Category: iodides-buliding-blocks

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,
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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

Reference of 13194-69-9, 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. 13194-69-9, name is 2-Iodo-5-methylaniline belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a 10mL sealed tube was added CuI (0.05mmol), L4 (0.1mmol), ortho-iodo/bromoaniline (0.5mmol), beta-keto ester/beta-diketone (3.0mmol), Cs2CO3 (1.0mmol), and DMSO (1mL). The reaction mixture was reacted at 80C in a preheated oil bath for 12h (for ortho-iodoanilines) or 36h (for ortho-bromoanilines). The reaction mixture was cooled to room temperature and extracted with ethyl acetate (3×20mL). The combined organic phases were 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 afford the target products 3a-3s.

The synthetic route of 2-Iodo-5-methylaniline has been constantly updated, and we look forward to future research findings.

Reference:
Article; Liu, Xiao-Guang; Li, Zi-Hao; Xie, Jian-Wei; Liu, Ping; Zhang, Jie; Dai, Bin; Tetrahedron; vol. 72; 5; (2016); p. 653 – 657;,
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 7212-28-4 as follows. Formula: C8H8INO

General procedure: 0.3 g (1.56 mmol) of 7, 1.87 mmol of 3a-j and 0.32 g (2.34 mmol) of K2CO3 were combined and refluxed in 20 ml of acetone for 2 h. The solvent was evaporated under reduced pressure and the crude product was washed with water, filterred and dried. The pure product was obtained by recrystallization from petroleum ether and ethyl acetate.

According to the analysis of related databases, 7212-28-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Liu, Wukun; Hua, Jie; Zhou, Jinpei; Zhang, Huibin; Zhu, Haiyang; Cheng, Yanhua; Gust, Ronald; Bioorganic and Medicinal Chemistry Letters; vol. 22; 15; (2012); p. 5008 – 5012;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 51560-21-5, name is 1,4-Diiodo-2,5-dimethoxybenzene, molecular formula is C8H8I2O2, 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. HPLC of Formula: C8H8I2O2

Under an argon atmosphere, 15.6 g of compound 1 was dissolved in 100 mL of dichloromethane,And 8.18 mL of boron tribromide was added dropwise to the solution at -78 C.Wherein the molar ratio of compound 1, boron tribromide and methylene chloride is 1: 2.2: 40. The reaction was stirred for 16 hours,After completion of the reaction, the reaction solution was transferred to an ice-water mixture and stirred, suction-filtered and dried in vacuo to give a white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 51560-21-5, its application will become more common.

Reference:
Patent; Shaanxi Normal University; Fang, Yu; Qi, Yanyu; Sun, Xiaohuan; Chang, Xingmao; Cui, Hong; He, Meixia; Wang, Gang; (22 pag.)CN104893714; (2016); 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. COA of Formula: C7H4ClIO2

General procedure: A mixture of 2-iodo-5-methylbenzoic acid (2a; 0.2 mmol, 1equiv), styrene 1a (0.8 mmol, 4 equiv) and NaHCO3 (0.26 mmol,1.3 equiv) in DMSO (4 mL) was put into a quartz reaction tube(10 mL). N2 was flowed in for 10 min, then the tube was sealed and exposed to illumination with a high-pressure mercury lamp at 300 nm wavelength for 6 h. Water (20 mL) was added tothe reaction system and the mixture was extracted with ethyl acetate (3 × 20 mL). The organic phase was washed with saturated salt water, dried with anhydrous sodium sulfate, and thecrude products were obtained under reduced pressure and concentration.The purified products were purified by silica gel column chromatography (PE/EtOAc, 10:1), and the product 7-methyl-3-phenylisochroman-1-one 3a (75%) was obtained as apale-yellow liquid.

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:
Article; Zhang, Xiao; Huang, Binbin; Yang, Chao; Xia, Wujiong; Synlett; vol. 29; 1; (2018); p. 131 – 135;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 116632-41-8, 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. 116632-41-8 name is 2-Chloro-5-iodotoluene, 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: In a Schlenk tube are added 6-azaindole (0.846 mmol), potassium phosphate (1.78 mmol) and CuI(0.042 mmol). The tube is twice evacuated and back-filled with Ar. Toluene (1 ml), 2-chloro-5-iodotoluene (0.846 mmol) and (trans)-N,N’-dimethyl-1,2-cyclohexanediamine (0.085 mmol) are added. The tube is sealed and the reaction mixture is stirred for 22 h at 110 C. The reaction mixture is diluted with dichloromethane and dry loaded on silica gel to be purified by flash chromatography (hexane/EtOAc 10% to 30%) to give 1-(4-chloro-3-methylphenyl)-1H-pyrrolo[2,3-c]pyridine as a white solid (184 mg).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Chloro-5-iodotoluene, and friends who are interested can also refer to it.

Reference:
Article; Stauffer, Frederic; Furet, Pascal; Floersheimer, Andreas; Lang, Marc; Bioorganic and Medicinal Chemistry Letters; vol. 22; 5; (2012); p. 1860 – 1863;,
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. 628-21-7, name is 1,4-Diiodobutane, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 628-21-7

Step 1:To a solution of LDA (22 mmol, prepared according the protocol in step 3 in Scheme 5) in THF (30 mL) at -78 C. was added isobutyric acid t-butyl ester (2.85 g, 20 mmol) in THF (10 mL) dropwise. The reaction mixture was stirred at -78 C. for 10 min. HMPA (3.48 mL, 20 mmol) was added. After stirring for an additional 10 min at -78 C., the resulting solution was cannulated to a solution of 1,4-diiodobutane (7.9 mL, 60 mmol) in THF (10 mL) at -78 C. After the addition, the dry ice-acetone bath was removed. The reaction mixture was stirred at room temperature for 1.5 h, diluted with brine, and extracted with EtOAc (3×). The combined organic layer was dried (Na2SO4), filtered, and concentrated. The residue was purified by flash column chromatography with EtOAc/hexane (0% to 6% gradient over 20 min) to give 3.5 g of 9-1 as a pale yellow oil (52% yield).1HNMR (CDCl3, 300 Hz): 3.19 (t, J=6.4 Hz, 2H), 1.86-1.76 (m, 2H), 1.50-1.30 (m, 4H), 1.45 (s, 9H), 1.13 (s, 6H); 13CNMR (CDCl3, 75 Hz): 177.0, 79.7, 42.5, 39.5, 33.9, 28.0, 25.9, 25.2, 6.6; EA calcd for C13H25IO2: C, 45.89; H. 7.41. Found: C, 45.26; H, 7.28; IR (neat); 3426, 2930, 1708, 1612, 1536, 1487, 1454, 1242, 1215, 1175, 1123, 914, 796, 770 cm-1.

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 628-21-7.

Reference:
Patent; Jahangir, Alam; Lynch, Stephen M.; Soth, Michael; Yang, Hanbiao; US2011/71179; (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. 1878-69-9, name is 2-(3-Iodophenyl)acetic acid, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 2-(3-Iodophenyl)acetic acid

Add 1,1-carbonyldimidazole (0.72 g, 4.40 mmol) to a solution of 3-iodo-phenylacetic acid (1.20 g, 4.6 mmol) in 40 mL of N,N-dimethylacetamide, followed by N,N-diisopropylethylamine (0.79 mL, 4.40 mmol). Stir the mixture at room temperature for 2 h, add 4-cyano-benzoic acid hydrazide (0.64 g (4.0 mmol) and heat the mixture to 60 C for 2 h. Cool the mixture to room temperature and dilute with H20 causing a solid to precipitate from solution. Collect the precipitate by filtration, wash with H20 and diethyl ether dry. Collect any further material that may crystallize from the filtrate. Extract the filtrate with CH2C12 and concentrate the combined organic phase provide a clear liquid. Dilute this mixture with H20 resulting in a third crop of material to precipitate from solution. Collect and combine all solid material to give 1.31 g, 71% yield of 4-cyano-benzoic acid iV-[2-(3-iodo-phenyl)-acetyl]-hydrazide as a powder.

According to the analysis of related databases, 1878-69-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; KIRRANE, JR., Thomas Martin; MARSHALL, Daniel Richard; SIBLEY, Robert; SNOW, Roger John; SOLEYMANZADEH, Fariba; SORCEK, Ronald John; WO2012/54367; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com