Category: iodides-buliding-blocks

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

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. 1031929-20-0, name is 4-Fluoro-2-iodobenzonitrile belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of 4-Fluoro-2-iodobenzonitrile

To a solution of 1 (30mg, 0.157mmol), 2 (78mg, 0.315mmol) and Cs2CO3 (256mg, 0.785mmol) in DMF (2mL) were added 1 mg of Pd(dba)2 and 1 mg of Xantphos. The suspension was degassed under vacuum and purged with N2 several times. The mixture was stirred at 120 C for 1hr. The reaction was quenched by adding water and extracted with EA. The combine organic phases were washed by water, brine, dried over anhydrous Na2S04 and concentrated to dryness. The residue was purified by pre-TLC to obtain the title compound Compound 204 (5.15mg, yield: 10.5%). LCMS: m/z, 310.1(M+H)+; 1HNMR (d-CDCl-3, 400MHz): delta 8.55-8.57 (m, 1H), 7.64-7.68 (m, 1H), 7.45-7.48 (m, 1H), 7.38-7.42 (m, 1H), 7.24-7.28 (m, 1H), 6.39-6.44 (m, 1H), 6.24-6.28 (m, 1H), 4.12-4.20 (m, 1H), 4.03-4.09 (m, 1H), 3.70-3.82 (m, 2H), 2.60-2.69 (m, 1H), 2.35-2.53 (m, 1H).

The synthetic route of 1031929-20-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; HUA MEDICINE (SHANGHAI) LTD.; CHEN, Li; BALDWIN, John J.; WU, Chengde; SHEN, Chunli; WO2014/124560; (2014); 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

Synthetic Route of 116632-14-5, 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 116632-14-5 as follows.

8-(3-aminonaphthalen-2-ylthio)-9H-purin-6-amine (S13-4).; A mixture of 8- mercaptoadenine (20.7 mg, 0.124 mmol), neocuproine hydrate (3.9 mg, 0.0185 mmol), Cul (3.5 mg, 0.0185 mmol), sodium tert-butoxide (23.7 mg, 0.24 mmol), S13-3 (100 mg, 0.37 . mmol) and DMF (2 mL) were heated at 115C for 20 h. The solvent was removed under reduced pressure and the residue was purified by preparatory TLC (CH2Cl2:MeOH-NH3 (7N), 10:1) to give 14 mg (37%) of S13-4 as a solid. 1H NMR (500 MHz, CDC^/MeOH-cU) delta 8.18 (s, 1H), 8.12 (s, 1H), 7.71 (d, J= 8.3 Hz, 1H), 7.62 (d, J= 8.1 Hz, 1H), 7.40-7.46 (m, 1H), 7.24-7.30 (m, 1H), 7.20 (s, 1H); MS (ESI) m/z 308.95 [M+H]+.

According to the analysis of related databases, 116632-14-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SLOAN-KETTERING INSTITUTE FOR CANCER RESEARCH; CHIOSIS, Gabriela; TALDONE, Tony; SUN, Weilin; WO2011/44394; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

132554-73-5, name is 2-Fluoro-1-iodo-4-(trifluoromethyl)benzene, 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. SDS of cas: 132554-73-5

To a mixture of the 2-fluoro-1-iodo-4-(trifluoromethyl)benzene(580 mg, 2.0 mmol), tetrakis(triphenylphosphine)palladium(231 mg, 0.2 mmol), and CuI (381 mg, 2.0 mmol) in triethylamine at0 C was added tert-butyldimethyl(2-propynyloxy)silane (341 mg,2.0 mmol). The reaction mixturewas heated to 60 C for 30 min andthen filtrated through a short pad of silica gel. The residue waswashed with dichloromethane and the filtrate concentrated. Thecrude product was then purified by silica gel column chromatography(eluent, petroleum ether) to afford 17 as a brown oil. 1H NMR(400 MHz, CDCl3) delta 7.54 (t, J 7.4 Hz, 1H), 7.35 (dd, J 11.3, 8.9 Hz,2H), 4.58 (s, 2H), 0.92 (d, J 9.8 Hz, 9H), 0.17 (s, 6H).

The synthetic route of 132554-73-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wei, Hanwen; Mao, Fei; Ni, Shuaishuai; Chen, Feifei; Li, Baoli; Qiu, Xiaoxia; Hu, Linghao; Wang, Manjiong; Zheng, Xinyu; Zhu, Jin; Lan, Lefu; Li, Jian; European Journal of Medicinal Chemistry; vol. 145; (2018); p. 235 – 251;,
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

Electric Literature of 13101-40-1,Some common heterocyclic compound, 13101-40-1, name is 1-Bromo-3-chloro-5-iodobenzene, molecular formula is C6H3BrClI, 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.

(1) In a 250ml three-neck flask, nitrogen protection, was added 0.012mol 1- bromo-3-chloro-5-iodobenzene, 0.01 mol starting material A-3,150ml of toluene stirred and mixed, followed by addition of 5×10-5mol Pd2(dba)3,. 5 × 10-5mol tri-tert-butyl phosphate, 0.03 mol of sodium tert-butoxide and heated to 105 deg.] C, the reaction was refluxed for 24 hours, and sampling showed no residual amino compound, the reaction was complete; cool to room temperature, filtered, The filtrate was rotary evaporated until no fraction, through neutral silica gel column chromatography to give intermediate M-8, purity 99.8%, yield 89.6%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-3-chloro-5-iodobenzene, its application will become more common.

Reference:
Patent; Jiangsu March Optoelectric Technology Co., Ltd.; Zhao Sijie; Wang Fang; Xie Dandan; Wu Xiuqin; Zhang Zhaochao; (47 pag.)CN109836339; (2019); A;,
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 52914-23-5 as follows. Computed Properties of C8H9IO

EXAMPLE 10 Synthesis of Compound (1B) A mixture of 8.7 g (45 mmol) of 5H-dibenz[b,f]azepine, 12.4 g (50 mmol) of p-iodophenethyl alcohol, 2.8 g (50 mmol) of potassium hydroxide, 4. 8 g (75 mmol) of copper powder, and 20 ml of decalin was heated at an external temperature of 200 C. while stirring in a nitrogen stream for 40 hours. The reaction mixture was cooled nearly to room temperature, chloroform was added thereto, followed by filtration using Celite to remove any insoluble matter. The filtrate was concentrated. To remove decalin, n-hexane was added to the residue, followed by filtration. The filter cake was reprecipitated in methanol, and the resulting crude product was purified by silica gel column chromatography to give 4.2 g (30%) of 5-(4-(2-hydroxyethyl)phenyl)-5H-dibenz[b,f]azepine.

According to the analysis of related databases, 52914-23-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; FUJI PHOTO FILM CO., LTD.; US2003/65171; (2003); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com