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. 25309-64-2, name is 1-Ethyl-4-iodobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 25309-64-2

General procedure: To a stirred solution of aryl halides (1.0 mmol) and indoline/indoline carboxylic acid (1.0 equiv) in dry DMSO (2.0 mL) at rt was added nano CuO (5.0 mol %) followed by Cs2CO3 (2.0 equiv) and heated at 80 C for 8 h. The progress of the reaction was monitored by TLC. After the reaction was complete, the reaction mixture was cooled to room temperature and catalyst was filtered, the crude residue was extracted with ethyl acetate (3 ¡Á 10 mL). The combined organic layers were extracted with water, saturated brine solution, and dried over anhydrous Na2SO4. The organic layers were evaporated under reduced pressure and the resulting crude product was purified by column chromatography by using ethyl acetate/hexane (7:3) as eluent to give the corresponding N-substituted indoles in excellent yields. The identity and purity of the product were confirmed by 1H, 13C NMR, and mass spectra.

The synthetic route of 25309-64-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Reddy, K. Harsha Vardhan; Satish; Ramesh; Karnakar; Nageswar; Tetrahedron Letters; vol. 53; 24; (2012); p. 3061 – 3065;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 811842-30-5, These common heterocyclic compound, 811842-30-5, name is 2-Bromo-1-fluoro-4-iodobenzene, 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.

A solution of diisopropylethyamine (5 mL) and DMF (7 mL) was sparged with argon for about 15 minutes.1-(difluoromethoxy)-4-ethynyl-2-methylbenzene (1) (550 mg, 3.02 mmol) and 2-bromo-1-fluoro-4-iodobenzene (1.36 g, 4.53 mmol) were added to the reaction mixture and argon gas was bubbled for another 5 minutes. Copper(I)iodide (57.5 mg, 0.302 mmol) and PdCl2(PPh3)2 (106 mg, 151 mumol) were added to the reaction mixture and it was stirred at 60 C overnight. The mixture was diluted with ether and washed with water. The mixture was filtered over Celite and the organic layer was separated. The aqueous layer was back extracted with ether. The combined organic layers were washed with saturated ammonium chloride solution, dried using sodium sulfate, filtered and the solvent was evaporated under reduced pressure. The crude mixture was partitioned with hexane and water. Some undesired solids were removed by filtration. The organic layer was separated and dried using sodium sulfate. The filtrate was evaporated under reduced pressure. The crude mixture was purified by flash chromatography using hexanes as the eluent 2-bromo-4-((4-(difluoromethoxy)-3-methylphenyl)ethynyl)-1-fluorobenzene (2) (1.0 g, 93.3% yield).1H NMR (400MHz, DCM-d2) d = 7.79 (dd, J=2.0, 6.6 Hz, 1H), 7.50 (ddd, J=2.1, 4.7, 8.5 Hz, 1H), 7.46 (d, J=1.0 Hz, 1H), 7.40 (dd, J=2.0, 8.3 Hz, 1H), 7.17 (t, J=8.6 Hz, 1H), 7.10 (d, J=8.6 Hz, 1H), 6.82 – 6.41 (m, 1H), 2.33 (s, 3H).

The synthetic route of 811842-30-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORINIA; CAMPAGNA, Jesus; JOHN, Varghese; JAGODZINSKA, Barbara; (90 pag.)WO2019/169183; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 20555-91-3, name is 1,2-Dichloro-4-iodobenzene, molecular formula is C6H3Cl2I, 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: 20555-91-3

EXAMPLE 32 (3R,4S)-4-(3′,4′-Dichlorobiphenyl-4-yloxy)-1-pyridin-3-yl-pentan-3-ol oxalic acid salt Prepared according to the method described in Example 12b) from 3,4-dichloro-iodobenzene (0.273 g), ethanol (2 ml), toluene (5 ml), 2M aqueous sodium carbonate (0.5 ml), (1S,2R)-4-[2-(tert-butyldimethylsilanyloxy)-1-methyl-4-pyridin-3-ylbutoxy]benzeneboronic acid (0.2 g, Example 11)), and tetrakis(triphenylphosphine)palladium (0) (0.025 g) with heating at 120 C. for 4 hours. After work-up, the residue was purified by normal-phase HPLC eluding a gradient of 0-25% ethanol in dichloromethane to give the title compound which was converted to the oxalic acid salt by treatment with a saturated ethereal solution of oxalic acid to give the title compound as a solid (0.229 g). m.p. 86-88 C. MS (APCI) 402, 404 (M+H)+ 1H NMR (DMSO) 8.46(1H, d); 8.44 (1H, d); 7.87 (1H, d); 7.70 (1H, dt); 7.65-7.58 (4H, m); 7.35 (1H, dd); 7.0 (2H, d); 4.35 (1H, dq); 3.60-3.52 (1H, m); 2.88-2.78 (1H, m) 2.61 (1H, m); 1.95-1.82 (1H, m); 1.70-1.59 (1H, m); 1.25 (3H, d).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 20555-91-3, its application will become more common.

Reference:
Patent; AstraZeneca AB; US6300352; (2001); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 14452-30-3,Some common heterocyclic compound, 14452-30-3, name is 1-(3-Iodophenyl)ethanone, molecular formula is C8H7IO, 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: Aryl halide (1a,b18a,b, 1.1 equiv, typically ca. 50 mg), NN-AuSIMes (1.0equiv) and a Pd catalyst [Pd(PPh3)4 (10 mol% in most cases), orPd2(dba)3¡éCHCl3 (5 mol% in most cases)] were dissolved ina dry solvent (typically THF) under nitrogen. The mixture washeated at THF reflux temperature (66 C) until the starting Aucomplexwas consumed (monitored by TLC, usually 3h forArI but longer time for ArBr). After the reaction mixture wasconcentrated under reduced pressure, toluene (ca. 3 mL) wasadded to the residue. The filtrate was concentrated. The residuewas separated and purified by chromatography, to afford thecross-coupling product.

The synthetic route of 14452-30-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yamada, Kiyomi; Zhang, Xun; Tanimoto, Ryu; Suzuki, Shuichi; Kozaki, Masatoshi; Tanaka, Rika; Okada, Keiji; Bulletin of the Chemical Society of Japan; vol. 91; 7; (2018); p. 1150 – 1157;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 628-21-7,Some common heterocyclic compound, 628-21-7, name is 1,4-Diiodobutane, molecular formula is C4H8I2, 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.

n-Butyl lithium (2.5 M in hexanes, 3.8 mL, 9.5 mmol) was added dropwise over 30 minutes to a stirred suspension of 6-bromoindolin-2-one (preparation 1, 1.00 g, 4.7 mmol) and N,N,N’,N’-tetramethylethylenediamine (1.42 mL, 9.4 mmol) in tetrahydrofuran (20 mL) at – 78 C. The mixture was stirred for 1 hour, then 1,4-diiodobutane (3.11 mL, 23.6 mmol) was added dropwise over 5 minutes. The mixture was warmed to -20 C over a 1 hour period, was stirred for a further hour at this temperature and was then warmed to room temperature. After 3 hours stirring at room temperature, saturated aqueous ammonium chloride solution was added to the reaction and the mixture was extracted with ethyl acetate. The organic layer was washed with water, brine, dried (MgSO4) and evaporated. Purification of the residue by flash chromatography (10:1 hexanes/ethyl acetate) gave the title compound (0.57 g, 45%) as a pale pink solid. LRMS (m/z): 266/268 (M+1)+. 1H-NMR delta (CDCl3): 1.81-2.20 (m, 8H), 7.02-7.06 (m, 2H), 7.14-7.18 (m, 1H), 7.83 (br s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,4-Diiodobutane, its application will become more common.

Reference:
Patent; Laboratorios Almirall, S.A.; EP2113503; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 52570-33-9, name is Methyl 3-iodo-2-methylbenzoate, 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 52570-33-9, Product Details of 52570-33-9

0.3 mmol of sodium carbonate, 0.1 mmol of diphenylacetylene, and 0.005 mmol of palladium acetate.Bis(2-diphenylphosphinophenyl)ether 0.005 mmol, hexamethyldisilane 0.15 mmol,0.15 mmol of methyl 3-iodo-2-methylbenzoate and 1 mL of N,N-dimethylformamide were added to a 15 mL reaction tube.Nitrogen was repeatedly filled 10 times, placed in an oil bath at 100 C, and reacted for 24 hours;Cooled to room temperature, the reaction was diluted with ethyl acetate, washed with water three times, the organic phase dried over anhydrous Na2SO4, filtered, and concentratedPurification by thin layer chromatography to give 24.6mg of the desired product, yield 52%.

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; Huaqiao University; Cheng Guolin; Lv Weiwei; (20 pag.)CN109879713; (2019); 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. 103962-05-6, name is 1-Iodo-4-(trifluoromethoxy)benzene, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 1-Iodo-4-(trifluoromethoxy)benzene

Example 59. Preparation of 3-bromo-l-(4-(trifluoromethoxy)phenyl)-lH-l,2,4-triazole (B61) To a 250 mL reaction flask was added 3-bromo-lH-l,2,4-triazole (5 g, 33.8 mmol), copper(I) iodide (0.644 g, 3.38 mmol) and cesium carbonate (11.01 g, 33.8 mmol). The flask was evacuated/backfilled with N2, then DMSO (33.8 ml) and l-iodo-4-(trifluoromethoxy)benzene (4.87 g, 16.90 mmol) were added. The reaction mixture was heated to 100 ¡ãC for 20 h. The reaction was cooled to room temperature, diluted with EtOAc and filtered through a plug of Celite. The Celite was further washed with EtOAc. Water was added to the combined organics, and the layers were separated. The aqueous phase was neutralized to pH 7, and further extracted with EtOAc. The combined organics were concentrated in vacuo. Purification via flash chromatography (silica/EtO Ac/Hex) yielded 3-bromo-l-(4- (trifluoromethoxy)phenyl)-lH-l,2,4-triazole as an off white solid (3.78 g, 12.27 mmol, 72.6percent): mp 69-70 ¡ãC; ]H NMR (400 MHz, CDC13) delta 8.44 (s, 1H), 7.70 (d, / = 8.9 Hz, 2H), 7.38 (d, J = 8.5 Hz, 2H); 19F NMR (376 MHz, CDC13) delta -58.04; EIMS m/z 307.

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 103962-05-6.

Reference:
Patent; DOW AGROSCIENCES LLC; CROUSE, Gary D.; DEMETER, David A.; SPARKS, Thomas C.; WANG, Nick X.; DENT, William Hunter; DEAMICIS, Carl; NIYAZ, Noormohamed M.; BAUM, Erich W.; FISCHER, Lindsey G.; GIAMPIETRO, Natalie C.; FRITZ, Amanda E.; WO2014/11429; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 328-73-4, 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 328-73-4 as follows.

To 60 mL of dry THF containing 3,5-dibromo-2-cyclohexyloxythiophene [S1] (1.2 g; 3.4 mmol) was added 1.6 M n-BuLi hexane solution (2.4 mL; 3.8 mmol) at -78 C under argon atmosphere, and the solution was stirred for 1 h at the low temperature. Tri-n-butyl borate (1.1 mL; 4.1 mmol) was slowly added to the reaction mixture at -78 C, and the mixture was stirred for 1 h at that temperature. After warming the solution up to room temperature, 20 wt% Na2CO3(aq) (6.0 mL), 3,5-bis(trifluoromethyl)-1-iodobenzene (1.2 g; 3.4 mmol), and tetrakis(triphenylphosphine)palladium(0) (0.080 g) were added to the reaction mixture. The mixture was refluxed overnight at 80 C. The product was extracted with ether. The organic layer was dried over MgSO4, filtered, and concentrated.The residue was purified by silica gel column chromatography using n-hexane as the eluent and by HPLC to give 1.1 g of 3-bromo-2-cyclohexyloxy-5-(3,5-bis(trifluoromethyl)phenyl)thiophene in 66% yield.

According to the analysis of related databases, 328-73-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Sato, Yuta; Kitagawa, Daichi; Kobatake; Tetrahedron; vol. 75; 35; (2019);,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 628-77-3, name is 1,5-Diiodopentane, molecular formula is C5H10I2, 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: 1,5-Diiodopentane

[00118] Dimethoxycurcumin (8) will be prepared via condensation of 3,4- dimethoxybenzaldehyde and 2,4-pentanedione according to the procedure of Venkateswarlu. Treatment of 8 with potassium carbonate in the presence of a suitable alkylating agent is expected to affect the desired disubstitution reactions. Alkylation with the diiodoalkanes should result in formation of the spirocyclic products.[00119] As noted in Example I, the inventors now prepared derivatives FLLL31 (Ib, R = methyl) and FLLL32 (6b, cyclohexyl) in this way. Interestingly, O-alkylation of the enolate generated from 8 is also observed in both cases, although the yield of this product is relatively low (<;10%) and can be readily separated via column chromatography. These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 628-77-3, its application will become more common. Reference:
Patent; THE OHIO STATE UNIVERSITY RESEARCH FOUNDATION; LI, Pui-Kai; LI, Chenglong; LIN, Jiayuh; FUCHS, James, R.; WO2010/121007; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 2265-93-2, 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. 2265-93-2, name is 2,4-Difluoroiodobenzene, This compound has unique chemical properties. The synthetic route is as follows.

A mixture of (3S)-piperidin-3-ol hydrochloride (0.50 g, 0.0036 mol), l,3-difl’uoro-4- iodobenzene (0.522 mL, 0.00436 mol), copper(I) iodide (140 mg, 0.00073 mol), potassium phosphate (3.08 g, 0.0145 mol), and 1 ,2-ethanediol (0.810 mL, 0.0145 mol) in 1-butanol (7.28 mL, 0.0796 mol) was heated at 100 0C under nitrogen for 2 nights. The reaction mixture was treated with water, and then extracted with EtOAc. The organic layers were combined, washed with brine, dried and evaporated to dryness. The residue was used directly in next step without further purifications (529 mg, 69%). LCMS (M+H): 214.2.

The chemical industry reduces the impact on the environment during synthesis 2,4-Difluoroiodobenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; INCYTE CORPORATION; WO2007/89683; (2007); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com