Month: May 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 5469-33-0 as follows. Quality Control of (Iodomethyl)cyclohexane

EXAMPLE J-1 Procedure for Preparation of 4(5)-cyclohexylmethyl-1H-imidazole: Procedure- 2-Tert-butyldimethylsilyl-1-dimethylsulfamoyl imidazole (1) (4.1 g, 14.2 mmol) is taken up in 47 mL of anhydrous THF and cooled to -20 C. n-BuLi (8.9 mL, 14.2 mmol) is added dropwise to the solution of (1). The resultant solution is stirred at -20 C. for 45 min. Cyclohexylmethyl iodide (2) (3.14 g, 14 mmol) is then added dropwise to the reaction mixture. Then reaction is warmed to rt and stirred overnight. The next day the reaction is quenched with saturated ammonium chloride and diluted with water. The mixture is extracted with ethyl acetate (3*100 mL). The organic layers are combined and washed with water followed by brine. The organic phase is dried over sodium sulfate and the solvent removed under reduced pressure. Flash chromatography (4:1 ethyl acetate/hexane) affords 2.26 g (5.6 mmol) of 5-cyclohexylmethyl-2-tert-butyldimethylsilyl-1-dimethylsulfamoyl imidazole (3).

According to the analysis of related databases, 5469-33-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Allergan Sales, Inc.; US2002/156076; (2002); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 1262417-94-6, These common heterocyclic compound, 1262417-94-6, name is Methyl 3-fluoro-6-iodo-2-methylbenzoate, 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 methyl 3-fluoro-6-iodo-2-methylbenzoate i-lOb (0.5 g, 1.7 mmol) in dioxane (5 mL) were added 4,4,4?,4?,5,5,5?,5?-octamethyl-2,2?-bi (1,3,2-dioxaborolane) (0.77g, 3.1 mmol), potassium acetate (217 mg, 2.21 mmol) and PdC12(dppf) (62 mg, 85 umol). The mixture was stirred at 100 C for 18 h under N2. The mixture was filtered and the filtrate was concentrated. The residue was purified by silica gel flash chromatography (1:100-1:20 EtOAc/hexanes) to give the title compound as a solid. ?H NMR (400 MHz, CDC13) oe 7.54-7.62 (m, 1H), 7.06 (t, J= 8.8 Hz, 1H), 3.89 (s, 3H), 2.26 (d, J 1.5 Hz, 3H), 1.32 (s, 12H).

The synthetic route of 1262417-94-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ZHANG, Hongjun; BARR, Kenneth, Jay; LAPOINTE, Blair, T.; GUNAYDIN, Hakan; LIU, Kun; TROTTER, B., Wesley; (67 pag.)WO2017/75185; (2017); 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. 19231-06-2, name is Bis(4-methoxyphenyl)iodonium bromide, A new synthetic method of this compound is introduced below., category: iodides-buliding-blocks

5.00 parts of the compound represented by the formula (I-2-a) and 25 parts of acetonitrile,After stirring at 23 C. for 30 minutes,2.49 parts of silver oxide was charged,After stirring at 23 C. for 1 hour,It was filtered.9.08 parts of the compound represented by the formula (I-2-c) was charged in the recovered filtrate,Followed by stirring at 23 C. for 12 hours.After filtering the obtained reaction mass,The collected filtrate was concentrated.To the collected residue,100 parts of chloroform and 35 parts of ion exchanged water were added and stirred at 23 C. for 30 minutes,The liquid was separated and the organic layer was taken out.Ion exchanged water (35 parts) was added to the recovered organic layer, and the mixture was stirred at 23 C. for 30 minutes,The liquid was separated and the organic layer was taken out.This washing operation was repeated 5 times.After concentrating the obtained organic layer,To the obtained residue,After adding 50 parts of tert-butyl methyl ether and stirring,By filtration, 11.69 parts of a salt represented by the formula (I-2-d) was obtained.

The synthetic route of 19231-06-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY LIMITED; YOSHIDA, ISAO; ICHIKAWA, KOJI; (76 pag.)JP6244891; (2017); B2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 13101-40-1, name is 1-Bromo-3-chloro-5-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 13101-40-1, COA of Formula: C6H3BrClI

The following reagents and solvents were charged into a reaction vessel. Compound J20: 1.44 g (5.00 mmol) Compound J21: 2.11 g (6.33 mmol), Toluene: 10 ml, Ethanol: 10 ml, 10 mass % Sodium carbonate aqueous solution: 20 ml. Next, 288 mg (0.0025 mmol) of tetrakis triphenylphosphine palladium(0) were added to the reaction solution and then the reaction solution was heated to 90 C. and stirred at the temperature (90 C.) for 5 hours. After the completion of the reaction, the reaction solution was cooled and then an organic layer was extracted with toluene. Next, the extracted organic layer was dried and then the solvent was removed by distillation under reduced pressure to provide a coarse product. Next, the coarse product was purified by silica gel column chromatography (developing solvent; heptane_chloroform=2:1) to provide 1.55 g (yield: 72%) of Compound J22.

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-3-chloro-5-iodobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Canon Kabushiki Kaisha; Nishide, Yosuke; Yamada, Naoki; Kamatani, Jun; Ishii, Ryuji; Kajimoto, Norifumi; Ito, Takayuki; Mizuno, Nobutaka; Ishige, Koichi; Saitoh, Akihito; (71 pag.)US9755165; (2017); B2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 59382-39-7, name is 1-Fluoro-4-iodo-2-(trifluoromethyl)benzene, 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 59382-39-7, Computed Properties of C7H3F4I

(69-1) Synthesis of 3-(4-fluoro-3-trifluoromethylphenyl)-2-propyne-1-ol (compound 69-1) A mixture of 2-fluoro-5-iodobenzotrifluoride (5.00 g), copper(I) iodide (65.5 mg), triphenylphosphine (226 mg), tris(dibenzylideneacetone)dipalladium(0) chloroform adduct (356 mg), propargyl alcohol (1.12 ml), diisopropylethylamine (12.0 ml) and tetrahydrofuran (80 ml) was stirred at room temperature for 11 hr. The reaction mixture was added to brine, and the mixture was extracted with ethyl acetate, washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=99:1 – 80:20) to give the object product (3.26 g) as a brown oil. 1H-NMR(CDCl3) delta (ppm): 1.69(1H, t, J=6.2Hz), 4.50(2H, d, J=6.2Hz), 7.16(1H, t, J=9.3Hz), 7.58-7.62(1H, m), 7.69(1H, dd, J=1.4, 6.8Hz).

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-Fluoro-4-iodo-2-(trifluoromethyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Mitsubishi Tanabe Pharma Corporation; EP2168944; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

507-63-1, name is Heptadecafluoro-1-iodooctane, 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. COA of Formula: C8F17I

A reaction was conducted in the same manner as in Example 1 except that the perfluoroethyl iodide and the copper catalyst were replaced with 1-iodoperfluorooctane (n-C8F17I) and an organic peroxide, i.e., t-butylperoxyisopropyl monocarbonate (Perbutyl I, manufactured by NOF Corporation), respectively. After cooling the reaction mixture, the reaction product was analyzed by gas chromatography (GC). Table 1 shows the results. TABLE 1 Copper Reaction Ethylene Reaction n-C8F17I catalyst temperature pressure time Conversion g g (wt. % *) C. MPa Min GC % Ex. 2 132 13.4 (10) 80 0.1 105 99.94 Ex. 3 130.8 2.66 (2) 80 0.1 120 99.71 Ex. 4 125.3 2.51 (2) 80 0.55 58 99.89 Ex. 5 155.2 3.11 (2) 120 0.1 56 99.97 Ex. 6 122.5 0.62 (0.5) 120 0.55 40 99.86 Comp. 133.2 0.13 ** 105 0.1-0.2 180 97.7 Ex. 1 * wt. % relative to n-C8F17I ** conducted using t-butylperoxyisopropyl monocarbonate (Perbutyl I) as a catalyst The conversion of each 1-iodoperfluorooctane of Examples 2-6 was more than 99.7%. The selectivity for the resulting ethylene adduct (adduct of one ethylene molecule) was 99.9% or greater in each case.

The synthetic route of 507-63-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Funakoshi, Yoshirou; Miki, Jun; US2005/250966; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 773136-66-6, These common heterocyclic compound, 773136-66-6, name is Ethyl 2-Fluoro-5-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.

10586] Under nitrogen atmosphere, starting Ester Intermediate Se (5.0 g, 15.3 mmol) was dissolved inTHF (40 mE), the reaction mixture was cooled to -50 C. and stirred for 10 minutes. Isopropyl-magnesium-chioride (11 mE of a 2M solution in THF) was added dropwise and the reaction mixture was stirred at -50 C. for 2 h. The reaction mixture was cooled to -78 C. and a solution of cyclobutanone (2.15 g, 30.6 mmol) in THF (10 mE) was added dropwise. The reaction mixture was stirred at -78 C. for 1 h, then warmed to room temperature and stirred for 18 h. The solvent was removed under vacuum, dichloromethane was added and the reaction mixture was washed with a saturated solution of NaHCO3, The organic phase was concentrated under vacuum and the crude product obtained was purified by flash chromatography (eluent from 90:10 to 80:20 Cy/EtOAc) to obtainthe desired product (3.0 g).10587] GC-MS (Method 10): R=10.91 mm10588] MS: mlz=210 (M-28)

The synthetic route of 773136-66-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; GIOVANNINI, Riccardo; BERTANI, Barbara; FRATTINI, Sara; DI ANTONIO, Giustino; US2014/45856; (2014); 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. 459424-72-7, name is 1,2,3-Trifluoro-4-iodobenzene, A new synthetic method of this compound is introduced below., Recommanded Product: 459424-72-7

To a solution of 1, 2, 3-trifluoro-4-iodobenzene (3.3 g, 18.8 mmoL) in 1, 4-dioxane (100 mL) was added 4, 4, 5, 5-tetramethyl-2- (1, 4-dioxaspiro [4.5] dec-7-en-8-yl) -1, 3, 2-dioxaborolane (5 g, 18.8 mmol) , Pd (dppf) Cl2(1.3 g, 1.88 mmol) and Cs2CO3(9.2 g, 28.2 mmol) and the mixture was heated at 70 for 5 hours. Then evaporated the solvent under reduced pressure and the residue was purified by column chromatography (PE: EA=5: 1) to give product as an oil (4.5 g in 88.6%yield) .

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; BEIGENE, LTD.; WANG, Hexiang; GUO, Yunhang; REN, Bo; WANG, Zhiwei; ZHANG, Guoliang; ZHOU, Changyou; (353 pag.)WO2018/54365; (2018); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 19231-06-2, name is Bis(4-methoxyphenyl)iodonium bromide, 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 19231-06-2, Recommanded Product: 19231-06-2

295 parts of the salt represented by the formula (I-17-a)88.25 parts of the compound represented by the formula (I-17-b) and 750 parts of chloroform,And the mixture was stirred at 23 C. for 1 hour.After concentrating the obtained reaction solution, to the obtained residue,1000 parts of tert-butyl methyl ether was added and stirred,By filtration, 328 parts of a salt represented by the formula (I-17-c) was obtained.

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

Reference:
Patent; SUMITOMO CHEMICAL COMPANY LIMITED; ICHIKAWA, KOJI; FUJITA, SHINGO; ANRYU, YUKAKO; (69 pag.)JP6252292; (2017); B2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 404337-42-4, A common heterocyclic compound, 404337-42-4, name is 5-Chloro-2-iodo-m-xylene, molecular formula is C8H8ClI, 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 250 mL vessel equipped with a mechanical stirrer, thermometer, distillation head anddropping funnel, solid sodium hydroxide (3.9 g, 0.10 mol, microprills with 0.5- 1 mm diameter) is chargedunder an inert atmosphere.1-Methyl-2-pyrrolidone (NMP, 68 g) is added to the vessel in one portion through the dropping funnel and the reaction mixture cooled to 10 – 15 C while stirring. A solution of malononitrile (NEC-CH2- CEN) (2.27 g, 0.034 mol) in NMP (2.7 g) is added through the dropping funnel over 5 minutes maintainingthe temperature at 10 – 15 C. The reaction mixture is then heated to 100 C and a vacuum (30 mbar) applied, upon which solvent (32 g) is distilled off. The mixture is then heated to 130 C and a stream of nitrogen is passed through.2-lodo-5-chloro-1 ,3-dimethyl-benzene (9.0 g, 95% purity, 0.032 mol) is then added through the dropping funnel over 5 minutes at 130 CC. A mixture containing palladium (II) chloride (0.150 g, solutionin conc. hydrochloric acid, assay 20% Pd, 0.281 mmol), triphenylphosphine (0.186 g, 0.709 mmol) and NMP (13.7 g) is then added through the dropping funnel over a 2-minute period. The temperature is allowed to rise to 130 C and the reaction mixture stirred at this temperature for 80 mm. Conversion is monitored by pulling samples and subsequent HPLC analysis. A second portion of a mixture containing palladium (II) chloride (0.103 g, solution in conc. hydrochloric acid, assay 20% Pd, 0.194 mmol),triphenylphosphine (0.132 g, 0.504 mmol) and NMP (9.76 g) is then added through the dropping funnel over a 2-minute period and the reaction mixture stirred at 130 C for 40 mm.When conversion is complete, a vacuum (20 – 40 mbar) is applied and solvent (38 g) is distilled off. The resulting residue is cooled to 80 C and water (30 g) is added. After cooling to room temperature, the resulting mixture is filtered through a filter paper and the filter cake washed with water (10 g). To thecombined filtrates, hydrochloric acid (9.6 g, assay 32%, 0.084 mol) is added to adjust the pH from 13.3 to 1.3.The resulting mixture is extracted with toluene (50 g). The organic phase is washed with water (2 x 20g) and evaporated to dryness. The resulting solid residue is recrystallized from 1-pentanol (17 g) and the resulting crystals filtered, washed with 1-pentanol (4 g) and dried under vacuum to yield 2-(4-chloro-2,6-dimethyl-phenyl)propanedinitrile (melting point (m.p.) 145 – 147 C).

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; ZELLER, Martin; FEDOU, Nicolas; (19 pag.)WO2018/15489; (2018); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com