Month: August 2021

Electric Literature of 13421-00-6, These common heterocyclic compound, 13421-00-6, name is 5-Chloro-2-iodobenzoic acid, 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 5-chloro-2-iodobenzoic acid (3.0 g, 10.62 mmol), SOC12 (12 mL) and DMF (0.6 mL) was gently warmed with a heat gun until the mixture becamehomogeneous (15 mm). The solution was maintained at 23C for additional 30 mm and then the solution was concentrated. MeOH (24 mL) was added to the crude residue and the solution was maintained at 23C for 30 mm. The solution was concentrated and the residue was purified by flash chromatography on Biotage silica gel cartridge (cyclohexane to cyclohexane : EtOAc = 85 : 15) to afford methyl 5-chloro-2-iodobenzoate (3.02 g, 10.20 mmol, 96%).UPLC-MS: 1.17 mm, 296.6 [M+H]+, method 12.

Statistics shows that 5-Chloro-2-iodobenzoic acid is playing an increasingly important role. we look forward to future research findings about 13421-00-6.

Reference:
Patent; CHIESI FARMACEUTICI S.P.A.; BIAGETTI, Matteo; CAPELLI, Anna Maria; ACCETTA, Alessandro; CARZANIGA, Laura; WO2015/91685; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 628-21-7, name is 1,4-Diiodobutane, 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 628-21-7, Computed Properties of C4H8I2

To a solution of 5-(3,4,5-trimethoxyphenyl)-l-((2- (trimethylsilyl)ethoxy)-methyl)-lH-pyrrolo[2,3-^]pyridin-2(3H)-one (Compound BN, 43 mg, 0.10 mmol) in DMF (2 mL) was added cesium carbonate (0.17 g, 0.50 mmol) and 1,4-diiodobutane (13 muL, 0.10 mmol). The resulting solution was stirred for 4 hr at room temperature, after which it was partitioned between EtOAc and H2O. The organic layer was separated, dried over MgSO4, filtered, and concentrated in vacuo. The residue was dissolved in 6 N HCl (10 mL) and MeOH (5 mL), and the resulting mixture was stirred at room temperature overnight, after which it was partitioned between EtOAc and H2O. The organic layer was concentrated in vacuo, and the residue was dissolved in EtOH (2 mL). Potassium acetate (100 mg) was then added, and the reaction was stirred for 2 hr. The resulting solution was purified via preparatory HPLC to give the title compound (18 mg, 51%). 1H NMR (CDCl3, 300 MHz): delta 9.53 (s, IH), 8.32 (d, / = 2.1 Hz, IH), 7.56 (s, IH), 6.69 (s, 2H), 3.95 (s, 6H), 3.90 (s, 3H), 2.28 (m, 2H), 2.24 (m, 2H), 1.97 (m, 4H). HPLC retention time: 2.00 minutes; MS ESI (m/z): 355.4 (M+l) +, calc. 354.

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, 1,4-Diiodobutane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; UNIVERSITY OF ROCHESTER; GELBARD, Harris, A.; DEWHURST, Stephen; GOODFELLOW, Val, S.; WIEMANN, Torsten; WO2010/68483; (2010); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

6940-76-7, name is 1-Chloro-3-iodopropane, 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. Application In Synthesis of 1-Chloro-3-iodopropane

To a solution of (2,6-dimethyl-phenyl)-(hexahydro-pyrrolo[3,4-c]pyrrol-2- yl) -methanone (111, 964 mg, 3.95 mmol) in DMF (7 mL) was added 1-chloro-3-iodo- propane (0.6 mL, 5.58 mmol) and Cs2CO3 (1.7 g, 5.21 mol) The mixture was stirred overnight at RT. Water was added to the mixture and the resulting solution was extracted with EtOAc. The organic layer was dried (Na2S04) and concentrated. The crude product was purified by flash column chromatography on silica gel eluting with a DCM: MeOH: NH40H gradient (99: 0.7:0.07 to 96: 3.5:0.35 over 50 min. ) to afford 0.828 g (65%) of 113: ms (LCMS) m/z 321 (M + H).

The synthetic route of 6940-76-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2005/121145; (2005); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 25309-64-2,Some common heterocyclic compound, 25309-64-2, name is 1-Ethyl-4-iodobenzene, molecular formula is C8H9I, 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 stirred solution of aryl halide (1.2mmol) and [Pd(pp3S4)(dba)] (1mol %) in isopropanol (2.5ml) was added nitrogen/oxygen nucleophile (1mmol) followed by Cs2CO3 (2mol %) in the atmosphere of air. The mixture was heated to 80C and the progress of the reaction was monitored by TLC. After completion, the solvent was evaporated through rotavapour and the crude mixture was washed with dichloromethane-H2O and the organic phase was separated and dried over Na2SO4. The dichloromethane was evaporated followed by flash column purification on silica gel of the crude to obtain the pure products. The products were characterized using 1H, 13C NMR spectroscopy and GC-MS spectroscopy. The characterization data were in good agreement with those described in the literature.

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

Reference:
Article; Majumder, Arpi; Gupta, Ragini; Mandal, Mrinmay; Babu, Madhu; Chakraborty, Debashis; Journal of Organometallic Chemistry; vol. 781; (2015); p. 23 – 34;,
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. 90347-66-3, name is Methyl 3-iodo-4-methylbenzoate belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Formula: C9H9IO2

A mixture of 4 (321 mg, 1.16 mmol), 5 (100 mg, 0.58 mmol), C52CO3 (378 mg, 1 .16 mmol), Pd2(dba)3 (45 mg) and BINAP (63 mg) in 2 ml of dioxane was stirred at 110C under N2 overnight. The mixture was filtered, concentrated and purified by column chromatography to give 6 (82 mg, 44%) as a slightly yellow solid. LCMS (m/z: m+1):321.1.

The synthetic route of 90347-66-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CARDIO THERAPEUTICS PTY LTD; TREUTLEIN, Herbert; ZENG, Jun; DIXON, Ian; JAMES, Ian; PALMER, James T; (169 pag.)WO2018/165718; (2018); 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. 19230-28-5, name is 1,3-Dichloro-2-iodobenzene, A new synthetic method of this compound is introduced below., Application In Synthesis of 1,3-Dichloro-2-iodobenzene

General procedure: A general procedure for the synthesis of diarylacetylenes 2 involved the addition of 2.0 mmol of arylacetylene to a mixture of 2.1 mmol of an aryliodide, 3.0 mmol of diisoproprylethylamine, 0.02 mmol of Pd(PPh3)4, and 0.02 mmol of CuI in water (7 mL). The mixture was stirred for 1-2 h at 75 C. After cooling, the product was collected by filtration or extracted using dichloromethane and purified by recrystallization and/or chromatography.

The synthetic route of 19230-28-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sviripa, Vitaliy M.; Zhang, Wen; Kril, Liliia M.; Liu, Alice X.; Yuan, Yaxia; Zhan, Chang-Guo; Liu, Chunming; Watt, David S.; Bioorganic and Medicinal Chemistry Letters; vol. 24; 15; (2014); p. 3638 – 3640;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 852569-38-1, name is 5-Chloro-4-fluoro-2-iodoaniline, molecular formula is C6H4ClFIN, 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. name: 5-Chloro-4-fluoro-2-iodoaniline

Potassium tert-butoxide (12.52 g, 111.6 mmol) was added at room temperature under nitrogen5-chloro-4-fluoro-2-iodoaniline(5.0, 22.3 mmol) in 250 ml of dry THF. After stirring for 15 minutes, the reaction mixture was added dropwise1- (tetrahydro-2H-pyran-2-yl) -1H-pyrazole-4-carbonyl fluoride(5.67 g, 24.6 mmol) in 30 mL of dry THF. The reaction mixture was addedStirred at room temperature for 4 hours,Then poured into saturated aqueous NaHCO3 and extracted with EtOAc. The organic phase was dissolved with saturated NaClLiquid washing,Dried over Na2SO4 and concentrated to dryness. Purification by flash chromatography on silica gel (cyclohexene / EtOAc: 95/5 to 80/20)To give a red solid which was purified by amine phase flash chromatography (DCM) to give 2.84 g of a white solid (yield: 31%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 852569-38-1, its application will become more common.

Reference:
Patent; Sanofi; A ·beinazaite; O ·dukeluosi; N ·jiluo; G ·lasali; K ·maikarui; V ·wen; (119 pag.)CN103012397; (2017); B;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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 13421-13-1 as follows. HPLC of Formula: C7H4ClIO2

Method 12; l-f4-Chloro-2-iodobenzoyl)-4-methylpiperazine; 4-Chloro-2-iodobenzoic acid (0.523 g, 1.85 mmol) was dissolved in thionyl chloride (2.5 ml) and one drop of dry DMF. The reaction mixture was stirred under reflux for 1 hr followed by evaporation of excess thionyl chloride. The residue was dissolved in dry DCM (5 ml) and iV-methylpiperazine (0.194 g, 1.94 mmol) was added in portions, followed by addition of TEA (0.196 g, 1.94 mmol). The mixture was stirred at ambient temperature overnight. The mixture was then diluted (DCM) and washed with saturated NaHCO3 (aq.), dried (Na2SO4), filtered and evaporated in vacuo. The product was purified by silica flash chromatography (CHCl3/MeOH gradient; 0 to 5% MeOH), giving the title compound (0.415 g, 61%) as a solid. NMR: 7.97 (d, J=2.0 Hz, IH), 7.54 (dd, J=8.3, 2.0 Hz, IH), 7.26 (d, J=8.3 Hz, IH), 3.69-3.53 (m, 2H), 3.08 (t, J=5.0 Hz, 2H), 2.38 (t, J=5.1 Hz, 2H), 2.36-2.21 (m, 2H), 2.19 (s, 3H); MS (ESI) m/z 365.

According to the analysis of related databases, 13421-13-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2007/15064; (2007); 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, Application In Synthesis of 3-Iodobenzonitrile

To a 500 mL 3-neck round bottom flask was added o-toluidine (3.60 g, 33.6 mmol) and 150 mL toluene. The solution was cooled in an ice bath under nitrogen. Trimethylaluminum (2.0 M in toluene, 23.51 ml, 47.0 mmol) was added dropwise via dropping funnel. The reaction mixture was stirred at room temperature for 2 hours. Next, 3-iodobenzonitrile (10 g, 43.7 mmol) in 50 mL toluene was added and the reaction mixture was heated to 70 C overnight under nitrogen. The reaction mixture was cooled in an ice bath and poured onto a stirring slurry of silica gel in 2: 1 dichloromethane/methanol. The silica gel was filtered off and washed with dichloromethane and methanol. The filtrate was evaporated leaving a solid. The solid was triturated with hexane, filtered, washed with hexane (7.77 g,69%).

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; UNIVERSAL DISPLAY CORPORATION; XIA, Chuanjin; YEAGER, Walter; LI, David Zenan; FIORDELISIO, James; MA, Bin; ELSHENAWY, Zeinab; LAYEK, Suman; BARRON, Edward; KOTTAS, Gregg; BROOKS, Jason; WO2012/116231; (2012); A2;,
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. 2043-57-4, name is 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-8-iodooctane, A new synthetic method of this compound is introduced below., Recommanded Product: 2043-57-4

1/T,liy,2No.,2No.-Perfluorooctyl thiouronium iodide (5); In a 100 mL round bottomed flask, thiourea (1.13g, 14.8 mmol) was added to a stirred solution of lH,lH,2H,2H-perfluorooctyl iodide (3.62 mL, 14.8 mmol) in ethyl alcohol (14.0 mL). The mixture was left to reflux at 78C for 13 hours under a nitrogen atmosphere then cooled to room temperature. The solvent was removed under reduced pressure to reveal a cream/white solid (8.10 g, 14.7 mmol, quantitative yield). This was used in the next step without further purification.

The synthetic route of 2043-57-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ISIS INNOVATION LIMITED; GOUVERNEUR, Veronique; BEJOT, Romain; WO2010/7363; (2010); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com