Category: iodides-buliding-blocks

6213-88-3, name is (E)-Methyl 3-iodoacrylate, 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. Safety of (E)-Methyl 3-iodoacrylate

Step C: To a solution of methyl (E)-methyl 3-iodoacrylate (372 g, 1.75 mol, 1.00 equiv) in dichloromethane (3600 mL) was added dropwise diisobutylaluminum hydride (2296 g, 2.30 equiv, 25%) with stirring at 0C. The resulting solution was stirred for 3 h at room temperature, then quenched by the addition of 1000 mL of aq. NH4C1 (1M). The organic layer was washedwith 1 x 800 mL of HC1 (1M) and 1 x 800 mL of brine, dried over anhydrous sodium sulfate, filtered, concentrated under vacuum. The resulting residue was applied onto a silica gel colunm and eluted with ethyl acetate/petroleum ether (1:10) to afford (E)-3 -iodoprop-2-en- 1 -ol.

The synthetic route of 6213-88-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; CHOBANIAN, Harry; DEMONG, Duane; GUO, Yan; HU, Zhiyong; MILLER, Michael; PIO, Barbara; PLUMMER, Christopher, W.; XIAO, Dong; YANG, Cangming; ZHANG, Rui; WO2015/119899; (2015); A1;,
Iodide – Wikipedia,
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Application of 40400-15-5, These common heterocyclic compound, 40400-15-5, name is 2-(2-Iodophenyl)acetonitrile, 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.

General procedure: A flask was equipped with a magnetic stir bar and charged with 1Hpyrrole-2-carbaldehyde (2a; 19.0 mg, 0.2 mmol, 1.0 equiv), 2-bromophenylacetonitrile(1a; 39.2 mg, 0.2 mmol, 1.0 equiv), and K3PO4(63.6 mg, 0.3 mmol, 1.5 equiv). The flask was evacuated and filledwith N2, and then anhydrous DMSO (2.0 mL) was introduced via a syringe.The flask was heated in a 130 C oil bath for 24 h, at which timeTLC analysis [petroleum ether (bp 60-90 C)-EtOAc, 10:1] indicatedcomplete consumption of 2a and 1a. The reaction mixture was cooledto r.t. and added to a sat. solution of NaCl (20 mL) and extracted withEtOAc (3 × 10 mL). The combined organic layers were dried (Na2SO4)and filtered. The filtrate was concentrated, and the residue was purified by column chromatography on SiO2 [petroleum ether (bp 60-90C)-EtOAc, 10:1 to 30:1] to give 3ae; Yield: 49.5 mg (90%); fluorescent yellow solid; mp 208.5-209.6 C.

Statistics shows that 2-(2-Iodophenyl)acetonitrile is playing an increasingly important role. we look forward to future research findings about 40400-15-5.

Reference:
Article; Jiang, Zeng-Qiang; Miao, Da-Zhuang; Tong, Yao; Pan, Qiang; Li, Xiao-Tong; Hu, Ren-He; Han, Shi-Qing; Synthesis; vol. 47; 13; (2015); p. 1913 – 1921;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 25309-64-2, name is 1-Ethyl-4-iodobenzene, 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 25309-64-2, Safety of 1-Ethyl-4-iodobenzene

General procedure: A mixture of compound 2 (500 mg, 1.38 mmol), triethylamine (0.6 mL, 4.14 mmol), and 1-chloro-4-iodobenzene (1.55 mmol) in DMF (3.45 mL) was treated with palladium(II) acetate (15.5 mg, 0.04 mmol) and then heated at 80 ºC under air. After 20 h, the resulting solution was allowed to cool to room temperature, water (7 mL) was added, and the resultant mixture was extracted with ether (7 mL × 5). The organics was dried over Na2SO4 and concentrated under reduced pressure to give a crude residue, which was purified by silica gel column chromatography to afford the product.

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-Ethyl-4-iodobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Ding, Ya-Hui; Fan, Hong-Xia; Long, Jing; Zhang, Quan; Chen, Yue; Bioorganic and Medicinal Chemistry Letters; vol. 23; 22; (2013); p. 6087 – 6092;,
Iodide – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 31827-94-8, name is 2-Bromo-1-(4-iodophenyl)ethanone, 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 31827-94-8, Safety of 2-Bromo-1-(4-iodophenyl)ethanone

General procedure: The appropriate carbonyl compound (50 mmol) was dissolved in 50 mL of ethanol and magnetically stirred with an equimolar quantity of thiosemicarbazide for 24 h at room temperature with catalytic amounts of acetic acid. The desired thiosemicarbazone precipitated from reaction mixture, was filtered, crystallized from suitable solvent, and dried. Equimolar quantities of 4-iodo-acetophenone and bromine, both dissolved in chloroform, were stirred for 4 h at room temperature until the presence of HBr disappeared. The solution was evaporated under vacuum and the obtained pale yellow solid was washed with petroleum ether to give alpha-bromo-4-iodo-acetophenone in good yield (94%). Equimolar amounts of the prepared thiosemicarbazone (50 mmol) and alpha-bromo-4-iodo-acetophenone (50 mmol), both suspended in 50 mL of ethanol, were reacted at room temperature under magnetic stirring for 10 h. The precipitate was filtered and purified by chromatography to give compounds 1-25 in high yield.

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:
Article; Secci, Daniela; Bizzarri, Bruna; Bolasco, Adriana; Carradori, Simone; D’Ascenzio, Melissa; Rivanera, Daniela; Mari, Emanuela; Polletta, Lucia; Zicari, Alessandra; European Journal of Medicinal Chemistry; vol. 53; (2012); p. 246 – 253;,
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. 108078-14-4, name is 2-Iodo-3-methylbenzoic acid, A new synthetic method of this compound is introduced below., Computed Properties of C8H7IO2

2-iodo-3-methylbenzoic acid (595mg, 2.27mmol) was dissolved in DCM/MeOH=1/1 (5m1) at 000, then TMS-CH2N2 (2M in Et20, 1 .4m1, 2.8mmol) was added. After 1,5 hours at RT solvents were evaporated. Yield 630mg yellow oil.1HNMR (CDCI3) 5 ppm = = 7.42 – 7.32 (m, 2 H), 7.32 – 7.25 (m, 1 H, under the solvent peak), 2.55 (s, 3 H).

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; ROTTAPHARM SPA; STASI, Luigi Piero; ROVATI, Lucio Claudio; ARTUSI, Roberto; COLACE, Fabrizio; MANDELLI, Stefano; PERUGINI, Lorenzo; WO2013/92893; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 608-28-6, A common heterocyclic compound, 608-28-6, name is 2-Iodo-1,3-dimethylbenzene, molecular formula is C8H9I, 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.

3-(2,6-Dimethylphenyl)prop-2-yn-1 -ol (32). A 500 mL 3-neck flask fitted with a stir- bar, condenser, and Ar inlet was charged with 2,6-dimethyliodobenzene (21 .6 g, 93.1 mmol), propargyl alcohol (6.78 g, 7.15 mL, 121 mmol), /’Pr2NH (100 mL), and THF (100 mL). The resultant solution was sparged with Ar for 10 min, then Pd(PPh3) (1 .00 g, 0.93 mmol) and Cul (350 mg, 1 .86 mmol) were added. This mixture was heated at 50 C for 1 .5 hr. HPLC analysis showed the reaction to be incomplete. 8 mL more propargyl alcohol was added and the mixture was heated at reflux overnight. The reaction was still incomplete by HPLC analysis. Another 10 mL propargyl alcohol, 500 mg Pd(PPh3) , and 200 mg Cul were added, and the mixture was refluxed for 6 hr. Another 8 mL portion of propargyl alcohol was then added, and the reaction was continued at reflux overnight. The mixture was then cooled, and the solids were filtered off and rinsed with EtOAc (200 mL). The filtrate was concentrated to a dark oil and partitioned with CH2CI2 (500 mL) and saturated NH4CI (250 mL). The organic phase was washed with saturated aqueous NH CI (250 mL) and brine (200 mL) and filtered through phase separation paper. The solution was then filtered through a plug of silica gel. The silica gel was rinsed with CH2CI2 (1 2 L). The combined filtrate was concentrated to 8.5 g of a brown oil. The crude material was chromatographed on silica gel with the product eluting with 10-12% EtOAc in hexanes. The combined fractions were concentrated in vacuo, taken up in CH2CI2 (200 mL), and washed with 5% aqueous Na2S2O3 (200 mL) then brine (200 mL). The solution was filtered through phase separation paper and concentrated in vacuo to give 5.0 g of 32 as an orange solid (32%). 1H NMR (60 MHz, CDCI3): delta 7.3-6.8 (m, 3H), 4.5 (s, 2H), 2.8 (s, 1 H), 2.4 (s, 6H) ppm. HPLC analysis (5:10:85 H2O:A1 :MeOH) showed a purity of greater than 99% with a retention time of 3.7 min

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; ALLERGAN, INC.; EHRING, George R.; GARST, Michael E.; AVEY, JR., Alfred A.; DOLBY, Lloyd J.; ESFANDIARI, Shervin; MACKENZIE, Vivian R.; MARSDEN, Jeremiah A.; MUCHMORE, David C.; WO2013/101926; (2013); 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. 170112-66-0, name is 3,4,5-Trifluoroiodobenzene, A new synthetic method of this compound is introduced below., Recommanded Product: 3,4,5-Trifluoroiodobenzene

b) 6- (3 ,4,5-trifluorophenyl)- 8- ((2- (trimethylsilyl)ethoxy)methoxy)-3- ((2- (trimethylsilyl)ethoxy)methyl)guinazolin-4(3H)-oneA solution of 6-(4,4,5 ,5-tetramethyl- 1,3 ,2-dioxaborolan-2-yl)- 8- ((2-(trimethylsilyl)ethoxy)methoxy)-3-((2-(trimethylsilyl)ethoxy)methyl)quinazolin-4(3H)-one(0.3g, 0.55 mmol) and 1,2,3-trifluoro-5-iodobenzene (0.18 g, 0.71 mmol) in dioxane (5 ml) was treated with bis(diphenylphosphino)feffocene-palladium(II)dichloride (0.04 g, 0.055 mmol). Aqueous 2M potassium carbonate solution (0.5 ml) was added and the reaction mixture was stuffed at 100 C for 16 hours. After extractive workup (ethyl acetate / water) the organic phasewas dried (Na2SO4), adsorbed on silica and chromatographed (silica gel, heptane / ethyl acetate =90:10 to 50:50) and triturated with hexane to furnish the title compound as a white solid (0.06 g,20%).MS: mle= 553.3 [M+H].

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; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BISSANTZ, Caterina; BONNAFOUS, Rene; BUETTELMANN, Bernd; JAKOB-ROETNE, Roland; LERNER, Christian; RUDOLPH, Markus; WO2014/102233; (2014); 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. 63131-30-6, name is Ethyl 3-(4-iodophenyl)-3-oxopropanoate, This compound has unique chemical properties. The synthetic route is as follows., Safety of Ethyl 3-(4-iodophenyl)-3-oxopropanoate

The reaction flask was charged sequentially with Cu (OAc) 2.H2O (0.15 mmol, 30 mg), Mg (OTf) 2 (0.2 mmol, 64 mg)DABCO (5 mmol, 560 mg), compound 1h(2 mmol, 634 mg), compound 2a (3 mmol, 342 mg), tBuONO (3 mmol, 309 mg), cyclohexane (10.0 mL).The system is then heated in the air at 80 C for about 12 hours,Extracted with ethyl acetate (40 mL x 3)The product was obtained by simple column chromatography for 3 h with a yield of 81%.The main test data obtained by the product are as follows, by analysis,The actual synthesis product is consistent with the theoretical analysis.

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 63131-30-6.

Reference:
Patent; Soochow University (Suzhou); Wan Xiaobing; Chen Rongxiang; Chen Jijun; Fang Shangwen; Long Wenhao; (22 pag.)CN107445912; (2017); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 25252-00-0, 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 25252-00-0 as follows.

2-bromo-5-iodo-benzoic acid (5.0 g, 15.3 mmol) and oxalyl chloride (4.0 mL, 46.5 mmol) were dissolved in dichloromethane (30 mL), then the reaction mixture was cooled to 0 C., and then 2 drops of N, N-dimethylformamide were slowly added. The reaction mixture was naturally warmed up to room temperature and then stirred for 1 hour until the reaction system became clear. The solvent and excess oxalyl chloride were removed under reduced pressure. The resulting residue was dried in vacuo to give 2-bromo-5-iodobenzoyl chloride (5.25 g, a pale yellow oil, yield: nearly 100%).

According to the analysis of related databases, 25252-00-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Jiangsu Hansoh Pharmaceutical Co., Ltd.; ZHONG, Huijuan; LIAO, Jianchun; YU, Hongping; XU, Yaochang; LI, Qing; CHEN, Jianghua; GAO, Peng; TAN, Songliang; WANG, Shaobao; (45 pag.)US2016/222047; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 689291-89-2, 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. 689291-89-2 name is 5-Bromo-2-iodobenzaldehyde, 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.

Example 15D N-[(1E)-(5-Bromo-2-iodophenyl)methylene]-N-(tert-butyl)amine The product from Example 15C (2.28 g, 7.3 mmol) in THF (10 mL) was treated with t-butylamine (1.61 g, 22.0 mmol) and stirred under nitrogen at room temperature for 40 hours. The mixture was concentrated under reduced pressure and the residue was dissolved in 30 mL of methylene chloride. The methylene chloride was washed with 10 mL water and concentrated to provide the title compound which was used in the next step without further purification. 1H NMR (CDCl3, 400 MHz) delta 8.29 (s, 1H), 8.05 (d, J=4 Hz, 1H), 7.66 (d, J=8 Hz, 1H), 7.19 (dd, J=4, 8 Hz, 1H), 1.34 (s, 9H). MS (DCl/NH3) 366 [M+H]+.

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

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