Month: August 2021

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 35944-64-0 as follows. SDS of cas: 35944-64-0

To a suspension, previously degazed with nitrogen bubbling for 1 h, of Intermediate Gen-2-b (300 g, 1.29 mol, 1 eq.), Intermediate Gen-9-a (343.2 g, 1.35 mol, 1.05 eq.) and potassium acetate (380 g, 3.9 mol, 3 eq.) in DMSO (2.65 L), previously degazed with nitrogen bubbling for 2 h, is added PdCl2(dppf).DCM (52 g, 0.06 mol, 0.05 eq.). The reaction mixture is stirred at 80 C. under nitrogen overnight. The reaction is cooled to room temperature, then water (1.5 L) and EtOAc (3 L) are added. The biphasic solution is filtered through a plug of celite, and the cake is washed with EtOAc (2 L). The two layers of the filtrate are separated, the aqueous layer is extracted again with EtOAc (3 L) and the combined organic layers are washed with water (500 mL). The organic layer is dried over Na2SO4, filtered and evaporated to dryness. The residue is purified by chromatography on silica (elution cyclohexane/EtOAc: 95/5 to 70/30) to afford Intermediate Gen-3-a. 1H NMR (300 MHz, CDCl3-d) delta ppm 7.17 (1H, d), 6.99 (1H, d), 6.70 (1H, dd), 3.54 (2H, bs), 2.25 (3H, s), 1.36 (12H, s)

According to the analysis of related databases, 35944-64-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SANIERE, Laurent Raymond Maurice; HUCK, Jacques; DYKES, Graeme James; SCHMITT, Benoit Antoine; BLANC, Javier; BUTLER, Anna Sara; BONNATERRE, Florence Marie-Emilie; BEAUMONT, Stephane Nicolas Alain; US2015/80391; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 52548-63-7, The chemical industry reduces the impact on the environment during synthesis 52548-63-7, name is 5-Fluoro-2-iodobenzoic acid, I believe this compound will play a more active role in future production and life.

General procedure: To a solution of imidazole carbaldehyde (1a-d) (100 mg, 1 equiv) in methanol (3 mL) were added successively Na2SO4 (0.2 g), amine 2a-d (1.2 equiv), alkynoic acid 3a-c (1.2 equiv) and isonitrile 4a-c (1.2 equiv) in a screw capped vial equipped with a magnetic stir bar. The reaction mixture was stirred at room temperature for 24-48 h in closed vial. After completion of the reaction, the mixture was diluted with dichloromethane (100 mL) and was extracted with water (50 mL). Organic layer was washed with brine (50 mL), dried over magnesium sulfate and evaporated under reduced pressure to obtained residue which was subjected to silica gel column chromatography (1-5 % methanol in dichloromethane) to afford the desired product 5a-r as solid.

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, 5-Fluoro-2-iodobenzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Li, Zhenghua; Legras, Laetitia; Kumar, Amit; Vachhani, Dipak D.; Sharma, Sunil K.; Parmar, Virinder S.; Van Der Eycken, Erik V.; Tetrahedron Letters; vol. 55; 13; (2014); p. 2070 – 2074;,
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 29289-13-2 as follows. Recommanded Product: 2-Iodo-4-methylaniline

General procedure: To a cooled solution of KOt-Bu (3,7 g, 30 mmol) in DMF (50 mL) was added dropwise at -60 C a solution of the appropriate 2-iodoaniline (9.6 mmol) in DMF (3 mL) and the nitroarene (9.6mmol) in DMF (8 mL). The mixture was stirred at -60 C for 0.5h then the temperature was raised slowly to -30 C, and the reaction was continued for an additional 1 h, poured into sat.NH4Cl solution (200 mL) and extracted with EtOAc. The extract was washed with H2O, brine, and dried with Na2SO4. After evaporation,the crude product mixture was subjected to column chromatography (SiO2, hexane-toluene). For analytical data, seethe Supporting Information.

According to the analysis of related databases, 29289-13-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Trawczy?ski, Adam; Telega, Magdalena; Wrobel, Zbigniew; Synlett; vol. 26; 10; (2015); p. 1352 – 1356;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 755027-18-0, The chemical industry reduces the impact on the environment during synthesis 755027-18-0, name is 1-Bromo-4-iodo-2-methoxybenzene, I believe this compound will play a more active role in future production and life.

General procedure: To a degassed solution of 1-bromo-4-iodo-2-methoxybenzene (2.2 g, 7.03 mmol), (4-methoxy-2-nitrophenyl)boronic acid (2.1 g, 10.55 mmol) in DME (80 mL) was added Pd(Ph3P)4 (812 mg, 0.7 mmol) and CsF (2.4 g, 15.82 mmol) under nitrogen. The reaction was then heated to 70 C for 18 h. The reaction was then extracted with EtOAc and water. The organic layer was washed with brine, dried over Na2SO4, and concentrated in vacuo. The residue was purified silica (gradient elution, 3-40% EtOAc/hexanes) to give the title compound (2.7 g, 99%).

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-Bromo-4-iodo-2-methoxybenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Rudd, Michael T.; McCauley, John A.; Romano, Joseph J.; Butcher, John W.; Bush, Kimberly; McIntyre, Charles J.; Nguyen, Kevin T.; Gilbert, Kevin F.; Lyle, Terry A.; Holloway, M. Katharine; Wan, Bang-Lin; Vacca, Joseph P.; Summa, Vincenzo; Harper, Steven; Rowley, Michael; Carroll, Steven S.; Burlein, Christine; Dimuzio, Jillian M.; Gates, Adam; Graham, Donald J.; Huang, Qian; Ludmerer, Steven W.; McClain, Stephanie; McHale, Carolyn; Stahlhut, Mark; Fandozzi, Christine; Taylor, Anne; Trainor, Nicole; Olsen, David B.; Liverton, Nigel J.; Bioorganic and Medicinal Chemistry Letters; vol. 22; 23; (2012); p. 7201 – 7206;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

34883-46-0, name is 1-Iodo-2-phenoxybenzene, 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. Formula: C12H9IO

Synthesis of 1-(2,6-diisopropylphenyl)-3-(2-methoxyphenyl)imidazolidin-2-one To a 200 mL Schlenk flask equipped with a magnetic stirbar was added copper (I) iodide (0.928 g, 4.87 mmol, 0.3 equiv.), K3PO4 (6.89 g, 32.5 mmol, 2 equiv.), 1-iodo-2-phenoxybenzene (2.11 mL, 16.2 mmol, 1 equiv.), and 1-(2,6-diisopropylphenyl)imidazolidin-2-one (4.0 g, 16.2 mmol, 1 equiv.). The vessel was sealed with a septum and purged with nitrogen. Subsequently, N,N’-dimethylethylenediamine (1.05 mL, 9.74 mmol, 0.6 equiv.) and N,N-dimethylacetamide (65 mL) were added via syringe. The reaction was placed into an aluminum heating block preheated to 130 C. and stirred for 24 h. After cooling to room temperature, the material was poured onto diethyl ether (250 mL) and washed with water (2*250 mL). The combined aqueous layers were back extracted with diethyl ether (1*250 mL), dried over MgSO4, and filtered. The solution was concentrated via rotary evaporation. Adsorption onto silica gel, purification via flash column chromatography (ISCO, 220 g silica, 20-30% EtOAc in hexanes gradient), and concentration via rotary evaporation yielded the product as a white solid (5.03 g, 92% yield). 1H NMR (400 MHz, Chloroform-d) delta 7.44-7.38 (m, 1H), 7.31 (dd, J=8.3, 7.1 Hz, 1H), 7.23-7.16 (m, 3H), 7.00-6.93 (m, 2H), 4.01-3.91 (m, 2H), 3.87 (s, 3H), 3.79-3.65 (m, 2H), 3.16 (hept, J=6.9 Hz, 2H), 1.28 (d, J=6.1 Hz, 6H), 1.26 (d, J=6.1 Hz, 6H). 13C NMR (101 MHz, Chloroform-d) delta 158.72, 155.22, 148.25, 133.74, 129.23, 128.62, 128.54, 127.53, 123.97, 120.93, 112.33, 55.72, 46.73, 45.58, 28.62, 24.61, 24.27. HRMS (ESI) Calculated for C22H28N2O2: [M+H]+: 353.2224. found 353.2229.

The synthetic route of 34883-46-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DOW GLOBAL TECHNOLOGIES LLC; Klosin, Jerzy; Fontaine, Philip P.; Figueroa, Ruth; Pearson, David M.; Senecal, Todd D.; (74 pag.)US2016/311837; (2016); 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. 153898-63-6, name is 2-Iodo-5-methoxyaniline, A new synthetic method of this compound is introduced below., COA of Formula: C7H8INO

General procedure: to ortho iodoaniline,1(a-q) (0.10 mmol), in dioxane (5 mL) was added PdCl2 (5 mol %), A-taphos(10 mol %). The solution was purged with nitrogen and stirred at roomtemperature for 10 min and aldehyde (2a-q) (0.16 mmol), CH3COOCs(0.20 mmol), were added. The reaction mixture was again purged withnitrogen and heated in the microwave at 120 C for 30-40 min. Reaction wasmonitored by TLC. After the completion, reaction mixture was cooled to roomtemperature and water was added to the reaction mixture. It was thenextracted with ethyl acetate (25 mL 2) and the separated organic layer wasdried over anhydrous Na2SO4. The organic layer was filtered and concentratedunder vacuum, and the residue was purified by flash column chromatographyon silica gel.

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; Karuvalam, Ranjith P.; Haridas, Karickal R.; Sajith, Ayyiliath M.; Muralidharan, Arayambath; Tetrahedron Letters; vol. 54; 37; (2013); p. 5126 – 5129;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 13421-13-1, name is 4-Chloro-2-iodobenzoic acid, molecular formula is C7H4ClIO2, 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: 13421-13-1

3.35 g (153.18 mmol) of 4,5-dimethyl-pyrrole-3-carboxylate prepared according to the literature (Synthetic uses of tosylmethyl isocyanide (TosMIC) Organic Reactions (Hoboken, NJ, United States) ( 2001), 57, No. 418) and 4,63g (16.4 mmol) of 4-chloro-2- iodo-benzoic acid are dissolved in 50 ml of acetonitrile.copper powder was added thereto (45 mu) (280 mg, 4.37 mmol) and cesium carbonate (14.25 g, 43.74 mmol).The reaction medium is refluxed for 12 h.The progress of the reaction is monitored by liquid chromatography (LC).The suspension was allowed to return to ambient temperature, then it is filtered, washed with acetonitrile and evaporated to dryness.The residue is taken up in ethyl acetate.The solution was then washed with 1M hydrochloric acid, then with a saturated solution of sodium chloride, dried over magnesium sulfate, filtered and then evaporated to dryness.The compound thus obtained is purified on silica gel column using dichloromethane and ethanol as solvents.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 13421-13-1, its application will become more common.

Reference:
Patent; France Servier Pharmaceuticals; p, Casara; T, Le Diguaher; J-M, Henlin; J-B, Starck; A, Le Tiran; G, De Nanteuil; O, Geneste; J·E·P, Davidson; J·B, Murray; I-J, Chen; C, Walmsley; C·J, Graham; S, Ray; D, Maddox; S, Bedford; (116 pag.)CN105408321; (2016); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 3058-39-7, 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. 3058-39-7 name is 4-Iodobenzonitrile, 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: Polymer supported Cu(II) catalyst (0.05 g, 0.0098 mmol) in DMSO (5 mL) was taken in a 100 ml R.B flask and stirred at room temperature for 10 min. Then aryl halide (1 mmol), phenol(1 mmol), tetrabutylammonium bromide (tBu4NBr) (0.1 mmol),Cs2CO3 (1 mmol) and DMSO (5 mL) were added to it. The final reaction mixture was refluxed at 120 C under an open air condition.The reaction mixtures were collected at different time intervals and identified by GCMS and quantified by GC. After the completion of the reaction, the catalyst was filtered off and washed with water followed by acetone and dried in oven. The filtrate was extracted with ethyl acetate (3 x 20 ml) and the combined organic layers were dried with anhydrous Na2SO4 by vacuum. The filtrate was concentrated by vacuum and the resulting residue was purified by column chromatography on silica gel to provide the desired product.

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

Reference:
Article; Islam, Sk.Manirul; Mondal, Sanchita; Mondal, Paramita; Roy, Anupam Singha; Tuhina; Salam, Noor; Mobarak, Manir; Journal of Organometallic Chemistry; vol. 696; 26; (2012); p. 4264 – 4274;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 144550-76-5, These common heterocyclic compound, 144550-76-5, name is Methyl 2-amino-4-iodobenzoate, 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.

c. Methyl 2-amino-6-ethylbenzoate To a stirred mixture of zinc chloride (8.6 g, 63 mM, previously dried at 200 C. for 2 hr under high vacuum) in tetrahydrofuran (105 mL) under a nitrogen atmosphere was added dropwise a solution of ethyl magnesium chloride (63 mM) in diethyl ether (31.5 mL). After the addition was completed, dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium(II) (0.107 g, 0.126 mM) was added to the resulting stirred thick white mixture followed by the dropwise addition of methyl 2-amino-4-iodobenzoate (3.5 g, 12.6 mM) in tetrahydrofuran (15 mL). The resulting reaction mixture was stirred at room temperature for 2.5 hr and then poured slowly into water (300 mL). The water mixture was extracted with ethyl acetate and the combined extracts were dried (MgSO4), filtered and concentrated. The residue was chromatographed over silical gel (eluant: Hexanes/diethyl ether; 8.5/1.5) to provide the title ester (1.0 g, 43.5%) as a pale yellow oil; MS(CI): 180 (M+H). 250-MHz 1 H NMR (DMSO-d6); 7.04 (t, J=7.8, 1H), 6.53 (d, J=8.2, 1H), 6.42 (d, J=7.1, 1H), 5.55 (s, 2H, exchangeable), 3.80 (s, 3H), 2.59 (q, J=7.5, 1H), 1.08 (t, J=7.5, 3H).

Statistics shows that Methyl 2-amino-4-iodobenzoate is playing an increasingly important role. we look forward to future research findings about 144550-76-5.

Reference:
Patent; Imperial Chemical Industries, PLC; US5599814; (1997); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 624-76-0, 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. 624-76-0, name is 2-Iodoethanol, This compound has unique chemical properties. The synthetic route is as follows.

Step C (1,1 -dimethylethyl)(2-iodoethoxy)dimethylsilane .OTBDMS Iodoethanol (2.68 kg, 15.4 mol), CH2CI2 (12 L) and imidizaole (1.556 kg, 22.63 mol) were chilled in an ice bath. A solution of t-butyldimethylchlorosilane (2.536 kg, 16.32 mol) in CH2CI2 (2.5 L) was added to the reaction over a 2 h period. The resulting white suspension was allowed to warm to rt over an 18 h. The reaction was worked up by washing with water and brine). The organic layer was dried (MgSC^) and evaporated under reduced pressure to provide the product of Step C as a light yellow oil. FontWeight=”Bold” FontSize=”10″ H NMR (400MHz, CDC13) delta = 3.75 (t, J = 7.0 Hz, 2 H), 3.11 (t, J = 7.0 Hz, 2 H), 0.77 – 0.89 (m, 10 H), 0.00 (s, 6 H).

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

Reference:
Patent; JANSSEN PHARMACEUTICA NV; WINTERS, Michael P.; BRANUM, Shawn; FAWZY, Nagy E.; KANG, Fu-An; REUMAN, Michael; RUSSELL, Ronald K.; SUI, Zhihua; TELEHA, Christopher A.; WO2013/152269; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com