Tag: M.W=200-300

Related Products of 101335-11-9, 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. 101335-11-9, name is 2-Chloro-4-fluoro-1-iodobenzene, This compound has unique chemical properties. The synthetic route is as follows.

To a mixture of (Z)-4-(l-(l-(tetrahydro-2H-pyran-2-yl)-lH-indazol-5-yl)-2-(4,4,5,5- tetramethyl-l,3,2-dioxaborolan-2-yl)but-l-en-l-yl)benzaldehyde IV, 1.2 equivalents of 2- chloro-4-fluoro-l-iodobenzene, 1.0 mol% palladium acetate (CAS Reg. No. 003375-31-3) and 2.7 mol% triphenylphosphine (CAS 000603-35-0) in THF is added 5.0 equivalents of 15 %-w/w aqueous NaOH at 67 C. The reaction mixture stirred at 67 C for 8 – 12 h. Upon desired conversion, the phases were allowed to settle and the aqueous layer was separated. The organic phase was diluted with toluene and washed with 5% aqueous NaOH followed by water. The organic phase so obtained was concentrated at atmospheric pressure to a desired volume, and then cooled to ambient temperature to give toluene solution (E)-4-(2-(2-chloro- 4-fluorophenyl)-l-(l-(tetrahydro-2H-pyran-2-yl)-lH-indazol-5-yl)but-l-en-l- yl)benzaldehyde III. 1H NMR (300 MHz, DMSO-d6): delta 9.82 (s, 1H), 8.15 (s, 1H), 7.78-7.71 (m, 2H), 7.61 (d, 2H), 7.43-7.27 (m, 3H), 7.15 (m, 3H), 5.86 (dd, 1H), 3.93-3.85 (m, 1H), 3.79-3.68 (m, 1H), 2.44-2.36 (m, 3H), 2.10-1.96 (m, 2H), 1.81-1.67 (m, 1H), 1.63-1.53 (m, 2H), 0.92 (t, 3H); LCMS: 405 [(M-THP+H)+H]+.

The chemical industry reduces the impact on the environment during synthesis 2-Chloro-4-fluoro-1-iodobenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; BACHMANN, Stephan; FANTASIA, Serena Maria; GOSSELIN, Francis; HAN, Chong; HILDBRAND, Stefan; HUMPHRIES, Theresa; JENNY, Christian; LIM, Ngiap-Kie; MCCLORY, Andrew; MOESSNER, Christian; REGE, Pankaj D.; SAVAGE, Scott; ZHANG, Haiming; (66 pag.)WO2017/60326; (2017); A1;,
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Electric Literature of 156150-67-3, The chemical industry reduces the impact on the environment during synthesis 156150-67-3, name is 2-Chloro-1-fluoro-4-iodobenzene, I believe this compound will play a more active role in future production and life.

General procedure: DG1-tetheredalcohol substrate (0.1 mmol), aryl iodide (0.3 mmol), palladium acetate(0.01 mmol), 3-nitro-5-chloro-pyridone (0.04 mmol) and silver trifluoroacetate(0.25 mmol) were added to a 10 ml reaction vial with a magnetic stir bar, themixture was dissolved with 1 ml of HFIP and then the vial was capped. Thereaction mixture was stirred at 100 C for 20 h. The mixture was cooled toroom temperature, diluted with 2 ml of ethyl acetate and filtered through a padof Celite, and then washed with another 2 ml of ethyl acetate. The filtrate wasconcentrated and redissolved with 5 ml of methanol, cooled with an ice bath,and then sulfonyl chloride (0.2 ml) was added slowly. The resulting mixture wasstirred at room temperature for 30 min and then concentrated, the residue waspurified by preparative thin-layer chromatography to get the arylation product.Full experimental details and characterization of compounds are given inthe Supplementary Information.

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-Chloro-1-fluoro-4-iodobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Xia, Guoqin; Weng, Jiang; Liu, Luoyan; Verma, Pritha; Li, Ziqi; Yu, Jin-Quan; Nature Chemistry; vol. 11; 6; (2019); p. 571 – 577;,
Iodide – Wikipedia,
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Application of 68507-19-7, A common heterocyclic compound, 68507-19-7, name is 3-Iodo-4-methoxybenzoic acid, molecular formula is C8H7IO3, 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.

A 50 ml_, round-bottom flask equipped with a magnetic stirbar was charged with 3-iodo-4- methoxybenzoic acid (500 mg, 1.97 mmol), HOBT (482 mg, 3.15 mmol) and EDC (567 mg, 2.96 mmol). The reagents were dissolved in 15 ml. CH2CI2 and the solution was allowed to stir for 15 min. Subsequently, isoindoline (0.447 ml_, 3.94 mmol) and TEA (0.819 ml_, 5.91 mmol) were added to the reaction vessel and the solution was allowed to stir for 5 h. Upon completion, the solvent was removed under reduced pressure and the residue was purified via flash chromatography on silica gel to afford 490 mg (65%) of the title compound.

The synthetic route of 68507-19-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; WYETH LLC; LI, David, Zenan; O’NEIL, Steven, Victor; SPRINGER, Dane, Mark; ZEGARELLI, Benjamin, Miller; WO2010/124047; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 127654-70-0, name is 1-Chloro-3-fluoro-2-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 127654-70-0, SDS of cas: 127654-70-0

b) 2-chloro-4-fluoro-3-iodo-1-nitrobenzene To a solution of 1-chloro-3-fluoro-2-iodobenzene (15.0 g) in concentrated sulfuric acid (75 mL) was added concentrated nitric acid (5.1 mL) at 0 C., and the mixture was stirred at room temperature for 2 hr. After confirmation of completion of the reaction by TLC, the reaction mixture was poured into ice-cooled water and extracted 3 times with ethyl acetate. The combined organic layer was washed with saturated brine, dried over sodium sulfate and concentrated to give a crude purified product of the title compound (15.0 g). The product was used without further purification for the next step.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Chloro-3-fluoro-2-iodobenzene, and friends who are interested can also refer to it.

Reference:
Patent; Takeda Pharmaceutical Company Limited; FUJIMOTO, Jun; LIU, Xin; KURASAWA, Osamu; TAKAGI, Terufumi; CARY, Douglas Robert; BANNO, Hiroshi; ASANO, Yasutomi; KOJIMA, Takuto; (159 pag.)US2019/169166; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

61272-76-2, name is 4-Fluoro-2-iodoaniline, 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. COA of Formula: C6H5FIN

7V-Benzyl-5-bromo-2-iodobenzamide (125 mg, 0.30 mmol), 4-fluoro-2-iodoaniline (29 pL, 0.25 mmol), copper(I) iodide (10 mg, 0.05 mmol), and potassium carbonate (86 mg, 0.63 mmol) were taken up in anhydrous DMSO (1.5 mL). The resulting reaction mixture was first stirred at 80 C for 2 hr, followed by heating to 135 C for another 10 hr. After cooling to room temperature, the mixture was diluted with an excess of Et20 and washed with water. The organic layer was dried over NaiSGy filtered and concentrated. The residue was purified by flash column chromatography (EtOAc : Hex = 0 : 100 to 100 : 0; EtOAc : DCM = 0 : 100 to 30 : 70) to give 10-benzyl-2-bromo-8-fluoro-5,10-dihydro-l li7-dibenzo[Z>,e][l,4]diazepin-l l-one (43 mg, 44 %) as a light yellow solid. (0794) NMR (500 MHz, DMSO-de) d 8.06 (s, 1H), 7.74 (d, J = 2.4 Hz, 1H), 7.54 (dd, J = (0795) 2.4, 8.5 Hz, 1H), 7.30 – 7.24 (m, 5H), 7.22 – 7.17 (m, 1H), 7.09 (dd, J= 6.0, 8.7 Hz, 1H), 7.04 (d, ./ 8.9 Hz, 1 H), 6.91 (td, J= 2.7, 8.4 Hz, 1H), 5 26 (s, 2H); LC/MS (ESI) m/z 396.73 [M+H]+.

The synthetic route of 61272-76-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DANA-FARBER CANCER INSTITUTE, INC.; GRAY, Nathanael S.; DE CLERCQ, Dries; JANG, Jaebong; JANNE, Pasi; TO, Ciric; ECK, Michael; PARK, Eunyoung; HEPPNER, David; (0 pag.)WO2019/164949; (2019); 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. 460-37-7, name is 1,1,1-Trifluoro-3-iodopropane, A new synthetic method of this compound is introduced below., Recommanded Product: 460-37-7

A solution of 2.0 g (5.95 mmol) of the compound from Ex. 21 A in 40 ml DMF was added 1.39 g (13.1 mmol) of cesium carbonate and stirred for 15 min at RT.Then 2.66 g (11.9 mmol) 3,3,3-trifluoro-1-iodopropane were added, and the mixture was heated to 60 C.After 1 hour, additional 2.66 g (11.9 mmol) 3,3,3-trifluoro-1-iodopropane added.Stirring at 60 C was continued for 16 hours.After cooling to RT was treated with about 160 ml of water supply and is extracted three times with 80 ml of diethyl ether.The combined organic extracts were washed with saturated sodium chloride solution.After drying over anhydrous magnesium sulfate, was filtered and evaporated.The crude product was purified by MPLC on a Puriflash cartridge (100 g silica gel, cyclohexane / ethyl acetate 7: 1-> 1: 1).The product fractions were combined, evaporated and the residue dried under high vacuum.There were 1.86 g (72% d. Th.) Of the title compound.

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; BAYER PHARMA AKTIENGESELLSCHAFT; HAERTER, MICHAEL; DELBECK, MARTINA; KALTHOF, BERND; LUSTIG, KLEMENS; LINDNER, NIELS; KAST, RAIMUND; WASNAIRE, PIERRE; SUESSMEIER, FRANK; (372 pag.)TW2016/7950; (2016); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 69113-59-3, These common heterocyclic compound, 69113-59-3, name is 3-Iodobenzonitrile, 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: Palladium Catalyzed Heck Reaction (Conventional Heating) Sodium acetate (3 mmol), substituted piperazine (1.5 mmol), iodo-benzene or bromo-benzene (1 mmol) and tetrabutylammonium chloride (2 mmol) were dissolved in dimethylacetamide (7 mL) and stirred until all reagents dissolved. Palladium(II) acetate (0.25 mmol) was added and the reaction mixture was stirred at 100 C. for 24 h. The reaction mixture was then cooled to room temperature, diluted with dichloromethane and quenched with water. The organic phase was dried, filtered and concentrated in vacuo, then chromatographed in ethyl acetate in hexanes to yield the desired product.; The following compounds were made in this manner: Example Structure Name Yield 14.1 2-{4-[(2E)-3-(3-cyanophenyl)prop-2- enoyl]piperazine-1-yl}nicotinonitrile 53%

Statistics shows that 3-Iodobenzonitrile is playing an increasingly important role. we look forward to future research findings about 69113-59-3.

Reference:
Patent; AstraZeneca AB; NPS PHARMACEUTICALS; US2007/49578; (2007); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 69113-59-3, A common heterocyclic compound, 69113-59-3, name is 3-Iodobenzonitrile, molecular formula is C7H4IN, 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 solution of n-butyllithium inn-hexane (1.6 M, 7.4 mL, 11.9 mmol) was added to a solutionof m-carborane (1.50 g, 10.8 mmol) in l,2-dimethoxyethane(DME) (12 mL) at 0C under Ar atmosphere, and the mixture was stirred at 0 C for 30 min. Copper(I) chloride (10 mg,104 mmol) was added to the reaction mixture at room temperature. After 1 h, pyridine (3.8 mL) and substituted iodobenzene(11.9 mmol) were added, and the mixture was stirred at 80 C for 2.5 h. After cooling, the reaction mixture was diluted withether, and insoluble materials were filtered off through celite.The filtrate was washed successively with 5% sodium thiosulfate, 2 M hydrochloric acid, and brine, dried over sodiumsulfate, and evaporated. The residue was purified by silicagel column chromatography (eluent: n-hexane-ethyl acetate,20 : 1) to give 10-12.

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; Mori, Shuichi; Takagaki, Ryohei; Fujii, Shinya; Urushibara, Ko; Tanatani, Aya; Kagechika, Hiroyuki; Chemical and Pharmaceutical Bulletin; vol. 65; 11; (2017); p. 1051 – 1057;,
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. 5460-32-2, name is 4-Iodo-1,2-dimethoxybenzene, A new synthetic method of this compound is introduced below., SDS of cas: 5460-32-2

General procedure: To a stirred solution of 4-iodoanisole (5.85 g, 25 mmol), 4-bromoaniline (1.72 g, 10 mmol), and 1,10-phenanthroline (0.18 g, 1 mmol) in toluene (100 mL) were added potassium hydroxide (5.61 g, 100 mmol) and copper(I) iodide (0.19 g, 1 mmol). The reaction mixture was heated under reflux for 24 h at 125 ¡ãC. The crude product was extracted into dichloromethane, and the organic layer was washed with 1 N HCl solution, brine, and water. The organic layer was dried with anhydrous MgSO4 and then the solvent was removed in vacuo. The residue was purified by column chromatography using silica gel and dichloromethane-hexane (1:1; v/v) as the eluent to give 3 (2.39 g, 62.2percent).

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; Kim, Se Hun; Choi, Jun; Sakong, Chun; Namgoong, Jin Woong; Lee, Woosung; Kim, Dong Hoe; Kim, Boeun; Ko, Min Jae; Kim, Jae Pil; Dyes and Pigments; vol. 113; (2015); p. 390 – 401;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 618-91-7,Some common heterocyclic compound, 618-91-7, name is Methyl 3-iodobenzoate, molecular formula is C8H7IO2, 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: To a solution of esters (2a~2t, 1.0 equiv.), furan-2-carbonyl chloride (7a, 1.0 equiv.) orthiophene-2-carbonyl chloride (7b, 1.0 equiv.) in MeOH (2 mL/1 mmol) was added hydrazine hydrate(1 mL/1 mmol), then the mixture was allowed to reach 65 C and stirred for 4 h. After completion(monitored by TLC), the organic solvent was removed and extracted three times with ethyl acetate,the combined organic extracts were dried (Na2SO4) and concentrated under reduced pressure to givethe corresponding hydrazides (3a~3t, 8a, or 8b) in high yields, which were taken up for the next stepwithout any purification.

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

Reference:
Article; Yuan, Chen; Yan, Jie; Song, Chen; Yang, Fan; Li, Chao; Wang, Cheng; Su, Huiling; Chen, Wei; Wang, Lijiao; Wang, Zhouyu; Qian, Shan; Yang, Lingling; Molecules; vol. 25; 1; (2020);,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com