Tag: M.W=200-300

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. 40400-15-5, name is 2-(2-Iodophenyl)acetonitrile, A new synthetic method of this compound is introduced below., Computed Properties of C8H6IN

2-(2-iodophenyl)acetonitrile (1.3 mL, 10 mmol) was dissolved in DMF (20 mL), and the solution was cooled to 0 C. NaH (1.0 g, 26 mmol) 60% suspension in mineral oil was added to the solution in portions, and the mixture was heated at 60 C for 1.5 hours. tert-Butyl bis(2-chloroethyl)carbamate (3.0 g, 12 mmol) was added to the reaction, and the mixture was stirred at 60 C for 2 hours. The reaction was cooled down to room temperature, brine (25 mL) was added, and the mixture was extracted with EtOAc (3 X 100 mL). The combined organic layers were washed with brine, dried and evaporated to give a residue, which was purified with flash chromatography (EtOAc/hex 5-70%). The second eluting peak was collected to provide tert-butyl 4-(2-iodophenyl)-4-cyanopiperidine-1-carboxylate (1.8 g, 4.9 mmol, 48 % yield) as an oil. m/z (esi/APCI) M+1 =413.

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; ARRAY BIOPHARMA INC.; BLAKE, James F.; BOYS, Mark Laurence; CHICARELLI, Mark Joseph; COOK, Adam; ELSAYED, Mohamed S. A.; FELL, Jay B.; FISCHER, John P.; HINKLIN, Ronald Jay; MCNULTY, Oren T.; MEJIA, Macedonio J.; RODRIGUEZ, Martha E.; WONG, Christina E.; (259 pag.)WO2020/81848; (2020); 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. 460-37-7, name is 1,1,1-Trifluoro-3-iodopropane, A new synthetic method of this compound is introduced below., category: iodides-buliding-blocks

5.0 g (21.0 mmol) of the compound from Ex. 165A and 7.25 g (52.5 mmol) of potassium carbonate were stirred in a mixture of 95 ml acetonitrile and 15 ml of DMF at RT for 15 before 14.1 g (63.0 mmol) 1,1,1-trifluoro-3-iodopropane added .The reaction mixture was stirred at a temperature of 78 C for about 16 h.After cooling to RT was diluted with 500 ml ethyl acetate and washed successively twice with 100 ml of water and once with 50 ml of saturated sodium chloride solution.After drying over anhydrous sodium sulfate, was filtered and the filtrate concentrated to dryness.The crude product was purified by chromatography (80 g silica gel, eluent: heptane / ethyl acetate 100: 0-> 60:40).After concentrating the product fractions and drying the residue 2.99 g (42% d. Th.) The title compound obtained.

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; BAYER PHARMA AKTIENGESELLSCHAFT; HAERTER, MICHAEL; DELBECK, MARTINA; KALTHOF, BERND; LUSTIG, KLEMENS; LINDNER, NIELS; KAST, RAIMUND; WASNAIRE, PIERRE; SUESSMEIER, FRANK; (372 pag.)TW2016/7950; (2016); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 128140-82-9, A common heterocyclic compound, 128140-82-9, name is 1-(Difluoromethoxy)-4-iodobenzene, molecular formula is C7H5F2IO, 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.

Step 7) 4-[5-(4-Difluoromethoxy-phenylethynyl)-2-fluoro-phenyl]-butyronitrile To a solution of 1-Difluoromethoxy-4-iodo-benzene (0.21 g, 0.79 mmol) in DMF (3.5 ml) were added TEA (0.55 mL, 57.4 mmol) and 4-(5-Ethynyl-2-fluoro-phenyl)-butyronitrile (0.48 g, 0.79 mmol). The reaction was degassed by bubbling argon through it for 5 min and then dichlorbis(triphenylphospine)palladium (0.0.28 g, 0.04 mmol), and copper iodide (0.008 g, 0.57 mmol) were added simultaneously. The reaction mixture was heated at 65 C. for 15 min. cooled and quenched with 0.1 N HCl (10 ml). The aqueous layer was extracted with Et2O (3*10 ml). The combined organic extracts were washed with brine (25 ml), dried (MgSO4), and concentrated. The crude material was purified by silica gel chromatography (10-20% Ethyl acetate/Petroleum Ether) to afford the titled compound (0.235 g, 90%) as a brown oil that solidified on standing, and was identified by NMR and mass spectral analyses. MS (EI+): 329 (M+).

The synthetic route of 128140-82-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; WYETH; US2009/48320; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 61272-76-2, The chemical industry reduces the impact on the environment during synthesis 61272-76-2, name is 4-Fluoro-2-iodoaniline, I believe this compound will play a more active role in future production and life.

To the reaction tube was added 0.50 mmol (0 ? 1185 g) of 4-fluoro-2-iodoaniline, 0 · 25mmol (0 0600g) of the nine Water sodium sulfide, 2 mL of N, N-dimethylformamide and 1.50 mmol (0.1142 g) of carbon disulfide were added under an inert gas atmosphere and the reaction was stirred at 110 ° C for 12 hours, After the reaction was complete, the reaction solution was cooled to room temperature, and 3 mL of 4N hydrochloric acid was added for 15 min. The reaction solution was extracted three times with methylene chloride. The organic phases were combined and dried over anhydrous magnesium sulfate for 2 hours. And finally the crude dichloromethane solvent was distilled off under reduced pressure to give the crude product. The crude product was subjected to column chromatography (200-300 mesh silica gel) eluting with a petroleum ether and ethyl acetate (8: 1-2: 1) to give a white powder having a purity of more than 99percent Thiobenzothiazole 40.6 mg, the isolated yield was 43.8percent.

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, 4-Fluoro-2-iodoaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Inner Mongolia University of Technology; Zhu, Ning; Qin, weijing; Hong, HaiLong; Han, LiMing; Jie, ruijun; (8 pag.)CN104098529; (2016); B;,
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. 2265-91-0, name is 1,3-Difluoro-5-iodobenzene, A new synthetic method of this compound is introduced below., Safety of 1,3-Difluoro-5-iodobenzene

PotassI.um phosphate (1.9 g, 8.7 mmol), trI.s(dI.benzylI.deneacetone)dI.palladI.um (0.27 g, 0.29 mmol), Xantphos (0.17 g, 0.29 mmol) and 3,5-dI.fluoroI.odobenzene (1.5 g, 6.4 mmol) were addedsuccessI.vely to a mI.xture of ethyl 2-aminothI.azole-4-carboxylate (1.0 g, 5.8 mmol) I.n a mI.xture of 9 ml of toluene and 3 ml of water. The mI.xture was flushed wI.th argon for 20 mins, then heated I.n the mI.crowave to 140 C for 1 h. The reactI.on mI.xture was dI.luted wI.th water and extracted wI.th ethyl acetate. The organI.c layer was washed wI.th saturated aqueous sodI.um bI.carbonate solutI.on and water, drI.ed over magnesI.um sulfate and evaporated under reduced pressure. The resI.due was purI.fI.ed bychromatography on sI.lI.ca gel, usI.ng ethyl acetate and cyclohexane as eluents, to delI.ver ethyl 2-(3,5- dI.fluoroanI.lI.no)thI.azole-4-carboxylate (0.16 g, 0.56 mmol). 1H-NMR (400 MHz, CDCl3): oe = 1.41 (t, 3H), 4.40 (q, 2H), 6.54 (t, 1H), 6.95 (d, 2H), 7.63 (s, 1H)

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; SYNGENTA PARTICIPATIONS AG; JEANMART, Stephane, Andre, Marie; ZAMBACH, Werner; RENDINE, Stefano; LAMBERTH, Clemens; BEAUDEGNIES, Renaud; POULIOT, Martin; BONVALOT, Damien; (73 pag.)WO2017/207362; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 191348-14-8, name is 2-Iodo-4-methoxyaniline, 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 191348-14-8, Recommanded Product: 191348-14-8

General procedure: Step B: Pyridine (1.5 mmol) was added to the o-iodo derivative as prepared above (1 mmol) in DCM (5 mL) at 0 C under nitrogen atmosphere. To this was added methane/p-toluene sulfonyl chloride (1.2 mmol) slowly at 0 C. Then, the reaction mixture was stirred at room temperature for 5-6 h. After completion of the reaction (monitored by TLC), the reaction mixture was diluted with ethyl acetate (30 mL), washed with 2N HCl solution (10 mL) followed by brine solution (20 mL), dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by column chromatography using ethyl acetate-hexane to give the desired product 2.

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

Reference:
Article; Rambabu; Raja, Guttikonda; Yogi Sreenivas; Seerapu; Lalith Kumar; Deora, Girdhar Singh; Haldar, Devyani; Rao, M.V.Basaveswara; Pal, Manojit; Bioorganic and Medicinal Chemistry Letters; vol. 23; 5; (2013); p. 1351 – 1357;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 3819-88-3, A common heterocyclic compound, 3819-88-3, name is 1-Fluoro-3-iodo-5-nitrobenzene, molecular formula is C6H3FINO2, 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 1.0 eq IA in dry DMF (0.37 M) was added Zn(CN)2 (0.92 eq) and Pd(PPhj)4 (0.058 eq). The reaction mixture was purged with nitrogen and heated to 800C overnight. An additional 0.023 eq of Pd(PPh3)4 was then added and the reaction was heated for another 6 hrs. The reaction mixture was then cooled to RT, diluted with 15 volumes of EtOAc (based on IA) and the organic layer was washed 3 times with water and once with brine. The organic layer was dried over sodium sulfate, filtered and concentrated. Purification by chromatography over silica, gel using 10% Et2O/hexane as the eluant provided IB as a solid (90%).

The synthetic route of 3819-88-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CYTOKINETICS, INC.; WO2007/70683; (2007); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

29289-13-2, name is 2-Iodo-4-methylaniline, 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. HPLC of Formula: C7H8IN

As shown in Fig. 24A, to a solution of 2-iodo-4-methylaniline (10 g, 0.0429 mol) in tetrahydrofnran (200 mL) at 0C was added NaHMDS (94.42 mL, 1 M in THF, 0.0944 mol) slowly while maintaining the internal temperature below 5C over 30 min.. After 30 min stirring at 0C, a solution of BOC anhydride (10.29 g, 0.0472 mol) in THF (50 mL) was slowly added while maintaining the internal temperature below 5 C over 30 min. The reaction mixture was warmed to room temperature and stirred 1 hr. Saturated NH4C1 (200 mL) was added to quench the reaction. The organic layer was separated and washed with water (200 mL). The combined aqueous layer was extracted with ethyl acetate (2 x 150 mL), the layers were separated. The ethyl acetate layer was combined with the organic layer and concentrated in vacuo to give brown oil. The crude compound was purified by column chromatography (0-5% ethyl acetate/hexanes). Compound 10 was obtained as a light yellow liquid (13.1 g, 91%).

The synthetic route of 29289-13-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; EINZIGER, Michael; SIMPSON, Ann, Marie; (499 pag.)WO2019/200232; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 460-37-7, 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. 460-37-7, name is 1,1,1-Trifluoro-3-iodopropane belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Fluorene (6.64 g, 40 mmol) was dissolved in 27 mL of THF. After replacing the atmosphere in a reaction vessel with a nitrogen gas, the solution thus obtained was cooled to -20 C. After adding dropwise 15.8 g of n-butyllithium (1.6 M hexane solution) in a reaction vessel, the temperature of the reaction solution was returned to room temperature. Then, the reaction solution was stirred for one hour. The reaction solution was cooled to -78 C. and 8.96 g (80 mmol) of 1-iodo-3,3,3-trifluoropropane was gradually added. The mixture thus obtained was reacted by stirring for one hour after heating to room temperature. After the reaction, 90% acetic acid was added to the mixture, and then a saturated saline solution and hexane were added. The mixed solution thus obtained was separated into the organic layer and the aqueous layer. After the organic layer thus obtained was dehydrated over anhydrous sodium sulfate, the solvent was removed from the organic layer using a rotary evaporator to obtain 6.45 g (yield: 45%) of 9,9-di-3,3,3-trifluoro-n-propylfluorene.

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, 1,1,1-Trifluoro-3-iodopropane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TOKYO OHKA KOGYO CO., LTD.; TADOKORO, Yoshinori; SHIOTA, Dai; (43 pag.)US2017/160636; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 335349-57-0, name is 5-Chloro-4-iodo-2-nitroaniline, 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 335349-57-0, Computed Properties of C6H4ClIN2O2

Example C5 [4-Iodo-5-(4-methoxy-piperidin-1-yl)-2-nitro-phenyl]-carbamic acid tert.-butyl ester Prepared from 5-chloro-4-iodo-2-nitro-phenylamine (Example A1) (6.91 g, 23.15 mmol), 4-methoxypiperidine (4.0 g, 34.73 mmol) and NaHCO3 (5.83 g, 69.45 mmol) in DMSO (230 mL) at 100 C. according to the general procedure C (method b). The obtained brown solid (7.95 g) was converted to the title compound according to the general procedure B (method c). Obtained as a yellow solid (6.55 g). MS (ISP) 478 [(M+H)+]; mp 133-135 C.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Chloro-4-iodo-2-nitroaniline, and friends who are interested can also refer to it.

Reference:
Patent; Hoffmann-la Roche Inc.; US6407094; (2002); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com