipedia,
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Electric Literature of 618-91-7,Some common heterocyclic compound, 618-91-7, name is Methyl 3-iodobenzoate, molecular formula is C8H7IO2, 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: To a solution of esters (2a~2t, 1.0 equiv.), furan-2-carbonyl chloride (7a, 1.0 equiv.) orthiophene-2-carbonyl chloride (7b, 1.0 equiv.) in MeOH (2 mL/1 mmol) was added hydrazine hydrate(1 mL/1 mmol), then the mixture was allowed to reach 65 C and stirred for 4 h. After completion(monitored by TLC), the organic solvent was removed and extracted three times with ethyl acetate,the combined organic extracts were dried (Na2SO4) and concentrated under reduced pressure to givethe corresponding hydrazides (3a~3t, 8a, or 8b) in high yields, which were taken up for the next stepwithout any purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 3-iodobenzoate, its application will become more common.

Reference:
Article; Yuan, Chen; Yan, Jie; Song, Chen; Yang, Fan; Li, Chao; Wang, Cheng; Su, Huiling; Chen, Wei; Wang, Lijiao; Wang, Zhouyu; Qian, Shan; Yang, Lingling; Molecules; vol. 25; 1; (2020);,
Iodide – Wikipedia,
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