Month: September 2021

Application of 112671-42-8, 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 112671-42-8 as follows.

Intermediate M3-a (3.7 g, 18.6 mmol) and 2-iodo-5-bromonitrobenzene (15.3 g, 46.7 mmol), sodium tert-butoxide(7.1 g, 74.4 mmol), 100 mL of toluene, nitrogen protection, Pd2 (dba) 3 (0.3 g),Tri-tert-butylphosphine (20ml, 10% in toluene), stirring, heating to 100 C reflux, reaction 12h, the reaction liquid was washed, the organic phase was concentrated, passed the silica gel column,The eluent is petroleum ether: ethyl acetate = 50:1, concentrated eluent,Intermediate M3-b (9.2 g, yield 82.7%) was obtained.

According to the analysis of related databases, 112671-42-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Beijing Dingcai Technology Co., Ltd.; Gu’an Dingcai Technology Co., Ltd.; Fan Hongtao; Zhang Yaguang; Zhang Xianghui; Ren Xueyan; (36 pag.)CN108440543; (2018); A;,
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. 148836-41-3, name is 1-Bromo-4-chloro-2-iodobenzene, A new synthetic method of this compound is introduced below., Quality Control of 1-Bromo-4-chloro-2-iodobenzene

Step B: Preparation of l -Bromo-4-chloro-2-(3,3,3-triethoxyprop- l -ynyl)benzene; [08941 lambda mixture of l -bromo-4-chloro-2-iodoben/cne ( 1 0 g. 32 mmol) in 100 mL degassed ACN and TEA (29 g. 284 mmol), was treated with 3.3,3- triethoyprop- l -ync (6.0 g, 35 mmol), copper(l) iodide (0.60 g. 3.2 mmol), and dichltheta.Obis(triphenylphosphine)palladium(H) ( 1. 1 g, 1 .6 mmol). The mixture was stirred at room temperature for 2 hours at room temperature (the mixture turned dark green after 5 minutes). TLC showed that all starting material was converted, and a new spot was produced. The mixture was concentrated in vacuo. The residue was diluted with 100 ml. ether, washed with H2O (2 20 mL), 5% ammonia water (2 x 20 ml.), brine (20 ml.), dried over anhydrous Na2SO4, and concentrated in vacuo. The crude product was purified by column chromatography pretreated with TEA and eluted with 0-15 % EtOAc/hexane to give 7.6 g of the product as a pale yellow oil. The oil solidified after it was stored in the refrigerator.

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; AMGEN INC.; WO2008/76427; (2008); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 31599-60-7, A common heterocyclic compound, 31599-60-7, name is 1-Iodo-2,3-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.

5-{[6-(l,3-Thiazol-4-yl)pyridin-3-yl]methyl}-255-dihydro- 3H-pyrazolo[4,3-c]cinnolin-3-one (66 mg, 0.18 mmol) was dissolved in degassed NN- dimetliylformamide (1 mL) and copper (I) iodide (35 mg, 0.22 mmol, 1.2 equiv), l-iodo-2,3- dimethylbenzene (51 mg, 0.22 mmol, 1.2 equiv), (+/-)-rralphan5-N,iV-dimethylcyclohexane-lJ2-diamine (78 mg, 0.549 mmol, 3 equiv) and potassium phosphate (0.27 g, 1.3 mmol, 7 equiv) were added. The vessel was sealed and placed into an oil bath preheated at 105 0C for 40 minutes. The mixture cooled to ambient temperature, diluted with water (5 mL) and extracted with ethyl acetate (3 x 30 mL). The combined organic extracts were washed three times with water and once with brine, dried with sodium sulfate, filtered and concentrated in vacuo. The residue was purified by silica gel gradient chromatography (100:0 to 96:4; chloroform : methanol), providing the titled compound: 1H-NMR (400 MHz, CDCl3) delta 8.87 (IH, s), 8.69 (IH, s), 8.31 (IH, d, J – 8.2 Hz), 8.16 (2H, m), 7.77 (IH3 d, /= 8.2 Hz), 7.57 (4H, m), 7.28 (IH, m), 7.22 (IH, d, J = 3.9 Hz), 5.90 (2H, s), 2.37 (3H, s), 2.21 (3H,s) ppm; high resolution mass spectrometry (ES+) m/z 465.1499 [(M+H)” ; calculated for C26H2IN6OS : 465.1492] .

The synthetic route of 31599-60-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP &; DOHME CORP.; BESHORE, Douglas, C.; KUDUK, Scott, D.; WO2010/96338; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 35944-64-0, These common heterocyclic compound, 35944-64-0, name is 3-Iodo-4-methylaniline, 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 solution of 3-iodo-4-methylaniline (1 g, 4.29 mmol) in H2O (25 mL) was added H2SO4 (0.5 M, 25 mL). The solution was heated to 80 C. until all solid dissolved. Then the reaction was cooled to 0 C. and NaNO2 (444 mg, 6.39 mmol) was added in small portions. After 2 hr at this temperature, urea (126 mg, 2.1 mmol) was added at 0 C. The solution was allowed to warm up to room temperature and H2SO4 (0.5 M, 25 mL) was added. The reaction was refluxed for 30 min and cooled down to room temperature. The solution was extracted with EtOAc and Et2O and the combined organic phases were dried over Na2SO4, concentrated, and chromatographied to give the pure product v (800 mg, 80%).

Statistics shows that 3-Iodo-4-methylaniline is playing an increasingly important role. we look forward to future research findings about 35944-64-0.

Reference:
Patent; Synta Pharmaceuticals Corp.; US2006/173006; (2006); 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. 20555-91-3, name is 1,2-Dichloro-4-iodobenzene, A new synthetic method of this compound is introduced below., Quality Control of 1,2-Dichloro-4-iodobenzene

General procedure: An oven-dried Schlenk tube, containing a Teflon-coated magnetic stir bar was charged with CsF (228 mg, 1.5 mmol, 3 equiv), bispinacolatodiboron (254 mg, 1 mmol, 2 equiv), and the appropriate aryl iodide (0.5 mmol). Under an argon atmosphere, freshly distilled DMSO (0.4 mL) and pyridine (0.4 to 1 equiv) were added successively using a syringe. The reaction mixture was heated to 105 C and stirred and stirred for 2 h under argon.

The synthetic route of 20555-91-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Pinet, Sandra; Liautard, Virginie; Debiais, Megane; Pucheault, Mathieu; Synthesis; vol. 49; 21; (2017); p. 4759 – 4768;,
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

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

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

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

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