Month: September 2021

Related Products of 4897-68-1, 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. 4897-68-1, name is 1-Bromo-2-iodo-4-methoxybenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: In an oven dried Schlenk tube under nitrogen atmosphere, were added allylic alcohol 6 (500.0mg, 1.76-3.38mmol), aryl halide 1 (2.11-4.06mmol), Pd(OAc)2 (11.8-22.7mg, 3mol%), triethylamine (356.2-684.1mg, 3.52-6.76mmol), followed by dry acetonitrile (4mL), at room temperature. The resulted reaction mixture was stirred for 24h at 80C. Progress of the reaction was monitored by TLC. The reaction mixture was quenched with the aqueous NH4Cl solution and extracted with ethyl acetate (3×20mL). The organic layer was dried over anhydrous Na2SO4 and concentrated under reduced pressure. Purification of the residue on a silica gel column chromatography using petroleum ether/ethyl acetate as eluent furnished the ketone 7 (46-58%).

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

Reference:
Article; Ramulu, B. Venkat; Mahendar; Krishna; Reddy, A. Gopi Krishna; Suchand; Satyanarayana; Tetrahedron; vol. 69; 38; (2013); p. 8305 – 8315;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 1829-28-3, 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. 1829-28-3, name is Ethyl 2-iodobenzoate, This compound has unique chemical properties. The synthetic route is as follows.

To a 2-dram vial with a PTFE-lined cap was charged with acetal 1f (1.00 mL, 0.100 M in DCE, 0.100 mmol), ethyl 2-iodobenzoate (111 mg, 0.402 mmol), NBE-CO2Me (23.8 mg, 0.157 mmol), Pd(TFA)2 (3.4 mg, 0.0102 mmol), TFA-Gly-OH (3.4 mg, 0.0199 mmol), AgOAc (66.3 mg, 0.397 mmol), and DCE (1.00 mL). The resulting mixture was heated to 100° C. and stirred for 24 h. After cooling to room temperature, ethylenediamine (0.100 mL) was added, and the resulting mixture was stirred at 23° C. for 2 h. The mixture was filtered through a plug of silica gel, eluting with EtOAc (30 mL), and the filtrate was concentrated under reduced pressure. The residue was purified by flash column chromatography (3:1 hexanes/EtOAc eluent) to afford arylation product 3fp (35.4 mg, 62percent yield, Rf=0.16 in 2:1 hexanes/EtOAc) as a colorless oil. 1H NMR: (500 MHz, CDCl3) delta 8.16 (d, J=8.5 Hz, 1H), 8.05 (s, 1H), 7.84 (d, J=8.2 Hz, 1H), 7.79 (d, J=7.7 Hz, 1H), 7.75-7.68 (m, 1H), 7.59-7.54 (m, 1H), 7.49 (app. td, J=7.5, 1.2 Hz, 1H), 7.42-7.33 (m, 2H), 7.28 (s, 1H), 7.20 (s, 1H), 7.07 (s, 1H), 6.32 (s, 1H), 5.40 (d, J=13.2 Hz, 1H), 5.23 (d, J=13.2 Hz, 1H), 4.96 (d, J=11.6 Hz, 1H), 4.86 (d, J=11.6 Hz, 1H), 4.03 (q, J=7.1 Hz, 2H), 3.69 (q, J=7.1 Hz, 2H), 1.40 (s, 9H), 1.15 (t, J=7.1 Hz, 3H), 0.95 (t, J=7.1 Hz, 3H). 13C NMR: (100 MHz, CDCl3) delta 168.9, 159.5, 154.6, 148.6, 142.5, 142.1, 141.8, 138.2, 131.5, 131.3, 130.8, 130.7, 129.92, 129.90, 129.7, 129.1, 128.07, 128.05, 127.5, 127.3, 126.3, 125.8, 125.5, 103.7, 80.2, 70.1, 70.0, 61.1, 45.2, 28.5, 14.1, 13.9. IR: (film) 1698, 1290, 1253, 1151, 758 cm?1.HRMS: (ESI+) m/z calc’d for (M+H)+ [C34H36N2O6+H]+: 569.2646, found 569.2651.

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

Reference:
Patent; The University of Georgia Research Foundation, Inc; Ferreira, Eric; Li, Qiankun; (47 pag.)US2018/65909; (2018); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 3268-21-1, name is 1,4-Diiodo-2,3,5,6-tetramethylbenzene, molecular formula is C10H12I2, 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. Safety of 1,4-Diiodo-2,3,5,6-tetramethylbenzene

General procedure: Compound 1a, 1b, 3a, 3b, 7a, or 7b, 0.57 mmol, was added with vigorous stirring at 20C to a solution of 0.2 mL (2.6 mmol) of trifluoroacetic acid in 3 mL of methylene chloride, 136 mg (0.57 mmol) of lead(IV) oxide was then added, and the mixture was stirred for 2-70 h. When the reaction was complete, the mixture was treated with water (50 mL) and extracted with chloroform (3 ×50 mL). The combined extracts were washed with water, a saturated aqueous solution of NaHCO3, and water again and dried over Na2SO4, and the solvent was distilled off. The residue was subjected to silica gel column chromatography using petroleum ether-ethyl acetate as eluent. Given below are the yields of the isolated compounds. (2,5-Diiodo-3,4,6-trimethylphenyl)methanol (2a). Yield 35%, colorless crystals, mp 152-154C. 1H NMR spectrum, delta, ppm: 1.94 s (1H, OH), 2.62 s (3H, CH3), 2.64 s (3H, CH3), 2.73 s (3H, CH3), 5.01 s (2H, CH2). 13C NMR spectrum, deltaC, ppm: 28.6 (CH3), 29.4 (CH3), 29.9 (CH3), 70.3 (CH2), 111.4, 113.1, 138.3, 139.2, 139.8, 140.8. Mass spectrum: m/z 402[M]+. HRMS: found: 402.9059; calculated for C10H13I2O: [M + H]+ 402.9050.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3268-21-1, its application will become more common.

Reference:
Article; Sandzhieva; Aryamova; Sukharzhevskii; Grinenko; Vasilyev; Russian Journal of Organic Chemistry; vol. 54; 3; (2018); p. 397 – 402; Zh. Org. Khim.; vol. 54; 3; (2018); p. 393 – 398,6;,
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

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

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. 626-44-8, name is 1,3,5-Triiodobenzene, A new synthetic method of this compound is introduced below., Formula: C6H3I3

A solution of 1,3,5-triiodobenzene (0.226 g, 0.497 mmol),2-ethynyl-4,6-dimethylpyrimidine (0.229 g, 1.739 mmol),Pd(PPh3)2Cl2(0.034 g, 0.049 mmol), CuI (0.018 g, 0.097 mmol) inEt3N (15 mL) was stirred at 90C for 24 h under nitrogen atmosphere, the TLC monitoring indicated the consumption of startingmaterials. The reaction mixture was cooled,filtered through Celiteand evaporated under reduced pressure. The crude product waspurified by column chromatography on silica gel (EtOH was usedfor thefirst purification followed by a second one with ethyl acetateas eluent) to afford the title compound3as brown solid (0.097 g,42percent). Mp: 230C. IR (cm1, neat): 2962, 2923, 2900, 2172, 1949,1738, 1587, 1535, 1441, 1346, 1251, 1176, 1036, 956, 943, 845, 788,761, 704, 634, 619;1H NMR (300 MHz, CDCl3)d(ppm): 2.52 (s, 18H),7.01 (s, 3H), 7.88 (s, 3H);13C NMR (75 MHz, CDCl3)d(ppm): 24.0,84.3, 89.4, 119.5, 122.8, 136.6, 152.2, 167.3; HRMS: calcd forC30H25N6[MH]469.2141; found 469.2144.

The synthetic route of 626-44-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Martin, Flavia-Adina; Baudequin, Christine; Fiol-Petit, Catherine; Darabantu, Mircea; Ramondenc, Yvan; Ple?, Nelly; Tetrahedron; vol. 70; 15; (2014); p. 2546 – 2555;,
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. 628-21-7, name is 1,4-Diiodobutane, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 628-21-7

A mixture of 10 parts of 1-naphthylamine (Tokyo Chemical Co., Ltd.), 10.8 parts of 1,4-diiodobutane (Tokyo Chemical Co., Ltd.), 10.6 parts of calcium carbonate and 100 parts of N-methylpyrrolidone was stirred at 120 C. for 5 hours.After cooling to room temperature, the reaction solution and 160 parts of toluene were added to another container, and the mixture was stirred and then filtered.The filtrate was washed three times with water, the toluene layer was extracted, dried over anhydrous sodium sulfate and concentrated under reduced pressure.The concentrate was purified by silica gel chromatography (hexane / ethyl acetate = 5/1), and dried at 60 C. under reduced pressure to obtain 12.1 parts of Intermediate 1.The yield was 50.9%.

According to the analysis of related databases, 628-21-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Toyo Ink SC Holdings Co., Ltd.; Minashima, Hidenori; Shimizu, Hiroaki; Oba, Kazutoshi; (51 pag.)JP2015/134871; (2015); A;,
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

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

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