Month: June 2021

Reference of 460-37-7,Some common heterocyclic compound, 460-37-7, name is 1,1,1-Trifluoro-3-iodopropane, molecular formula is C3H4F3I, 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.

5.0 g (21.0 mmol) of the compound from Ex. 48A and 10.3 g (31.5 mmol) of caesium carbonate were stirred in 50 ml of DMF at RT for 15 min, before 3.7 ml (31.5 mmol) of 1,1,1-trifluoro-3-iodopropane were added. Subsequently, the reaction mixture was stirred at a temperature of 60 C. for about 18 h. After cooling to RT, the mixture was diluted with about 200 ml of ethyl acetate and washed successively with water and saturated sodium chloride solution. After drying over anhydrous magnesium sulphate, the mixture was filtered and the filtrate was concentrated to dryness. The crude product was purified by MPLC (Biotage cartridge, 80 g of silica gel, eluent: cyclohexane/ethyl acetate 3:1). Concentration and drying of the product fractions gave 4.8 g (62% of theory) of the title compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,1,1-Trifluoro-3-iodopropane, its application will become more common.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; HAeRTER, Michael; KOSEMUND, Dirk; DELBECK, Martina; KALTHOF, Bernd; WASNAIRE, Pierre; SUessMEIER, Frank; LUSTIG, Klemens; (369 pag.)US2018/65981; (2018); 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. 74534-15-9, name is 1-Chloro-2-iodo-4-nitrobenzene, This compound has unique chemical properties. The synthetic route is as follows., Safety of 1-Chloro-2-iodo-4-nitrobenzene

Triethylamine (0.2ml, 1.43mmol) was added to a suspension of 1-Chloro-2- iodo-4-nitro-benzene 69 (Step 1) (100mg, 0.354mrnol), 1-ethynyl-2-fluorobenzene (100mg, 0.832mmol), copper iodide (100mg, 0.525mmol),Pd(PPh3)2Cl2 (100mg, 0.142mmol) in dimethylformamide (2ml) at room temperature, then stirred at 700C for 2 hours. Reaction was cooled to room temperature and extracted with ether (50ml), washed with v/ater(20ml), dried (MgSO4), filtered and solvent evaporated yielding a residue which chromatographed on silica gel eluting with 20% v/v MeCI2/hexanes yielding title product 70 as pale yellow solid (80mg,82%).

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 74534-15-9.

Reference:
Patent; SCHERING CORPORATION; WO2007/70398; (2007); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 2265-92-1, A common heterocyclic compound, 2265-92-1, name is 1,4-Difluoro-2-iodobenzene, molecular formula is C6H3F2I, 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 2: 2-tert-Butyl-6-(2,5-difluoro-phenylethynyl)-[1,2,4]triazolo[1,5-a]pyrimidine 2-tert-Butyl-6-trimethylsilanylethynyl-[1,2,4]triazolo[1,5-a]pyrimidine (example 43, step 1) (100 mg, 0.37 mmol) was dissolved in DMF (1 ml). 1,4-Difluoro-2-iodobenzene (176 mg, 0.73 mmol, 2 equiv.), Et3N (150 mul, 1.1 mmol, 3 equiv.), Bis-(triphenylphosphine)-palladium(II) dichloride (13 mg, 0.02 mmol, 0.05 equiv.), triphenylphosphine (3 mg, 0.011 mmol, 0.03 equiv.) and copper(I) iodide (2 mg, 0.011, 0.03 equiv.) were added under nitrogen and the mixture was heated to 80 C. TBAF 1M in THF (440 mul, 0.44 mmol, 1.2 equiv.) was added dropwise in 20 minutes at 80 C. The reaction mixture was stirred for 5 minutes at 80 C. The reaction mixture was evaporated and extracted with saturated NaHCO3 solution and two times with a small volume of dichloromethane. The crude product was purified by flash chromatography by directly loading the dichloromethane layers onto a 20 g silica gel column and eluting with heptane:ethyl acetate 100:0->50:50. The desired 2-tert-butyl-6-(2,5-difluoro-phenylethynyl)-[1,2,4]triazolo[1,5-a]pyrimidine (73 mg, 64% yield) was obtained as a light yellow solid, MS: m/e=313.1 (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; Green, Luke; Guba, Wolfgang; Jaeschke, Georg; Jolidon, Synese; Lindermann, Lothar; Stadler, Heinz; Vieira, Eric; US2011/152257; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 702641-04-1, name is 2-Iodo-5-(trifluoromethyl)benzoic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 702641-04-1

F. Isopropyl 5-TRIFLUOROMETHYL-2-IODOPHENYLACETATE A mixture OF 4-AMINOBENZOTRIFLUORIDE (100 g, 0.62 mol) and di-tert-butyl carbonate (150 G, 0.69 mol) in anhydrous THF (400 mL) is heated at reflux temperature for 6 hours and then cooled to room temperature. Most of the solvent is removed using a rotary evaporator and the non-volatile material that remains is triturated with water (1000 mL) to form a solid. The solid is isolated by filtration and washed with additional water (500 mL), then washed with hexanes (500 mL) to give 4- (BOC-amino) benzotrifluoride (m. p. 123-124C). 4- (BOC-AMINO) BENZOTRIFLUORIDE (143 g, 0.55 mol) is dissolved in anhydrous THF (800 mL) and cooled in a dry-ice/ethanol bath. A solution of TERT-BUTYLLITHIUM (709 mL of 1.7 M) in pentane is then slowly added via a dropping funnel. After the addition is complete, the reaction mixture is allowed to warm TO-30C and stirred, at that temperature, for 2 hours. The reaction mixture is cooled to-78C and an excess amount (100 g) of dry-ice is added. The reaction mixture is again allowed to warm TO-30C and stirring is continued for 2 hours AT-30C and then at room temperature overnight. The reaction is quenched by addition of saturated aqueous ammonium chloride (500 mL). The mixture is partitioned between 1 N HCI (500 mL) and EtOAc (500 mL). The organic layer is washed with brine (400 mL), dried (MGS04) and concentrated by rotary evaporator to give crude product which is purified by flash chromatography (10: 1 HEXANES/METHANOL) to give 4- (BOC-amino)-5- TRIFLUOROMETHYLBENZOIC ACID (m. p. 197-198C). 2- (BOC-AMINO)-5-TRIFLUOROMETHYLBENZOIC acid, obtained above (120 G) is dissolved in absolute ethanol (200 mL) and treated with 3 N HCI (80 mL). The reaction mixture is heated to reflux temperature for 3 hours and then cooled to room temperature. Most of the ethanol is removed by rotary evaporator and the pH of the remaining solution adjusted to pH 7 with 2 N NAOH solution. The mixture is extracted with EtOAc (500 mL), the organic layer is washed with brine (250 mL), dried (MGS04) and the solvent removed by rotary evaporator. The residue is purified by trituration with hexanes and filtration to give 5- trifluoromethylanthranilic acid (m. p. 191-192C). 5-Trifluoromethylanthranilic acid (43 G, 0.21 mol) is suspended in a mixture of concentrated HCI (40 mL) and water (240 mL), cooled to 0C and stirred. Sodium nitrite (18 g, 0.26 mol) is dissolved in water (50 mL) and slowly added taking care to maintain the temperature of the reaction mixture below 5C. Stirring is continued at 0C for 30 minutes. Potassium iodide (65 G, 0.39 mol) is dissolved in a mixture of concentrated H2SO4 (15 mL) and water (100 mL) and the solution is added dropwise to the reaction mixture while keeping the temperature below 10C. The mixture is then heated to 100C and stirred for 2 hours. After cooling to room temperature, the mixture is partitioned between EtOAc (750 mL) and saturated sodium bisulfite solution (500 mL). The organic layer is washed again with saturated sodium bisulfite solution (500 mL) and then brine (500 mL), dried (MGS04) and concentrated by rotary evaporator to give 5-trifluoromethyl-2-iodobenzoic acid (m. p. 171- 172C). 5-Trifluoromethyl-2-iodobenzoic acid (50 g, 158 MMOL) is dissolved in anhydrous THF (200 mL) and cooled in an ice-salt bath until the temperature REACHES-5C. Borane-THF complex is added dropwise as a 1.0 M solution in THF (350 mL, 350 MMOL) AT-5C. After addition is complete, the reaction mixture is slowly warmed to room temperature and stirred for 12 hours. Water (40 mL) is carefully added dropwise (foaming) and the reaction mixture stirred for 30 minutes. Additional water (350 mL) is added and the mixture is concentrated by rotary evaporator to remove most of the THF. Additional water (250 mL) is added to form a precipitate, which is isolated by filtration to give 5-trifluoromethyl-2-iodobenzyl alcohol (m. p. 81-82C). 5-Trifluoromethyl-2-iodobenzyl alcohol (45 g, 0.15 mol) is dissolved in anhydrous ET20 (400 mL) and treated with phosphorous tribromide (41 mL, 0.15 mol) by dropwise addition. The reaction mixture is stirred at room temperature overnight and quenched by slow addition of water (150 mL). The organic layer is separated, washed with saturated aqueous NAHCO3 (250 mL), brine (250 mL), dried (MGS04) and concentrated by rotary evaporator to give 5-trifluoromethyl-2-iodobenzyl bromide as an oil. A solution of 5-trifluoromethyl-2-iodobenzyl bromide (55 G, 0.15 mol) in EtOH (200 mL) is stirred at room temperature and a solution of sodium cyanide (16 g, 0.33 mol) in water (60 mL) is added. The reaction mixture is heated to reflux temperature for 3 hours and then cooled to room temperature. Most of the ethanol is removed by rotary evaporator and the residue partitioned between EtOAc (500 mL) and water (200 mL). The organic layer is washed with brine (250 mL), dried (MGS04) and the solvent is removed by rotary evaporator. The residue is purified …

The synthetic route of 702641-04-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2004/48314; (2004); 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. 34883-46-0, name is 1-Iodo-2-phenoxybenzene, A new synthetic method of this compound is introduced below., Product Details of 34883-46-0

[1030] To an ice- cooling mixture of 1-iodo-2-phenoxybenzene (0.404 g, 1.36 mmol) in THF (3 mL) was added isopropylmagnesium bromide (1.36 mL, 1.0 M solution in THF)drop-wise. After stirring at 0C for 1.5 h, a solution of compound 63 (100 mg, 0.27 mmol) in THF (2 mL) was quickly added drop-wise to the mixture above. The resulted mixture was stirred at 0C for 30mm, then slowly warmed up to room temperature and stirred for lh, the reaction mixture was once more cooled down to about 0C, and saturated ammonium chloride solution (5 mL) was added. Then the solvent was evaporated. The aqueous residue thatremained was diluted with water (10 mL), and the mixture was extracted with dichloromethane (10 mL x 3). The combined organic phase was washed with brine and dried over sodium sulfate, filtered and concentrated to afford compound 148.2 (80 mg, yield: 55%)as a yellow solid. [1031] m/z: [M+H]537

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

Reference:
Patent; SHANGHAI DE NOVO PHARMATECH CO.,LTD.; LI, Qun; GAO, Daxin; (158 pag.)WO2016/131380; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 191348-14-8, 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. 191348-14-8, name is 2-Iodo-4-methoxyaniline belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Under anhydrous and anaerobic conditions, 0.1 mmol of 2-iodo-4-methoxyaniline was added.0.12 mmol of 3,4-dimethoxybenzaldehyde, 0.3 mmol of selenium powder,0.005 mmol of copper, 0.2 mmol of potassium hydroxide and 10 ml of DMSO solution,The reaction was refluxed at 120 C in a single-neck round bottom flask, and the reaction was monitored by TLC.Separation of pure methoxy-containing benzoselenazole compounds by column chromatographyThe reaction product is obtained by demethylation of boron tribromide (6 eq.),The product is a white solid.The yield was 22%.

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, 2-Iodo-4-methoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Wuhan University; Zhou Haibing; Zhang Silong; Hu Zhiye; Li Yuanyuan; Ning Wentao; Dong Chune; (13 pag.)CN108863985; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 31827-94-8, These common heterocyclic compound, 31827-94-8, name is 2-Bromo-1-(4-iodophenyl)ethanone, 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.

General procedure: In a closed borosilicate glass vessel fitted with silicone cap with septum, amixture of triazole 1 (0.21 g, 1 mmol) and the appropriate phenacyl bromide (1 mmol) inEtOH (5 ml) was irradiated using MW for 3 min. Compounds 8a and 8b were collectedusing the same work up described above.

Statistics shows that 2-Bromo-1-(4-iodophenyl)ethanone is playing an increasingly important role. we look forward to future research findings about 31827-94-8.

Reference:
Article; Aouad, Mohamed R.; Al-Saedi, Amr M. Hassan; Ali, Adeeb A.; Rezki, Nadjet; Messali, Mouslim; Organic Preparations and Procedures International; vol. 48; 4; (2016); p. 355 – 370;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 31928-47-9, name is 4-Bromo-2-chloro-1-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 31928-47-9, COA of Formula: C6H3BrClI

c To a solution of 1,3-dichloro-5-ethynyl-benzene (1.52 g, 8.9 mmol) in triethylamine (32.4 mL) was added PdCl2(PPh3)2 (57.15 mg, 0.08 mmol), (E)-3-iodo-prop-2-enoic-acid ethyl ester (1.84 g, 8.1 mmol) and copper(l)iodide (7.7 mg, 0.04 mmol). The reaction mixture was stirred for 2 h at 50 C., whereafter the reaction mixture was cooled to room temperature, water (30 mL) added and the mixture extracted with diethyl ether (3*20 mL). The combined and dried organic phases were evaporated to give crude (E)-5-(3,5-dichloro-phenyl)-pent-2-en-4-ynoic acid ethyl ester in 1.1 g yield. 1H NMR (300 MHz, CDCl3) delta: 1.32 (t, 3H), 4.22 (q, 2H), 6.32 (d, 1H, J=16 Hz), 6.92 (d, 1H, J=16 Hz), 7.37 (s, 3H).

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; Mogensen, John Patrick; Sauerberg, Per; Bury, Paul Stanley; Jeppesen, Lone; Pettersson, Ingrid; US2001/41709; (2001); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 3718-88-5, name is 3-Iodobenzylamine hydrochloride, 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 3718-88-5, COA of Formula: C7H9ClIN

Example 150: Synthesis of 4-Chloro-6-[3-(3-dimethylamino-propylamino)- benzylamino]-2//-phthalazin-l-one hydroformate; (3-Iodo-benzyl)-carbamic acid tert-butyl ester; A mixture of 3-iodobenzylamine hydrochloride (3g, 11.131 mmol), CH2Cl2(6OmL) and triethylamine (3.ImL, 22.263 mmol) was stirred at room temperature. Boc- anhydride (2.6Og, 11.913 mmol) was added and the reaction stirred at room temperature for Ih. The reaction was poured onto water, extracted with CH2Cl2 and dried (Na2SO4). Preparatory HPLC afforded (3-iodo-benzyl)-carbamic acid tert-butyl ester (3.494g) as a white solid, m/z (M+l) 333.84.

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; FOREST LABORATORIES HOLDINGS LIMITED; WO2008/61108; (2008); A2;,
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. 35674-27-2, name is 4-Iodo-3-nitrobenzoic acid, A new synthetic method of this compound is introduced below., Formula: C7H4INO4

To an Ar purged solution of 4-iodo-3-nitro-benzoic acid (50.0 mg, 0.171 mmol) in DCM (1.0 mL) added oxalyl chloride (29 muL, 0.341 mmol), followed by DMF (1 drop) at 22 C. After 30 minutes, the conversion to the acid chloride was confirmed by treating a small aliquot of the reaction mixture with MeOH and observing the resulting methyl ester by LC/MS. The reaction was concentrated and DCM (1.0 mL) was added to make a stock solution of the crude acid chloride.

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; RenoTarget Therapeutics, Inc.; Wang, Jujun; Tsao, Allen; Liu, Xiaomei; (34 pag.)US2018/127383; (2018); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com