Tag: M.W=300-400

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 1133123-02-0 as follows. Product Details of 1133123-02-0

To a solution of 4-bromo-2-iodobenzoic acid (10.2 g) in tetrahydrofuran (100 mL)/N,N-dimethylformamide (20 mL) were added copper(I) iodide (0.592 g) and potassium carbonate (10.7 g) at room temperature, and the mixture was stirred at 40 C. for 10 min. To the reaction mixture was added 2H-1,2,3-triazole (4.29 g), and the mixture was stirred at 70 C. for 12 hr under nitrogen atmosphere. The solvent was evaporated under reduced pressure, the residue was diluted with water, and 6N hydrochloric acid (40 mL) was added thereto at 0 C. The precipitate was collected by filtration, washed with water, and added to warm ethyl acetate (300 mL). The insoluble substance was removed by filtration, the filtrate was washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was dissolved in tetrahydrofuran (250 mL), and sodium tert-butoxide (3.29 g) was added thereto at 0 C. The mixture was stirred at room temperature for 16 hr under dried atmosphere, and the precipitate was collected by filtration, and washed with tetrahydrofuran (50 mL). The obtained solid was dissolved in water (40 mL), to the aqueous solution was added 1N hydrochloric acid (31 mL) at 0 C., and the mixture was stirred at the same temperature for 2 hr. The precipitate was collected by filtration, washed with cold water (20 mL), and dried to give the title compound (5.33 g). MS: [M+H]+ 267.9, 269.9.

According to the analysis of related databases, 1133123-02-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; KAMEI, Taku; ARIKAWA, Yasuyoshi; OHASHI, Tomohiro; IMAEDA, Toshihiro; FUJIMORI, Ikuo; MIKI, Takashi; YONEMORI, Jinichi; OGURO, Yuya; SUGIMOTO, Takahiro; SETO, Masaki; NISHIDA, Goushi; KAMATA, Makoto; IMOTO, Hiroshi; (132 pag.)US2018/155333; (2018); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 689291-89-2, name is 5-Bromo-2-iodobenzaldehyde, 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 689291-89-2, Quality Control of 5-Bromo-2-iodobenzaldehyde

Compound 12 (1.62 g, 5.20 mmol), triisopropylsilylacetylene (1.15 mL, 0.950 g, 5.20 mmol), PdCl2(PPh3)2 (46 mg, 0.065 mmol), and CuI (25 mg, 0.13 mmol) were added to Et3N (20 mL). The solution was bubbled with N2 at rt for 5 min and then stirred at rt and under N2 protection for 24 h. After the reaction was completed as checked by TLC analysis, the solvent was removed by rotary evaporation. The resulting residue was diluted with CHCl3. The mixture was filtered through a MgSO4 pad. The solution obtained was sequentially washed with HCl (aq 10%) and brine. The organic layer was dried over MgSO4 and concentrated under vacuum to give crude 23, which was further purified by silica flash column chromatography (hexanes/CH2Cl2, 4:1) to yield compound 23 (1.78 g, 4.87 mmol, 94%) as a colorless oil. IR (KBr) 2944, 2891, 2866, 2736, 2156, 1695, 1582, 1469, 1383 cm-1; 1H NMR (CDCl3, 500 MHz) delta 10.53 (s, 1H), 8.05 (d, J=2.0 Hz, 1H), 7.67 (dd, J=8.5, 1.5 Hz, 1H), 7.47 (d, J=8.0 Hz, 1H), 1.15 (s, 21H); 13C NMR (CDCl3, 125 MHz) delta 190.4, 137.5, 136.7, 135.4, 130.1, 125.9, 123.4, 101.1, 100.9, 18.8, 11.4; HRMS (CI) m/z calcd for C18H25BrOSi 364.0858, found 365.1071 [M+H]+.

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:
Article; Zhou, Ningzhang; Wang, Li; Thompson, David W.; Zhao, Yuming; Tetrahedron; vol. 67; 1; (2011); p. 125 – 143;,
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. 21740-00-1, name is 5-Bromo-2-iodobenzoic acid, A new synthetic method of this compound is introduced below., Application In Synthesis of 5-Bromo-2-iodobenzoic acid

General procedure: The reaction of 2-iodobenzoic acid derivatives 1 and carbodiimides derivatives 2 is representative: A round bottom flask was added with 2-iodobenzoic acid derivatives 1 (0.50 mmol), carbodiimides derivatives 2 (1.0 mmol), Cu2O (0.25 mmol), in DMSO (2.5 mL). The reaction mixture was allowed to stir at 90 C for 18 hours. After completion of reaction, the reaction mixture was cooled to room temperature, quenched with 1M HCl, extracted with EtOAc, and DMSO was moved by distilled water. The combined organic layers were washed with brine and dried over anhydrous Na2SO4, filtered and concentrated. The residue was purified by column chromatography to provide quinazolinediones derivatives 3.

The synthetic route of 21740-00-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Duangjan, Chanikan; Rukachaisirikul, Vatcharin; Saithong, Saowanit; Kaeobamrung, Juthanat; Tetrahedron Letters; vol. 59; 39; (2018); p. 3537 – 3540;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 16355-92-3, 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. 16355-92-3, name is 1,10-Diiododecane, This compound has unique chemical properties. The synthetic route is as follows.

Measured into a 2-liter four-necked flask provided with a stirring device, a thermometer, and a reflux condenser were 197 g (0.5 mol) of 1,10-diiododecane, 520 g (4 mol) of ethyl acetoacetate, 1 L of ethanol, and 89.8 g (0.65 mol) of potassium carbonate, with reaction subsequently being allowed to take place for four hours under total reflux.After the reaction was completed, the ethanol, which was used as the solvent, was removed by distillation, and the remaining liquid was cooled to room temperature and subjected to liquid separation by adding 700 ml of 5% sulfuric acid. After the surplus of ethyl acetoacetate was removed by reduced pressure distillation of the organic layer at the upper layer. As a result, 237 g of an oily substance containing diethyl-2,13-bisacetyl-1,14-tetradecandioate was obtained.

The chemical industry reduces the impact on the environment during synthesis 1,10-Diiododecane. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Doya, Masaharu; US2011/172465; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 181765-86-6, A common heterocyclic compound, 181765-86-6, name is Methyl 5-bromo-2-iodobenzoate, molecular formula is C8H6BrIO2, 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.

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; Lee, Yun-Ah; Yu, Se Jin; (129 pag.)US2017/133600; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 181765-86-6, The chemical industry reduces the impact on the environment during synthesis 181765-86-6, name is Methyl 5-bromo-2-iodobenzoate, I believe this compound will play a more active role in future production and life.

Methyl 5-bromo-2-iodobenzoate (500 mg, 1.47 mmol), phenylboronic acid (197 mg, 1.61 mmol), Pd(OAc)2(16.5 mg, 0.0733 mmol), and triphenylphosphine (38.5 mg, 0.147 mmol) were dissolved in a solution of 2M aqueous Na2S04(2.5 mL) and acetone (6 mL). The mixture was degassed with N2for 7 minutes then heated at reflux for 18 hours. The reaction mixture was diluted with EtOAc (100 mL) and washed with brine (100 mL).The organic phase was dried over anhydrous Na2S04and concentrated under reduced pressure. Purification by flash column chromatography (hexanes to 90: 10 hexanes/EtOAc) afforded 10a as a clear oil (326 mg, 76% yield). Rf= 0.47 (hexanes/EtOAc 90: 10 v/v). ‘ H NMR (400 MHz, CDCl3) delta 7.99 (d, .7= 2.1 Hz, 1H), 7.67 (dd; J= 8.2, 2.1 Hz; 1H), 7.45-7.38 (m, 3H), 7.32-7.27 (m, 3H), 3.67 (s, 3H).13C NMR (101 MHz, CDCl3) delta 167.8, 141.5, 140.2, 134.3, 132.8, 132.5, 132.4, 132.4, 128.3, 127.7, 121.2, 52.4. MS (ESI+) calcd for[Ci4H12Br02]+[M+H]+, 291.0; found 290.9.

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, Methyl 5-bromo-2-iodobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; YALE UNIVERSITY; JORGENSEN, William L.; TRIVEDI-PARMAR, Vinay; (142 pag.)WO2019/178480; (2019); 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

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

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

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. 63131-30-6, name is Ethyl 3-(4-iodophenyl)-3-oxopropanoate, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 63131-30-6

General procedure: To a degassed mixture of PhI=NTs (0.6 mmol, 224 mg) and powdered 4 A molecular sieves (240 mg)was added dichloromethane (1 mL). The reaction was then cooled to 0 oC and solution oftrifluoroacetic acid (0.05 mmol, 3.83 muL) in dichloromethane (1 mL) was added. Successively, 1,3-dicarbonyl compounds (0.5 mmol) was added and the reactions was monitored by TLC. Uponcompletion, the reaction was filtered, washed with EtOAc and concentrated under reduced pressure toafford the crude mixture. The latter was then purified by flash chromatography (1:4 EtOAc/n-Hex aseluent) to furnish the title compound.

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 63131-30-6.

Reference:
Article; Tejo, Ciputra; Yeo, Hui Quan; Chan, Philip Wai Hong; Synlett; vol. 25; 2; (2014); p. 201 – 204;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com