Month: September 2021

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. 328-73-4, name is 1-Iodo-3,5-bis(trifluoromethyl)benzene, A new synthetic method of this compound is introduced below., Recommanded Product: 328-73-4

General procedure: Sulfuric acid (400?800 muL) was added to a stirred mixture of iodoarene (1 mmol), Oxone (1 mmol, 617 mg) and arene (1.1?3 mmol) in acetonitrile (2 mL). The reaction mixture was stirred overnight and a solution of KBr (2 mmol, 240 mg) in water (10 mL) was added. After the formation of a solid or oily residue, acetonitrile was removed under reduced pressure. To the residue Et2O (10 mL) was added and the suspension stirred for 10 min. The precipitated diaryliodonium bromide was filtrated and washed with water (15 mL) and Et2O (15 mL). The product was dried under vacuo.

The synthetic route of 328-73-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Soldatova, Natalia; Postnikov, Pavel; Kukurina, Olga; Zhdankin, Viktor V.; Yoshimura, Akira; Wirth, Thomas; Yusubov, Mekhman S.; Beilstein Journal of Organic Chemistry; vol. 14; (2018); p. 849 – 855;,
Iodide – Wikipedia,
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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 626-44-8 as follows. Formula: C6H3I3

Synthesis of 1 , 3 , 5-tris [( 1 , 3-diethylcarboxylate-5- ( 4- (ethynyl ) phenyl )) butadiynyl ] -benzene (compound 6). 1,3,5- Triiodobenzene (5, 1.1 g, 2.41 mmol), compound 4 (3.0 g, 11.1 mmol), THF (100 ml), and diisopropylamine (50 ml) are combined in a 500 mL Schlenk flask equipped with a magnetic stir bar and a rubber stopper. The mixture is cooled to -78 °C in an acetone/dry ice bath and subjected to three cycles of brief vacuum-degas/N2 back-fill with no stirring. Then Pd(PPh3)4 (450 mg, 0.39 mmol) and Cul (150 mg, 0.79 mmol) is added to this degassed solution under positive N2 flow and the mixture is degassed for three more cycles. The solution is stirred for 48 h at 25 °C, concentrated, and dried under high vacuum. The remaining brown paste is redissolved in a minimum amount of CHCI3, and column chromatographed over silica gel using CHCI3 (stabilized with 2percent ethanol) to give a brown solid (2.1 g) , which is recrystallized three times from CHCl3:EtOH (75 ml, 2:1, v/v) to give the product 6 as an off-white solid. Yield = 1.7 g (80percent). XH NMR (500 MHz, CDC13) is shown in Fig. 16, where delta 1.42 (t, J = 7.0 Hz, 18H, -C02CH2C) , 4.43 (q, J = 7.0 Hz, 12H, -C02Cfi2CH3) , 7.65 (s, 3H, Ar2-fi) , 8.35 (d, J = 1.5 Hz, 6H, Ari-H) , 8.67 (t, J = 1.5 Hz, 3H, Ari-H) . 13C NMR (126 MHz, CDCI3) is shown in Fig. 17, where delta 14.43, 61.88, 75.13, 75.50, 79.78, 80.63, 122.45, 123.00, 131.29, 131.60, 136.72, 137.36, and 164.92.

According to the analysis of related databases, 626-44-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NORTHWESTERN UNIVERSITY; FARHA, Omar, K.; HUPP, Joseph, T.; WILMER, Christopher, E.; ERYAZICI, Ibrahim; SNURR, Randal, Q.; GOMEZ-GUALDRON, Diego, A.; BORAH, Bhaskarjyoti; WO2013/192146; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 146137-72-6, 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. 146137-72-6, name is 2-Fluoro-6-iodobenzaldehyde, This compound has unique chemical properties. The synthetic route is as follows.

Step 2: 3-Iodo-1H-pyrazole-4-carbonitrile (3.62 g, 16.5 mmol) was taken up in dry tetrahydrofuran (67 ml) under nitrogen atmosphere. Sodium hydride (992 mg, 24.8 mmol, 60% in oil) was added in one portion and the mixture was placed in a heated (50 C.) sonication bath for 50 minutes. To this mixture was added 2-fluoro-6-iodobenzaldehyde (5.37 g, 21.5 mmol) and the mixture was placed in an oil bath heated to 60-65 C. After 2 hours stirring additional 2-fluoro-6-iodobenzaldehyde (350 mg, 1.4 mmol) was added and the material was stirred for 1 more hour. The flask was cooled to ambient and close to 90% of the solvent was stripped (rotary evaporator). Diethyl ether (30 ml) and water (50 ml) were added and the mixture was vigorously stirred for 30 minutes. The precipitated product was collected by filtration, rinsing well with diethyl ether and water, and drying in a vacuum oven to provide a light tan powder (4.78 g). This solid product was taken up in a solution of 2% methanol in dichloromethane (about 60 ml, heat to dissolve) and transferred to a reparatory funnel. Water (60 ml) was added and the material was shaken and the organic phase collected. This was dried with magnesium sulfate, filtered and stripped to provide the desired 1-(2-formyl-3-iodo-phenyl)-3-iodo-1H-pyrazole-4-carbonitrile as a light yellow powder (3.973 g). LC/MS calc’d for C11H5I2N3O (m/e) 448.99, obs’d 450 (M+H, ES+).

The chemical industry reduces the impact on the environment during synthesis 2-Fluoro-6-iodobenzaldehyde. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Billedeau, Roland Joseph; Kondru, Rama K.; Lopez-Tapia, Francisco Javier; Lou, Yan; Owens, Timothy D.; Qian, Yimin; So, Sung-Sau; Thakkar, Kshitij C.; Wanner, Jutta; US2012/295885; (2012); 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. 26670-89-3, name is 2-Bromo-4-iodo-1-methylbenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 2-Bromo-4-iodo-1-methylbenzene

Compound 1 (3 g, 10.10 mmol, 1 eq) in THF (30 mL) was placed into 250 ml round bottom flask. The reaction solution was cooled to -65 C. under a nitrogen atmosphere. n-BuLi (2.2 M, 5.05 mL, 1.1 eq) to the cooled solution was slowly added dropwise, the mixture was stirred for 1 h at the same temperature. TRIMETHYL BORATE (1.26 g, 12.12 mmol, 1.37 mL, 1.2 eq) were added dropwise to the above solution at the same temperature. The mixture was stirred at -65 OC for 1 h. Then cool bath was removed and the mixture was stirred at -65?10 C. for 16 h. The mixture was acidified by dropwise addition of HCl solution (2 M, 5 mL) to the reaction solution, which was stirred for 1.5 hour. The mixture were concentrated in vacuum to afford a residue. The residue was purified by reverse-MPLC (FA condition, A: water, B: MeCN, 40% B). The fraction were concentrated to remove solvent, and aqueous phase was extracted with ethyl acetate (50 mL*3). The combined organic layers were washed with brine (50 mL), dried over sodium sulfate, filtered and the filtrate was concentrated in vacuum to give Compound 2 (1.3 g, 6.05 mmol, 59% yield) as white solid. 1H NMR (400 MHz, DMSO-d6) delta=8.15 (s, 0.5H), 7.95 (s, 0.3H), 7.93 (s, 1H), 7.73 (d, J=7.5 Hz, 1H), 7.66 (d, J=7.5 Hz, 0.3H), 7.37 (d, J=7.5 Hz, 1H), 7.32 (d, J=7.6 Hz, 0.3H), 2.37 (s, 3H), 2.34 (s, 0.9H).

The synthetic route of 26670-89-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; 1ST Biotherapeutics, Inc.; LEE, Jinhwa; KIM, Jae Eun; JO, Suyeon; LEE, Gwibin; LIM, Keonseung; PARK, A Yeong; KIM, Misoon; JUNG, Gyooseung; LIM, Seung Mook; LEE, Minwoo; YANG, Heekyoung; KIM, Hyonam; KIM, Hyeongjun; LI, Wanjun; FAN, Mingzhu; (82 pag.)US2019/100500; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 98-61-3,Some common heterocyclic compound, 98-61-3, name is 4-Iodobenzenesulfonyl chloride, molecular formula is C6H4ClIO2S, 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.

p-Iodobenzenesulfonyl chloride (9.08g, 0.03mol), 10mL acetonitrile and 30mL water were added into a 100-mL round-bottomed flask. Then around 15mL of NH3 gas was bubbled into the mixture. The solution was refluxed for 8h at 100C, and the volatile material was removed using a rotary evaporator. The solid crude product was then re-crystallized from a water solution and filtered. The pure product 7.64g of p-iodobenzenesulfonyl amide 1 was obtained with a yield of 90% after drying under high vacuum for 2h. (0015) Alternatively, in a 250-mL three-necked round bottom flask, p-iodobenzenesulfonyl chloride (9.08g, 0.03mol) was added. Then ca. 30mL of ammonia was condensed into the flask at -60C and the flask was allowed to slowly warm to room temperature over 8h. The crude product was washed with 40mL water and dried under the vacuum to give 8.07g purified amide 1 with a yield of 95%. 1H NMR (CD3CN, ppm): (ab, deltaa 7.89 (2H, d), deltab 7.60 (2H, d), Jab=10Hz, deltac 5.70 (2H, s) (0018) (note: The 1H for this and related compounds represents an aa?bb? spin system but it appears as a deceptively simple ab system with J/delta near 0.5. The deltaa,b for all compounds are taken as the midpoint of the second order doublets as an approximation as if it is a classic ab spin system. The Ja,b is assigned as that of a classic ab spin system. No effort was made to analyze the spectra further.)

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

Reference:
Article; Mei, Hua; Desmarteau, Darryl D.; Journal of Fluorine Chemistry; vol. 160; (2014); p. 12 – 15;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 618-91-7, 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 618-91-7 as follows.

General procedure: A mixture ofmethyl 3-iodobenzoate (1 mmol), corresponding amine (3 mmol), K2CO3(4 mmol), CuI (0.2 mmol) and L-proline (0.4 mmol) in 15 mL of DMSO was heatedat 60 C for 8 h. The cooled mixture was pour into 150 ml water, and extractedwith ethyl acetate (3 × 15 mL), the organic fractions were combined, washedwith saturated brine (2 × 15 ml) prior to drying over anhydrous sodium sulfate.After filtration and concentrate using a rotary evaporator, the residue was purified by silica gel column chromatographyusing a mixture of petroleum ether/ethyl acetate (20 : 1, v/v) as eluent toafford the desired product.

According to the analysis of related databases, 618-91-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Li, Zheng; Pan, Miaobo; Su, Xin; Dai, Yuxuan; Fu, Mian; Cai, Xingguang; Shi, Wei; Huang, Wenlong; Qian, Hai; Bioorganic and Medicinal Chemistry; vol. 24; 9; (2016); p. 1981 – 1987;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

444-29-1, 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. 444-29-1, name is 1-Iodo-2-(trifluoromethyl)benzene, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of [9-((1R,2R,4R,5R)-4-ethynyl-7,7-dimethyl-3,6,8-trioxabicyclo[3.3.0]oct-2-yl)purin-6-yl]cyclopentylamine (40 mg, 0.12 mmol), a compound of formula (5), in tetrahydrofuran (4 ml) under nitrogen was added catalytic amounts (3 mg) of dichlorobis(triphenylphosphine)palladium(II) and copper(II)iodide, followed by 1-iodo-2-trifluoromethylbenzene (0.25 ml, 0.3 mmol). Triethylamine (0.4 ml) was then added, and the mixture stirred for 15 minutes at room temperature. The solvent was removed under reduced pressure, and the residue was purified by preparative TLC, eluding with methanol:methylene chloride (6.5:1), to yield [9-((1R,2R,4R,5R)-7,7-dimethyl-4-{2-[2-(trifluoromethyl)-phenyl]ethynyl}-3,6,8-trioxabicyclo[3.3.0]oct-2-yl)purin-6-yl]cyclopentylamine, a compound of formula (6).

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; Zablocki, Jeff; Palle, Venkata; Elzein, Elfatih; Li, Xiaofen; US2004/43960; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 260558-15-4,Some common heterocyclic compound, 260558-15-4, name is 4-Bromo-2-iodo-1-methylbenzene, molecular formula is C7H6BrI, 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.

4-(5-Bromo-2-methyl-phenyl)-6-chloro-pyrimidin-2-ylamine) was synthesised in 2 steps from 5-bromo-2-methyl-1-iodo-benzene as described in Example 81.

The synthetic route of 260558-15-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Cell Therapeutics, Inc.; US2004/204386; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 124700-41-0,Some common heterocyclic compound, 124700-41-0, name is 2-Fluoro-5-iodobenzoic acid, molecular formula is C7H4FIO2, 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.

Intermediate 1C: (3,4-Dihydroisoquinolin-2(lH)-yl)(2-fluoro-5-iodophenyl)methanone[00165] To a suspension of 2-fluoro-5-iodobenzoic acid (Aldrich, 5.27 g, 19.8 mmol) in CH2CI2 (35.0 mL) was added oxalyl chloride (14.9 mL, 29.7 mmol, 1M solution in CH2CI2) followed by 2 drops of DMF via syringe. Gas evolution was initiated and the resulting mixture was stirred at room temperature for 2 h. The reaction mixture was then quenched with sat. aq. NH4CI solution and extracted with EtOAc (3 x). The combined organic extracts were dried over Na2S04, filtered and concentrated in vacuo to give crude 2-fluoro-5-iodobenzoyl chloride which was used directly in the next step.[00166] The crude product obtained above was dissolved in CH2CI2 (49.6 mL) and cooled to 0 C. To the solution were added 1,2,3,4-tetrahydroisoquinoline (2.7 mL, 21.8 mmol) followed by 2,6-lutidine (4.6 mL, 39.7 mmol). The resulting reaction mixture was stirred at room temperature for 1 h. The reaction mixture was washed IN HC1 (2 x) and the organic layer was extracted with CH2CI2 (2 x). The combined organic extracts were washed with sat. aq. NaCl solution and dried over a2S04. Filtration and concentration in vacuo provided the title compound (7.55 g, 95%) as a viscous, yellow oil. XH NMR (CDCI3, 1.5: 1 mixture of amide rotamers) delta 7.78-7.66 (m, 2H), 7.26-7.12 (m, 3.5H), 6.98- 6.86 (m, 1.5H), 4.92 (s, 1.5H), 4.50 (br s, 0.5H), 3.65-3.52 (m, 1.5H), 3.04-2.95 (m, 1H), 2.92-2.82 (m, 1.5H); MS(ESI+) m/z 382.1 (M+H)+.

The synthetic route of 124700-41-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BORZILLERI, Robert M.; CAI, Zhen-wei; TEBBEN, Andrew J.; PEREZ, Heidi L.; ZHANG, Liping; SCHROEDER, Gretchen M.; WEI, Donna D.; WO2012/162365; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 375-80-4, 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. 375-80-4, name is 1,6-Diiodoperfluorohexane belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

55.4 g (0.10 mol) of IC 6 F 12 I obtained in Reference Example 1 and 0.58 g (0.004 mol) of tert-butyl peroxide were added to a reactor having a capacity of 150 ml equipped with a stirrer and a thermometer. Next, VDF was added under reduced pressure until reaching 0.5 MPa, and then heating was carried out at 125 C. for 3 hours. Further, after cooling the reaction solution to 70 C., VDF was added to 0.5 MPa and heated at 125 C. for 3 hours. Further, after cooling the reaction solution to 70 C., VDF was added until it reached 0.5 MPa and heated at 125 C. for 5 hours. A total amount of 12.2 g (0.19 mol) of VDF was fed to the reactor.After cooling and discharge of the residual gas, 300 g of chloroform and 20.2 g (0.20 mol) of triethylamine were added to this product, and the reaction was carried out at 35 C. for 3 hours. 150 g of water and 25 g of a 10% hydrochloric acid aqueous solution were added to the obtained reaction solution, and the liquid separation operation was carried out to obtain an organic layer.Chloroform was distilled off from the organic layer, then distilled,17.8 g (yield 42%) of a 6E-T 2 T fraction (purity 99%) having a boiling point of 76 C. (13.33 kPa) of the following formula (12)3.6 g (yield 7%) of a 6E-1 T fraction (purity 97%) having a boiling point of 63 C. (4.00 kPa) of the following formula (13)9.8 g (yield 20%) of a 6E-T 3 TT fraction (purity 97%) having a boiling point of 74 C. (4.00 kPa) of the following formula (14) and 6 E- 0.8 g (yield 1%) of 2TT fraction (purity 98%) was obtained.The structure of the obtained fraction was confirmed by 1 H-NMR and 19 F-NMR.

The synthetic route of 1,6-Diiodoperfluorohexane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Tosoh F-Tech Co., Ltd.; Kondo, Norihisa; Kono, Masahiro; (14 pag.)JP2015/81232; (2015); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com