Tag: M.W=300-400

Electric Literature of 13101-40-1, 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. 13101-40-1, name is 1-Bromo-3-chloro-5-iodobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Potassium carbonate (as 2 M aqueous solution, 2 eq.) was degassed with nitrogen for 30 min. Dioxane (976 ml) was also degassed with nitrogen for 30 min. The THF flask was then charged with corresponding 9-phenanthreneboronic add (10 mmol, 1.32 eq.), previously synthesized formula 6 intermediate (78 g, 1 eq.) and tetrakis(triphenylphosphin)palladium(o) (0.035 eq.) under a positive nitrogen pressure. The degassed potassium carbonate solution was added, nitrogen purged reflux condenser was attached to the flask and a reaction mixture heated to 65 C with stirring for 48 h. The mixture was allowed to cool down to the room temperature, dioxane was evaporated. Extraction with 1.75 L chloroform was performed. After washing the organic layer with 5 x 250 mL water, it was dried over MgSOq and filtered over silicagel layer. Evaporation almost to dryness followed by hexane addition provided a precipitate that was still colored. Further washing with Na2S20s sat. aqueous solution afforded 49.2g (54%) product, m/z 366, 368 [M]+

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; NOVALED GMBH; SCHULZE, Benjamin; CARDINALI, Francois; SCHOLZ, Johannes; (74 pag.)WO2019/201621; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 141738-80-9,Some common heterocyclic compound, 141738-80-9, name is 3-Chloro-4-iodobenzotrifluoride, molecular formula is C7H3ClF3I, 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 vial was charged with N-(2,4-dimethoxybenzyl)-l-methyl-3-(4,4,5,5- tetramethyl-l,3,2-dioxaborolan-2-yl)-N-(l,2,4-thiadiazol-5-yl)-lH-indole-6-sulfonamide (.500 g, 0.876 mmol), potassium phosphate (0.651 g, 3.07 mmol), and bis(tri-t- butylphosphine)palladium(O) (0.045 g, 0.088 mmol). The vial was flushed with Ar, then 1 ,4-dioxane (6.57 ml) and water (2.191 ml) were added in sequence, followed by 2- chloro-l-iodo-4-(trifluoromethyl)benzene (0.426 ml, 2.63 mmol). The vial was sealed and stirred at room temperature for two hours. The reaction was diluted with ethyl acetate and washed with water. The aqueous layer was extracted with ethyl acetate, and the combined organic layers were washed with brine, dried with sodium sulfate, filtered and concentrated. The material was purified via column chromatography (RediSep Gold (Teledyne Isco, Lincoln, NE) 40g, gradient elution 0-100% EtO Ac/Heptane) to afford 3- (2-chloro-4-(trifluoromethyl)phenyl)-N-(2,4-dimethoxybenzyl)-l-methyl-N-(l ,2,4- thiadiazol-5-yl)-lH-indole-6-sulfonamide (0.405 g, 0.650 mmol, 74.2 % yield) as a light yellow solid, m/z (ESI) 624.0 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Chloro-4-iodobenzotrifluoride, its application will become more common.

Reference:
Patent; DINEEN, Thomas; MARX, Isaac, E.; NGUYEN, Hanh, Nho; WEISS, Matthew; AMGEN INC.; WO2013/25883; (2013); 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. 141738-80-9, name is 3-Chloro-4-iodobenzotrifluoride, A new synthetic method of this compound is introduced below., category: iodides-buliding-blocks

Step A: Diboron pinacol ester (329.61mg, 1.30mmol, 1.10eq) and tetrakis(triphenylphosphine)platinum(73.53mg, 59.09umol, 0.05eq) were added to a solution of compound 10 (200.00mg, 1.18mmol, 1.00eq) in 2-methyltetrahydrofuran(5.00mL), the reaction solution was purged three times with nitrogen and stirred at 70C under nitrogenatmosphere for 5 hours. After the reaction solution was cooled to 0C, compound 5 (285.58mg, 945.27umol, 0.80eq),cesium carbonate (769.97mg, 2.36mmol, 2.00eq), 0.4mL water, 5mL 2-methyltetrahydrofuran and dichlorobis(triphenylphosphine)palladium (41.47mg, 59.08umol, 0.05eq) were added, then the reaction solution was purged three timeswith nitrogen and stirred at 20C under nitrogen atmosphere for 12 hours. Then 2-chloro-4-trifluoromethyl iodobenzene(717.09mg, 2.34mmol, 2.00eq), aqueous potassium hydroxide (4M, 1.46mL, 5.00eq), dichlorobis(triphenylphosphine)palladium (41.06mg, 58.50umol, 0.05eq) and 10mL 2-methyltetrahydrofuran were added to the reaction solution,which was subsequently purged three times with nitrogen. After stirring at 70C under nitrogen atmosphere for 12 hours,the reaction solution was filtered through celite, concentrated and purified by silica gel column chromatography(PE:EA=40:1 to 15:1) to give the compound 47 as a yellow jelly (738.00mg), which was directly used in the next step.

The synthetic route of 141738-80-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Luoxin Biotechnology (Shanghai) Co., Ltd.; Shandong Luoxin Pharmaceutical Group Stock Co., Ltd.; LU, Jianyu; DING, Charles Z.; HU, Lihong; HE, Huijun; CHEN, Shuhui; DONG, Jiaqiang; WANG, Tie-lin; (124 pag.)EP3434668; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 1189352-83-7, A common heterocyclic compound, 1189352-83-7, name is 3-Chloro-5-iodobenzotrifluoride, molecular formula is C7H3ClF3I, 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.

EXAMPLE 6Preparation of 1 -[3-chloro-5-(trifluoromethyl)phenyl]-2,2,2-trifluoroethanone A tetrahydrofuran solution of isopropylmagnesium chloride (2 M, 36.0 mL, 71.8 mmol) was added dropwise to a solution of l-chloro-3-iodo-5-(trifluoromethyl)benzene (i.e. the product of Example 5) (20.0 g, 65.3 mmol) in tetrahydrofuran (30 mL) at -5 0C. The mixture was stirred for 1 h at 0-5 0C. Methyl trifluoroacetate (10.0 g, 78.1 mmol) was added dropwise to the mixture while maintaining the temperature 0-5 0C. When the addition was complete the mixture was stirred for 90 min.Hydrochloric acid (1 N, 100 mL) was added dropwise to the mixture at 0-5 0C. When the addition was complete the mixture was extracted with ether (2 x 100 mL).The combined extracts were dried and evaporated. The oil was dissolved in toluene (55 mL), and /?-toluenesulfonic acid monohydrate (0.100 g, 0.525 mmol) was added to the mixture. The mixture was boiled for 30 min, and the water/toluene methanol/toluene azeotropes were removed by distillation at atmospheric pressure. The distillation was continued at reduced pressure to give the product as an oil (12.4 g, 69% yield), b.p. 93- 103 0C at 6.7 kPa. 1H NMR (CDCl3) 8.21-8.19 (m, 2H), 7.95 (s, IH).

The synthetic route of 1189352-83-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; E. I. DU PONT DE NEMOURS AND COMPANY; WO2009/126668; (2009); A2;,
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. 136618-42-3, name is Benzyl 4-iodobenzoate belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C14H11IO2

Intermediate 2: Phenylmethyl 4-(4-amino-6-methyl-1/-/-indazol-1-yl)benzoate; 6-Methyl-1 H-indazol-4-amine (5.48g, 37.3mmol), copper (I) iodide (71 mg, 0.37mmol), frans-i ^-cyclohexanediamine (420mg, 0.37mrnol) and tripotassium phosphate (16.6g, 78.3mmol) were added to a solution of phenylmethyl 4-iodobenzoate (12.61g, 37.3mmol) in 1 ,4-dioxane (2OmL). More 1 ,4-dioxane (3OmL) was added and the mixture heated under reflux for 3 hours 15 min and then allowed to gradually cool to room temperature and partitioned between water and ethyl acetate. The aqueous phase was extracted once more with ethyl acetate and the combined organic extracts were washed with brine and dried and evaporated to give a brown solid (13.58g). This crude product was combined with material (0.66g) from a similar reaction and purified by column chromatography on silica gel (Merck 7734, 50OmL) eluting initially with 10% and finally with 20% ethyl acetate in dichloromethane. Evaporation of product containing fractions gave a brown-yellow solid (5.12g) which was dissolved in ethyl acetate (4OmL) at 60 and warm cyclohexane (7OmL) was added. The mixture was then cooled in ice and the precipitate was collected by filtration, washed with cyclohexane:ethyl acetate (4:1 , 4OmL) and dried to give the title compound as a beige solid (4.29g). LCMS (System A): tRET = 3.77; MNH4+ = 358

The synthetic route of 136618-42-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; WO2009/50220; (2009); 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. 914636-20-7, name is 4-Iodo-3-(trifluoromethyl)benzoic acid, A new synthetic method of this compound is introduced below., SDS of cas: 914636-20-7

A mixture of 4-iodo-3-(trifluoromethyl)benzoic acid (2.00 g, 0.0063287 mol), Cu(I)CN (1.70 g, 0.018986 mol), PPh3 (2.49 g, 0.009493 mol), and 40 mL of dry DMF was heated at 100 ± 5C for 14 h. After the end of the reaction was established by TLC, the reaction mixture was partitioned in ethyl acetate and water, and extracted the water layer with ethyl acetate. The combined organic layers were washed with brine, dried over MgSO4, filtered, and concentrated under vacuum. Product was purified by a silica gel column using hexane and ethyl acetate (4:1 to 3:1 and then 2:1) as eluent to afford 1.10 g (85%) of the titled compound as light brown solid.1H NMR (400 MHz, DMSO-d6) d 14.02 (br s, 1H, OH), 8.39-8.32 (m, 2H, ArH), 7.41-7.31 (m, 1H, ArH).Mass (ESI, Negative):213.91 [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; GTX, INC.; UNIVERSITY OF TENNESSEE RESEARCH FOUNDATION; NARAYANAN, Ramesh; MILLER, Duane, D.; PONNUSAMY, Thamarai; HWANG, Dong-Jin; HE, Yali; (202 pag.)WO2019/222556; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 14192-12-2,Some common heterocyclic compound, 14192-12-2, name is 2,5-Diiodobenzoic acid, molecular formula is C7H4I2O2, 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 1 : A RBF equipped with a reflux condenser was charged with 4-bromophenol (15.5 g, 89.4 mmol), 2,5-diiodobenzoic acid (25.700 g, 68.7 mmol), EtOAc (0.337 ml, 3.44 mmol), and toluene (100 mL). Cs2C03 (44.8 g, 137 mmol) was carefully added portion- wise. After stirring at RT for 1 min, the mixture was heated to 50 C for 40 min and then heated to 100 C for 20 hrs. The reaction mixture was allowed to cool to RT. The mixture was filtered through Celite and the solids were washed with EtOAc. The filtrate was diluted with water (200 mL), acidified with 2N HC1 (300 mL), and extracted with EtOAc (4 x 500 mL). The organic extract was washed with brine and dried over sodium sulfate. The organic fraction was concentrated under reduced pressure to afford crude 2-(4-bromophenoxy)-5-iodobenzoic acid (31.1 g) as a tan oil that solidified upon standing.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,5-Diiodobenzoic acid, its application will become more common.

Reference:
Patent; AMGEN INC.; WHITE, Ryan; CHENG, Yuan; MINATTI, Ana Elena; YANG, Bryant; ZHENG, Xiao Mei; LOPEZ, Patricia; HUMAN, Jason B.; EPSTEIN, Oleg; JUDD, Ted; SHAM, Kelvin; XUE, Qiufen; WO2013/44092; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 1012882-90-4, 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. 1012882-90-4, name is Ethyl 5-chloro-2-iodobenzoate, This compound has unique chemical properties. The synthetic route is as follows.

A degassed mixture of ethyl 5-chloro-2-iodobenzoate (0.621 g, 2.00 mmol), Pd(PPh3)4 (0.116 mg, 0.1 mmol), quinolin-6-ylboronic acid (0.381 g, 2.2 mmol), K2C03 (0.553 g, 4.0 mmol), dimethoxyethane (20 mL), and water (5 mL) was heated under reflux overnight. Solvents were removed under reduced pressure. The residue was diluted with sat’d NH4CI (15 mL) and extracted with EtOAc (3 x 30 mL). The combined organic layers were dried (MgSC^), concentrated in vacuo and purified by chromatography to afford ethyl 5-chloro-2-(quinolin-6-yl)benzoate (0.244 g, 39% yield) as a colorless oil. MS (ESI) m/z: 312.0 (M+H+).

The chemical industry reduces the impact on the environment during synthesis Ethyl 5-chloro-2-iodobenzoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; DECIPHERA PHARMACEUTICALS, LLC; FLYNN, Daniel L.; PETILLO, Peter A.; KAUFMAN, Michael D.; WO2013/36232; (2013); A2;,
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. 13101-40-1, name is 1-Bromo-3-chloro-5-iodobenzene, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C6H3BrClI

Weigh 1-bromo-3-chloro-5-iodobenzene and raw material A, dissolve it with toluene, and add Pd2(dba)3, tri-tert-butylphosphine and sodium t-butoxide; The mixed solution of the above reactants is reacted at a reaction temperature of 95 to 110 C under an inert atmosphere for 10 to 24 hours. Cooling and filtering the reaction solution, and the filtrate is steamed and passed through a silica gel column to obtain an intermediate M; The molar ratio of the starting material A to 1-bromo-3-chloro-5-iodobenzene is 1: (1.0-1.5), and the molar ratio of the Pd2(dba)3 to the raw material A is (0.005-0.01): 1 ,The molar ratio of the tri-tert-butylphosphine to the starting material A is (0.005-0.01): 1,The molar ratio of the sodium tert-butoxide to the raw material A is (1-3): 1, The toluene is used in an amount of from 100 to 150 ml of toluene per 0.01 mol of 1-bromo-3-chloro-5-iodobenzene

According to the analysis of related databases, 13101-40-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Jiangsu March Optoelectric Technology Co., Ltd.; Zhao Sijie; Wang Fang; Xie Dandan; Wu Xiuqin; Zhang Zhaochao; (45 pag.)CN109912431; (2019); A;,
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. 74128-84-0, name is 2-Bromo-1-iodo-3-methoxybenzene, A new synthetic method of this compound is introduced below., Safety of 2-Bromo-1-iodo-3-methoxybenzene

A mixture of 1-ethynyl-2-methylnaphthalene (3b) (500 mg, 3.6 mmol), 2-bromo-1-iodo-3-methoxybenzene (1.1 g, 3.6 mmol), Pd(PPh3)2Cl2 (105 mg, 0.15 mmol) and CuI (29 mg, 0.15 mmol), Et3N (5 mL) in THF (20 mL) was heated at 60 C for 2 h under nitrogen. The reaction mixture was cooled to room temperature and filtered through celite, and the precipitate was washed with ether. The organic layer was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography with ether and hexane (1 : 10) to give the title compound (661 mg, 63%) colorless crystals. mp 116-117 C; 1H-NMR (400MHz, CDCl3) delta8.56 (1H, d, J = 8.4 Hz), 7.82 (1H, d, J = 8.0 Hz), 7.76 (1H, d, J = 8.4 Hz), 7.59 (1H, t, J = 7.2 Hz), 7.47 (1H, t, J = 7.2 Hz), 7.38 (1H, d, J = 8.0 Hz), 7.34 (1H, d, J = 7.2 Hz), 7.30 (1H, t, J = 8.0 Hz), 6.90 (1H, d, J = 7.2 Hz), 4.08 (3H, s), 3.94 (3H, s); 13C-NMR (100MHz, CDCl3) delta156.6, 140.1, 133.8, 131.7, 128.7, 128.20, 128.18, 128.1, 127.6, 127.1, 126.2, 125.72, 125.67 119.2, 114.9, 111.7, 97.4, 91.4, 56.6, 21.8; IR (CHCl3)2936, 2837, 2203 cm-1; MS (EI) m/z (%, fragment) = 350 (100, M+), 307 (3.3, M+, -CH3O), 270 (7.2, M+,-Br); HRMS calcd for C20H15BrO: 350.0306. found 350.0314. Anal. Calcd for C20H15BrO: C, 68.39; H, 4.30. Found: C, 68.55; H, 4.03.

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; Kadoya, Nobuaki; Murai, Masato; Ishiguro, Masako; Uenishi, Jun’Ichi; Uemura, Motokazu; Tetrahedron Letters; vol. 54; 6; (2013); p. 512 – 514;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com