Author: Jessica.F

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. 260355-20-2, name is 1-Chloro-4-iodo-2-(trifluoromethyl)benzene, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C7H3ClF3I

Ethyl 1 H-pyrazole-4-carboxylate (20 g), 1-chloro-4-iodo-2 – (trifluoromethyl) benzene (44 g)Copper iodide (2.7 g),(1 S, 2 S) -N 1, N 2 -dimethylcyclohexane-1, 2-diamine (3.0 g)Sodium ascorbate (2.8 g), sodium carbonate (30 g)In dimethylsulfoxide (80 mL) was stirred at 150 C. for 6 hours.After cooling at room temperature, the reaction solution was added to toluene (0.45 liter), And 10% saline (0.50 l) was added thereto, followed by stirring at room temperature for 30 minutes.After insoluble matter was filtered off with Celite (registered trademark), the two layers were separated.The aqueous layer was extracted with toluene (0.20 l), and the combined organic layer was washed with 10% brine (0.30 l) and then dried over anhydrous magnesium sulfate.The solvent was distilled off under reduced pressure, and the obtained residue was purified by OH type silica gel column chromatography (hexane: ethyl acetate = 90: 10 ? 25: 75) to give the title compound (23 g) as a pale red solid It was

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 260355-20-2.

Reference:
Patent; TAISHO PHARMACEUTICAL COMPANY LIMITED; KAWABE, KENICHI; YAMAMOTO, KUMIKO; UNEUCHI, FUMITO; ASANUMA, YUTA; YAMAGUCHI, CHITOSE; USHIKI, YASUNOBU; SHIBATA, TSUYOSHI; OHTA, HIROSHI; (254 pag.)JP2018/83767; (2018); A;,
Iodide – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 191348-14-8, name is 2-Iodo-4-methoxyaniline, 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 191348-14-8, name: 2-Iodo-4-methoxyaniline

General procedure: A quantitativeyield for the oxidation step (8?5)16 is presumed and hencethe molar amounts of each reagent are based on alcohol 8. Asealed tube charged with DMF (1-2 mL) was degassed withnitrogen for 30 min. Freshly prepared aldehyde 5 (0.15-0.26mmol) was added, followed by the appropriate o-iodoaniline6a-i (0.17-0.29 mmol), DABCO (0.45-0.79 mmol) andPd(OAc)2 (5 mol%). The tube was then sealed under ablanket of nitrogen and stirred at 85 C for 18-90 h. Thecooled solution was poured onto H2O (10 mL) and extractedwith Et2O (3 × 10 mL). The combined organic extracts weredried (MgSO4), filtered, and concentrated in vacuo.Purification by flash chromatography on silica gel (hexanes-EtOAc) gave the desired products 1a-i, the yields of whichwere calculated over two steps from alcohol 8.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Iodo-4-methoxyaniline, and friends who are interested can also refer to it.

Reference:
Article; Blair, Lachlan M.; Sperry, Jonathan; Synlett; vol. 24; 15; (2013); p. 1931 – 1936;,
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 33348-34-4 as follows. Recommanded Product: 33348-34-4

INTERMEDIATE 60 – PREPARATION of A/-(2-(5-Cyano-2-(triethylsilyl)-1 H-indol-3-yl)ethyl)-4- (3-fluorobenzyl)benzamide. 4-Amino-3-iodobenzonitrile (0.10 g; 0.41 mmol), 4-(3-fluorobenzyl)-/V-(4- (triethylsilyl)but-3-ynyl)benzamide (0.162 g; 0.41 mmol) bis(diphenylphosphino)ferrocene]palladium(ll) chloride (0.017 g; 0.020 mmol), lithium chloride (0.017 mg; 0.410 mmol) and sodium carbonate (0.087 g; 0.820 mmol) were suspended in DMF (5 ml_) and the mixture was stirred at 100C for 15 hours. The solution was concentrated under reduced pressure and diluted in ethyl acetate. The organic layer was successively washed with brine, sodium thiosulfate, dried and concentrated under reduced pressure. The crude residue was purified by flash chromatography on silica gel (eluent 2 to 60 % ethyl acetate in heptane) to afford 0.056 g (27%) of the title compound as a white solid. ESI/APCI(+): 512 (M+H), 534 (M+Na); ESI/APCI(-): 51 1 (M-H).

According to the analysis of related databases, 33348-34-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; KATHOLIEKE UNIVERSITEIT LEUVEN, K.U. LEUVEN R&D; REMYND; GRIFFIOEN, Gerard; VAN DOOREN, Tom; ROJAS DE LA PARRA, Veronica; ALLASIA, Sara; MARCHAND, Arnaud; KILONDA, Amuri; CHALTIN, Patrick; WO2012/80221; (2012); 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. 181765-86-6, name is Methyl 5-bromo-2-iodobenzoate belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C8H6BrIO2

In a 500-mL round-bottom flask reactor, methyl 5-bromo-2-iodobenzoate (25.0 g, 73 mmol), 4-dibenzofuran boronic acid (18.7 g, 88 mmol), tetrakis (triphenylphosphine)palladium (1.7 g, 0.15 mmol), and potassium carbonate (20.2 g, 146.7 mmol) stirred together with toluene (125 mL), tetrahydrofuran (125 mL), and water (50 mL) for 10 hrs at 80 C. After completion of the reaction, the reaction mixture was cooled to room temperature and extracted with ethyl acetate. The organic layer thus formed was separated, concentrated in a vacuum, and purified by column chromatography to afford . (75.0 g, 60.1%).

The synthetic route of 181765-86-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SFC CO., LTD.; Pyo, Sung-Wan; Shim, So Young; Yu, Se Jin; (133 pag.)US2017/12214; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 33348-34-4, name is 4-Amino-3-iodobenzonitrile, molecular formula is C7H5IN2, 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. category: iodides-buliding-blocks

General procedure: A solution of 2-iodoaniline (333.6 mg, 1.52 mmol, 1.0 equiv) in DCM (5.0 mL) was added with Et3N (0.23 mL, 166.9 mg, 1.65 mmol, 1.1 equiv). The reaction solution was cooled at 0 C and acetyl chloride (0.28 mL, 308 mg, 3.92 mmol, 2.6 equiv) was added into the cooled solution. The resulting mixture was warmed to stir at room temperature overnight. Upon completion, thereaction was added with water and the separated aqueous phase was extracted with EtOAc (3xtimes). The combined organic phases were washed with sat. aq. NaCl, dried over anh. Na2SO4 and concentrated under reduced pressure. The crude material was purified by SiO2 column chromatography eluting with 30% EtOAc-hexane to yield 387.9 mg (98%) of the corresponding N-(2-iodophenyl)acetamide as a white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 33348-34-4, its application will become more common.

Reference:
Article; Chaisan, Nattawadee; Kaewsri, Wilailak; Thongsornkleeb, Charnsak; Tummatorn, Jumreang; Ruchirawat, Somsak; Tetrahedron Letters; (2018); p. 675 – 680;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 13194-68-8, A common heterocyclic compound, 13194-68-8, name is 4-Iodo-2-methylaniline, molecular formula is C7H8IN, 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 4-iodo-2-methyl-aniline (200 mg, 858.19 mumol, 1 eq) and 2-methylpyrazole-3-carboxylic acid (129.87 mg, 1.03 mmol, 1.2 eq) in EtOAc (10 mL) was added T3P (1.64 g, 2.57 mmol, 1.53 mL, 50%, 3.0 eq) and DIEA (332.74 mg, 2.57 mmol, 448.44 muL, 3.0 eq). The mixture was stirred at 60 C. for 3 h. The mixture was stirred at 60 C. for 16 h. The reaction mixture was diluted with NaHCO3 solution (20 mL), extracted with ethyl acetate (20 mL*3). The combined organic layers were dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure to give a residue which was purified on silica gel column chromatography (from PE/EtOAc=1/0 to 10/3, TLC: PE/EtOAc=3/1, Rf=0.49) to give the product of N-(4-iodo-2-methyl-phenyl)-2-methyl-pyrazole-3-carboxamide (100 mg, 284.34 mumol, 33.1% yield, 97.0% purity) as a white solid. 1H NMR (400 MHz, CDCl3) delta ppm 7.69 (d, J=8.4 Hz, 1H), 7.63-7.56 (m, 2H), 7.53 (d, J=2.2 Hz, 1H), 7.45 (br s, 1H), 6.64 (d, J=2.0 Hz, 1H), 4.23 (s, 3H), 2.28 (s, 3H); ES-LCMS m/z 341.8 [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; Kyn Therapeutics; Castro, Alfredo C.; Evans, Catherine Anne; (108 pag.)US2019/55218; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 608-28-6, name is 2-Iodo-1,3-dimethylbenzene, molecular formula is C8H9I, 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. Quality Control of 2-Iodo-1,3-dimethylbenzene

General procedure: A vial was charged with an aryl halide (0.1 mmol), an aryl or alkylacetylene(0.11 mmol), K2CO3 (0.15 mmol), palladium catalyst (0.05 mol %), and EtOH(2 mL). The mixture was refluxed with stirring for 2 h. After this time, themixture was cooled and CH2Cl2-n-hexane (1:2, 2 mL) and H2O (2 mL) wereadded. The organic layer was separated, filtered through a small amount ofsilica gel and analyzed by GC-MS. The solvent was removed and the residueweighed and analyzed by 1H NMR.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 608-28-6, its application will become more common.

Reference:
Article; Savicheva, Elizaveta A.; Kurandina, Daria V.; Nikiforov, Vladimir A.; Boyarskiy, Vadim P.; Tetrahedron Letters; vol. 55; 13; (2014); p. 2101 – 2103;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 71838-16-9, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 71838-16-9 name is 2-Bromo-1-iodo-4-methylbenzene, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

The 170mg (1mmol) 5- chlorobenzothiazole, 534 (1.8mmol) 4- bromo-1-iodo-toluene, 12.5mg (0.05mmol) CuSO4·5H2O14mg(0.1mmol)L1690mg(5mmol)K2CO3, 2gPEG100, was added 10mL reaction tube, sealed, under the reaction condition of 80 14h.After the reaction was stopped, extraction with ethyl acetate, washed with water, brine, dried over anhydrous sodium sulfate, filtered, and the filtrate was evaporated under reduced pressure, column chromatography was purified by silica gel column to give 2-chloro-8-methyl-phenothiazine piperazine 161mg, yield 65%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Bromo-1-iodo-4-methylbenzene, and friends who are interested can also refer to it.

Reference:
Patent; Sun Yat-sen University; Wan, Yiqian; Huang, Manna; Huang, Dongting; Zhu, Xinhai; (11 pag.)CN104529938; (2016); B;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 58313-23-8, name is Ethyl-3-iodobenzoate, molecular formula is C9H9IO2, 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. Recommanded Product: Ethyl-3-iodobenzoate

[6-(Methyloxy)-l-benzothien-2-yl]boronic acid (1.2 g, 5.77 mmol), ethyl-3- iodobenzoate (1.1 mL, 6.53 mmol), sodium carbonate (2 M) (6 mL, 12 mmol), tetrakis(triphenylphosphine)palladium(0) (0.241 g, 0.21 mmol), and toluene (30 mL) were combined and the stirred reaction mixture was heated at reflux for 3 h under a nitrogen atmosphere. The reaction mixture was allowed to stand at room temperature overnight. The reaction mixture was partitioned between ethyl acetate and water. The aqueous phase was separated and extracted with ethyl acetate. The organic extracts were combined, dried over magnesium sulfate, filtered, and the filtrate was concentrated to give an oil. The crude product was purified by flash chromatography over silica with a hexanes:ethyl acetate gradient (100:0 to 95:5) to give 0.90 g (50%) of ethyl 3-[6-(methyloxy)-l-benzothien-2-yl]benzoate as a white solid. 1H NMR (400 MHz, DMSO-J6): delta 8.19 (s, IH), 8.00 (d, J = 8 Hz, IH), 7.90 (d, J = 8 Hz, IH), 7.87 (s, IH), 7.74 (d, J = 9 Hz, IH), 7.60 (t, J = 8 Hz, IH), 7.57 (d, J = 2 Hz, IH), 7.01 (dd, J = 9, 2 Hz, IH), 4.35 (q, J = 7 Hz, 2H), 3.82 (s, 3H), 1.33 (t, J = 7 Hz, 3H). ESI- LCMS m/z 313 (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 58313-23-8, its application will become more common.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/5998; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 52548-14-8, name is 2-Iodo-5-methylbenzoic acid, 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 52548-14-8, COA of Formula: C8H7IO2

To a solution of 5-methyl-2-iodobenzoic acid (3.0 g, 11.4 mmol) in toluene (150 mL), SOCl2 (8.35 mL, 114 mmol) was added and the mixture was heated at 100 C. for 3 hours. The solvent was concentrated in vacuum and the residue was co-evaporated from toluene twice to give the title compound as a grey solid. Yield (3.2 g, 100%) [0180] 1H NMR (400 MHz, CDCl3): delta 2.42 (s, 3H), 7.09 (dd, 1H), 7.90 (d, 1H), 7.92 (d, 1H).

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-5-methylbenzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Stasi, Luigi Piero; Rovati, Lucio Claudio; US2015/65523; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com