Month: May 2021

Reference of 20555-91-3,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.

General procedure: In a 10 mL glass screw cap tube capped with a rubber septum, palladium acetate Pd(OAc)2, (5 mg, 0.023 mmol), 1,3-bis(diphenylphosphino)propane dppp, (9 mg, 0.023 mmol) were introduced under argon atmosphere. Then, 3 mL of freshly distilled toluene) were added under argon. The mixture was stirred for 10 min to allow formation of the catalyst. Then securinine 1 (100 mg, 0.46 mmol), potassium carbonate (K2CO3, 127 mg, 0.92 mmol) and the desired iodoarene (0.92 mmol) were added. The septum was replaced by a screw cap, and the mixture was stirred at 130 C, in an oil bath. After 24 h stirring, the reaction mixture was brought to room temperature and diluted with ethyl acetate (5 mL). The reaction mixture was filtered through a pad of Celite eluting with AcOEt (20 mL). The organic layer was extracted with a saturated aqueous solution of sodium hydrogen carbonate (10 mL) and brine (10 mL). The organic layer was then dried over anhydrous magnesium sulfate, filtered and concentrated to dryness. Purification by flash column chromatography on silica gel (pentane-ethyl acetate) affords the desired coupling product. 4.1.2.1.12 (6S,11aR,11bS)-5-(3,4-Dichlorophenyl)-9,10,11,11a-tetrahydro-8H-6,11b-methanofuro[2,3-c]pyrido[1,2-a]azepin-2(6H)-one (2l) Yield: 70%. Orange solid; m.p. 65-68 C; Rf 0.37 (petroleum ether-AcOEt, 70:30); [alpha]D20 – 477 (c = 0.11, CHCl3); 1H NMR (300 MHz, CDCl3): delta = 7.58 (d, J = 2.2 Hz, 1H), 7.46 (d, J = 8.4 Hz, 1H), 7.34 (dd, J = 8.4, 2.2 Hz, 1H), 6.81 (d, J = 1.3 Hz, 1H), 5.62 (s, 1H), 4.27 (d, J = 4.3 Hz, 1H), 2.90-2.84 (m, 1H), 2.63 (dd, J = 9.4, 4.3 Hz, 1H), 2.32-2.23 (m, 1H), 2.18 (dd, J = 11.2, 2.5 Hz, 1H), 1.89-1.82 (m, 2H), 1.68-1.47 (m, 4H), 1.27-1.12 (m, 1H); 13C NMR (75 MHz, CDCl3): delta = 173.5, 169.5, 147.6, 138.3, 133.5, 133.2, 130.8, 128.1, 125.4, 116.5, 105.6, 88.9, 62.9, 61.5, 48.7, 41.7, 27.3, 25.7, 24.0. MS (CI, NH3): m/z = 362 [M+ + H]; HRMS calcd for C19H17Cl2NO2H [M+ + H]: 362.07091; found: 362.07151, error = 1.7 ppm.

The synthetic route of 20555-91-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Perez, Marc; Ayad, Tahar; Maillos, Philippe; Poughon, Valerie; Fahy, Jacques; Ratovelomanana-Vidal, Virginie; European Journal of Medicinal Chemistry; vol. 109; (2016); p. 287 – 293;,
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. 98-61-3, name is 4-Iodobenzenesulfonyl chloride, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C6H4ClIO2S

General procedure: A: Sulfonyl chloride (1 eq.) was dissolved in a mixture of dry DCM (0.2 M) and TEA (1.5 eq.). Amine (1.2 eq.) was added and the reaction was stirred at 20 C until completion (TLC). The solvent was removed under reduced pressure and the crude product was purified by column flash-chromatography on silica to give the sulfonamide.

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 98-61-3.

Reference:
Article; Heinrich, Daniel M.; Flanagan, Jack U.; Jamieson, Stephen M.F.; Silva, Shevan; Rigoreau, Laurent J.M.; Trivier, Elisabeth; Raynham, Tony; Turnbull, Andrew P.; Denny, William A.; European Journal of Medicinal Chemistry; vol. 62; (2013); p. 738 – 744;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 199786-58-8, These common heterocyclic compound, 199786-58-8, name is (5-Bromo-2-iodophenyl)methanol, 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.

Example 15C 5-Bromo-2-iodobenzaldehyde A solution of oxalyl chloride (1.53 g, 0.012 mol) in CH2Cl2 (15 mL) was cooled to -70 C., and DMSO (1.41 g, 0.018 mol) in CH2Cl2 (15 mL) was added at -65 to -70 C. The mixture was stirred under nitrogen for 10 minutes at -70 C. and then treated with the product from Example 15B (2.35 g, 7.5 mmol) in 60 mL CH2Cl2. The slurry was stirred at -65 C. for 15 minutes and treated with triethylamine (3.8 g, 0.037 mol). The mixture was allowed to warm to -10 C. over 1 hour. The mixture was treated with 20 mL of water and allowed to warm to room temperature. The organic layer was separated and concentrated to provide the title compound. 1H NMR (CDCl3, 400 MHz) delta 9.97. (s, 1H), 7.97 (d, J=4 Hz, 1H), 7.79 (d, J=8 Hz, 1H), 7.40 (dd, J=4, 8 Hz, 1H). MS (DCl/NH3) [M+NH4]+ at 328.

Statistics shows that (5-Bromo-2-iodophenyl)methanol is playing an increasingly important role. we look forward to future research findings about 199786-58-8.

Reference:
Patent; Altenbach, Robert J.; Black, Lawrence A.; Chang, Sou-Jen; Cowart, Marlon D.; Faghih, Ramin; Gfesser, Gregory A.; Ku, Yi-Yin; Liu, Huaqing; Lukin, Kirill A.; Nersesian, Diana L.; Pu, Yu-ming; Curtis, Michael P.; US2005/272736; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 69113-59-3, name is 3-Iodobenzonitrile, 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 69113-59-3, HPLC of Formula: C7H4IN

3-Iodophenylamidoxime 3-Iodobenzonitrile (1145 mg, 5 mmol) and 5M hydroxylamine hydrochloride (1 mL, 5 mmol) in ethanol (5 mL) and 1Nsodium hydroxide (5 mL, 5 mmol), were heated at reflux for 2.5 hours. Standard work up followed by column chromatography afforded 920 mg (70.2%) of 3-iodophenylamidoxime.

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; Wagenen, Bradford Van; Stormann, Thomas M.; Moe, Scott T.; Sheehan, Susan M.; McLeod, Donald A.; Smith, Daryl L.; Isaac, Methvin Benjamin; Slassi, Abdelmalik; US2003/55085; (2003); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 455-13-0, name is 4-Iodobenzotrifluoride, 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. COA of Formula: C7H4F3I

General procedure: Et3N (10 mL) and THF (10 mL) were added to 4-methoxyiodobenzene19c (1.05 g, 4.5 mmol), CuI (87 mg, 450 mmol), (Ph3P)2PdCl2(158 mg, 225 mmol) and Na ascorbate (89 mg, 450 mmol) under Ar. The mixturewas stirred at 40C for 30 min. Me3SiCCH (1.03 g, 10.5 mmol) was added and the mixture was stirred at 40C for16 h. The evaporation residue, in CH2Cl2, was washed (water,2 ) and dried. Chromatography(petroleum ether / EtOAc 99:1) gave 20c (909 mg, 99%) as an oil (lit.2oil).

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

Reference:
Article; Kumpan, Katerina; Nathubhai, Amit; Zhang, Chenlu; Wood, Pauline J.; Lloyd, Matthew D.; Thompson, Andrew S.; Haikarainen, Teemu; Lehtioe, Lari; Threadgill, Michael D.; Bioorganic and Medicinal Chemistry; vol. 23; 13; (2015); p. 3013 – 3032;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 5458-84-4, name is 1-Iodo-2-methoxy-4-nitrobenzene, 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 5458-84-4, Recommanded Product: 5458-84-4

A mixture of 1-iodo-2-methoxy-4-nitrobenzene (1.9 g, 6.8 mmol), NaSMe (500 mg, 7.1 mmol), Pd2(dba)3 (156 mg), Xantphos (197 mg) and TEA (1.18 mL, 8.51 mmol) in THF (20 mL) was purged with argon and heated to reflux overnight. The reaction mixture was cooled to room temperature and filtered. The filtrate was concentrated under reduced pressure. The residue was purified by silica gel column (petroleum ether/ethyl acetate, 2:1, v/v) to give (2-methoxy-4- nitrophenyl)(methyl)sulfane as a yellow solid (400 mg, 30%).?H NMR (400 MHz, CDC13): 7.89 (dd, J = 8.8 Hz, 2.4 Hz, 1H), 7.66 (d, J = 2.4 Hz, 1H), 7.15 (d, J= 8.8 Hz, 1H), 4.00 (s, 3H), 2.51 (s, 3H).

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-Iodo-2-methoxy-4-nitrobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVOGEN LIMITED; EIFFE, Eleanor; HEATON, Andrew; GUNNING, Peter; TREUTLEIN, Herbert; ZENG, Jun; JAMES, Ian; DIXON, Ian; (172 pag.)WO2016/187667; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 811842-30-5, 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. 811842-30-5, name is 2-Bromo-1-fluoro-4-iodobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Into a 1 L four-necked round bottom flask equipped with a stirrer, an Erlin condenser, a nitrogen inlet tube, and a thermometer, 22.3 g (105.2 mmol) of 4-dibenzofuran boronic acid of Synthesis Example 8,34.7 g (115.6 mmol) of 3-bromo-4-iodo-1-fluorobenzene of Synthesis Example 23, 350 mL of toluene, 175 mL of ethanol, 29.0 g (209.8 mmol) of potassium carbonate and 105 mL of water were charged, , And the mixture was stirred at room temperature for 30 minutes. Subsequently, 0.12 g (0.54 mmol) of palladium acetate and 0.32 g (1.07 mmol) of tri (o-tolyl) phosphine were added and heated, followed by stirring at a reflux temperature for 2 hours. The resulting reaction solution was cooled to room temperature, the aqueous layer was separated, and extracted twice with 150 mL of ethyl acetate. The organic layers were combined, washed with 150 mL of saturated brine, dried over magnesium sulfate, magnesium sulfate was removed by suction filtration, and the solvent was distilled off under reduced pressure. Subsequently, the obtained oily matter was separated by silica gel column chromatography with a mixed solvent of n-heptane and toluene to obtain 32.4 g (yield: 90.3%) of the desired bromide.

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

Reference:
Patent; YAMAGATA UNIVERSITY; CHEMIPRO KASEI KAISHA LIMITED; KIDO, JUNJI; SASABE, HISAHIRO; TAKAHASHI, JUN; NAGAI, NAGAI; (723 pag.)JP2018/90561; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 702641-04-1, A common heterocyclic compound, 702641-04-1, name is 2-Iodo-5-(trifluoromethyl)benzoic acid, molecular formula is C8H4F3IO2, 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 borane-tetrahydrofuran solution (120 mL) was added to a tetrahydrofuran (50 mL) solution of the compound (17.2 g) prepared in of Example 235 under ice cooling, and the reaction mixture was then stirred at room temperature for three hours. Water (200 mL) was added to the reaction mixture, and the solvent was distilled off under reduced pressure. The residue was extracted with ethyl acetate. The organic layer was washed with a saturated brine and then dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure. The title compound (16.0 g) was obtained as yellow crystals.

The synthetic route of 702641-04-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MOCHIDA PHARMACEUTICAL CO., LTD.; EP1908753; (2008); 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. 188815-32-9, name is 3-Bromo-5-iodobenzoic acid, A new synthetic method of this compound is introduced below., Product Details of 188815-32-9

A round bottom flask was charged with 3-bromo-5-iodo-benzoic acid (8.00 g, 24.5 mmol) and methanol (50 mL). Thionyl chloride (5.36 mL, 73.4 mmol) was slowly added and the reaction mixture was heated at 65 C for Ih. The solvent was removed under reduced pressure and the residue was dissolved in ethyl acetate and washed with aq. NaHCO3. Removal of the solvent under reduced pressure gave the product as a 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; RENOVIS, INC.; WEI, Zhi-Liang; GOWLUGARI, Sumithra; KAUB, Carl; WANG, Zhan; CAO, Yeyu; KINCAID, John; WO2010/33168; (2010); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 19718-49-1, 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. 19718-49-1, name is Methyl 4-amino-3-iodobenzoate belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A solution of 25 g 4-Amino-3-iodo-benzoic acid methyl ester, 19 ml 2-Oxo-propionic acid, 30.4 g 1,4-Diaza-bicyclo[2.2.2]octane and 1 g Pd(OAc)2 in 200 ml DMF was heated under argon to 100C. After 5 h the reaction mixture was concentrated under reduced pressure and the residue was partitioned between 300 ml ethyl acetate and 200 ml 1 M hydrochloric acid. The organic layer was dried over MgSO4 and the solvent removed under reduced pressure to yield a yellow solid (6.4 g). From the aqueous layer additional product slowly precipitated as a white solid (7.9 g) which was collected by filtration. Both fractions were combined, dried in vacuo and used in the next reaction without further purification. Yield: 14.3 g MS (ES+): m/e =220.

The synthetic route of Methyl 4-amino-3-iodobenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Aventis Pharma Deutschland GmbH; EP1479677; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com