Tag: M.W=200-300

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. 626-62-0, name is Iodocyclohexane, A new synthetic method of this compound is introduced below., Computed Properties of C6H11I

A mixture of zinc dust (16.34 g, 250 mmol, Aldrich, -325 mesh) and dry tetrahydrofuran (6 mL) under argon was treated with 1,2-dibromoethane (0.94 g, 5 mmol). The zinc suspension was then heated with a heat gun to ebullition, allowed to cool, and heated again. This process was repeated three times to make sure the zinc dust was activated. The activated zinc dust suspension was then treated with trimethylsilyl chloride (0.54 g, 5 mmol), and the suspension was stirred for 15 min at 25 C. The reaction mixture was then treated dropwise with a solution of cyclohexyl iodide (21 g, 100 mmol) in dry tetrahydrofuran (30 mL) over 15 min. During the addition, the temperature rose to 60 C. The reaction mixture was then stirred for 3 h at 40-45 C. The reaction mixture was then cooled to 25 C. and diluted with dry tetrahydrofuran (60 mL). The stirring was stopped to allow the excess zinc dust to settle down (3 h). In a separate reaction flask, a mixture of lithium chloride (8.48 g, 200 mmol, predried at 130 C. under high vacuum for 3 h) and copper cyanide (8.95 g, 100 mmol) in dry tetrahydrofuran (110 mL) was stirred for 10 min at 25 C. to obtain a clear solution. The reaction mixture was cooled to -70 C. and then slowly treated with the freshly prepared zinc solution using a syringe. After the addition, the reaction mixture was allowed to warm to 0 C. where it was stirred for 5 min. The reaction mixture was again cooled back to -70 C. and then slowly treated with methyl propiolate (7.56 g, 90 mmol). The resulting reaction mixture was stirred for 15 h at -70 C. to -50 C. and then slowly treated with a solution of iodine (34.26 g, 135 mmol) in dry tetrahydrofuran (30 mL), with the temperature kept at -70 C. to -60 C. After addition of the iodine solution, the cooling bath was removed, and the reaction mixture was allowed to warm to 25 C. where it was stirred for 2 h. The reaction mixture was then poured into a solution consisting of a saturated aqueous ammonium chloride solution (400 mL) and ammonium hydroxide (100 mL), and the organic compound was extracted into ethyl acetate (3250 mL). The combined organic extracts were successively washed with a saturated aqueous sodium thiosulfate solution (1500 mL) and a saturated aqueous sodium chloride solution (1500 mL), dried over anhydrous magnesium sulfate, filtered, and concentrated in vacuo. Flash chromatography (Merck Silica gel 60, 230-400 mesh, 9/1 hexanes/diethyl ether) afforded (E)-3-cyclohexyl-2-iodo-acrylic acid methyl ester (26.3 g, 99%) as a light pink oil: EI-IIRMS m/e calcd for C10H15IO2 (M+) 294.0117, found 294.0114.

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; Hoffmann-La Roche Inc.; US6353111; (2002); B1;,
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. 69113-59-3, name is 3-Iodobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 3-Iodobenzonitrile

3-Iodobenzonitrile (7.00 g, 30.6 mmol) was dissolved in ethanol (153 mL), and the mixture was stirred at 90C for 2 hours after adding hydroxylamine hydrochloride (4.30 g, 61.2 mmol) and N,N-diisopropyle-thylamine (10.5 mL, 61.2 mmol). After adding an aqueous ammonium chloride solution, insoluble were separated by filtration through sellite. The organic layer of the filtrate was separated, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was then purified by silica gel column chromatography to give N’-hydroxy-3-iodobenzamidine (8.37 g, quantitative). ESI-MS: m/z 263 [M + H]+.

According to the analysis of related databases, 69113-59-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Kyowa Hakko Kirin Co., Ltd.; EP2163554; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 13421-13-1, A common heterocyclic compound, 13421-13-1, name is 4-Chloro-2-iodobenzoic acid, molecular formula is C7H4ClIO2, 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 3Amethyl 4-chloro-2-iodobenzoate To a solution of 4-chIoro-2-iodobenzoic acid (10.61 g, 37.62 mmol) in methanol (75 ml), trimethylsilyldiazomethane (30 ml, 2.0 M in ether) was added drop by drop. 1725 After 1 hour, another batch of trimethylsilyldiazomethane (26 ml, 2.0 M in ether) was added drop by drop. The reaction mixture was stirred at room temperature overnight and concentrated. The crude product was purified by column chromatography (0-20% ethyl acetate in hexanes) to yield the title compound.

The synthetic route of 13421-13-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBOTT LABORATORIES; ABBOTT LABORATORIES TRADING(SHANGHAI) COMPANY, LTD.; VAN CAMP, Jennifer; PATEL, Jyoti, R.; SWANN, Steven; WO2012/45194; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 5876-51-7,Some common heterocyclic compound, 5876-51-7, name is 5-Iodobenzo[d][1,3]dioxole, molecular formula is C7H5IO2, 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: A 100mL flask was charged with Pd(PPh3)Cl2 (70 mg, 0.1 mmol) and CuI (38 mg, 0.2 mmol). After the flask was evacuated and refilled with argon, NEt3 (20 mL) was added and the suspension was stirred at room temperature. A solution of iodobenzene (10a, 2.04 g, 10 mmol) and propargyl alcohol (616 mg, 11 mmol) in NEt3 (10 mL) was added to the suspension. After the reaction was complete (monitored by TLC), the mixture was filtered through a plug of Celite and washed with EtOAc (20 mL x 3). The combined solution was concentrated and purified by column chromatography on silica gel (Hexane/EtOAc 3:1, v/v) to afford 3-phenylprop-2-yn-1-ol (11a, 1.24 g, 94% yield) as a yellow oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Iodobenzo[d][1,3]dioxole, its application will become more common.

Reference:
Article; Xu, Bin; Gartman, Jackson A.; Tambar, Uttam K.; Tetrahedron; vol. 73; 29; (2017); p. 4150 – 4159;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 2142-70-3,Some common heterocyclic compound, 2142-70-3, name is 1-(2-Iodophenyl)ethanone, molecular formula is C8H7IO, 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.

l-(2-{[(4alphaS,5R)-l-(4-Fluorophenyl)-5-hydroxy-4alpha-methyl-l,4,4alpha,5,6,7- hexahydrocyclopenta[f]indazol-5-yl]ethynyl}phenyl)ethanone (8-1). Diisopropylamine (0.924 ml, 6.49 mmol) was added to a solution of 1-6 (2.0 g, 6.49 mmol), l-(2-iodophenyl)ethanone (l-91g, 7-78 mmol), bis(triphenylphosphine)palladium (II) 5 chloride (228 mg, 0.324 mmol), and CuI (62 mg, 0.324 mmol) in anhydrous THF (20 ml) at ambient temperature. The resulting solution was stirred at ambient temperature for 18 hours, then diluted with diethyl ether, filtered through a pad of celite and the solvent removed in vacuo. Purification by flash chromatography on 120 g of silica, eluting with a gradient of 0-100% EtOAc in hexanes afforded 2.6 g, 94 % of 8-1 as an orange oil. 10 MS (ESI): m/z = 427.22 (MH+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-(2-Iodophenyl)ethanone, its application will become more common.

Reference:
Patent; MERCK & CO., INC.; WO2008/51532; (2008); 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

A suspension of 3-iodobenzylamine hydrochloride (4.95g, 18.4mmol) in dichloromethane (100ml) was treated with triethylamine (3.1ml, 22mmol) and di-t-butyl dicarbonate (4.40g, 20mmol) and the resulting solution left to stir at room temperature under a nitrogen atmosphere for 1.5 hours. The reaction mixture was washed with 2M hydrochloric acid (30ml), water (30ml), dried (sodium sulfate), and the solvent removed in vacua to give the title compound as a colourless solid (6.43g).1HNMR (400MHz, CDCI3) 5 :7.63 (s, 1H), 7.60 (d, 1H), 7.25 (d, 1H), 7.06 (dd, 1H), 4.79-4.89 (bs, 1H), 4.21-4.30 (m, 2H), 1.46 (s, 9H) ppm.MS (electrospray) m/z 332 [M-H]’, 356 [M+Na]”1″

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, 3-Iodobenzylamine hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PFIZER LIMITED; PFIZER INC.; WO2004/108676; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

31599-60-7, name is 1-Iodo-2,3-dimethylbenzene, 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. HPLC of Formula: C8H9I

General procedure: A suspension of indole-3-carbaldehyde 1 (0.411 g, 2.8 mmol),Cu2O (0.3 equiv), K2CO3 (2.0 equiv) and aryl halide (2.0 equiv) inanhydrous DMF (5.6 mL) was refluxed for 72 h. After cooling to RT,the reaction mixture was filtrated over a celite pad eluting withEtOAc. Solvents were removed and the residue dissolved in EtOAc(20 mL) washed successively by 2.5% aqueous NH4OH, 1 M HCl andsaturated aqueous NaCl. The organic phase was dried over Na2SO4,filtered and concentrated. The residue was purified by flash columnchromatography on silica gel (PE/EtOAc 9:1 to 7:3) to furnish thedesired compound.

The synthetic route of 31599-60-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sagnes, Charlene; Fournet, Guy; Satala, Grzegorz; Bojarski, Andrzej J.; Joseph, Benoit; European Journal of Medicinal Chemistry; vol. 75; (2014); p. 159 – 168;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 33184-48-4, name is 4-Chloro-2-iodo-1-methylbenzene, 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 33184-48-4, Formula: C7H6ClI

The boronate ester (1.0 equiv), iodo-benzene (1.0 equiv), palladium catalyst (0.1 equiv) and potassium carbonate (3.0 equiv) was added to a solution of deoxygenated DMF. The flask was flushed with argon for 15 minutes, fitted with a dry tube and run over night at 110 0C. The reaction was poured onto water and extracted three times with ethyl acetate. The organic layers were washed with a brine solution, dried over anhydrous sodium sulfate. The reaction was purified through a 10 g SPE tube in a mixture of ethyl acetate and hexanes. IH NMR was used to confirm the purity of the product.; 4-(5-Chloro-2-methyl-phenyl)-3,6-dihydro-2H pyridine- 1-carboxylic acid tert-butyl ester was synthesized from 4-(4,4,5,5-tetramethyl-[l,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyridin-l- carboxylic acid tert-butyl ester ( 0.200 g, 0.647 mmol), 4-chloro-2-iodo-l -methyl-benzene ( 0.163 mg, 0.647 mmol), Pd Cl2 (dppf) (0.053 g, 0.0647 mmol) and potassium carbonate (0.268 g, 1.94 mmol) in 20.0 mL of DMF. The reaction was purified by eluting through a 10 g SPE tube using a solution of 10% ethyl acetate and hexanes to yield a brown liquid (0.236 g, 124%). 1H NMR (300 MHz, CDC3) delta ppm: 1.54 (s, 9H), 2.02 (s, 2H), 2.39 (s, 3H), 3.66 (br, 2H), 4.15-4.06 (br, 2H), 5.52 (br, IH), 7.78-7.07 (m, 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; ASTRAZENECA AB; NPS PHARMACEUTICALS, INC.; WO2006/71730; (2006); 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. 25245-27-6, name is 1-Iodo-3,5-dimethoxybenzene, A new synthetic method of this compound is introduced below., name: 1-Iodo-3,5-dimethoxybenzene

1. Condensation reaction: in with a thermometer, condenser 250 ml four bottle is added between the 26.7g 5 – iodo – teredimethyl ether, 12.8g bromopropylene, 20.4g triethylamine, 2.2g dppp nickel chloride, 130 ml methyl tert-butyl ether, magnetic stirring, oil bath heating, when the temperature rises to 80 C and maintaining at 4 hours, after the reaction is cooled to ambient temperature, for 60 ml 10% hydrochloric acid aqueous solution washing the reaction liquid, water washed to neutral, the organic layer is distilled under reduced pressure to obtain between the 21.4g 5 – propenyl – teredimethyl ether, yield 96.1%.

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; Weifang Xian Da Chemical Co., Ltd.; Li Kai; Wang Guangyue; Yang Qiwei; Zou Yabo; (7 pag.)CN106748673; (2017); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 444-29-1, A common heterocyclic compound, 444-29-1, name is 1-Iodo-2-(trifluoromethyl)benzene, molecular formula is C7H4F3I, 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: A mixture of aryl halides (0.5 mmol), aryl sulfinates (0.75 mmol), Pd(dppf)Cl2 (2.5 mol percent), P(OPh)3 (5 mol percent), K2CO3 (1.5 mmol) and 2 mL of DMF in a schlenk tube was heated to 150 °C under inert atmosphere (24 h for aryl iodides and 26 h for aryl bromides). The reaction mixture was cooled to room temperature, diluted with ethyl acetate and filtered through a plug of Celite. The filtrate was washed sequentially with H2O and brine. The organic layer was separated, dried (Na2SO4), and concentrated under vacuum. The crude product was purified by column chromatography (silica gel; petroleum ether). All the products were analyzed by GC-MS. 1H NMR, 13C NMR and IR of only representative products are given, as all the products are highly reported.

The synthetic route of 444-29-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gund, Sitaram Haribhau; Balsane, Kishor Eknath; Nagarkar, Jayashree Milind; Tetrahedron; vol. 72; 33; (2016); p. 5051 – 5056;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com