Author: Jessica.F

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. 16932-44-8, name is 2-Iodo-1,3-dimethoxybenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C8H9IO2

General procedure: An oven dried pressure tube was charged with haloarenes (0.5 mmol), copper(II) triflate (45 mg, 0.125 mmol), KNO2 (128 mg, 1.5 mmol) and anhydrous DMSO (0.6 mL) under nitrogen atmosphere. The tube was sealed with a teflon screw cap having mininert valve and nitrogen is purged through it for 5 min. It is stirred at room temperature for 10 min and then the temperature was gradually increased to 130 oC and is maintained at the same for 48 h. The reaction mixture was then cooled to room temperature, washed with excess ice cold water and extracted with ethyl acetate (3 x 10 mL). The combined organic extracts were dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure to give the crude product which was purified by column chromatography using silica gel (Table 2, entries 1-18) or basic alumina (Table 2, entries 19-23) and a mixture of ethyl acetate and hexane as the eluent to afford the desired products in good yields.

The synthetic route of 16932-44-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Amal Joseph; Priyadarshini; Lakshmi Kantam; Maheswaran; Tetrahedron Letters; vol. 53; 12; (2012); p. 1511 – 1513;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 75581-11-2, name is 4-Iodo-1-methoxy-2-methylbenzene, This compound has unique chemical properties. The synthetic route is as follows., Safety of 4-Iodo-1-methoxy-2-methylbenzene

General procedure: Similar conditions for performing a Negishi coupling reaction with 15 have previously been described.4 A round bottom flask plus stir bar were dried and flushed with Ar before adding 1-iodo-3-isopropylbenzene (0.404 g, 1.64 mmol; purchased from Combi-Blocks) and anhyd. DMF (3 mL). Reaction was vacuum purged and refilled with Ar (3x) before the addition of Pd2dba3 (50 mg, 0.16 mmol) and P(o-tolyl)3 (75 mg, 0.082 mmol). A suspension containing organozinc 15 (5.5 mL, 2.5 mmol, 1.5 equiv.) was carefully added via syringe so as to avoid aspirating unreacted zinc metal. Reaction was stirred overnight at room temperature under Ar. Reaction mixture was quenched with sat. NH4Cl and extracted with EtOAc (2 x 15 mL). Organic phase was washed with brine, dried over MgSO4, filtered, concentrated and dried under high vacuum. Crude was purified by flash chromatography eluting with 5% EtOAc/Hexanes resulting in a beige solid: 277 mg (42%).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 75581-11-2.

Reference:
Article; Augustyn, Evan; Finke, Karissa; Zur, Arik A.; Hansen, Logan; Heeren, Nathan; Chien, Huan-Chieh; Lin, Lawrence; Giacomini, Kathleen M.; Colas, Claire; Schlessinger, Avner; Thomas, Allen A.; Bioorganic and Medicinal Chemistry Letters; vol. 26; 11; (2016); p. 2616 – 2621;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 672-57-1, 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. 672-57-1, name is 1-Chloro-2-iodo-4-(trifluoromethyl)benzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To an oven-dried 25 mL ground mouth test tube equipped with a stir bar was added S-2-acetamidophenyl ethanethioate (0.5 mmol), 1-bromo-2-iodobenzene (0.6 mmol), Cs2CO3 (2.0 mmol), DMF (3 mL). The test tube was sealed with a sleeve rubber stopper and evacuated and refilled with argon for three cycles. The mixture was stirred 130 oC for 10 hours. After cooling to room temperature, the reaction mixture was quenched with water (20 mL), and extracted with ethyl acetate (20 mL) for three times. The combined organic layer was dried with anhydrous MgSO4, and condensed in vacuum on a rotary evaporator. The residual was purified on a silica gel chromatograph column by means of gradient elution (eluent: petroleum ether / ethyl acetate) to give the desired product.

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, 1-Chloro-2-iodo-4-(trifluoromethyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Zhou, Yue; Zeng, Qingle; Zhang, Li; Synthetic Communications; vol. 47; 7; (2017); p. 710 – 715;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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