Tag: M.W=200-300

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. 5458-84-4, name is 1-Iodo-2-methoxy-4-nitrobenzene, A new synthetic method of this compound is introduced below., Product Details of 5458-84-4

Method 2 A solution of 1-iodo-2-methoxy-4-nitrobenzene (15 g, 53.8 mmol), DIPEA (30 ml_, 172 mmol) and ethyl methylphosphinate (9.51 ml_, 64.8 mmol) in toluene (100 ml_) was vacuum degassed and back filled with N2 three times. The reaction mixture was warmed to 50C. XantPhos G3 precatalyst (1 g, 1.056 mmol) was added and the reaction heated under N2 at 85C (internal temperature, 100C block temperature) for 1 h. The reaction mixture was cooled, preabsorbed onto silica (9.9 g) and purified by chromatography on silica gel (40 g column, 50% EtOAc: isohexane to 100%) to afford the sub-title compound (10 g) as a pale tan solid. 1 H NMR (400 MHz, DMSO-d6) delta 8.02 (dd, 1 H), 7.94 (dt, 1 H), 7.88 (dd, 1 H), 4.01 (s, 3H), 3.98 – 3.85 (m, 1 H), 3.81 – 3.68 (m, 1 H), 1.71 (d, 3H), 1.16 (t, 3H). LCMS m/z 260 (M+H)+ (ES+)

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

Reference:
Patent; RESPIVERT LIMITED; TOPIVERT PHARMA LIMITED; BAKER, Thomas Matthew; FYFE, Matthew Colin Thor; JONES, Geraint; THOM, Stephen Malcolm; (270 pag.)WO2016/51187; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 10297-05-9, name is 1-Chloro-4-iodobutane, 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 10297-05-9, Recommanded Product: 10297-05-9

A)Methyl 6-chloro-2-(2-fluorophenyl)-2-(6-methoxy-3-nitropyridin-2-yl)hexanoate (XII)To 9.3 g of sodium hydride at 60percent in oil in suspension in 900 ml of DMF is added at 0° C., dropwise, the mixture of 20 g of 2-chloro-6-methoxy-3-nitropyridine and 19.6 g of methyl 2-fluorophenyl acetate in solution in 100 ml of DMF.The reaction mixture is stirred for 3 h, allowing the temperature to rise to room temperature and then 34 ml of iodochlorobutane are added.The mixture is stirred at RT for 48 h.500 ml of a 5percent aqueous NaHCO3 solution are added and the mixture is extracted with 500 ml of AcOEt.The organic phase is washed with 300 ml of a 5percent aqueous NaHCO3 solution, dried over Na2SO4 and then the solvents are then evaporated under reduced pressure.The residue is purified by silica gel chromatography, eluting with a cyclohexane/ethyl acetate mixture to give the expected compound in the form of a liquid which is used as it is in the next step.

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Reference:
Patent; SANOFI-AVENTIS; US2011/71160; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 202982-67-0, 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. 202982-67-0, name is 4-Chloro-3-fluoroiodobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Reference Production Example 4To a solution of 3.0 g of 2-fluoro-4-iodochlorobenzene and 3.6 g of methyl (3, 3, 3-trifluoropropylsulfonyl) acetate in 100 ml of 1,4-dioxane were added 1.40 g of sodium hydride (60% dispersion in paraffin liquid), 242 mg of (dibenzylideneacetone) (chloroform) dipalladium (0) and 368 mg of triphenylphosphine at room temperature, and the mixture was stirred at 800C for 5 days. To the reaction mixture was added 10% hydrochloric acid, followed by extraction with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 1.8 g of methyl (4-chloro-3- fluorophenyl) -(3,3, 3-trifluoropropylsulfonyl) acetate represented by the following formula:1H-NMR (CDCl3, TMS): delta (ppm) 7.43-7.53 (2H, m) , 7.31 (IH, dd) , 5.02 (IH, s), 3.90 (3H, s) , 3.17-3.58 (2H, m) , 2.44- 2.77 (2H, m) .

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-Chloro-3-fluoroiodobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; WO2009/14268; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 723294-75-5, 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 723294-75-5 as follows.

To a solution of 13 (50 mg, 0.2mmol) in imL of dry DMF was added 14 (53mg, 0.2mmol), C52C03 (200 mg, 0.2mmoi), Pd(dba)2 (20 mg) and Xantphos (10 mg). The mixture was degassed under vacuo and purged with N2 for several times. Then the mixture was stirred at 110C for 2h, The mixture was diluted with water (2OmL) and extracted with EtOAc (5OmL).The organic layer was washed with brine (2OmL), dried over anhydrous Na2SO4 and concentrated. The crude product was purified by prep-TLC to give the target product Compound 1 (2.8 mg, yield: 4%).LCMS: ith. 445.9(M-t-HY;1IINMR (400 MHz, CDC]3): oe857 (s, I El), .03(s, IH), ?787(s, 111), 7.82-7.83(m, IH),7 71(m IH) 7 8-7 61(m 1H) 7 54(s, 1H) 7 50-7 5(m IH) 7 47- 0 m, I H) 7 30-7 12 (m, 2H), 729-728 (m, 1H.

According to the analysis of related databases, 723294-75-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; HUA MEDICINE (SHANGHAI) LTD.; CHEN, Li; LI, Yongguo; (44 pag.)WO2017/173604; (2017); 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. 74534-15-9, name is 1-Chloro-2-iodo-4-nitrobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of 1-Chloro-2-iodo-4-nitrobenzene

Procedure B was performed using N-(4-Chloro-3-iodophenyl)-6-(trifluoromethyl)-2-methylpyridine-3-carboxamide (88 mg, 0.2 mmol) with 2-pyridylzinc bromide (1 mL, 0.5 mmol, 0.5 M in THF). Purified by silica gel chromatography (10-80% ethyl acetate/hexanes) to yield N-(4-chloro-3-(pyridin-2-yl)phenyl)-6-(trifluoromethyl)-2-methylpyridine-3-carboxamide as a yellow solid: TLC Rf=0.28 (35% ethyl acetate/hexanes); TLC Rf=0.28 (35% ethyl acetate/hexanes); 1H NMR (CDCl3, 400 MHz) 8.88 (bs, 1H), 8.41 (d, 1H), 7.96 (dd, 1H), 7.74 (m, 4H), 7.52 (d, 1H), 7.22 (m, 1H), 2.75 (s, 3H); MS (Q1) 392 (M)+. An alternative synthetic procedure is as follows. 75 g (435 mmol) of 2-chloro-5-nitroaniline was added to a solution of water (600 mL) and conc. sulfuric acid (60 mL) in a 3 L 3-neck flask equipped for mechanical stirring. The solution was cooled to 0 C. and a solution of sodium nitrite (34.2 g, 496 mmol) in water (130 mL) was added slowly. The mixture was stirred for ½ hr. and then a solution of potassium iodide (130 g, 783 mmol) in water (520 mL) was added dropwise over ½ hr keeping the temperature below 15 C. The solution was stirred for 2 hr, then extracted with EtOAc (3×500 mL). The combined organic extracts were washed with sat. Na2S2O3 (2×500 mL), dried (Na2SO4), and concentrated. The crude iodide was dissolved in hot iPrOH (500 mL) and hexanes (200 mL) were added. The reaction was allowed to cool with stirring and the product was collected by suction filtration after stirring at 0 C. for 2 hr yielding 90 g (318 mmol, 73%) 2-chloro-5-nitro-iodobenzene as a light tan crystalline solid. The 2-chloro-5-nitro-iodobenzene (5 g, 17.6 mmol) was dissolved in 5 mL DMA in an oven dried flask and a 0.5M solution of 2-pyridylzincbromide (53 mL, 26.5 mmol, 0.5 M in THF) was added. The solution was degassed with N2 for ½ hr., the PPh3 (0.185 g, 0.7 mmol) and Pd(PPh3)4 (0.825 g, 0.7 mmol) were added, rinsed in with several mLs THF and the solution was degassed for a further 10 min before heating to 60 C. under N2. The reaction was complete by TLC in 8 h, cooled to RT, and poured into a 1:1 mixture of EtOAc/2.5N NaOH (500 mL). This solution was stirred for 10 min, passed through a course fritted filter containing celite to remove the solid, and then extracted. The organics were washed with brine and concentrated to a brown solid. The combined aqueous layers were backextracted with Et2O (1×200 mL). This was used to suspend the crude product, which was extracted with 1N HCl (1×200 mL, 3×100 mL). The combined aqueous extracts were cooled to 0 C., diluted with EtOAc (250 mL), and made basic with ION NaOH (100 mL). This solution was separated, the aqueous layer extracted with EtOAc, and the combined organics were dried over Na2SO4 and charcoal with stirring. This solution was filtered through celite and concentrated to yield pure 4-chloro-3-(pyridin-2-yl)nitrobenzene (2.47 g, 10.5 mmol, 60% yield) which was used in the next reaction without further purification.

The synthetic route of 74534-15-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Gunzner, Janet L.; Sutherlin, Daniel; Stanley, Mark S.; Bao, Liang; Castanedo, Georgette M.; Lalonde, Rebecca L.; Wang, Shumei; Reynolds, Mark E.; Savage, Scott J.; Malesky, Kimberly; Dina, Michael S.; US2006/63779; (2006); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 170112-66-0, name is 3,4,5-Trifluoroiodobenzene, 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 170112-66-0, Safety of 3,4,5-Trifluoroiodobenzene

3, 4, 5-trifluoroiodobenzene (10.0 g, 38.0 mmol), ethyl bromodifluoroacetate (23.1 g, 114 mmol)And copper (2.90 g, 45.6 mmol)Of dimethyl sulfoxide solution (40 ml)Was stirred at 80 C. for 3 hours. Ethyl acetate was added to the reaction mixture, and insoluble matter was filtered off. Water was poured into the filtrate and extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The concentrate was purified by silica gel column chromatography (elution solvent: ethyl acetate / n-hexane = 1/10) to give the title compound as a colorless oil (yield 7.20 g, yield 75%).

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; Hokko Chemical Industry Co., Ltd.; Suzuki, Jun; Wakabayashi, Jin; Murakami, Hideyuki; Onoue, Shinji; (19 pag.)JP2016/84348; (2016); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

103962-05-6, name is 1-Iodo-4-(trifluoromethoxy)benzene, 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. name: 1-Iodo-4-(trifluoromethoxy)benzene

A round bottom flask was charged with 4-bromoimidazole (1.15 g, 7.81 mmol), CuI (0.07 g, 0.36 mmol), 8-hydroxyquinoline (0.05 g, 0.36 mmol), cesium carbonate (3.39 g, 10.4 mmol) and 4-trifluoromethoxyiodobenzene (1.50 g, 5.21 mmol). A 10:1 mixture of DMF (15 mL) and H2O (1.5 mL) was added to the reaction mixture, and the solution was heated to 130 0C for 4 h. The reaction mixture was then diluted with EtOAc and washed sequentially with H2O, ammonium chloride (NH4Cl, saturated), H2O and sodium bicarbonate (NaHCO3). The organics were dried over MgSO4, filtered and purified by reverse phase column chromatography to give the imidazole (820 mg) as a white solid: mp 139-141 0C; ESIMS m/z 308.0 (M+H).

The synthetic route of 103962-05-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DOW AGROSCIENCES LLC; BROWN, Annette; CROUSE, Gary; SPARKS, Thomas; MCLEOD, CaSandra; RIGSBEE, Emily; LAMBERT, William; NIYAZ, Noormohamed; WO2011/17504; (2011); 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. 13194-68-8, name is 4-Iodo-2-methylaniline, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 4-Iodo-2-methylaniline

4-iodo-2-methylbenzenamine 24 (233 mg, 1 mmol) on reaction with 2-ethynyl-6- methoxynaphthalene (25c, 182nig, 1 mmol) by employing Sonagashira coupling conditions using Pd(PPh3)4 (69.3 mg, 0.06 equiv) as catalyst, Cul (22.8 mg, 0.12 equiv) 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-((6- methoxynaphthalen-2-yl)ethynyl)-2-methyl benzenamine (26c) as pure product. Anthranilic acid (27, 137 mg, lmmol) on reaction with acetic anhydride at 150 C a nd 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 [d] [l,3]oxazin-4-one compound (28) as pure product. To a stirred solution of 4-((6-methoxynaphthalen-2-yl)ethynyl)-2- methylbenzenamine (26c) with 2-methyl-4H-benzo[c/] [l,3]oxazin-4-one (28, 161 mg, lmmol) in acetic acid and reflux for 8h After completion of the reaction as indicated by TLC. then the reaction mixture was quenched with NaHC03 and extracted in ethyl acetate (4×25 m L) from the ice cold aqueous layer and dried over anhydrous Na2S04 afforded 3-(4-((6-methoxynaphthalen-2-yl)ethynyl)-2- methylphenyl)-2-‘methylquinazolin-4(3H)-one (29c). Reaction of 3-(4-((6-methoxynaphthalen-2- yl)ethynyl)-2-methylphenyl)-2-methylquinazolin-4(3W)-one (29c, 430 mg, 1 mmol) with 3,4,5- trimethoxybenzaldehyde (301, 196 mg, 1 mmol) 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 a nd extracted in ethyl acetate (4×25 mL) from the ice cold aqueous layer and dried over anhydrous Na2S04.The resulting product (61) was purified by column chromatography employing EtOAc/Hexane as an eluent.Mp 129-130 C; H N M R (CDCI3+DMSO- 6, 200 M Hz) delta 8.79 (t, =8.5, IH), 7.99 (s, IH), 7.87 (d, J =14.5 Hz, IH), 7.81-7.63 (m, 5H), 7.59-7.44 (m, 3H), 7.24 (d, J = 10.2 Hz, IH), 7.14 (dd, =2.9, 7,7 Hz, 2H), 7.08 (s, IH), 6.49 (s, IH), 6.41 (d, J = 15.3 Hz, IH), 3.93 (s, 3H), 3.80 (s, 9H), 2.20 (s, 3H); LRMS(ESI, m/z) 609 (M)+

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 13194-68-8.

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,
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. 6940-76-7, name is 1-Chloro-3-iodopropane, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 1-Chloro-3-iodopropane

4-(3-Chloropropyl)-6-fluoro-4H-benzo[1.4]oxazin-3-one A reaction flask was charged with 6-fluoro-4H-benzo[1.4]oxazin-3-one (1.67 g, 10 mmol), 1-chloro-3-iodopropane (2.04 g, 10 mmol), and Cs2CO3 (4.88 g, 15 mmol) in MeCN (10 mL) and stirred at rt for 3 days. The reaction mixture was quenched with water and the product extracted into EtOAc. The combined organic phases were dried over Na2SO4, filtered, and concentrated. The product was purified by flash column chromatography (SiO2; n-heptane/EtOAc 2:1) to give the title compound (145LH20) (2.32 g, 95%). 1H NMR (CDCl3) d 6.95-6.91 (m, 1H), 6.82-6.78 (m, 1H), 6.72-6.67 (m, 1H), 4.57 (s, 1H), 4.05 (t, J=7.2 Hz, 2H), 3.62 (t, J=6.2 Hz, 2H), 2.19-2.11 (m, 2H); 13C NMR (CDCl3) d 164.6, 158.6 (d, J=240.7 Hz), 141.5 (d, J=2.3 Hz), 129.6 (d, J=10.5 Hz), 118.0 (d, J=9.3 Hz), 110.0 (d, J=23.1 Hz), 102.7 (d, J=28.8 Hz), 67.8, 42.3, 39.3, 30.0.

According to the analysis of related databases, 6940-76-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Skjaerbaek, Niels; Koch, Kristian Norup; Mikael Friberg, Bo Lennart; Tolf, Bo-Ragnar; US2005/209226; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 4028-63-1, The chemical industry reduces the impact on the environment during synthesis 4028-63-1, name is 2,4,6-Trimethyliodobenzene, I believe this compound will play a more active role in future production and life.

General procedure: Aryl iodide (1 mmol), nucleophile (0.8-1.2 mmol), tris-(2-furyl)-phosphine (TFP) (10 mol percent), tris-dibenzylideneacetonedipalladium (0) (Pd2dba3) (2.5 mol percent), base (2 mmol) and MeCN (20 mL) were combined in a Schlenk tube. After two freeze-pump-thaw cycles, allene gas (0.5 atm) was charged into the Schlenk tube, the mixture thawed and then heated for 16-24 h at 70-80°C with magnetic stirring. After cooling to room temperature and venting excess allene, DCM (10 mL) was added, the mixture filtered, and the filtrate evaporated in vacuo. Column chromatography of the residue afforded the 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, 2,4,6-Trimethyliodobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Dondas, H. Ali; Hempshall, Aiden; Narramore, Sarah; Kilner, Colin; Fishwick, Colin W.G.; Grigg, Ronald; Tetrahedron; vol. 72; 10; (2016); p. 1316 – 1329;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com