Tag: M.W=200-300

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. HPLC of Formula: C8H7IO3

General procedure: To a solution of the alcohol (1 equiv) in dried THF at 0 C under a nitrogen atmosphere was added the acid (1.5 equiv) and triphenylphosphine (1.7 equiv), respectively. Then diisopropyl azodicarboxylate (1.7 equiv) was added slowly. The reaction mixture was stirred overnight, quenched with saturated NaHCO3, concentrated, and extracted with ethyl acetate for three times. The combined organic phase was dried over Na2SO4, concentrated, and the residue was purified with column chromatography to give the substrate in 60-85% yield.

The synthetic route of 68507-19-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Xing, Xiangyou; Zhao, Yaohong; Xu, Chen; Zhao, Xinyang; Wang, David Zhigang; Tetrahedron; vol. 68; 36; (2012); p. 7288 – 7294;,
Iodide – Wikipedia,
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Application of 455-13-0, The chemical industry reduces the impact on the environment during synthesis 455-13-0, name is 4-Iodobenzotrifluoride, I believe this compound will play a more active role in future production and life.

General procedure: NH-containing heterocycle (1.4 mmol) and DMF (2.0 mL) were added to a mixture of CuCl (15.0 mol%) and ligand 1 (20.0 mol%) in DMF (2.0 mL), aryl iodide (1.0 mmol), NaOH (2.0 mmol). The mixture was vigorously stirred at 120 C for 14 h under a dry nitrogen atmosphere. After completion of the reaction (as monitored by TLC), H2O was added and the organic layer was extracted with EtOAc, washed with brine and dried over MgSO4. The solution was filtered and the solvent was evaporated under reduced pressure. The residue was purified by column chromatography. The purity of the compounds was checked by 1H NMR and yields are based on aryl iodide. All the products are known and the spectroscopic data (FT-IR and NMR) and melting points were consistent with those reported in the literature.

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, 4-Iodobenzotrifluoride, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Sajadi, S. Mohammad; Maham, Mehdi; Journal of Chemical Research; vol. 38; 2; (2014); p. 128 – 129;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 6828-35-9,Some common heterocyclic compound, 6828-35-9, name is 5-Chloro-2-iodoaniline, molecular formula is C6H5ClIN, 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.

c) To a stirred solution of 1-(4-ethynylbenzyl)-3,5-dimethyl-1 H-pyrazol-4-yl-acetic acid tert.- butyl ester (4.4g) and 5-chloro-2-iodophenylamine (3.4 g) in tetrahydrofuran (100 ml) at room temperature is added diisopropylethylamine (5.8 ml). The reaction is degassed and put under argon. Copper(l)iodide (260 mg) and bis(triphenylphosphine)palladiumdichloride (475 mg) are added. After 18 h, the reaction mixture is absorbed onto Extrelut and purified by flash chromatography (7:3 isocratic – cyclohexane:ethyl acetate) to yield a solid (4.3g; HPLC retention time 1.66 min (Method J)). The solid (4.2 g) is dissolved in N-methyl-2-pyrrolidone (25 ml) and the solution degassed and put under argon. Potassium tert-butoxide (4.1 g) is added and the reaction is then heated to 50C. After 15 h, further potassium tert-butoxide (1.0 g) is added. After 15 h the reaction temperature is increased to 75C. After 3 h, the reaction mixture is allowed to cool to room temperature and a copious amount of water is added. The reaction mixture is extracted twice with ethyl acetate and the aqueous phase is acidified to pH 3 with 1 M aqueous hydrochloric acid. The resultant precipitate is filtered off and triturated with hot acetonitrile to yield (1-[4-(6-Chloro-1 H-indol-2-yl)-benzyl]-3,5-dimethyl- 1 H-pyrazol-4-yl)-acetic acid (2.0 g; [M+H] = 394; HPLC retention time 1.51 min (Method E)).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Chloro-2-iodoaniline, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; MARTYRES, Domnic; ANDERSKEWITZ, Ralf; HOENKE, Christoph; KRIEGL, Jan; OOST, Thorsten; RIST, Wolfgang; SEITHER, Peter; WO2012/130633; (2012); A1;,
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. 276866-90-1, name is 4-Chloro-3-iodobenzaldehyde, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 4-Chloro-3-iodobenzaldehyde

General procedure: 2-Methoxyphenylboronic acid 6 (1.2mmol), Pd(PPh3)4 (0.1mmol) and Na2CO3 (1.5mmol) were added to a solution of benzaldehyde 5 (1.0mmol) in DMF (20ml). The mixture was stirred for overnight at 150 C. After cooling down to room temperature, the reaction mixture was quenched with saturated NaHCO3 and then extracted with EtOAc. The combined organic layers were dried over MgSO4, filtered, and evaporated. The residue was purified by column chromatography on silica gel (Hexane:Ether=10:1) to obtain desired product 7 in 64-98% yields.5.1.1.1 6-Chloro-2′-methoxy-[1,1′-biphenyl]-3-carbaldehyde (7b) 64% Yield (as a white solid): mp 82-83 C; 1H NMR (400 MHz, CDCl3) delta 9.99 (s, CHO), 7.81-7.78 (m, 2ArH), 7.61 (d, J = 8.8 Hz, ArH), 7.43-7.39 (m, ArH), 7.20 (dd, J = 7.6, 2.0 Hz, ArH), 7.04 (td, J = 7.6, 0.8 Hz, ArH), 7.00 (d, J = 8.4 Hz, ArH), 3.78 (s, OCH3); 13C NMR (CDCl3, 100 MHz) delta 191.09, 156.64, 140.80, 138.90, 134.75, 133.30, 130.79, 130.25, 130.01, 129.01, 127.21, 120.54, 111.04, 55.58; HRMS (ESI+) calcd for C14H11ClNaO2+ [M + Na]+ 269.0340, found 269.0343.

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 276866-90-1.

Reference:
Article; Kim, Youngjae; Park, Hyeri; Lee, Jeongeun; Tae, Jinsung; Kim, Hak Joong; Min, Sun-Joon; Rhim, Hyewhon; Choo, Hyunah; European Journal of Medicinal Chemistry; vol. 123; (2016); p. 180 – 190;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 627-31-6, A common heterocyclic compound, 627-31-6, name is 1,3-Diiodopropane(stabilized with Copper chip), molecular formula is C3H6I2, 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.

Step-l : Synthesis of 2-(3-iodopropyl) isoindoline-l,3-dione (3444) [1194] To a suspension of potassium l,3-dioxoisoindolin-2-ide (3 g, 16.2 mmol) in DMF (150 mL) was added 1,3-diiodopropane (4.2 mL, 36.4 mmol) dropwise and heated at 85C for 2 h. The reaction mixture was monitored by LCMS. The reaction mixture was diluted with cold water and extracted with diethyl ether (2×250 mL). The combined organic layer was washed with water (3×200 mL) and brine (250 mL). The organic layer was dried over sodium sulfate and concentrated under reduced pressure. The crude product was purified by chromatography with 10% EtOAc in hexane as eluent to afford 3 g of 2-(3- iodopropyl) isoindoline-1 ,3-dione.

The synthetic route of 627-31-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MEDIVATION TECHNOLOGIES, INC.; HUNG, David; CHAKRAVARTY, Sarvajit; RAI, Roopa; BERNALES, Sebastian; SATHE, Balaji Dashrath; URETA, Gonzalo; MCCULLAGH, Emma; WO2015/116707; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 18698-96-9, 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. 18698-96-9, name is 2-(2-Iodophenyl)acetic acid, This compound has unique chemical properties. The synthetic route is as follows.

Example 93: 2-Methyl-N-(2-phenylethyl)-10,11-dihydrodibenzo[b,f]thiepine-3- sulfonamide 5,5- dioxide.Step 1. {2-[(4-Methylphenyl)thio]phenyl}acetic acidCO2H[0338] A mixture of 4-methyl benzene thiol (12.85 g, 104 mmol), 2-iodo-phenyl acetic acid (24.7 g, 94.2 mmol), copper powder (1.01 g) and potassium hydroxide (26.1 g, 471 mmol) in water (600 ml_) was heated to reflux overnight. The reaction filtered to remove the copper salts and made acidic with concentrated HCI and diluted with water. The aqueous layer (1 L) was filtered to afford the desired product as a solid that was triturated with methanol to afford 13.36 g of white solid (55 %).[0339] MS (ESI) m/z 257;HRMS: calculated for Ci5Hi4O2S + H+, 259.07873; found (ESI, [M+Hf), 259.0786

The chemical industry reduces the impact on the environment during synthesis 2-(2-Iodophenyl)acetic acid. I believe this compound will play a more active role in future production and life.

Reference:
Patent; WYETH; WO2008/61029; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 19099-54-8,Some common heterocyclic compound, 19099-54-8, name is 1-Iodo-2-isopropylbenzene, molecular formula is C9H11I, 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 5 mL flask, the catalyst MgO(at)PdCu (10 mg for ArI or 40 mgfor ArBr and ArCl), ArX (1 mmol), DABCO (168 mg, 1.5 mmol), andTBAB (322 mg, 1 mmol), for aryl chloride and DMF (2 mL) wereadded under argon atmosphere. The alkyne (1.5 mmol) was alsoadded and the resulting mixture was stirred at 60-120 C forappropriate reaction times (see Tables). Progress of reactions wasfollowed by GC. Then, the reaction mixture was cooled down toroom temperature and extracted with ethyl acetate (3 x 5 mL), the organic phase was washed with H2O (10 mL), dried and evaporated.The resulting residue was purified by column or plate chromatographyusing hexane and ethyl acetate as eluents.

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-2-isopropylbenzene, its application will become more common.

Reference:
Article; Gholinejad, Mohammad; Bahrami, Maedeh; Najera, Carmen; Pullithadathil, Biji; Journal of Catalysis; vol. 363; (2018); p. 81 – 91;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 20555-91-3, The chemical industry reduces the impact on the environment during synthesis 20555-91-3, name is 1,2-Dichloro-4-iodobenzene, I believe this compound will play a more active role in future production and life.

A mixture of zinc (404 mg, 6.17 mmol) and lithium chloride (261 mg, 6.17 mmol) under argon was warmed for 15 minutes using a hot air gun, allowed to cool and then anhydrous THF (20 mL) added. The zinc was activated by treatment with 1,2-dibromoethane (19 mg, 0.10 mmol) and TMSCl (2.2 mg, 0.02 mmol). To the resulting mixture at 25 C. was added ethyl 4-(bromomethyl)benzoate (500 mg, 2.06 mmol) and the mixture stirred for 15 minutes. A solution of 3,4-dichloro-iodobenzene (392 mg, 1.44 mmol) in anhydrous THF (5 mL) was added, followed by (1,3-bis(2,6-diisopropylphenyl)imidazolidene)(3-chloropyridyl)palladium(II) dichloride [PEPPSI-SlP] (14 mg, 0.02 mmol) and the mixture stirred at 25 C. for 1 hour. Saturated ammonium chloride solution was added and the crude product extracted with ether. The ether extract was washed with brine, dried over Na2SO4 and the solvent evaporated in vacuo. The crude product was purified by silica gel column chromatography eluting with 7:3 hexane:ethyl acetate to afford the title compound (240 mg, 38%).LCMS Rt=4.12 minutes, MS m/z 309 [MH]+1HNMR (400 MHz, CDCl3): delta 1.37 (t, 3H), 3.97 (s, 2H), 4.33-4.38 (m, 2H), 6.99 (d, 1H), 7.20-7.25 (m, 3H), 7.34 (d, 1H), 7.97 (d, 2H).

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, 1,2-Dichloro-4-iodobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PFIZER LIMITED; US2012/10207; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. Recommanded Product: 1-Iodo-3-nitrobenzene

General procedure: Aryl halide (1.5 mmol), Na2CO3 (1.8 mmol), K4[Fe(CN)6](0.2 mmol), Pd NPsFe3O4/chitosan/pumice hybrid beads (0.01 mol%), and DMF (5 mL) were put into a Schlenk tube and heated at 120 Cfor 3 h. After the cyanation reaction was completed, the resultingmixture was filtered. The filtrate was extracted with diethyl ether:waterat three times, and the organic phase dried on MgSO4. Finally, thedesired nitriles were obtained by evaporation of solvent, and they weresent to GC/MS, 1H NMR and 13C NMR analyses for characterizationstudies.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 645-00-1, its application will become more common.

Reference:
Article; Baran, Talat; Carbohydrate Polymers; vol. 237; (2020);,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 2401-21-0, 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 2401-21-0 as follows.

(f) Synthesis of p-Nitrobenzyl (5R,6S)-6-[(R)-1-Hydroxyethyl]-2-Chloro-2-Ethanesulfinyl-1-Carbapenam-3-Carboxylate (Compound S15) STR39 Under a dry atmosphere, to a dichloromethane (4 ml) solution of Compound S14 (59 mg, 0.15 mmol) were added water (0.014 ml, 0.78 mmol) and pyridine (0.036 ml, 0.45 mmol), and further added dropwise a dichloromethane (2 ml) solution of iodobenzene dichloride (103 mg, 0.37 mmol) under ice-cooling, and the mixture was stirred at the same temperature for 30 minutes. Subsequently, triethylamine (0.042 ml, 0.30 mmol) was added and the mixture was stirred for 10 minutes. The reaction mixture was diluted with ethyl acetate, washed with an aqueous 5percent citric acid solution and water. The aqueous layer was reverse-extracted with ethyl acetate. The ethyl acetate solutions were combined, washed with an aqueous NaCl-saturated solution and dried. The solvent was removed by distillation under reduced pressure. The residue was purified by a medium pressure silica gel column chromatography (Lobar size A, ethyl acetate-hexane 3:2–>1:0) to obtain a mixture (pale yellowish viscous material, 51 mg, 77percent) of some isomers of Compound S15.

According to the analysis of related databases, 2401-21-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Ajinomoto Co., Inc.; US5342963; (1994); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com