Month: July 2021

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. 7681-82-5, name is Sodium iodide, A new synthetic method of this compound is introduced below., Recommanded Product: 7681-82-5

General procedure: 74.4mg (0.133mmol) of 1a? and 201mg (1.34mmol) of NaI are added to a round bottom flask with a stir bar followed by 10ml of THF. A reflux condenser is attached and the flask is submerged in an oil bath and refluxed for 3h. Then the mixture is allowed to cool to room temperature and solvent is evaporated. The residue is extracted with CH2Cl2, sonicated, and filtered through Celite with CH2Cl2. The process was repeated 3 times to remove and sodium halide. The solvent is evaporated from the combined extracts

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:
Article; Walsh, Aaron P.; Brennessel, William W.; Jones, William D.; Inorganica Chimica Acta; vol. 407; (2013); p. 131 – 138;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 689260-53-5, name is 2-Bromo-5-iodo-1,3-dimethylbenzene, 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 689260-53-5, category: iodides-buliding-blocks

the obtained 38-6-a (3.92 g, 20 mmol), Bis(pinacolato)diboron (6.22 g, 24 mmol), 1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium(II) dichloromethane complex (0.49 g, 0.6 mmol), potassium acetate (5.90 g, 60 mmol) and 79 ml of toluene were reacted under reflux for 16 hours.After cooling, 26 ml of water was added and stirred for 30 minutes, the organic phase was separated, filtered through a short bed of celite, soon afterwards the organic solvent was evaporated off, and the obtained crude product was recrystallized from heptane / toluene; Under argon atmosphere, the obtained solid 38-6-b (3.65g, 15mmol), 38-6-c (4.45g, 14.3mmol), Tetrakis(triphenylphosphine)palladium (0·35 g, 0.3 mmol), toluene (43 ml), aqueous sodium carbonate (2M, 21 ml) was added to the flask and refluxed for 8 hours.After cooling to room temperature, it was extracted with toluene, and the organic phase was washed with brine, and then dried, and then purified by column chromatography to obtain bromide 38-6-d; Tri-tert-butylphosphine (4.4 mL of a 1.0 M solution in toluene, 1.48 g, 0.05 mmol), palladium acetate (0.4 g, 1.83 mmol) and sodium tert-butoxide (52.7 g, 549 mmol) were added to a solution of 38-6-d (22.04 g, 73.42 mmol) and bromobenzene (11.53 g, 73.42 mmol) in degassed toluene (500 mL) and the mixture was Heat under reflux for 2 hours. This reaction mixture was cooled to room temperature, diluted with toluene and filterated through celite. This filtrate was diluted with water and extracted with toluene, and the organic phases were combined and evaporated in vacuo. This residue was filtered through silica gel (heptane / dichloromethane) and crystallised from isopropyl alcohol to give compound 38-6-e;the obtained 38-6-a (3.92 g, 20 mmol), Bis(pinacolato)diboron (6.22 g, 24 mmol), 1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium(II) dichloromethane complex (0.49 g, 0.6 mmol), potassium acetate (5.90 g, 60 mmol) and 79 ml of toluene were reacted under reflux for 16 hours.After cooling, 26 ml of water was added and stirred for 30 minutes, the organic phase was separated, filtered through a short bed of celite, soon afterwards the organic solvent was evaporated off, and the obtained crude product was recrystallized from heptane / toluene to obtain compound 38-6.

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-Bromo-5-iodo-1,3-dimethylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Changchun Hai Purunsi Technology Co., Ltd.; Zhang Hong; Cai Hui; (28 pag.)CN108530336; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 181765-86-6, A common heterocyclic compound, 181765-86-6, name is Methyl 5-bromo-2-iodobenzoate, molecular formula is C8H6BrIO2, 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.

To a stirred solution of sodium borohydride (1 .1 g, 14.7 mmol, 2 equiv) in ethanol (20 mL) was added methyl 5-bromo-2-iodobenzoate in THF (10 mL) at 5C. The reaction mixture was warmed to room temperature and stirred for 18 h under nitrogen atmosphere. Additional quantity of sodium borohydride (0.84 g, 22 mmol, 1 .5 equiv) was added and the mixture was stirred for 22 h. The reaction mixture was cooled to 0C, treated with 10 mL of 15% citric acid slowly. The reaction mixture was extracted with DCM (2 x 75 mL). The organic layer was washed with 15% of aq. NaCI (100 mL), and then dried over sodium sulphate and evaporated to obtain (5-bromo-2-iodophenyl)methanol (4.5 g, 100%) as white solid. NMR (400 MHz, CDCI3) delta ppm 1 .83 – 1 .88 (m, 1 H), 4.63 (s, 2H), 7.12 (dd, J=2.8, 8.4 Hz, 1 H), 7.62- 7.66 (m, 2H).

The synthetic route of 181765-86-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; AXTEN, Jeffrey; KETHIRI, Raghava Reddy; KRISTAM, Rajendra; VENKATESHAPPA, Chandregowda; (162 pag.)WO2018/15879; (2018); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 54413-93-3, A common heterocyclic compound, 54413-93-3, name is 2-Iodo-5-methoxybenzoic acid, molecular formula is C8H7IO3, 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.

2-lodo-5-methoxy benzoic acid (15.0 g; 53.9 mmol) is dissolved in anhydrous DMF (45 ml)followed by the addition of 1H-1,2,3-triazole (7.452 g; 108 mmol) and cesium carbonate (35.155 g; 108 mmol). By the addition of cesium carbonate the temperature of the reaction mixture increases to 4000 and gas evolved from the reaction mixture. Copper(l)iodide (514 mg; 2.7 mmol) is added. This triggers a strongly exothermic reaction and the temperature of the reaction mixture reaches 70°C within a few seconds. Stirring is continued for 30 minutes.Then the DMF is evaporated under reduced pressure followed by the addition of water (170 ml) and EtOAc (90 ml). The mixture is vigorously stirred and by the addition of citric acid monohydrate the pH is adjusted to 3-4. The precipitate is filtered off and washed with water and EtOAc and discarded. The filtrate is poured into a separation funnel and the phases are separated. The water phase is extracted again with EtOAc. The combined organic layers aredried over Mg504, filtered and the solvent is evaporated to give 7.1 g of 5-methoxy-2-(2H-1,2,3-triazol-2-yl)benzoic acid as a white powder of 94percent purity (6 percent impurity is the regioisomerically Ni-linked triazolo-derivative); tR [mm] = 0.60; [M+H] = 220.21

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; ACTELION PHARMACEUTICALS LTD; BOSS, Christoph; BROTSCHI, Christine; GUDE, Markus; HEIDMANN, Bibia; SIFFERLEN, Thierry; VON RAUMER, Markus; WILLIAMS, Jodi, T.; WO2015/83070; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 13194-69-9, 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. 13194-69-9, name is 2-Iodo-5-methylaniline, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: The corresponding pyrazinoic acid (5.0 mmol) was dispersed in dry toluene (20 mL) and mixed with 1.5eq. of thionyl chloride (0.55 mL, 7.5 mmol). The reaction mixture was heated to reflux for approximately 1 h. Next, the excess of thionyl chloride was removed by repeated evaporation with dry toluene under vacuum.The crude acyl chloride was dissolved in dry acetone(20 mL) and added drop-wise to a stirred solution of the corresponding aniline (5.0 mmol) with triethylamine(5.0 mmol) in dry acetone (30 mL). The reaction mixture was stirred at ambient temperature for up to 6 h. The completion of the reaction was monitored by TLC (eluent: hexane/ethyl acetate; r =2 : 1). The crude product adsorbed on silica gel by solvent evaporation was purified by flash chromatography(hexane/ethyl acetate gradient elution).The analytical data of the prepared compounds were fully consistent with the proposed structures and are available in the Supplementary Data.

The chemical industry reduces the impact on the environment during synthesis 2-Iodo-5-methylaniline. I believe this compound will play a more active role in future production and life.

Reference:
Article; Zitko, Jan; Barbora, Servusova-Vanaskova; Paterova, Pavla; Navratilova, Lucie; Trejtnar, Frantisek; Kunes, Jiri; Dolezal, Martin; Chemical Papers; vol. 70; 5; (2016); p. 649 – 657;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 444-29-1, 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. 444-29-1 name is 1-Iodo-2-(trifluoromethyl)benzene, 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.

General procedure: To an oven-dried, Ar-flushed Schlenk flask, equipped with a magneticstir bar, was added a solution of Zn species 2 (2.0 mL, 0.5 Min THF, 1.0 mmol, 1.0 equiv). Pd(OAc)2 (4.5 mg, 0.02 mmol, 0.02equiv) and X-Phos (19 mg, 0.04 mmol, 0.04 equiv) were added, followedby aromatic halide substrate 3 (0.7 equiv). The mixture wasstirred at 50 °C for 1 h and then poured into a solution of NH4Cl?EtOAc (25 mL/25 mL). The crude product was separated and the aqphase extracted with EtOAc (3 × 25 mL). The combined organiclayers were dried over MgSO4, filtered and concentrated in vacuo.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Iodo-2-(trifluoromethyl)benzene, and friends who are interested can also refer to it.

Reference:
Article; Blanc, Romain; Groll, Klaus; Bernhardt, Sebastian; Stockmann, Paul N.; Knochel, Paul; Synthesis; vol. 46; 8; (2014); p. 1052 – 1058;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

25245-27-6, name is 1-Iodo-3,5-dimethoxybenzene, 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-Iodo-3,5-dimethoxybenzene

General procedure: Under an argon atmosphere, a Schlenk tube was charged with bpy-MCM-41-CuI (78 mg, 0.05 mmol), diaryl diselenide (0.25 mmol), aryl iodide (0.5 mmol), Mg turnings (24 mg, 1.0 mmol) and DMF (1.5 mL). The mixture was stirred at 110 C under Ar for 20-40 h. After completion of the reaction, the reaction mixture was cooled to room temperature, diluted with ethyl acetate (15 mL), and filtered. The bpy-MCM-41-CuI catalyst residue was washed with 1.0 M dilute hydrochloric acid (2 × 5 mL), water (2 × 5 mL), and acetone (2 × 5 mL) when being reused in another catalytic cycle. The filtrate was concentrated under reduced pressure and the residue was purified by flash column chromatography on silica gel (petroleum ether (60-90 C)/ethyl acetate) to provide the desired product 3. CAUTION: All reactions using selenium containing compounds should be carried out in a well-ventilated fume cupboard.

The synthetic route of 25245-27-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhao, Ruonan; Yan, Chenyu; Jiang, Yuanyuan; Cai, Mingzhong; Journal of Chemical Research; vol. 42; 11; (2018); p. 584 – 588;,
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 5876-51-7 as follows. Product Details of 5876-51-7

A suspension of 5-iodobenzo[d][1,3]dioxole (3.00 g, 12.10 mmol), ethynyltrimethylsilane (2.01 mL, 14.52 mmol), copper (_) iodide (115 mg, 0.61 mmol), bis(triphenylphosphine)palladium(II) dichloride (424 mg, 0.61 mmol), TEA (5.06 ml, 36.29 mmol) were stirred in THF (20 mL) at ambient temperature for overnight. The reaction solvent was evaporated under reduced pressure, and the residue was purified by column chromatography with hexane/ethyl acetate (10/1, v/v) to obtain the compound 40 (2.64 g, quant. yield): 1H NMR (400 MHz, CDCl3) _ 6.98 (dd, J = 8.1, 1.6 Hz, 1H), 6.89 (d, J =1.6 Hz, 1H), 6.70 (d, J = 8.0 Hz, 1H), 5.92 (s, 2H), 0.23 (s, 9H); 13C NMR (100 MHz, CDCl3) _ 148.1, 147.4, 126.8, 116.5, 111.9, 108.4, 105.1, 101.4, 92.3, 0.1.

According to the analysis of related databases, 5876-51-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOARD OF REGENTS, THE UNIVERSITY OF TEXAS SYSTEM; DALBY, Kevin N.; EDUPUGANTI, Ramakrishna; TALIAFERRO, Juliana; LEE, Juhyeon; (0 pag.)WO2018/160967; (2018); A1;,
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. 76801-93-9, name is 5-Amino-N1,N3-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 76801-93-9

Compound B was acetylated by a mixture of acetic anhydride and acetic acid (concentration about 91 v/v %, 2.0 L/kg Compound B) at 50-125C in the presence of catalytic amounts of p-toluene sulphonic acid. Excess acetic anhydride and acetic acid were distilled off under reduced pressure, and the resulting viscous solution diluted with methanol and water and hydrolysed by addition of aqueous sodium hydroxide at 50-60C to a stable pH of about 12. Hydrochloric acid (17.5 w/w %) was added to a pH of about 10.5-11.5 at 60C. Then, seeds of crystalline Compound A (0.004 kg/kg Compound B) were added, and pH was further adjusted to 6.5-7.5 by hydrochloric acid (17.5 w/w %). At this stage the solvent composition was approximately 25 % methanol and 75 % water, with a total mother liquor volume of about 3.8 L/kg Compound A. In reactor A of each experiment a certain fraction of the mother liquor volume was removed by distillation, either at atmospheric or reduced pressure (95-100C at atmospheric pressure, 55-60C under reduced pressure). In reactor B nothing was distilled off. The content of both reactors were then allowed to cool gradually to 15C over 10-12 hours before filtration, wash with methanol and drying under reduced pressure and elevated temperature. The purity of the crystals was measured by HPLC. The following results were obtained:

The synthetic route of 76801-93-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GE Healthcare AS; EP2281791; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 1094759-93-9,Some common heterocyclic compound, 1094759-93-9, name is 4-Chloro-5-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.

To a solution of compound 12b (450 mg, 1.66 mmol) in MeOH (10 mL) and DMF (20 mL) was added Pd (OAc) 2 (38 mg, 0.17 mmol), DPPF (94 mg, 0.17 mmol) and Et 3N (504 mg, 4.98 mmol). The resulting mixture was purged and degassed with CO for 3 times, then stirred at 80C under CO (50 Psi) for 24 h. The reaction mixture was filtered and diluted with EtOAc (50 mL). The organic layer was washed with brine (50 mL), dried and concentrated under reduced pressure to give the crude residue, which was purified by column chromatography on silica gel (petroleum ether/EtOAc = 50/1 (v/v)) to give compound 12c (320 mg, 95% yield) as a white solid. LCMS: R t = 0.941 min in 5-95AB_1.5 min_220&254 chromatography (MERCK RP18 25-2mm), MS (ESI) m/z= 203.9 [M +H] +. 1H NMR (400MHz, MeOH-d 4) delta 7.83 (d, J=8.4 Hz, 1H), 6.59 (d, J=11.6 Hz, 1H), 3.85 (s, 3H).

The synthetic route of 1094759-93-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DIZAL (JIANGSU) PHARMACEUTICAL CO., LTD; LI, Zhengtao; ZOU, Hao; ZHU, Wei; SHEN, Changmao; WANG, Rumin; LIU, Wengeng; CHEN, Xiang; TSUI, Honchung; YANG, Zhenfan; ZHANG, Xiaolin; (307 pag.)WO2019/149164; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com