Tag: M.W=200-300

Adding a certain compound to certain chemical reactions, such as: 31599-61-8, name is 4-Iodo-1,2-dimethylbenzene, 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 31599-61-8, Application In Synthesis of 4-Iodo-1,2-dimethylbenzene

General procedure: CAUTION: Azides are potentially explosive and so appropriateprecautions against blast must be taken when preparing, handlingand heating them. Reactions must be carried out on a small scale. A mixture of the aryl iodide (1.0 mmol), sodium azide (1.2 mmol),DBU (0.15 mmol) and Cu(OAc)2·H2O (0.1 mmol) in DMSO (3.0 mL)in a 10 mL flask was heated to 95 C (the temperature in the reaction flask was monitored) for 1.5-5.0 h. After the reaction was completed asjudged by TLC, the cooled mixture was poured into water (30 mL)containing several drops of ammonia. The resulting aqueous phase was extracted with ethyl acetate (3 × 30 mL). The combined organic phases were washed with brine (50 mL), dried over anhydrous Na2SO4 and concentrated under reduced pressure. The residue was loaded on asilica gel column and eluted with petroleum ether (boiling range 60-90 C)/ethyl acetate to afford the product.

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; Jiang, Yuqin; Suo, Huajun; Zhao, Yaru; Li, Xiyong; Sun, Yamin; Li, Xingfeng; Dong, Wenpei; Li, Wei; Zhang, Weiwei; Xu, Guiqing; Journal of Chemical Research; vol. 42; 5; (2018); p. 247 – 250;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 627-31-6, The chemical industry reduces the impact on the environment during synthesis 627-31-6, name is 1,3-Diiodopropane(stabilized with Copper chip), I believe this compound will play a more active role in future production and life.

General procedure: The mixture of 4-methylpiperazine-1-carbodithioate (2.21 gm, 11.16 mmol) and diiodomethane (0.3 mL, 3.72 mmol) in CH3CN (20 mL) was stirred at room temperature for overnight. The reaction mixture was concentrated under reduced pressure, crude product was treated with water (10 mL) and extracted with EtOAc (10 * 3 mL). EtOAc layer was washed with water (5 * 3 mL) and combined organic layers were dried on anhydrous sodium sulfate, filtered, and concentrated. The crude product was purified over column chromatography (100-200 mesh) using MeOH/CHCl3 as eluent to afford compound as white solid (0.76 g, 56%); 4.1.53 Propane-1,3-diyl bis(4-(3-cyanopropyl)piperazine-1-carbodithioate) (56) The title compound was synthesized from sodium 4-(3-cyanopropyl)piperazine-1-carbodithioate and diiodopropane in 56% yield as white solid; mp: 118-120 C; IR (KBr) nu (cm-1): 2942, 2823, 2248, 1646; 1H NMR (300 MHz, CDCl3 + CCl4): delta 4.34-4.05 (8H, m), 3.40 (4H, t, J = 7.1 Hz), 2.55-2.42 (16H, m), 2.16-2.07 (2H, m), 1.88-1.79 (4H, m); 13C NMR (75 MHz, CDCl3 + CCl4): delta 196.5 (C=S), 119.1, 55.9, 52.6, 50.7, 35.9, 28.2, 22.7, 15.0; ESI-MS: (m/z)499 (MH+); Anal. (%) calcd. for C21H34N6S4: C, 50.57; H, 6.87; N, 16.85; found C, 50.68; H, 6.94; N, 16.75.

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, 1,3-Diiodopropane(stabilized with Copper chip), other downstream synthetic routes, hurry up and to see.

Reference:
Article; Lal, Nand; Jangir, Santosh; Bala, Veenu; Mandalapu, Dhanaraju; Sarswat, Amit; Kumar, Lalit; Jain, Ashish; Kumar, Lokesh; Kushwaha, Bhavana; Pandey, Atindra K.; Krishna, Shagun; Rawat, Tara; Shukla, Praveen K.; Maikhuri, Jagdamba P.; Siddiqi, Mohammad I.; Gupta, Gopal; Sharma, Vishnu L.; European Journal of Medicinal Chemistry; vol. 115; (2016); p. 275 – 290;,
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. 181765-85-5, name is Methyl 4-chloro-2-iodobenzoate, A new synthetic method of this compound is introduced below., name: Methyl 4-chloro-2-iodobenzoate

Example 39Amethyl 2-(2-amino-4-(methoxycarbonyl)phenylamino)-4-chlorobenzoate To a solution of methyl-3,4-diaminobenzoate (2.8 g, 16.86 mmol, Alfa Aesar Chemical Company) in chlorobenzene (125 ml) was added Example 3A (5.0 g, 16.86 2345 mmol), K2CO3 (2.5 g, 17.71 mmol), and Cu (1.1 g, 16.86 mmol). The resulting mixture was heated at reflux over 18 hours. While hot, the mixture was filtered through a thin layer of diatomaceous earth and the cake washed with dichloromethane. The filtrate was concentrated and the crude product purified by flash chromatography on silica gel, eluting with a 10% – 100% CH2CI2 / hexanes gradient to yield the title compound. MS 2350 ESI(+) /M/Z 334.9 [M+H]+.

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; ABBOTT LABORATORIES; ABBOTT LABORATORIES TRADING(SHANGHAI) COMPANY, LTD.; VAN CAMP, Jennifer; PATEL, Jyoti, R.; SWANN, Steven; WO2012/45194; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 3930-83-4, name is 2-Iodobenzamide, 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 3930-83-4, Recommanded Product: 3930-83-4

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.

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; 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

619-58-9, name is 4-Iodobenzoic acid, 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: C7H5IO2

i. 4-Iodobenzyl alcohol. To a solution of 4-iodobenzoic acid (22 g) in tetrahydrofuran (450 mL) was added borane dimethylsulfide complex (35.5 mL, 10M in tetrahydrofuran), and the solution was allowed to stir overnight. The reaction was quenched by addition of methanol, and the solvent was evaporated. The residue was dissolved in ethyl acetate and filtered. The solvent was evaporated to give a solid, which was recrystallized from ether to yield a white solid, which was chromatographed, eluding with ether, to give 4-iodobenzyl alcohol (15.1 g).

The synthetic route of 619-58-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zeneca Limited; US5521179; (1996); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 6940-76-7, These common heterocyclic compound, 6940-76-7, name is 1-Chloro-3-iodopropane, 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.

To a mixture of 1-chloro-3-iodopropane (6.133 g, 0.03 mol) and NaH (3 g, 0.075 mol) in THF (25 ml) at 0C, phenothiazine (5 g, 0.025 mol) in THF (25 ml) was added. The mixture was stirred at room temperature for 9 h. After work-up, 10-(3-chloropropyl)-10H-phenothiazine was obtained in 37% yield.

Statistics shows that 1-Chloro-3-iodopropane is playing an increasingly important role. we look forward to future research findings about 6940-76-7.

Reference:
Article; Li, Na; Qu, GuoJing; Xue, JingNa; Li, Xiao; Zhao, Xuan; Yan, YeHao; Gao, DongFang; Zhang, Lu; Wang, Peng; Zhang, Ming; Zhao, BaoXiang; Miao, JunYing; Lin, ZhaoMin; Bioorganic and Medicinal Chemistry; vol. 27; 13; (2019); p. 2845 – 2856;,
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. 61272-76-2, name is 4-Fluoro-2-iodoaniline belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C6H5FIN

General procedure: A sealed tube (50 mL) was charged with 2-haloaniline 1a (2mmol), CS2 (10 mmol), Na2S (4mmol) and DMF (2 mL) at room temperature under an argon gas atmosphere and the tube was flushed with argon for three times and sealed. Then the mixture was stirred electromagnetically at 110 °C for 12 hours. The reaction process was monitored by TLC on silica gel. After the reaction was completed, the reaction mixture was cooled to room temperature, 2 mL HCl (3 mol/L) was added and stirred for 30 minutes. Then the reaction mixture solution was extracted by dichloromethane (3*20 mL). Subsequently, the combined organic solution were dried by anhydrous magnesium sulfate and concentrated. The residue was purified by silica gel colum chromatography (eluent: petroleum ether / ethyl acetate) give the corresponding pure product 2a.

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

Reference:
Article; Zhang, Tianmiao; Qin, Weijing; Zhu, Ning; Han, Limin; Wang, Liubo; Hong, Hailong; Synthetic Communications; vol. 47; 20; (2017); p. 1916 – 1925;,
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. 52548-63-7, name is 5-Fluoro-2-iodobenzoic acid, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 52548-63-7

Intermediate 13: 5-Fluoro-2-pyrimidin-2-yl-benzoic acid.Step A: 5-Fluoro-2-iodo-benzoic acid methyl ester. To a 500 mL round- bottomed flask was added 5-fluoro-2-iodo-benzoic acid (23 g, 86.5 mmol) in methanol (230 mL). To the resulting solution was added cone, sulfuric acid (2.3 mL, 43.2 mmol). The reaction mixture was warmed to 65 C and stirred for 15 h. The resulting mixture was concentrated under reduced pressure to give crude producte which was then was partitioned between EtOAc (250 mL) and a half sat. Na2C03(ac?) solution (250 mL). The layers were thoroughly mixed and then separated. The organic layer was dried over magnesium sulfate, filtered, and concentrated under reduced pressure to give a yellow oil (23 g, 95% yield). 1H NMR (400 MHz, CDCI3): 7.94 (dd, J = 8.7, 5.4 Hz, 1 H), 7.54 (dd, J = 9.0, 3.1 Hz, 1 H), 6.93 (m, 1 H), 3.94 (s, 3H).

According to the analysis of related databases, 52548-63-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; LETAVIC, Michael; RUDOLPH, Dale, A.; SAVALL, Brad, M.; SHIREMAN, Brock, T.; SWANSON, Devin; WO2012/145581; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 116632-39-4, name is 5-Bromo-2-iodotoluene, 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. category: iodides-buliding-blocks

General procedure: (R)-(4-bromo-2-methylphenyl)((2R,3S,4S,5R,6R)-3,4,5-tris(benzyloxy)-6- ((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl)methanol (101R) and (S)-(4-bromo-2- methylphenyl)((2R,3S,4S,5R,6R)-3,4,5-tris(benzyloxy)-6- ((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl)methanol (101S). Synthesis B: Into a flask containing 4-bromo-1-iodo-2-methylbenzene (22.6 g, 76.1 mmol) in anhydrous Et2O (200 mL) under N2, was added n-BuLi/Hexanes (2.5 M, 26 mL, 65.23 mmol) dropwise at -78 C. After 1 h, the freshly prepared crude 2,3,4,6-Tetra-O-benzyl-alpha-D-mannopyranosyl carbaldehyde (12.0 g, 21.74 mmol) dissolved in Et2O (90 mL) was added via cannula over a period of 5 minutes. The mixture was stirred at -78 C for 30 min, and then slowly warmed to 0 C over a period of 1.5 h. The reaction mixture was quenched with saturated aq. NH4Cl and extracted with EtOAc (250 mL x 3). The combined organic phase was washed with brine (100 mL), dried over Na2SO4 and filtered .The filtrate was concentrated under reduced pressure and the residue was purified by silica gel chromatography (phase A: PE, phase B: CH2Cl2 / EtOAc / PE (20/1/2)) to give the 101R (4.0 g, 26% yield for two steps) as light yellow oil and 101S (8.0 g, 51% yield for two steps) as light yellow oil. Formula: C42H43BrO6 Exact Mass: 722.22 Molecular Weight: 723.69 Analytical data for Intermediate 101R: 1H NMR (300 MHz, CDCl3) delta 7.41-7.28 (m, 21H), 7.18-7.13 (m, 2H), 5.08 (d, J = 5.1 Hz, 1H), 4.71(2d, J = 11.7 Hz, 1H), 4.64-4.56 (m, 3H), 4.49 (s, 2H), 4.40 (s, 2H), 4.28 – 4.21(2m, 1H), 4.18 – 4.13 (m, 1H), 4.10 (t, J = 5.1 Hz, 1H), 3.99-3.94 (m, 1H), 3.89 (t, J = 5.9 Hz, 1H), 3.83-3.70 (m, 2H), 3.49 (br. s., 1H), 2.29 (s, 3H). ESI-MS [M+Na+] calcd for (C42H43BrO6Na) found: 745.5 (100%), 747.5 (97.3%). Formula: C42H43BrO6 Exact Mass: 722.22 Molecular Weight: 723.69 Analytical data for Intermediate 101S: 1H NMR (300 MHz, CDCl3) delta 7.37 – 7.16 (m, 23H), 5.06 (d, J=5.5 Hz, 1H), 4.73 – 4.67 (m, 1H), 4.62 – 4.44 (m, 7H), 4.11 – 4.03 (m, 2H), 3.85 – 3.76 (m, 3H), 3.73 – 3.67 (m, 2H), 3.19 (br. s., 1H), 2.18 (s, 3H). ESI-MS [M+Na]+ calcd for C42H43BrO6Na+ 745.21, found 745.5 (100%), 747.5 (97.3%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 116632-39-4, its application will become more common.

Reference:
Patent; FIMBRION THERAPEUTICS, INC.; JANETKA, James, W.; MYDOCK-MCGRANE, Laurel; (136 pag.)WO2017/156508; (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. 916792-62-6, name is 3-Fluoro-2-iodobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 916792-62-6

2-lodo-4- fluorobenzonitrile (2.5 g, 10.3 mmol) and 2-tributylstannane pyrimidine (3.7g, 10.0 mmol) were combined and dissolved in degassed DME (18 ml) then purged with bubbling N2 for 5 minutes. The reaction was treated withPd(PPh3) (577 mg, 0.5 mmol) and then purged with bubbling for 5 minutes in a sealed vessel and then heated in microwave at 160 C for 90 min. The reaction was cooled and filtered through celite and concentrated to minimum volume and the ppt the formed was diluted with hexanes (40 ml) and cooled to 0 C then filtered. The solid purified (FCC) (20-100% EA / hex) to give 3-fluoro- 2-(pyrimidin-2-yl)benzonitrile. 1 H NMR (400 MHz, CDCI3): 8.93 (d, J = 4.9 Hz, 2H), 8.14 (dd, J = 9.6, 2.7 Hz, 1 H), 7.86 (dd, J = 8.6, 5.3 Hz, 1 H), 7.36 (t, J = 4.9 Hz, 1 H), 7.32 – 7.24 (m, 1 H).

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 916792-62-6.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BRANSTETTER, Bryan, James; LETAVIC, Michael, A.; LY, Kiev, S.; RUDOLPH, Dale, A.; SAVALL, Brad, M.; SHAH, Chandravadan, R.; SHIREMAN, Brock, T.; WO2011/50200; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com