Author: Jessica.F

These common heterocyclic compound, 811842-30-5, name is 2-Bromo-1-fluoro-4-iodobenzene, 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. Product Details of 811842-30-5

To a solution of 2-bromo-1-fluoro-4-iodobenzene 16-a (3.3 g, 11.0 mmol) in toluene (5.5 ml) was added (2-methylpyrimidin-5-yl)methanol 4-a (1.5 g, 12.1 mmol), 1,10- phenanthroline (396 mg, 2.2 mmol), copper (I) iodide (209 mg, 1.1 mmol), and cesium carbonate (5.0 g, 15.4 mmol). The reaction was stirred at 110C for 2 days, and then cooled to room temperature, diluted with ethyl acetate, and filtered over celite. A saturated aqueous solution of ammonium chloride was added to the filtrate, the organic layer was separated, and the aqueous phase was extracted twice with ethyl acetate. The combined organic extracts were washed with brine, dried over MgSO4, filtered, and concentrated under reduced pressure. Purification by silica gel chromatography provided Intermediate 16-b as a yellow solid.

The synthetic route of 2-Bromo-1-fluoro-4-iodobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHARMASCIENCE INC.; LAURENT, Alain; ROSE, Yannick; WO2015/77866; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 6828-35-9,Some common heterocyclic compound, 6828-35-9, name is 5-Chloro-2-iodoaniline, molecular formula is C6H5ClIN, 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 2-iodoaniline (1.000 g, 4.57 mmol) in THF (15 mL) and i-Pr2NH (3.20 mL, 22.83 mmol) were added 1-bromo-2-ethynylbenzene 5g (1.16 g, 5.48 mmol), PdCl2(PPh3)2 (0.048 g, 0.068 mmol,1.5 mol%), and CuI (0.026 g, 0.136 mmol, 3 mol%). The mixture wasstirred at r.t. under N2 for 2 h. After completion of the reaction, the mixture was extracted with NH4Cl (0.5 M) and EtOAc (3 ×). The combined organic phases were dried (Na2SO4) and evaporated. The residue was purified by column chromatography (petroleum ether/EtOAc, 80:20) to give 6g as a brown oil; yield: 1.205 g (87%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Chloro-2-iodoaniline, its application will become more common.

Reference:
Article; Rode, Navnath D.; Arcadi, Antonio; Chiarini, Marco; Marinelli, Fabio; Synthesis; vol. 49; 11; (2017); p. 2501 – 2512;,
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. 76801-93-9, name is 5-Amino-N1,N3-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 5-Amino-N1,N3-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide

Formic acid (300 ml) was charged in a dry 1000 ml flask fitted with a dropping funnel, stir bar, thermometer and a gas inlet. The acid was cooled on an ice bath under a nitrogen blanket and acetic anhydride (144.8 g, 1.418 mol) was added drop wise at a rate so that the temperature did not exceed 2.5 C. After complete addition, the ice bath was removed and the temperature was allowed to reach 10 C. The mixture was again ice cooled and 5-amino-N,N’-bis(2,3-dihydroxypropyl)-2,4,6- triiodo-isophthalamide (100 g, 141.8 mmol) was added over 5 minutes and the mixture was left stirring over night while attaining ambient temperature. The mixture was evaporated to dryness and methanol (300 ml) and water (300 ml) was added. 2 M potassium hydroxide was added until all material was in solution and a stable pH 12.5 was attained. The methanol was removed in vacuo. The mixture was neutralized with 4 M HCI and a slow precipitation started. 300 ml water was added and the product was precipitated over night.The precipitate was collected and rinsed with a small amount of water and dried on filter to a moist cake and further dried in vacuo to yield 84.8 g ( 81.5 %) of N,N’-bis-(2,3-dihydroxy-propyl)-5-formylamino-2,4,6-triiodo-isophthalamide.

The synthetic route of 76801-93-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GE Healthcare Ekushey Sales Cap; Thaning, Mikkel; (47 pag.)JP5830589; (2015); B2;,
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 58755-70-7 as follows. name: 1-Iodo-4-methoxy-2-nitrobenzene

To a solution of 4-iodo-3-nitroanisole (5g, 17.9 mmole) in 100 [ML METHANOL] was added [FECL3] (50mg, 0.3 mmole) and activated carbon (40 mg). The mixture was heated to reflux and hydrazine hydrate (1.75 [G,] 35 mmole) was added dropwise. The mixture was [REFLUXED] for an additional 8 hours and cooled to room temperature, filtered through Celite. The filtrate was concentrated and purified by column chromatography (eluting with 10% EtOAc in hexanes) to give 4.05 g product as pale yellow oil (91% [YILD). 1H NMR (300 MHZ, CDCL3) No. 7. ]47 [(1 H,] d, J = 8.7 Hz), 6.31 (1H, d, [J=] 2.8 [HZ),] 6.13 (1 H, dd, [J=] 2.8, 8.7 Hz), 3.73 (3H, s).

According to the analysis of related databases, 58755-70-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER INC.; WO2003/106462; (2003); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

34883-46-0, name is 1-Iodo-2-phenoxybenzene, 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. Product Details of 34883-46-0

(1)To 1-iodo-2-phenoxybenzene (2g, 6.8mmol)Triethylamine (20mL)Adding 4 methoxyphenylacetylene to the solution(0.98 g, 7.4 mmol), Pd(PPh3)2Cl2 (95 mg, 135 mumol), CuI (26 mg, 135 mumol).Under argon protection conditions,After the reaction was carried out for 10 h, triethylamine was removed under reduced pressure.The residue was extracted with ethyl acetate (20 mL×3) then water (10 mL)Wash twice with saturated brine (10 mL), dry over anhydrous sodium sulfate and filtered.The solvent was removed under pressure. The residue was purified by silica gel column chromatography eluting elut1-((4-Methoxyphenyl)ethynyl)-2-phenoxybenzene(1.7 g, 85% yield).

The synthetic route of 34883-46-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhongshan University Tumor Cure Center (Zhongshan University Affiliated Tumor Hospital ? Zhongshan University Tumor Institute); Wen Shijun; Huang Peng; Zhu Daqian; Tu Yalin; Luo Bingling; (28 pag.)CN108976248; (2018); A;,
Iodide – Wikipedia,
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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. 52548-63-7, name is 5-Fluoro-2-iodobenzoic acid, A new synthetic method of this compound is introduced below., Application In Synthesis of 5-Fluoro-2-iodobenzoic acid

Step 1 : 15.1 (1 .50 g, 5.64 mmol) is dissolved in DCM (8.3 mL). Then oxalylchloride (5.6 mL, 1 1.3 mmol) is added followed by one drop of DMF and the mixture is stirred at RT for 1 h. The solvent is removed under reduced pressure. The residue is mixed with DCM (8 mL) and added at 0C to a mixture of B-3 (1 .04 g, 5.13 mmol) and DIPEA (3.9 mL, 22.6 mmol) in DCM (8 mL). (0378) The mixture is stirred for 12h at 20C. Water is added and the organic layer and washed with (0379) NH4CI (sat. aq. solution), KHC03 (sat. aq. solution) and water. The organic phase is dried and concentrated. The residue is purified by flash column chromatography (using a solvent gradient from 100% Cyclohexane to Cyclohexane/EA 8/2) to afford 0.91 g of 15.2.. ESI-MS: 451 [M+H]+; (0380) HPLC (Rt): 1 .17 min (method P).

The synthetic route of 52548-63-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; RIETHER, Doris; FERRARA, Marco; HEINE, Niklas; LESSEL, Uta; NICHOLSON, Janet Rachel; PEKCEC, Anton; SCHEUERER, Stefan; (69 pag.)WO2017/178341; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 3930-83-4, The chemical industry reduces the impact on the environment during synthesis 3930-83-4, name is 2-Iodobenzamide, I believe this compound will play a more active role in future production and life.

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.

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-Iodobenzamide, other downstream synthetic routes, hurry up and to see.

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. 1829-28-3, name is Ethyl 2-iodobenzoate, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of Ethyl 2-iodobenzoate

To a 2-dram vial with a PTFE-lined cap was charged with acetal 1o (30.1 mg, 0.0980 mmol), ethyl 2-iodobenzoate (111 mg, 0.402 mmol), NBE-CO2Me (23.1 mg, 0.152 mmol), Pd(TFA)2 (3.3 mg, 0.00994 mmol), TFA-Gly-OH (3.3 mg, 0.0193 mmol), AgOAc (66.0 mg, 0.395 mmol), and DCE (2.00 mL). The resulting mixture was heated to 100° C. and stirred for 24 h. After cooling to room temperature, ethylenediamine (0.100 mL) was added, and the resulting mixture was stirred at 23° C. for 2 h. The mixture was filtered through a plug of silica gel, eluting with EtOAc (30 mL), and the filtrate was concentrated under reduced pressure. The residue was purified by preparative TLC (2:1 hexanes/EtOAc eluent) to afford arylation product 3opmono (13.6 mg, 30percent yield, Rf=0.21 in 2:1 hexanes/EtOAc) as a yellow oil and arylation product 3opdi together with an unidentified impurity (6.0 mg total). (20percent recovery of starting material 1o was also observed in the crude NMR prior to purification.) The impure arylation product 3opdi was then dissolved in MeOH (2.00 mL), HCl (gas) was bubbled through the mixture until the pH 1, and the mixture was stirred at room temperature for 23 h. Saturated aq. Na2CO3 (5 mL) and water (10 mL) were then added, and the mixture was extracted with EtOAc (3×15 mL). The combined organic layers were washed with brine (15 mL) and dried over anhydrous Na2SO4. The solvent was concentrated by rotary evaporation, and the resulting residue was purified by preparative TLC (2:1 hexanes/EtOAc eluent) to afford biaryl alcohol 6opdi (3.3 mg, 8percent yield, Rf=0.21 in 2:1 hexanes/EtOAc) as a colorless oil. Monoarylation product (3opmono): 1H NMR: (400 MHz, CDCl3) delta 8.17 (d, J=8.5 Hz, 1H), 8.05 (s, 1H), 7.86 (d, J=7.2 Hz, 1H), 7.83 (d, J=8.2 Hz, 1H), 7.72 (app. t, J=7.7 Hz, 1H), 7.61-7.48 (m, 2H), 7.46-7.30 (m, 4H), 6.86 (d, J=8.4 Hz, 1H), 6.32 (s, 1H), 5.40 (d, J=13.2 Hz, 1H), 5.23 (d, J=13.2 Hz, 1H), 4.93 (d, J=11.1 Hz, 1H), 4.85 (d, J=11.1 Hz, 1H), 4.07 (q, J=7.2 Hz, 2H), 3.69 (s, 3H), 1.02 (t, J=7.2 Hz, 3H). 13C NMR: (100 MHz, CDCl3) delta 168.5, 159.7, 156.1, 148.6, 138.7, 132.1, 131.63, 131.56, 130.83, 130.80, 130.6, 129.93, 129.85, 129.64, 129.56, 129.2, 129.1, 128.1, 128.0, 127.3, 127.2, 110.2, 103.4, 70.2, 70.1, 60.8, 55.5, 14.0. IR: (film) 1721, 1503, 1289, 1251, 1020 cm?1. HRMS: (ESI+) m/z calc’d for (M+H)+ [C28H25NO5+H]+: 456.1805, found 456.1813. Diarylation product alcohol (6opdi): 1H NMR: (400 MHz, CDCl3) delta 7.90 (d, J=7.8 Hz, 2H), 7.57-7.49 (m, 2H), 7.46-7.38 (m, 4H), 7.22 (s, 2H), 4.69 (d, J=5.9 Hz, 2H), 4.17 (app. br. s, 4H), 3.01 (s, 3H), 1.66 (t, J=5.9 Hz, 1H), 1.12 (t, J=7.0 Hz, 6H). 13C NMR: (125 MHz, CDCl3) delta 168.2, 153.7, 139.0, 136.0, 135.2, 131.6, 131.3, 129.9, 128.6, 127.5, 65.2, 61.0, 60.1, 14.1. IR: (film) 3473, 1717, 1291, 1254, 1131 cm?1.HRMS: (ESI+) m/z calc’d for (M+Na)+ [C26H26O6+Na]+: 457.1622, found 457.1627.

According to the analysis of related databases, 1829-28-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; The University of Georgia Research Foundation, Inc; Ferreira, Eric; Li, Qiankun; (47 pag.)US2018/65909; (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. 63262-06-6, name is 1,4-Dibromo-2,5-diiodobenzene, A new synthetic method of this compound is introduced below., Quality Control of 1,4-Dibromo-2,5-diiodobenzene

100 ml to double-mouth bottle 1,4-dibromo -2,5- phenyl-diiodide 974.5 mg (2mmol), phenylboronic acid 609.5 mg (5mmol), four (triphenylphosphine) palladium 115.6 mg (0.1mmol), vacuum heat nitrogen three times post-injection by adding oxygen-free tetrahydrofuran 20 ml aqueous solution of potassium carbonate and the 10 ml (2mol/L), in 74 C lower reflux 8h, DCM extraction for reaction is ended, and salt water washing three phase after drying with anhydrous sodium sulfate, after filtration turns on lathe does, with pure petroleum ether column separation and purification, to obtain white powder 2,5-dibromo -1,4- diphenyl benzene, the yield is 63.7%, that is, the intermediate product 1. Product characterization data are as follows

The synthetic route of 63262-06-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhejiang University; Li, Lingzhi; Qin, Anjun; Tang, Benzhong; Sun, Jingzhi; (15 pag.)CN104844475; (2016); B;,
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 41252-98-6 as follows. Safety of 1-Iodo-2-methyl-3-nitrobenzene

Step 2 3-(2-Iodo-6-nitro-phenyl)-2-oxo-propionic acid Sodium ethoxide solution (35 ml, 44 mmol) in an ice-water bath was added dropwise with a solution of 1-iodo-2-methyl-3-nitro-benzene 74b in ethanol (35 ml, 40 mmol) under an argon atmosphere. Upon completion of the addition, the reaction mixture was stirred until lots of brown precipitates were formed, and added with diethyl oxalate (6 ml, 44 mmol) in one portion. The reaction mixture was refluxed at 100 C. in an oil bath for 0.5 hour, added with water (70 ml) and refluxed for another 1 hour. The reaction mixture was concentrated under reduced pressure to evaporate ethanol, washed with ethyl acetate (50 ml) under base condition, adjusted to pH 3 with hydrochloric acid (1M), and extracted with ethyl acetate (30 ml*3). The combined organic extracts were washed with saturated brine (30 ml), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to obtain the title compound 3-(2-iodo-6-nitro-phenyl)-2-oxo-propionic acid 74c (2.94 g) as a brown oil to be used directly in the next step.

According to the analysis of related databases, 41252-98-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ChoTang, Peng Cho; Su, Yidong; Li, Yali; Zhang, Lei; Zhao, Fuqiang; Yang, Jialiang; Zhou, Ying; Bie, Pingyan; Qian, Guangtao; Ju, Minggang; US2010/75952; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com