Tag: M.W=300-400

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. 328-73-4, name is 1-Iodo-3,5-bis(trifluoromethyl)benzene, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C8H3F6I

General procedure: A typical procedure for the cross-coupling reaction using the nanocrystals is as follows: degassed N,N’-dimethylacetamide (DMA) (1.0 mL), aryl halide (0.5 mmol), trimethoxyphenylsilane (1.5 mmol), KF (1.5 mmol), tetrabutylammonium iodide (TBAI) (0.1 mmol), and Pd?Fe3O4 catalyst (1 molpercent) were added to a vial, which was equipped with a magnetic bar and purged with argon gas. The vial was sealed and the reaction mixture was heated to 150 ¡ãC for 16 h with vigorous stirring. After the reaction, the mixture was cooled to room temperature and the catalyst was collected using an external magnet. The solution containing products was diluted and extracted between dichloromethane (10 mL) and H2O(10 mL). The organic layer was dried over MgSO4, filtered, and concentrated under reduced pressure. The residue was purified by silica-gel column chromatography using a 1:6 mixture of ethyl acetate and n-hexane as an eluent to furnish the desired products.

According to the analysis of related databases, 328-73-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Lee, Woong-Sup; Byun, Sangmoon; Kwon, Jungmin; Kim, B. Moon; Bulletin of the Korean Chemical Society; vol. 37; 12; (2016); p. 1992 – 1997;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 263351-43-5,Some common heterocyclic compound, 263351-43-5, name is tert-Butyl 3-iodobenzylcarbamate, molecular formula is C12H16INO2, 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 solution of the product of preparation 49 (0.75 g, 2.25 mmol), 4-hydroxy phenylboronic acid (0.62 g, 4.50 mmol) and 1, 1′- bis (diphenylphosphino) ferrocenyl palladium (II) chloride (0.11 g, 0.14 mrnol) in N, N-dimethylformamide (14 mL) was treated with 2M aqueous sodium carbonate solution (4 mL) and the resulting mixture was heated at 80 C for 16 hours. The solvent was removed in vacuo and the residue was purified by column chromatography on silica gel, eluting with ethyl acetate: pentane, 25: 75, to afford the title compound as a pale pink crystalline solid in quantitative yield, 0. 73 g. ‘H NMR (400MHz, CDCI3) 8 : 1.47 (9H, s), 4. 33-4. 41 (2H, m), 4. 87-4. 94 (1H, bs), 6.89 (2H, d), 7.21 (1H, d), 7.37 (1H, dd), 7.43-7. 45 (4H, m); LRMS ESI m/z 298 [M-H]-

The synthetic route of 263351-43-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER LIMITED; PFIZER INC.; WO2005/92840; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 112671-42-8, name is 4-Bromo-1-iodo-2-nitrobenzene, molecular formula is C6H3BrINO2, 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. Recommanded Product: 112671-42-8

Intermediate M1-a (3.7 g, 18.6 mmol)With 2-iodo-5-bromonitrobenzene (15.3 g, 46.7 mmol),Sodium tert-butoxide (7.1g, 74.4mmol), toluene 100mL,Nitrogen protection, Pd2(dba)3(0.3g),Tri-tert-butylphosphine (20ml, 10% toluene solution), stirring turned on,Heated to 100 C reflux, reaction 12h, the reaction solution washed,The organic phase was concentrated and passed through a silica gel column. The eluent was petroleum ether:Ethyl acetate = 50:1, concentrated rinse,Obtain the intermediate M1-b(9.2g, yield 82.7%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 112671-42-8, its application will become more common.

Reference:
Patent; Beijing Dingcai Technology Co., Ltd.; Gu’an Dingcai Technology Co., Ltd.; Fan Hongtao; Xing Qifeng; Zhang Wei; Zhang Xianghui; (28 pag.)CN107880050; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 628-77-3, name is 1,5-Diiodopentane, 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 628-77-3, Application In Synthesis of 1,5-Diiodopentane

Synthesis of Compound 59.1 [0424] To a solution of tert-butyl 2-(hydroxymethyl)pyrrolidine-l -carboxylate (1.0 g, 4.9 mmol, 1.0 eq) in MeCN (50 mL) were added NaOH (0.39 g, 9.8 mmol, 2.0 eq) and 1, 5- diiodopentane (3.2 g, 9.9 mmol, 2.0 eq). The reaction mixture was stirred at room temperature for 48 h and concentrated under reduced pressure. The residue was diluted with ethyl acetate (100 mL), washed with H20 (100 mL) and brine (50 mL). The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column (PE : EA = 5 : 1) to give 59.1 (0.7 g, Y: 36%) as a yellow oil. 1H NMR (400 MHz, CDC13) delta: 3.96-3.92 (m, 1H), 3.54-3.51 (m, 1H), 3.48-3.39 (m, 2H), 3.33-3.32 (m, 3H), 3.19 (t, J = 6.8 Hz, 2H), 2.31-2.19 (m, 1H), 1.95-1.76 (m, 6H), 1.60-1.50 (m, 3H), 1.46 (s, 9H).

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, 1,5-Diiodopentane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BIOGEN IDEC MA INC.; JENKINS, Tracy; VESSELS, Jeffery; WO2014/143672; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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, Computed Properties of C8H6BrIO

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

Synthetic Route of 199786-58-8, 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. 199786-58-8 name is (5-Bromo-2-iodophenyl)methanol, 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.

C. N, N-DIMETHYL-5-BROMO-2-IODOPHENYLACETAMIDE 5-Bromo-2-iodobenzoic acid (100 g, 0.306 mol) is dissolved in THF (350 mL) and cooled in an ice bath. Borane-THF complex (460 mL of 1 M in THF, 0.460 mol) is added dropwise. After addition is complete, the reaction is warmed to room temp and stirred for 14 hours. The mixture is transferred a large ERLENMEYER FLASK (4 L), cooled in an ice bath and carefully quenched with water (250 mL). Evaporation of the THF by rotary evaporator gives a white suspension which is treated with additional water (1 L) and then filtered and dried in a vacuum dessicator over P205 to give 5-bromo-2-iodobenzyl alcohol. The above benzyl alcohol is dissolved in 48% HBr (500 mIL and heated at reflux temperature for 4 hours. The resulting benzyl bromide is isolated as a yellow solid by pouring the cooled mixture into a large volume (1.5 L) of water followed by filtration. The benzyl bromide is dissolved in EtOH (400 mL) and stirred at room temperature. Sodium cyanide (56 g, 1.14 mol) is dissolved in a minimum amount (-100 mL) of water and then added to the ethanolic solution of the benzyl bromide. The reaction is heated to reflux temperature for 3 hours and then cooled to room temperature. Ethanol is removed by rotary evaporator and the residue washed with a large volume (1 L) of water. The resulting 5-bromo-2-iodophenylcetonitrile is isolated by filtration. The above phenylacetonitrile is dissolved in ETOH (350 mL) and treated with NAOH (32 g, 0.8 mol) which had been dissolved in water (200 mL). The reaction is heated at reflux temperature for 14 hours. After cooling to room temperature, ethanol is removed by rotary evaporator and 6 N HCI added until the pH = 1. The solid 5-bromo-2-iodophenylacetic acid that formed is filtered and washed with water (2 x 500 mL). After drying over P205 in a vacuum dessicator, 5-BROMO-2-IODOPHENYLACETIC acid (m. p. 165-169C) (102 g, 0.3 mol) is dissolved in CH2CI2 (450 mL) that contains several drops of DMF. Thionyl chloride (32 mL, 0.450 mol) is added and the reaction heated to reflux temperature overnight. After cooling to room temperature, the reaction mixture is diluted with additional CH2CI2 (500 mL) and washed with water (2 x 250 mL), saturated NAHCO3 (250 mL) and brine (250 mL). The solution is dried (MGS04) and concentrated by rotary evaporator to give 5-bromo-2- iodophenylactetyl chloride as a yellowish oil. Dimethylamine (200 mL of 2 M in THF) is added dropwise to a solution of the above 5-bromo-2-iodophenylacetyl chloride in ET20 (500 mL), cooled in an ice bath. After the addition is complete, EtOAc (350 mL) is added and the solution washed with water (350 mL), brine (250 mL) and dried (MGS04). Evaporation by rotary evaporator and trituration with 1: 1 ET2O/HEXANES GIVES N, N-DIMETHYL-5-BROMO-2-IODOPHENYLACETAMIDE (m. p. 127-129C).

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

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2004/48314; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 31928-46-8, 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. 31928-46-8 name is 2-Bromo-1-chloro-4-iodobenzene, 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.

To a solution of 2-Bromo-l-chloro-4-iodo-benzene (1 1.8 g, 37.2 mmol) and but-3-yn-l-ol (2.9 g, 40.9 mmol) in dried triethylamine (50 mL) was added copper (I) iodide (1.4 g, 7.4 mmol) and then bis(triphentlphosphine)palladium (II) dichloride (3.0 g, 3.7 mmol). The mixture was degassed by nitrogen for 3 times and then kept stirred at 90 C for 5 h. The resulting mixture was diluted with EtOAc and then filtered. The filtrate was concentrated under reduced pressure and purified via flash-chromatography on silica gel (10 % EtOAc in petroleum ether) to give 4-(3-Bromo-4-chloro-phenyl)-but-3-yn-l-ol (7.4 g, yield 77 %) as white solid. MS ESI calc’d. For Ci0H8BrClO [M + H]+ 261, found 261.

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

Reference:
Patent; MERCK SHARP & DOHME CORP.; ANDRESEN, Brian, M.; ANTHONY, Neville, J.; MILLER, Thomas, A.; WO2014/74422; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 148836-41-3, name is 1-Bromo-4-chloro-2-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 148836-41-3, COA of Formula: C6H3BrClI

Step 2. Ethyl 4-(2-(5-(2-bromo-5-chlorophenyl)pyridin-2-yl)-3-cvclopropylpropanamido) benzoate (9-B) To a round bottom flask was added 9-A from step 1 , l-bromo-4-chloro-2- iodobenzene (66.0 mg, 0.208 mmol), K2CO3 (43.1 mg, 0.312 mmol) and [l ,l’-bis(diphenyl phos- phino)ferrocene]dichloropalladium (15.22 mg, 0.021 mmol) at 13C. The reaction mixture was stirred at 50C for 18 h. The mixture was filtered and concentrated. The residue was purified by preparative TLC (Si02, PE_EtOAc=2: l) to give the title compound. 1H NMR (CDCI3, 400MHz): delta 10.21 (s, 1 H), 8.71 (d, J=2.0 Hz, 1 H), 8.06 (d, J=8.8 Hz, 2 H), 7.76 – 7.88 (m, 2 H), 7.71 (d, J=8.6 Hz, 2 H), 7.43 – 7.50 (m, 2 H), 7.33 (d, J=8.2 Hz, 1 H), 4.41 (q, J=7.1 Hz, 2 H), 3.98 (t, J=7.5 Hz, 1 H), 2.03 – 2.20 (m, 2 H), 1.44 (t, J=7.1 Hz, 2 H), 0.69 – 0.81 (m, 1 H), 0.42 – 0.56 (m, 2 H), 0.19 (dd, J=9.2, 4.5 Hz, 1 H), -0.02 – 0.06 (m, 1 H). MS (ESI) m/z 529.2 (M+H).

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:
Patent; MERCK SHARP & DOHME CORP.; LIU, Weiguo; EDMONDSON, Scott, D.; GUO, Zhuyan; MERTZ, Eric; OGAWA, Anthony, K.; SO, Sung-Sau; SUN, Wanying; BROCKUNIER, Linda, L.; ALI, Amjad; KUANG, Rongze; WU, Heping; WO2015/183709; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 51560-21-5, These common heterocyclic compound, 51560-21-5, name is 1,4-Diiodo-2,5-dimethoxybenzene, 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.

Under nitrogen, the 7.8g 2,5-diiodo-1,4-methoxybenzene was dissolved in 50mL of dichloromethane, and at -78 condition, to the solution was added dropwise 5.58mL three boron bromide. After completion of the dropwise addition, stirred for 16 hours at room temperature, the solid was suction filtered to produce a large number, and dried in vacuo to give a white solid which is 2,5-diiodo-1,4-bis(hydroxy)benzene. Among these, 2,5-diiodo-1,4-di(methoxybenzene, boron tribromide in methylenechloride and the molar ratio of 1: 3:40;

The synthetic route of 51560-21-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shaanxi Normal University; Fang, Yu; Sun, xiaohuan; Cui, Hong; Qi, yanyu; Liu, ke; Wang, Gang; Chang, xingmao; (21 pag.)CN104031108; (2016); B;,
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. 98-61-3, name is 4-Iodobenzenesulfonyl chloride, This compound has unique chemical properties. The synthetic route is as follows., category: iodides-buliding-blocks

General procedure: A 10 ml dried round bottom flask was charged sequentially with a stirring bar, Pd(PhCN)2Cl2 (0.02 mmol, 10 mol %), K2CO3 (05 equiv), p-toluene sulfonyl chloride (1.5 equiv) and 4 ? molecular sieve (50 mg). Dry dioxane (1 ml) and alpha-methyl vinyl pyridine (0.2 mmol, 1 equiv) were added into the mixture in sequence, and the resultant mixture was stirred at 120 C under 1 atm of oxygen (balloon pressure) for 24 h. After cooling down, the mixture was diluted with ethyl acetate and filtered via Celite. After removing the organic solvent under reduced pressure, the crudeproduct was purified by silica gel flash column chromatography (EtOAc/hexane mixtures). And 3a was obtained in 71% yield as a white solid. Mp=98-99 C; Rf=0.35 (EA/Hexane=3:7). 1H NMR (300 MHz, CDCl3) delta 8.58 (d, J=4.23 Hz, 1H), 7.87 (d, J=8.25 Hz, 2H), 7.68-7.74 (td, J=7.77, 1.70 Hz, 1H), 7.50 (d, J=7.95 Hz, 1H), 7.34 (d, J=8.25 Hz, 2H), 7.25-7.29 (m, 2H), 2.59 (s, 3H), 2.43 (s, 3H); 13C NMR (75 MHz, CDCl3) delta 155.8, 149.6, 149.3, 144.2, 139.0, 136.8, 129.9, 127.4, 124.1, 121.0, 21.5, 15.0; IR (film, cm-1): 3020, 1597, 1581, 1568, 1465, 1431, 1311, 1301, 1215, 1145, 1085; HRMS m/z calculated for C14H13O2 [M+H]+: 213.2887; found 213.2882.

According to the analysis of related databases, 98-61-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Xu, Yun-He; Wang, Min; Lu, Ping; Loh, Teck-Peng; Tetrahedron; vol. 69; 22; (2013); p. 4403 – 4407;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com