Category: iodides-buliding-blocks

Reference of 1133123-02-0,Some common heterocyclic compound, 1133123-02-0, name is 4-Bromo-2-iodobenzoic acid, molecular formula is C7H4BrIO2, 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 stirred solution of 4-bromo2-iodobenzoic acid 319a (3 0 g, 1 equiv.) in THF (405 mL) was added di-tert-butyl dicarbonate (3.0 g, 1.5 equiv.), TEA (3.2 mL, 2.5 equiv.) andDMAP (1. 1 g, 1.0 equiv.). The reaction mixture was stirred at room ternperature for 16 h,diluted with ethyl acetate, and washed with water, brine, dried over sodium sulfate, filteredand concentrated under reduced pressure. The residue was purified by silica gelchromatography eluting with 3-5~o ethyl acetate in hexanes to give the tert-bu1yl4-bromo-2-10 iodobenzoate 319b (1.9 g) as a liquid. 1HNMR (400 MHz, DMSO-d6) 8: 8. J 8 (d, l”l.9 Hz,1H), 7.76-7.60 (m lH), 7.54 (d, J = 8.3 Hz, lH), 156 (bs, 9H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromo-2-iodobenzoic acid, its application will become more common.

Reference:
Patent; ARDELYX, INC.; CHAO, Jianhua; JAIN, Rakesh; HU, Lily; LEWIS, Jason Gustaf; BARIBAULT, Helene; CALDWELL, Jeremy; (582 pag.)WO2018/39386; (2018); 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. 40400-15-5, name is 2-(2-Iodophenyl)acetonitrile, A new synthetic method of this compound is introduced below., Safety of 2-(2-Iodophenyl)acetonitrile

General procedure: General procedure for indole synthesis by Cu-catalyzed amidation reaction. A dried re-sealable vialwith a Teflon stir bar was charged with amide (3.0 equiv, 1.5 mmol), CuI (5 mol%, 0.025 mmol), K3PO4(2.0 equiv, 1.0 mmol). The vial was sealed with a rubber septum and evacuated and refilled with argonthree times through a syringe needle. Under an argon atmosphere, toluene (0.5 mL),trans-1,2-diaminocyclohexane (20 mol%, 0.1 mmol) and aryl halide (0.50 mmol) were each added viasyringe. The rubber septum was then removed and quickly replaced with a Teflon screw cap and thereaction mixture was stirred at 110 C for 24 h. The resulting suspension was allowed to reach roomtemperature and filtered through a pad of silica gel eluting with AcOEt (10 mL). The filtrate wasconcentrated and the residue was purified by flash chromatography to afford a pure product.

The synthetic route of 40400-15-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Abe, Masahiro; Denneval, Charline; Nozawa-Kumada, Kanako; Kondo, Yoshinori; Heterocycles; vol. 92; 5; (2016); p. 900 – 909;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 2265-91-0, name is 1,3-Difluoro-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 2265-91-0, Product Details of 2265-91-0

General procedure: o-hydroxy-cinnamate ester 1 (0.5 mmol,), aryl iodides 2 (1.0 mmol, 2.0 equiv), Pd(OAc)2 (0.05 mmol, 10 mol %), and H2O (1ml) was charged into a pressure tube. The reaction mixture was stirred at 100 C for 12 h under air. After cooled to room temperature, the reaction mixture was diluted with EtOAc (5 mL) and washed with NH4Cl (3 x 5 mL). The organic phase was separated, dried over NaSO4 and the solvent was removed in vacuo. The residue was purified by column chromatography by using hexanes/ethyl acetate as eluent to afford the desired products 3a-z.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,3-Difluoro-5-iodobenzene, and friends who are interested can also refer to it.

Reference:
Article; Chen, Junmin; Liu, Wei; Zhou, Liandi; Zhao, Yongli; Tetrahedron Letters; vol. 59; 26; (2018); p. 2526 – 2531;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 21740-00-1, name is 5-Bromo-2-iodobenzoic acid, molecular formula is C7H4BrIO2, 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. Formula: C7H4BrIO2

A I L round-bottom flask was charged with a solution of 5-bromo-2-iodobenzoic acid (15.0 g, 45.9 mmol) in tetrahydrofuran (150 mL) then borane-tetrahydrofuran (459 mL, 0.460 mol, 1.0 M) was added dropwise. The reaction was stirred at ambient temperature for 16 hours then quenched by addition of water (200 mL). The resulting mixture was extracted with dichloromethane (3 x 100 mL) and the combined organic layers were dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo to afford the title compound. 1H NMR (400 MHz, CD3OD) 57.72 (d, / = 8.4 Hz, 1H), 7.66 (d, / = 2.4 Hz, 1H), 7.20-7.17 (m, 1H), 4.54 (s, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 21740-00-1, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; CHILDERS, Matthew Lloyd; DINSMORE, Christopher; FULLER, Peter; GUERIN, David; KATZ, Jason David; PU, Qinglin; SCOTT, Mark E.; THOMPSON, Christopher F.; ZHANG, Hongjun; FALCONE, Danielle; TORRES, Luis; BRUBAKER, Jason; ZENG, Hongbo; CAI, Jiaqiang; DU, Xiaoxing; WANG, Chonggang; BAI, Yunfeng; KONG, Norman; LIU, Yumei; ZHENG, Zhixiang; WO2014/146490; (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. 3930-83-4, name is 2-Iodobenzamide, A new synthetic method of this compound is introduced below., category: iodides-buliding-blocks

General procedure: To a solution of 2-iodobenzamide (3) or 2-bromonicotinamide (6) (2.0 mmol) in DMSO (3 mL), was added aldehyde (2.2 mmol), NaN3 (260 mg, 4.0 mmol), CuBr (29 mg, 0.2 mmol), and l-proline (46 mg, 0.4 mmol). The reaction mixture was stirred at 80 C under air. After disappearance of the reactant (monitored by TLC), water (30 mL) was added to the mixture, and then extracted with ethyl acetate (15 mL) for three times. The extraction was washed with saturated NaCl solution, dried over anhydrous Na2SO4 and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel using petroleum ether/ethyl acetate (10:1 to 3:1) as the eluent to give the desired products 5 or 7.

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; Li, Ting; Chen, Minglu; Yang, Lei; Xiong, Zhengxin; Wang, Yongwei; Li, Fei; Chen, Dongyin; Tetrahedron; vol. 72; 6; (2016); p. 868 – 874;,
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. 25252-00-0, name is 2-Bromo-5-iodobenzoic acid, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 25252-00-0

Examples 54-56; Step I. To a stirred solution of 2-bromo-5-iodobenzoic acid (1.0 g, 3.06 mmol) in DCM (5 mL) was added DMF (0.2 mL) and oxalyl chloride (0.44 mL, 4.59 mmol) at 0 C. After complete addition, the reaction mixture was stirred at room temperature for 3 h. The volatiles were evaporated under reduced pressure, and the crude product was dissolved in DCM (4 mL) and added to chroman (488 mg, 3.67 mmol) which had been cooled to 0 C. To this mixture was added aluminum chloride (488 mg, 3.67 mmol) in portions. After stirring for 4 h, the reaction was quenched by pouring it into crushed ice. This was extracted with dichloromethane (50 mL×2): The dichloromethane layers were combined and washed with water (20 mL), saturated aqueous sodium bicarbonate solution (20 mL×2), and brine (20 mL), then dried over sodium sulfate, and concentrated. The crude product was purified by column chromatography to furnish (2-bromo-5-iodo-phenyl)-chroman-6-yl-methanone (1.2 g).

According to the analysis of related databases, 25252-00-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; US2011/171159; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 645-00-1, 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. 645-00-1, name is 1-Iodo-3-nitrobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A mixture of aryl halide (0.1mmol) and KOH (0.3mmol), was added to a mixture of DMF (2mL) and ChCl·CuCl (20mol%) under an N2 atmosphere in a round-bottom flask equipped with a condenser. The mixture was heated in an oil bath at 140C and then phenylacetylene (0.15mmol) was added in three portions. The mixture was stirred continuously during the reaction and monitored by both thin-layer chromatography and gas chromatography (GC). After the reaction was complete, the mixture was cooled to room temperature and diluted with EtOAc and H2O. The organic phase was dried over CaCl2, filtered, and concentrated under reduced pressure using a rotary evaporator. The residue was purified by silica gel column chromatography. The products were characterized by IR, 1H NMR, 13C NMR, and GC-MS.

The synthetic route of 1-Iodo-3-nitrobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Hajipour, Abdol R.; Nazemzadeh, Seyed Hadi; Mohammadsaleh, Fatemeh; Tetrahedron Letters; vol. 55; 3; (2014); p. 654 – 656;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 328-73-4, 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. 328-73-4, name is 1-Iodo-3,5-bis(trifluoromethyl)benzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

The ligand L2 prepared in Example 4 was used as a reactant, 3,5-bistrifluoromethyliodobenzene, cuprous iodide, N,N’-dimethyl-1,2-ring in a xylene solvent. The hexamethylenediamine and potassium phosphate were reacted at a molar ratio of 1:2.0:0.2:0.4:2.0 at 90 °C for 6 hours, cooled to room temperature, diluted with ethyl acetate, filtered, concentrated, and obtained by column chromatography. The solid, ie the ligand shown by L4 (77percent yield), the specific synthetic route is as follows:

The synthetic route of 1-Iodo-3,5-bis(trifluoromethyl)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shang Gu Science And Technology (Tianjin) Co., Ltd.; Wang Xiaomin; (35 pag.)CN108774216; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 6940-76-7,Some common heterocyclic compound, 6940-76-7, name is 1-Chloro-3-iodopropane, molecular formula is C3H6ClI, 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.

4-(3-chloropropyl)-tetrahydro-2H-pyran-4-carbonitrile. To a stirred solution of 1 M LiHMDS (25 mL, 25 mmol) in THF (10 mL) at -78 C. was added dropwise a solution of intermediate 4 (2.23 g, 20 mmol) in THF (15 mL) over 10 minutes. After 40 min, 1-chloro-3-iodopropane (2.7 mL, 25 mmol) was added at once, stirred at -78 C. for 1 h and 4 h room temperature. Then the reaction mixture was diluted with ether (100 mL), washed with water (20 mL) and brine (20 mL), dried (Na2SO4), filtered and concentrated to give yellow oil which was purified by flash column chromatography using 10-30% EtOAc/Hexanes to afford the product intermediate 5 as a colorless liquid (3.737 g, 99%). 1H NMR (500 MHz, CDCl3) delta: 3.97 (2H, dd, J=11.3, 3.7 Hz), 3.71 (2H, td, J=12.2, 1.8 Hz), 3.61 (2H, t, J=6.3 Hz), 2.05-1.98 (2H, m), 1.88 (2H, dd, J=13.4, 1.8 Hz), 1.77-1.74 (2H, m), 1.65-1.59 (2H, m).

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

Reference:
Patent; Naidu, B. Narasimhulu; US2005/256109; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 618-91-7, The chemical industry reduces the impact on the environment during synthesis 618-91-7, name is Methyl 3-iodobenzoate, I believe this compound will play a more active role in future production and life.

General procedure: To an eggplant flask was added H-phosphinate 2a (86.5 mg,0.509 mmol), NiCl2 (7.7 mg, 0.0509 mmol), 2,2`-bipyridine (17.1 mg,0.109 mmol), triethylamine (142 mL, 1.02 mmol), zinc dust (43.2 mg, 0.610 mmol), iodobenzene 1a (68.0 mL, 0.610 mmol) and dry DMF (1.0 mL) under Ar. Then the mixture was stirred at 50 C for 24 h. After cooling to room temperature, the reaction mixture was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/EtOAc 1:1) to give 3a (118 mg, 94%).

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, Methyl 3-iodobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Kinbara, Atsushi; Ito, Momoko; Abe, Tohru; Yamagishi, Takehiro; Tetrahedron; vol. 71; 40; (2015); p. 7614 – 7619;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com