Author: Jessica.F

Related Products of 216393-67-8, 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. 216393-67-8 name is 4-Chloro-2-fluoro-6-iodoaniline, 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.

Step 2: synthesis of 4-chloro-2-fluoro-6-iodo-N- [2- (methylsulfonyl)ethyl] aniline A mixture of 4-chloro-2-fluoro-6-iodoaniline (0.5 g, 1.8 mmol), vinylmethylsulfone (0.2 g, 1.8mmol), Cs2CO3 (1.17 g, 3.6 mmol) and DMF (15 mL) was heated with stirring at 50Covernight. The resulting mixture was poured into water and then extracted with EA (50 mL x 3). The combined organic phases were dried over Na2504 and then concentrated. The residue was purified by column chromatography (EtOAc : PE = 1: 40) to give 4-chloro-2-fluoro-6-iodo-N- [2- (methylsulfonyl)ethyl] aniline (0.42 g, yield: 61%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Chloro-2-fluoro-6-iodoaniline, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; FENG, Song; GAO, Lu; HONG, Di; WANG, Lisha; YUN, Hongying; ZHAO, Shu-Hai; WO2014/9302; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 167479-01-8,Some common heterocyclic compound, 167479-01-8, name is tert-Butyl (3-iodopropyl)carbamate, molecular formula is C8H16INO2, 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 the solution of 5-methoxy-1H-benzo[djimidazole-2-thiol (1.06 g, 5.9 mmol)in DMF (8 ml) at 0 C was added sodium bicarbonate (0.49 g, 5.9 mmol), and a solution of tert-butyl (3-iodopropyl)-carbamate (1.7 g, 5.9 mmol) in DMF (6 mL) dropwise. The resulting solution was stirred at 0 C overnight. The mixture was partitioned bewteen EtOAc and saturated NaHCO3. The organic phase was washed with saturated NaHCO3 three times, dried over Na2SO4, concentrated and the residue was purified on silica gel columnusing EtOAc/hexane as eluting solvents to give tert-butyl (3-((5-methoxy-1H- benzo[dj imidazol-2-yl)thio)propyl)carbamate. LC /MS: (M+ 1 ): 338.6

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route tert-Butyl (3-iodopropyl)carbamate, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; LIU, Weiguo; DING, Fa-Xiang; SUN, Wanying; DEJESUS, Reynalda, Keh; TANG, Haifeng; HUANG, Xianhai; JIAN, Jinlong; GUO, Yan; WANG, Hongwu; (181 pag.)WO2017/155765; (2017); 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. 640280-28-0, name is 1-Bromo-2-iodo-4-(trifluoromethyl)benzene, A new synthetic method of this compound is introduced below., name: 1-Bromo-2-iodo-4-(trifluoromethyl)benzene

To the N2 purged solution of TEA (10 ml) and DMF (10 ml) was added but-3-yn-1-ol (0.75 g, 10.69 mmol), 1-bromo-2-iodo-4-(trifluoromethyl)benzene (2.5g, 7.12 mmol), copper(I) iodide (0.27g, 1.425 mmol), bis(triphenylphosphine)palladium(II) chloride (0. 50g, 0.712 mmol) at room temperature and stirred further for 15 mm. After completionof reaction as indicated by TLC, reaction mass was poured in to water and extracted with ethyl acetate. The combined organic layer was dried over Na2SO4, conc under reduced pressure and purified by column chromatography to obtain title compound (1 .4g, 67%). LCMS (ESI): m/z 292.96(M+H)t

The synthetic route of 640280-28-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LUPIN LIMITED; RAMDAS, Vidya; LORIYA, Rajeshkumar, Maganlal; BANERJEE, Moloy; PATIL, Pradeep, Rangrao; JOSHI, Advait, Arun; DATRANGE, Laxmikant, Shamlal; WALKE, Deepak, Sahebrao; KHAN, Talha, Hussain; DAS, Amit, Kumar; GOTE, Ganesh, Navinchandra; KALHAPURE, Vaibhav, Madhukar; PALLE, Venkata, P.; KAMBOJ, Rajender, Kumar; (234 pag.)WO2017/37682; (2017); 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. 628-21-7, name is 1,4-Diiodobutane belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of 1,4-Diiodobutane

Step 1methyl 1-(3-methoxyphenyl)cyclopentanecarboxylateTo a solution of (3-methoxy-phenyl)-acetic acid methyl ester (901 mg, 5.00 mmol) in tetrahydrofuran (10 mL) at -780C under N2 was added 1.0 M of lithium hexamethyldisilazide in tetrahydrofuran (6.25 mL, 6.25 mmol) drop-wise. The reaction mixture was stirred for 20 min at -780C and then 1,4-diiodobutane (674 muL, 5.00 mmol) was added drop-wise. The solution was stirred at -780C for 30 min before adding another portion of 1.0 M of lithium hexamethyldisilazide in tetrahydrofuran (6.25 mL). The mixture was stirred at -780C for 1 hour and then was allowed to warm to room temperature and stirred at room temperature for Ih. It was quenched with saturated NH4CI, extracted with EtOAc. The organic phase was washed with brine, dried over MgSO4, filtered and concentrated. The residue was purified by flash chromatography on silica (EtOAc in hexane 5-10%) to collect methyl 1-(3-methoxyphenyl)cyclopentanecarboxylate as a colorless oil (545 mg, 47%). 1H NMR (300MHz ,DMSO- d6) delta = 7.31 – 7.18 (m, 1 H), 6.96 – 6.77 (m, 3 H), 3.74 (s, 3 H), 3.55 (s, 3 H), 2.53 – 2.35 (m, 2 H), 1.96 – 1.76 (m, 2 H), 1.77 – 1.48 (m, 4 H); LCMS m/z 235.1 [M+l]+.

The synthetic route of 628-21-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOGEN IDEC MA INC; PENG, Hairuo; CUERVO, Julio, H.; ISHCHENKO, Alexey; KUMARAVEL, Gnanasambandam; LEE, Wen-cherng; LUGOVSKOY, Alexey; TALREJA, Tina; TAVERAS, Arthur, G.; XIN, Zhili; WO2010/138901; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 103962-05-6, name is 1-Iodo-4-(trifluoromethoxy)benzene, 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 103962-05-6, Computed Properties of C7H4F3IO

To a 250 mL reaction flask was added 3-bromo-1H-1,2,4-triazole (5 g, 33.8 mmol), CuI (0.644 g, 3.38 mmol) and Cs2CO3 (11.01 g, 33.8 mmol). The flask was evacuated/backfilled with nitrogen gas, and then DMSO (33.8 ml) and 1-iodo-4-(trifluoromethoxy)benzene (4.87 g, 16.90 mmol) were added. The reaction mixture was heated to 100° C. for 20 hours (h). The reaction wascooled to room temperature (RT), diluted with EtOAc and filtered through a plug of Celite®. The Celite® was further washed with EtOAc. Water was added to the combined organics, and the layers were separated. The aqueous phase was neutralized to pH 7, and further extracted with EtOAc. The combined organics were concentrated in vacuo. Purification via flash column chromatography using EtOAc/hexanes as eluent provided the title compound as an off-white solid (3.78 g, 73percent): mp 69-70° C.; 1H NMR (400 MHz, CDCl3) delta 8.44 (s, 1H), 7.70 (d, J=8.9 Hz, 2H), 7.38 (d, J=8.5 Hz, 2H); 19F NMR (376 MHz, CDCl3) delta-58.04; EIMS m/z 307 ([M]+)

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; Dow AgroSciences LLC; GIAMPIETRO, Natalie C.; CROUSE, Gary D.; US2014/275556; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 689260-53-5, 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 689260-53-5 as follows.

Step 1: 2-bromo-1,3-dimethyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzene A flask charged with a stir bar, 2-bromo-5-iodo-1,3-dimethyl-benzene (1.0 g), bis-(pinacolato)-diboron (1.0 g), potassium acetate (1.1 g) and dimethyl sulfoxide (10 mL) is purged with argon for 5 min. [1,1′-Bis(diphenylphosphino)-ferrocene]-dichloropalladium(II) (0.26 g) is added at room temperature, and the mixture is stirred at 90 C. for 3 h. After cooling to room temperature, water is added and the resulting mixture is extracted with ethyl acetate. The combined extracts are dried (MgSO4) and concentrated. The residue is chromatographed on reversed phase (HPLC; acetonitrile/water) to give the title compound. LC (method 9): tR=1.30 min; Mass spectrum (ESI+): m/z=311/313 (Br) [M+H]+.

According to the analysis of related databases, 689260-53-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Boehringer Ingelheim International GmbH; ECKHARDT, Matthias; FRATTINI, Sara; HAMPRECHT, Dieter; HIMMELSBACH, Frank; LANGKOPF, Elke; LINGARD, Iain; PETERS, Stefan; WAGNER, Holger; US2013/252937; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 75581-11-2, The chemical industry reduces the impact on the environment during synthesis 75581-11-2, name is 4-Iodo-1-methoxy-2-methylbenzene, I believe this compound will play a more active role in future production and life.

Step 1 : Preparation of ethyl 2,2-difluoro-2-(4-methoxy-3-methylphenyl)acetateTo a solution 4-iodo-1 -methoxy-2-methylbenzene (commercially available, 1 equiv) and ethyl 2-bromo-2,2-difluoroacetate (2 equiv) in DMF (0.3M) was added Cu powder (3 equiv). The reaction slurry was heated to 80C for 1 .5 days, quenched with saturated NaH2P04 (aq) and extracted with ethyl acetate. The organics were dried over Na2S04 and concentrated under vacuum. The residual was purified via silica gel column chromatography to afford the title product.

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, 4-Iodo-1-methoxy-2-methylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; CORTEZ, Alex; HOFFMAN, Timothy; LI, Yongkai; WU, Tom Yao-Hsiang; ZHANG, Xiaoyue; WO2015/168279; (2015); 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. 52548-14-8, name is 2-Iodo-5-methylbenzoic acid, A new synthetic method of this compound is introduced below., Application In Synthesis of 2-Iodo-5-methylbenzoic acid

Schlenk reaction tube, 5-methyl-2-iodobenzoic acid (0.5 mmol), 3-mercapto 1,2,4-triazole (0.5 mmol), potassium carbonate (0.1 mmol) and HMPA (2 mL). The reaction tube was sealed and reacted in an air atmosphere at 80 C 24 hour. After completion of the reaction, acetic acid (1 ml) was added, stirred at room temperature for 1 hour, then extracted twice with methylene chloride. The organic layer was washed three times with saturated brine. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. And purified by column chromatography to obtain the product 2, its structure and characterization data are as follows

The synthetic route of 52548-14-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chen Dingben; Taizhou University; Huang Ling; Lu Jiaming; (6 pag.)CN104788474; (2017); B;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 52807-27-9,Some common heterocyclic compound, 52807-27-9, name is 4-Chloro-2-iodoanisole, molecular formula is C7H6ClIO, 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.

Add 4-chloro-2-iodo-anisole (10.9 mL, 75.0 mmol), trimethylsilyl acetylene (15.9 mL, 112.5 mmol), copper (I) iodide (0.29 g, 1.5 mmol), and THF (225 ML, anhydrous) to a dry round bottom flask. Add diisopropylamine (22.1 mL, 157.5 mmol) and dichlorobis (triphenylphosphine) palladium (II) (1.58 g, 2.3 mmol) and stir the mixture at room temperature under N2 overnight. Quench reaction with water and extract with EtOAc (x2). Wash combined organic layers with brine, dry over MGS04 and concentrate to get 24 g of a black oil. Adsorb on SI02 and purify the residue by flash chromatography on silica gel eluting with 0-3% ETOAC/HEXANES to afford (5-chloro-2-methoxy- phenylethynyl) -trimethylsilane (13.7 g, 76%). Add a solution of potassium hydroxide (3. 28 g, 58. 5 mmol) in water (30 mL) dropwise over 25 minutes to a stirred solution of (5-chloro-2-methoxy-phenylethynyl)- trimethylsilane (13.7 g, 57.4 mmol) in methanol (275 mL) and stir at room temperature for 2 hours. Concentrate, add brine to residue, and extract with EtOAc (x2). Dry organic layer over MGS04 and concentrate to get 13 g of a black oil. Adsorb on Si02 and purify the residue by flash chromatography on silica gel eluting with 0-5% EtOAc/hexanes to afford the title compound (8. 98 g, 94%).

The synthetic route of 52807-27-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; WO2005/19184; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 4387-36-4, name is 2-Iodobenzonitrile, molecular formula is C7H4IN, 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. name: 2-Iodobenzonitrile

Example 100B 2-iodobenzamidine To a mixture of ammonium chloride (14 g) in toluene (200 mL) was added trimethylaluminum (131 mL, 2M mixture in toluene) in portions at 0° C. The mixture was stirred at 0° C. for 30 minutes. 2-Iodobenzonitrile (25 g) was added in one portion at 0° C. The mixture was stirred at 100° C. for 12 hours. The reaction mixture was cooled down to 0° C. and was quenched by addition of 200 mL of methanol. The resulting mixture was filtered. After filtering, the filtrate was concentrated under vacuum to provide the crude product which was precipitated from 500 mL of ethyl acetate to provide the title compound. 1H NMR (400 MHz, dimethyl sulfoxide-d6) delta ppm 9.47 (br s, 3H), 8.00 (m, 1H), 7.55 (m, 2H), 7.34 (ddd, J=7.88, 6.89, 2.21 Hz, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4387-36-4, its application will become more common.

Reference:
Patent; AbbVie Inc.; AbbVie Deutschland GmbH & Co. KG; Brady, Patrick B.; Braje, Wilfried; Dai, Yujia; Doherty, George A.; Gong, Jane; Jantos, Katja; Ji, Cheng; Judd, Andrew S.; Kunzer, Aaron R.; Lai, Chunqiu; Mastracchio, Anthony; Risi, Roberto M.; Song, Xiaohong; Souers, Andrew J.; Sullivan, Gerard M.; Tao, Zhi-Fu; Teske, Jesse A.; Wang, Xilu; Wendt, Michael D.; Yu, Yiyun; Zhu, Guidong; Penning, Thomas D.; (218 pag.)US2019/55264; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com