Month: January 2021

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. 29289-13-2, name is 2-Iodo-4-methylaniline, This compound has unique chemical properties. The synthetic route is as follows., category: iodides-buliding-blocks

A) A mixture of K2CO3 (1.78 g, 12.9 mmol), CuI (61 mg, 5 mol %), 2-iodo-4-methylaniline (1.50 g, 6.44 mmol), N,N’-dimethylethylendiamine (0.14 mL, 20 mol%) and diethyl phosphite (1.04 mL, 8.11 mmol) in toluene (20 mL) was heated unter nitrogen atmosphere for 14h at 110 C. After cooling to room temperature, insolubles were separated by filtration and the residue washed with small portions of toluene. The major part of the solvent was removed in vacuum and the residue purified by column chromatography on silica gel using hexane / 5% ethyl acetate for elution yielding 1.02 g (65%) pale yellow oil. B) A mixture of Pd(PPh3)4 (149 mg, 2 mol %), 2-bromo-4-methyl-aniline (1.20 g, 6.45 mmol), Et3N (1.1 mL, 7.89 mmol) and diethyl phosphite (1.10 mL, 8.60 mmol) in toluene (20 mL) was heated under nitrogen atmosphere for 14h at 100 C and worked up as described in A) to give 1.19 g (76 %) pale yellow oil. 1H NMR (CDCl3): d 1.30 (t, 3J = 7.0 Hz, 6 H, CH3), 2.19 (s, 3 H, 5-CH3), 4.06 (m, 4 H, OCH2), 4.95 (br s, 2 H, NH2), 6.56 (dd, 3J = 8.1, 4JPH = 6.9 Hz, 1 H, H-3), 7.06 (dt, 3J = 8.3, 4J + 5JPH = 1.8 Hz, 1 H, H-4), 7.23 (dd, 3JPH = 14.7, 4J = 1.9 Hz, 1 H, H-6). 13C{1H} NMR (CDCl3): d 16.16 (d, 3J = 6.6 Hz, CH3), 20.09 (s, 5-CH3), 61.77 (d, 2J = 4.0 Hz, OCH2), 107.80 (d, 1J = 183.1 Hz, Cq-1), 116.35 (d, 3J = 13.3 Hz, C-3), 125.84 (d, 3J = 13.3 Hz, Cq-5), 132.80 (d, 2J = 6.6 Hz, C-6), 134.72 (d, 4J = 2.7 Hz, C-4), 148.79 (d, 2J = 8.0, Cq-2). 31P{1H} NMR (CDCl3): d 21.5. HRMS (ESI in MeOH+FA): C11H18NO3P (243.24), calcd. for [M+H]+ 244.1097; found: 244.1099.

According to the analysis of related databases, 29289-13-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Ghalib, Mohammed; Niaz, Basit; Heinicke, Joachim W.; Jones, Peter G.; Tetrahedron Letters; vol. 53; 37; (2012); p. 5012 – 5014,3;,
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. 51560-21-5, name is 1,4-Diiodo-2,5-dimethoxybenzene, A new synthetic method of this compound is introduced below., Application In Synthesis of 1,4-Diiodo-2,5-dimethoxybenzene

Compound 4-1 (10.06 g, 25.8 mmol) was dissolved in 100 mL of dry dichloromethane,The reaction flask was then cooled in a dry ice acetone bath,A solution of 1 mol / L boron tribromide in dichloromethane (56.8 mL, 56.8 mmol) was slowly added dropwise,Natural warmingreaction4 days.100 mL of ice water was allowed to cool in an ice-water bath, and then the reaction solution was gradually dropped into it with stirring,Produce a lot of solid, standing. Filtered with a Buchner funnel, the solid was washed three times with ice water, dried in vacuo,To give white solid compound 5-1 (8.71 g, 24.1 mmol)Yield: 93%; characterization: white solid;

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; Shenzhen Da Wu Science And Technology Co., Ltd.; Wang Ziyu; Li Baojian; Qi Tafamingrenqingqiubugongkaixingming; (12 pag.)CN106496049; (2017); A;,
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. 121554-10-7, name is 5-Bromo-2-iodobenzonitrile, A new synthetic method of this compound is introduced below., Safety of 5-Bromo-2-iodobenzonitrile

T o a s o l u t i o n o f 5-bromo-2-iodobenzonitrile (5.0Og, 16 00mmoles) in anhydrous tetrahydrofuran (80ml) at -8O0C is added diisobutyl aluminium hydride (16.0ml, 16.0mmoles, 1 M solution in toluene) dropwise over 10 minutes. The reaction mixture is stirred at -8O0C for a 1 hour, then allowed to warm to ambient temperature and stir overnight. Additional diisobutyl aluminium hydride (16.0ml, 16.0mmoles, 1 M solution in toluene) is next added dropwise at room temperature, and the reaction mixture further stirred for 1hour. After careful quenching with 2M hydrochloric acid (cooling in ice bath), the crude product is extracted with ethyl acetate (x 2), then all organics are combined and dried over magnesium sulfate and filtered. The filtrate is evaporated under reduced pressure then purified by flash column chromatography (isohexane to 10% ethyl acetate in isohexane eluant) to afford 5-bromo-2- iodobenzaldehyde (0.85g).

The synthetic route of 121554-10-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SYNGENTA LIMITED; SCUTT, James Nicholas; WO2010/136431; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 63262-06-6, name is 1,4-Dibromo-2,5-diiodobenzene, 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 63262-06-6, HPLC of Formula: C6H2Br2I2

To a 100 ml Schlenk reaction vessel were added under a nitrogen atmosphere 4.39 g (9.00 mmol) of 1,4-dibromo-2,5-diiodobenzene (compound of the formula (5)) synthesized in Synthetic Example 1, 974 mg (0.84 mmol) of tetrakis(triphenylphosphine)palladium (manufactured by Tokyo Chemical Industry Co. Ltd.) as a catalyst, and 4.16 g (20.7 mmol) of 2-bromophenylboronic acid (manufactured by Sigma-Aldrich) (compound of the formulae (6) and (7)). Further, 72 ml of toluene, 18 ml of ethanol, and an aqueous solution composed of 5.72 g (54.0 mmol) of sodium carbonate and 22 ml of water were added. The whole was immersed in an oil bath at 85C and stirred for 15 hours. After cooling to room temperature, dichloromethane and a saturated aqueous sodium chloride solution were added and phase separation was conducted. The organic phase was concentrated under reduced pressure. The residue was recrystallized from toluene to obtain white needle-like crystals (3.68 g, yield 75%). Melting point: 230-231C. 1H-NMR (CDCl3, 21C): delta=7.70 (d, J=8.0Hz, 2H), 7.55 (d, J=1.5Hz, 2H), 7.45-7.23 (m, 6H). MS m/z: 546 (M+, 92%), 466 (M+-Br, 45), 386 (M+-2Br, 53), 226 (M+-4Br, 100).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Tosoh Corporation; EP2067782; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 40400-15-5, name is 2-(2-Iodophenyl)acetonitrile belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C8H6IN

isatin(1.0 mmol) was added to a 50 mL dry round bottom flask in turn.O-iodophenylacetonitrile (1.0 mmol), 4-hydroxycoumarin (1.0 mmol),Catalyst 3e (5 mol%), palladium dichloride (5 mol%),KOH (20mol%), DMSO 3mL, mix well, 110 C,Stir the reaction, after the reaction is finished (TLC tracking), add appropriate amount of water,Extract with ethyl acetate, combine the organic phases, and distill off the excess solvent in the system under reduced pressure.The crude product was separated by column chromatography (V petroleum ether: V ethyl acetate = 1:1 gradient elution) to give the title compound 12d, yield 82%

The synthetic route of 40400-15-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jiangsu Normal University; Chen Wen; Yuan Rui; Cui Hao; Ren Xuanxuan; Zhou Shengliang; Wan Yu; Wu Hui; (19 pag.)CN109305970; (2019); A;,
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. 628-77-3, name is 1,5-Diiodopentane, A new synthetic method of this compound is introduced below., Quality Control of 1,5-Diiodopentane

General procedure: To a diethyl ether (8.3mL) solution of ketone 6e (391mg, 1.61mmol) was dropwise added a toluene solution of potassium hexamethyldisilazide (0.50M, 3.40mL, 1.7mmol) at -78C. After stirring at 0C for 10min, the mixture was added to a diethyl ether (8.3mL) solution of 1,4-diiodobutane (0.43mL, 3.3mmol) and hexamethylphosphoramide (2.7mL) at -78C. The mixture was warmed to room temperature. After stirring for 7h, the reaction was quenched with phosphate buffer (pH 7). The organic materials were extracted with ethyl acetate three times. The combined organic extracts were washed with brine and dried over Na2SO4. After the solvent was removed under reduced pressure, the residue was purified by column chromatography (hexane/ethyl acetate=10/1) to give a crude mixture (372mg) including 8-iodo-1-phenyl-4-(3,3,3-trifluoroprop-1-en-2-yl)octan-3-one as a colorless oil. To a diethyl ether (3.1mL) solution of the obtained crude mixture was added dropwise a toluene solution of potassium hexamethyldisilazide (0.50M, 1.30mL, 0.65mmol) at -78C. After stirring at -78C for 5min, the mixture was warmed to room temperature and stirred for another 4h. The reaction was quenched with phosphate buffer (pH 7). The organic materials were extracted with ethyl acetate three times. The combined organic extracts were washed with brine and dried over Na2SO4. After the solvent was removed under reduced pressure, the residue was purified by column chromatography (hexane/ethyl acetate=10/1) to give 1h (257mg, 54%) as a colorless oil

The synthetic route of 628-77-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Fujita, Takeshi; Hattori, Masahiro; Matsuda, Masaaki; Morioka, Ryutaro; Jankins, Tanner C.; Ikeda, Masahiro; Ichikawa, Junji; Tetrahedron; vol. 75; 1; (2019); p. 36 – 46;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

5458-84-4, name is 1-Iodo-2-methoxy-4-nitrobenzene, 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. Safety of 1-Iodo-2-methoxy-4-nitrobenzene

Step 1 2-Methoxy-1-methylsulfanyl-4-nitro-benzene 2-Iodo-5-nitroanisole (5.58 g, 20.0 mmol), Pd2(dba)3 (0.025 eq, 457 mg), Xantphos (0.05 eq, 578 mg), Hunigs Base (1 eq, 3.48 ml) and sodium methanethiolate (1 eq, 1.40 g) were dissolved in THF. The mixture was heated to reflux overnight. Upon cooling the mixture was filtered through celite. The filtrate was concentrated in vacuo. The residue was purified by flash chromatography (4:1 Hexanes/Ethyl Acetate) to give 2-methoxy-1-methylsulfanyl-4-nitro-benzene (2.72 g, 68.3%) as a yellow crystalline solid.

The synthetic route of 5458-84-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Brotherton-Pleiss, Christine E.; Caroon, Joan Marie; Lopez-Tapia, Francisco Javier; US2010/160388; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 645-00-1,Some common heterocyclic compound, 645-00-1, name is 1-Iodo-3-nitrobenzene, molecular formula is C6H4INO2, 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: TAPEHA-Pd (0.015 g) was added to a solution of nitroarenes (1.0 mmol) in EtOH/water (1/1) (20 mL). After NaBH4 (4.0 mmol) was slowly added to the mixture, the color of the reaction mixture turned gradually black in a few minutes, resulting in the formation of palladium nanoparticles (TAPEHA-PdNPs). 42 After being stirredfor 1.5 h at room temperature and atmospheric pressure, the catalyst was removed by ltering and the fitrate was extracted with 3 30 mL of EtOAc. The combined organic layers were dried over MgSO4 and concentrated in a vacuum.

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-3-nitrobenzene, its application will become more common.

Reference:
Article; Genc, Hayriye; Zengin, Mustafa; Kuecuekislamo?lu, Mustafa; Imamoglu, Mustafa; Toplan, Hueseyin Oezkan; Arslan, Mustafa; Turkish Journal of Chemistry; vol. 41; 5; (2017); p. 784 – 792;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 355-43-1, 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 355-43-1 as follows.

In a 25 mL round bottomed flask, was placed under N2 atmosphere a mixture of 2 (0.66 g, 2.0 mmol), perfluoro 1-iodohexane or perfluoro 1-iodooctane (2.5 mmol), AIBN (13 mg, 0.08 mmol) and 2 mL of 1,2-dichloroethane. The mixture was then stirred at 75C for 18 h. After cooling to room temperature, the solvent was removed under vacuum and the residue was subjected to a column chromatography on silica gel (ethyl acetate/hexane: 1/3) followed by a recrystallization in ethanol, to provide 3a and 3b as white solids. 4.3.1. 4′-{(4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluoro-2-iodononyl)oxy}-(1,1′-biphenyl)-4-yl benzoate (3a) Yield: 89%. 1H NMR (CDCl3) d 8.25 (d, 2H, J = 7.5 Hz), 7.5-7.7 (m,7H), 7.30 (d, 2H, J = 8.2 Hz), 7.0 (d, 2H, J = 8.5 Hz), 4.55 (quint., 1H, CHI), 4.21-4.38 (dd, 2H,2J = 10.5 Hz,3J = 4.8 Hz, CHICH2O), 2.85-3.23 (m, 2H, CF2CH2CHI). 13C NMR (CDCl3) d(ppm) 165.2(CO), 157.2 (ArO), 150.1 (ArO), 138.3, 134.2, 133.6, 130.2, 129.51, 128.5, 128.3, 127.8, 121.9, 115.2, 72.8 (CH2O), 37.8 (t,2JCF= 21 Hz, CF2CH2), 12.7 (CI). 19F NMR (CDCl3) d(ppm) 80.5 (t, CF3, 3JFF= 10.0 Hz), 113.1 & 113.3 (dm & dm, 21F, JA-B= 295 Hz, 2 diastereoisomers of CHICH2CF2), 121.5 (m, 2F), 122.6 (m,2F), 123.3 (m, 2F), 125.8 (m, 2F). HRMS (ESI) calculated for C28H18F13IO3Na+: 799.314 (found: 799.005).

According to the analysis of related databases, 355-43-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Marzouk, Samir; Khalfallah, Ali; Heinrich, Benoit; Khiari, Jamel Eddine; Kriaa, Abdelkader; Mery, Stephane; Journal of Fluorine Chemistry; vol. 197; (2017); p. 15 – 23;,
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. 354574-31-5, name is 2-Iodo-6-methoxyaniline, A new synthetic method of this compound is introduced below., Formula: C7H8INO

EXAMPLE 2 Total Synthesis of Azagalanthamine 2.1 2-(1,4-dioxaspiro[4.5]dec-7-en-8-yl)-N-(2′-iodo-6′-methoxyphenyl)acetamide (16); A solution of (1,4-dioxaspiro[4.5]dec-7-en-8-yl) acetic acid (567 mg; 2.86 mmol; 1 eq) (7) and 2-iodo-6-methoxyaniline (1 g; 2.86 mmol; 1 eq) in anhydrous dichloromethane (30 mL) is admixed with 2-chloro-1-methylpyridinium iodide (1.46 g; 5.73 mmol; 2 eq) and triethylamine (3.98 mL; 28.65 mmol; 10 eq). The reaction mixture is heated at reflux for 20 hours. After cooling and acidification with iN HCl solution to pH=5-6, the mixture is extracted with dichloro-methane. The organic phases are washed with saturated aqueous sodium chloride solution, dried over magnesium sulfate and evaporated under vacuum. Purification by flash chromatography on silica gel (eluent: heptane/ethyl acetate 4/6) gives 1.10 g of 2-(1,4-di-oxaspiro[4.5]dec-7-en-8-yl)-N-(2′-iodo-6′-methoxy-phenyl)acetamide (16) in the form of a yellow foam (yield: 90%). Elemental analysis calculated for C17H20INO4 (m.p.: 429.25) C, 47.57; H, 4.70; N, 3.26; O, 14.91; found C, 47.39; H, 4.59; N, 3.01; O, 15.16. IR (CHCl3) nu (cm-1): 3382 (N-H); 1687 (CO) MS (ES) m/z: 429.8 [M+H]+. 1H NMR (CDCl3; 300 MHz) delta (ppm): 7.43 (dd, J=8.0, J=1.2; 1H; H3′); 7.18 (broad s; 1H; NH); 6.98 (t, J=8.0; 1H; H4′); 6.91 (dd, J=8.0, J=1.2; 1H; H5′); 5.72 (broad s; 1H; H4); 3.99 (s; 4H; Hdioxolane); 3.80 (s; 3H; OCH3); 3.15 (s; 2H; H2); 2.45 (broad s; 1H; H8); 2.37 (broad s; 1H; H5); 2.37 (broad s; 2H; H6); 1.85 (t, J=6.4; 2H; H7). 13C NMR (CDCl3; 62.9 MHz) delta (ppm): 169.2 (C(O)NH); 155.5 (C6′); 132.9 (Cl’); 130.8 (C3′); 129.6 (C4′); 128.1 (C8); 124.9 (C7); 111.7 (C5′); 107.7 (C5); 99.8 (C2′); 64.8 (Cdioxolane); 56.1 (OCH3); 45.7 (C2); 35.9 (C6); 38.2 (C4); 35.0 (C3).

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; Thal, Claude; Guillou, Catherine; Beunard, Jean-Luc; Gras, Emmanuel; Potier, Pierre; US2005/65338; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com