Tag: M.W=200-300

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. Quality Control of 4-Iodobenzotrifluoride

General procedure: A 25 mL Schlenk tube was charged with Cu2O (0.05 mmol), ArX (0.5 mmol), NHR1R2 (0.75 mmol), NaOH (1 mmol), TBAB (0.1 mmol), L2 (0.1 mmol) and H2O/EtOH (1 mL, 1/1, v/v). The mixture was stirred at 120 C for 12 h. The reaction mixture was extracted with ethyl acetate (3 10 mL), washed with water and brine, dried over anhydrous Na2SO4, and concentrated in vacuo. The residue was purified by flash column chromatograph on silica gel(ethyl acetate/petroleum ether as the eluent) to provide the target products 3a-3w and 6.

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

Reference:
Article; Xie, Jian-Wei; Yao, Zhen-Bin; Wang, Xiao-Chuang; Zhang, Jie; Tetrahedron; vol. 75; 27; (2019); p. 3788 – 3792;,
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. 13421-13-1, name is 4-Chloro-2-iodobenzoic acid, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C7H4ClIO2

Method 15; (4-Chloro-2-iodo-phenyl)-morpholin-4-yl-methanone; 4-Chloro-2-iodobenzoic acid (5.0 g, 17.7 mmol), and HBTU (8.7 g, 23 mmol) were dissolved in DMF (150 ml), to this was added morpholine (2.0 g, 23 mmol) followed by DIPEA (8.2 ml, 46 mmol). The reactions was stirred overnight before the removal of the DMF in vacuo, the gum was quenched with 2.0N NaOH (100 ml), extracted with DCM (3 x 200 ml), dried and solvent removed in vacuo to yield a brown solid. Purification on silica using 0-3.5% MeOH in DCM as eluent gave the title compound as an off white solid (5.8 g, 94%). NMR (CDCl3) 7.84 (s, IH), 7.39 (d, IH), 7.13 (d, IH), 3.91 – 3.73 (m, 5H), 3.62 – 3.51 (m, IH), 3.33 – 3.24 (m, IH), 3.21 – 3.12 (m, IH); m/z 352

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

Synthetic Route of 3819-88-3,Some common heterocyclic compound, 3819-88-3, name is 1-Fluoro-3-iodo-5-nitrobenzene, molecular formula is C6H3FINO2, 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 mixture of 1-fluoro-3-iodo-5-nitrobenzene (376.19 g, 1.40 mol), methyl pent-4-ynoate (158.0 g, 1.40 mol), Pd (OAc) 2 (12.79 g, 56.42 mmol), triphenyl phospine (29.71 g, 112.8 mmol), CuI (21.28 mmol) and diethylamine (564.28 mL) in DMF (300 mL) was stirred at room temperature for 15 hours. The mixture was filtered through a short bed of silica gel and the solvent was removed under reduced pressure. The residue was taken up in water (1.0 L) and extracted with ethyl acetate (3 X 500 mL); the combined organic layers were washed with brine solution (1 X 500 mL), dried over anhydrous MGS04, filtered concentrated. The residue was purified by flash chromatography over silica gel (Hex: ethyl acetate 0- 30%) to give the title compound. Yield: 150 g (44. 51%). Melting point: 111-112 C.&No.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Fluoro-3-iodo-5-nitrobenzene, its application will become more common.

Reference:
Patent; WARNER-LAMBERT COMPANY LLC; WO2004/69832; (2004); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 31599-61-8, name is 4-Iodo-1,2-dimethylbenzene, 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. Formula: C8H9I

General procedure: A Schlenk tube with a magnetic stir bar was charged with Pd(OAc)2 (10 mol%, 0.0056 g), AgOTf (1.1 equiv., 0.0707 g), TBAB (20 mol%, 0.0161g), 2-phenylpyridine N-oxides 1 (0.25 mmol), iodobenzene and its derivatives 2 (0.375 mmol) and H2O (1 mL). The resulting solution was stirred at 100C for 12 h. The resulting organic layer was extracted with trichloromethane, treated with Na2SO4 and concentrated in vacuo. The product was isolated by short column chromatography using ethyl acetate and methanol as eluent.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 31599-61-8, its application will become more common.

Reference:
Article; Zhang, Wei; Li, Zhengkai; Zhang, Yihan; Yang, Li; Zhou, Xiangge; Synthetic Communications; vol. 47; 8; (2017); p. 793 – 802;,
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. 90347-66-3, name is Methyl 3-iodo-4-methylbenzoate, A new synthetic method of this compound is introduced below., SDS of cas: 90347-66-3

A mixture of 4 (7.26 g, 26.3 mmol), 11(3.0 g, 17.5 mmol), K2C03 (4.84 g, 35.0 mmol), DMEDA (386 mg, 4.38 mmol) and Cul (834 mg, 0.871 mmol) in 90 ml of dioxanewas stirred at 100 C under N2 for 18h. The mixture was filtered, concentrated and purified by column chromatography to give 12 (2.2 g, 39%) as a slightly yellow solid. LCMS (m/z: m+1): 320.2.

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; 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

Electric Literature of 34683-73-3, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 34683-73-3 name is 1-Chloro-6-iodohexane, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

A mixture of 1-chloro-6-iodohexane (5.0 g, 20.24 mmol), 10 mL of acetone, and potassium thioacetate (2.31 g, 20.24 mmol) was stirred at room temperature for 20 h under nitrogen atmosphere. The excess of acetone was removed and the crude product was diluted with water and extracted three times with CH2Cl2. The combined organic layers were dried over Na2SO4 and concentrated to give 7a (3.74 g, 95% yield) as a white solid. 1H NMR (500 MHz, CDCl3): delta = 3.46 (t, J = 6.6 Hz, 2H), 2.80 (t, J = 7.4 Hz, 2H), 2.25 (s, 3H), 1.70 (m, 2H), 1,52 (m, 2H), 1.40-1.30 ppm (m, 4H); 13C NMR (125 MHz, CDCl3): delta = 195.8, 44.9, 32.4, 30.6, 29.3, 28.9, 28.0, 26.3 ppm.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Chloro-6-iodohexane, and friends who are interested can also refer to it.

Reference:
Article; Banerjee, Sumela; Voit, Brigitte; Heinrich, Gert; Boehme, Frank; Tetrahedron Letters; vol. 53; 17; (2012); p. 2236 – 2238;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 202982-67-0, name is 4-Chloro-3-fluoroiodobenzene, 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 202982-67-0, COA of Formula: C6H3ClFI

To a mixture of 4-chloro-3-fluoroiodobenzene (74.27 g, 284 mmol) and cesium carbonate (185.0 g, 568 mmol) in tetrahydrofuran (730 mL) was added under an argon atmosphere cuprous iodide (2.16 g, 11.4 mmol) and bis(triphenylphosphine)palladium (II) chloride (3.98 g, 5.7 mmol). Ethyl propiolate (57.0 g, 575 mmol) was added dropwise over a period of 20 min. The resulting dark brown suspension was stirred for 38 h at 35 C., then filtrated over Hyflo and the residue was washed with tetrahydrofuran (285 ml). The filtrate was evaporated and purification of the residue by chromatography (SiO2, heptane: ethyl acetate=90:10) afforded the title compound (57.1 g, 89%) as a yellow liquid. MS m/e: 226.0 [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; Knust, Henner; Koblet, Andreas; Nettekoven, Matthias; Ratni, Hasane; Riemer, Claus; Vifian, Walter; US2011/152233; (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. 19099-54-8, name is 1-Iodo-2-isopropylbenzene, This compound has unique chemical properties. The synthetic route is as follows., Formula: C9H11I

0.3 mmol of sodium carbonate, 0.1 mmol of hex-1-yn-1-ylbenzene,Tetrakis(triphenylphosphine palladium) 0.005 mmol, bis(2-diphenylphosphinophenyl)ether 0.005 mmol,0.2 mmol of 4-methylbenzeneboronic acid, 0.3 mmol of 2-isopropyliodobenzene, 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 120 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 gave 18 mg of the desired product in a yield of 49%.

According to the analysis of related databases, 19099-54-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Huaqiao University; Cheng Guolin; Lv Weiwei; (20 pag.)CN109879713; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 5458-84-4, 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 5458-84-4 as follows.

(i) Ethyl ethyl(2-methoxy-4-nitrophenyl)phosphinate 1-lodo-2-methoxy-4-nitrobenzene (1 g, 3.58 mmol), was azeotroped with toluene (12 mL) then dissolved in fresh toluene (12 mL) before addition of DIPEA (1.878 mL, 10.75 mmol) and ethyl ethylphosphinate (see, for example, Petnehazy, I. et al., Synth. Commun. 2003, 33, 1665- 1674; 0.569 g, 4.66 mmol). The mixture was degassed under vacuum and back filled with nitrogen three times. XantPhos G3 precatalyst (0.102 g, 0.108 mmol) was added and the reaction heated at 100C (block temperature), 90C (internal temperature), under nitrogen for 2.5h. The reaction was cooled and the solvent evaporated to give a brown gum. The crude material was purified by chromatography on silica gel (12 g column, dry load, 50-100% EtOAc/isohexane, product eluted at 98%) to afford the sub-title compound (0.92 g) as a pale brown solid. 1 H NMR (400 MHz, CDCI3) delta: 8.17 (dd, 1 H), 7.94 (dt, 1 H), 7.79 (dd, 1 H), 4.03 (s, 3H), 3.96 (dddq, 2H), 2.09 (m, 2H), 1.29 (t, 3H), 1.12 (dt, 3H). LCMS m/z 274 (M+H)+ (ES+)

According to the analysis of related databases, 5458-84-4, the application of this compound in the production field has become more and more popular.

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

Electric Literature of 755027-21-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 755027-21-5 name is 4-Chloro-1-iodo-2-methoxybenzene, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

A dry round bottomed flask was charged with KOTBU (1.903 g, 17.0 mmol), 5-chloro- 2-iodoanisole (4.054 g, 15.1 mmol), Pd2dba3 (144 mg, 0.16 mmol), DPEPhos (176 mg, 0.33 mmol) and 3-FLUORO-THIOPHENOL (1.903 g, 17.0 mmol). The flask was evacuated and BACKFILLED with Ar three times. Dry toluene (80 mL) was added and the mixture stirred at 95 C for 2 h. The mixture was filtered through a pad of silica gel followed by adsorption onto silica gel. After purification by flash chromatography using silica gel, eluting with heptanes/EtOAc, 97: 3, the title compound was obtained as a yellow oil (3.41 g, 85%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Chloro-1-iodo-2-methoxybenzene, and friends who are interested can also refer to it.

Reference:
Patent; H. LUNDBECK A/S; WO2004/96761; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com