Category: iodides-buliding-blocks

Adding a certain compound to certain chemical reactions, such as: 25309-64-2, name is 1-Ethyl-4-iodobenzene, 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 25309-64-2, HPLC of Formula: C8H9I

To a three-necked flask was added K2CO3 (2.76 g, 20 mmol), CuI(190 mg,1 mmol), L-Proline (230 mg, 2 mmol) and DMSO, then 1-cyclopropylbutane-1,3-dione (1.17 mL, 10 mmol) and 1-ethyl-4-iodobenzene(0.724 mL, 5 mmol) were added to the mixture, which werestirred at 90 C for 18 h under N2 protection. The reaction mixture wasdissolved in water, and then extracted with ethyl acetate (3*15 mL),washed with saturated NaCl, and dried over Na2SO4. Flash columnchromatography (petroleum ether : ethyl acetate = 70:1) afforded 1(320 mg, 28.0%) as pale-yellow oily liquid.1H NMR (300 MHz, CDCl3) delta(ppm): delta 17.03 (s, 1H), 7.28 – 7.19 (m, 4H), 2.71 (t, J = 7.6 Hz, 2H),1.92 (s, 3H), 1.57 (tt, J = 7.9, 4.6 Hz, 1H), 1.30 (d, J = 7.6 Hz, 3H),1.16 (dt, J = 4.4, 3.2 Hz, 2H), 0.84 – 0.77 (m, 2H). HRMS (ESI)C15H18O2, [M + H]+ calculated = 231.1307; found = 231.1393.

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, Xiaofang; Li, Yuyan; Peng, Kewen; Ran, Chongzhao; Xu, Yungen; Yang, Jian; Zeng, Fantian; Bioorganic and medicinal chemistry; vol. 28; 13; (2020);,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 5876-51-7, The chemical industry reduces the impact on the environment during synthesis 5876-51-7, name is 5-Iodobenzo[d][1,3]dioxole, I believe this compound will play a more active role in future production and life.

General procedure: Anhydrous CoBr2 (5.5 mg, 0.025 mmol) and Mn (27.5 mg, 0.5 mmol) wereplaced in a 20-mL Schlenk tube and heated with heat-gun (400 C) under thevacuum conditions for 30 min. After cooling to room temperature, the tubewas filled with N2 gas, and then PPh3 (6.6 mg, 0.025 mmol), aryl iodide(0.25 mmol), and acetonitrile (0.5 mL) were sequentially added. Alkyne(0.55 mmol) was successively added to the mixture. After stirring at 25 Cfor several hours, the reaction mixture was poured saturated NH4Cl solution and ether. Aqueous phase was extracted with ether. The combined etherealphases were dried over anhydrous MgSO4, filtered, and concentrated to affordcrude product. Silica-gel column purification of the crude product provided thecorresponding naphthalenes.

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, 5-Iodobenzo[d][1,3]dioxole, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Komeyama, Kimihiro; Kashihara, Tetsuya; Takaki, Ken; Tetrahedron Letters; vol. 54; 42; (2013); p. 5659 – 5662;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 101335-11-9, These common heterocyclic compound, 101335-11-9, name is 2-Chloro-4-fluoro-1-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.

10180] To a stirred solution of 208 (1.8 mmol) in 2-methyl THF (30 mE), iodobenzene (209, 1.8 mmol), 4M aqueous KOR (S mE) and Pd(PPh3)2C12 (63 mg, 0.09 mmol) were added and the mixture was degassed with nitrogen for 15 mm and heated at 80-90 C. for 8-12 h. Upon completion, the reaction mixture was diluted with EtOAc. Organic layer was washed with water followed by brine, dried over anhydrous sodium sulphate, filtered and concentrated. The crude product was purified by silica gel chromatography (2:8 EtOAc in n-hexane) to give a desired product (211, 0.74 mmol, 41%):_10576] The reaction was carried out according to Scheme i, Step-S using tert-butyl ((E)-4-(dimethylamino)-4-oxobut- 2-en-i -yl)(2-((5-((E)-4,4,4-trifluoro- i -(3-fluoro-i -(tetrahydro-2H-pyran-2-yl)- i H-indazol-5-yl)-2-(4,4,5,5-tetram- ethyl-i ,3,2-dioxaborolan-2-yl)but- i-en-i -yl)pyridin-2-yl) oxy)ethyl)carbamate (i.2 g, i.49 mmol) for compound 208 in 2-m and 2-chloro-4-fluoro-i-iodobenzene (0.383 g, i.49 mmol) for compound 209. Reaction mixture was stirred at 80 C. for 8 h. The crude material was purified by combiflashusing 3% MeOR in dichloromethane to afford the title compound of Ex. 59 Step-S (0.92 g, 76%).

The synthetic route of 101335-11-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Eisai R&D Management Co., Ltd.; BOCK, Mark; HAO, Ming-Hong; KORPAL, Manav; NYAVANANDI, Vijay Kumar; PUYANG, Xiaoling; SAMAJDAR, Susanta; SMITH, Peter Gerard; WANG, John; ZHENG, Guo Zhu; ZHU, Ping; (141 pag.)US2016/347717; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 23399-70-4, name is 5-Chloro-2-iodotoluene, 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 23399-70-4, Safety of 5-Chloro-2-iodotoluene

General procedure: The appropriate aryl halide (1 mmol), CsOH (3 mmol), andH2O (1 mL) were added over 0.1 h, to a stirred solutionof CuI (19.0 mg, 10 mol%) and Dimethylglyoxime (L6;23.2 mg, 20 mol%) in DMSO (1 mL), and the reactionmixture was stirred at 120 C (aryl iodides) or (aryl bromides).The progress of the reaction was monitored by TLC(EtOAc-hexane). The reaction mixture was then cooled toroom temperature and acidified with 0.5 M HCl (0.5 mL).The resulting mixture was extracted with EtOAc (3¡Á10 mL)and dried (Na2SO4). Evaporation of the solvent gave a residuethat was purified by column chromatography.

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, 5-Chloro-2-iodotoluene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Shendage, Suresh S; Journal of Chemical Sciences; vol. 130; 2; (2018);,
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. 3032-81-3, name is 1,3-Dichloro-5-iodobenzene, This compound has unique chemical properties. The synthetic route is as follows., name: 1,3-Dichloro-5-iodobenzene

General procedure: A mixture of N-picolinoylcyclododecylamine (3) (0.2 mmol, 57.6 mg), aryl iodide4 (0.4 mmol), Ag2CO3 (0.3 mmol, 82.7 mg), and Pd(OAc)2 (0.04 mmol, 9.0 mg)in t-AmOH (1 mL) was stirred for 48 h at 110 C in the dark. After dilution withEtOAc, the mixture was filtered and the filtrate was concentrated in vacuo. Theresidue was purified by preparative TLC (EtOAc/CHCl3/hexane = 1:1:8) to givethe corresponding product. Trans-3-(4-nitrophenyl)-N-picolinoylcyclododecylamine[5a(trans)]

According to the analysis of related databases, 3032-81-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Seki, Atsushi; Tetrahedron Letters; vol. 58; 45; (2017); p. 4232 – 4235;,
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. 847685-01-2, name is 4,5-Difluoro-2-iodoaniline, A new synthetic method of this compound is introduced below., Safety of 4,5-Difluoro-2-iodoaniline

General procedure: To a stirred mixture of aniline 2b (0.100 g, 0.344 mmol), hex-1-yne 3g (0.084 g, 1.031 mmol) and Et3N (3 mL) under argon added were Pd(PPh3)2Cl2 (0.010 g, 0.014 mmol), CuI (0.006 g, 0.031 mmol) and, additionally, Et3N (3 mL). Stirring was continued at 70 C for 3 h, the mixture was cooled to r.t., diluted by CHCl3 (10 mL) and poured into a mixture of H2O (30 mL) and CHCl3 (20 mL). The aqueous layer was extracted with CHCl3 (2 ¡Á 30 mL), the collected organic solution was washed with H2O (3 ¡Á 30 mL) and dried (MgSO4). Evoparation of the solvent and chromatography (TLC) of the crude product (eluent: hexane-EtOAc, 10:1 ? 10:1 ? 10:1, Rf = 0.54) gave aniline 4bg (0.067 g, 80%) as an oil.

The synthetic route of 847685-01-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Politanskaya, Larisa V.; Chuikov, Igor P.; Kolodina, Ekaterina A.; Shvartsberg, Mark S.; Shteingarts, Vitalij D.; Journal of Fluorine Chemistry; vol. 135; (2012); p. 97 – 107;,
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 74534-15-9 as follows. Application In Synthesis of 1-Chloro-2-iodo-4-nitrobenzene

The 2-chloro-5-nitro-iodobenzene (5g, 17.6 mmol) was dissolved in 5 mL DMA in an oven dried flask and a 0.5M solution of 2-pyridylzincbromide (53 mL, 26.5 mmol, 0.5 M in THF) was added. The solution was degassed with N2 for Vz hr., the PPh3 (0.185g, 0.7 mmol) and Pd(PPh3)4 (0.825g, 0.7 mmol) were added, rinsed in with several mLs THF and the solution was degassed for a further 10 min before heating to 600C under N2. The reaction was complete by TLC in ~8h, cooled to RT, and poured into a 1 :1 mixture of EtO Ac/2.5N NaOH (500 mL). This solution was stirred for 10 min, passed through a course fritted filter containing celite to remove the solid, and then extracted. The organics were washed with brine and concentrated to a brown solid. The combined aqueous layers were backextracted with Et2O (I x 200 mL). This was used to suspend the crude product, which was extracted with IN HCl (I x 200 mL, 3 x 100 mL). The combined aqueous extracts were cooled to 00C, diluted with EtOAc (250 mL), and made basic with ION NaOH (100 mL). This solution was separated, the aqueous layer extracted with EtOAc, and the combined organics were dried over Na2SO4 and charcoal with stirring. This solution was filtered through celite and concentrated to yield pure 4-chloro-3-(pyridin-2-yl)nitrobenzene (2.47g, 10.5 mmol, 60% yield) which was used in the next reaction without further purification.

According to the analysis of related databases, 74534-15-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GENENTECH, INC.; CURIS, INC.; WO2009/126863; (2009); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 69113-59-3,Some common heterocyclic compound, 69113-59-3, name is 3-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.

General procedure: In an argon-filled glovebox, an oven-dried Schlenk tube equipped with a Teflon stir bar was charged with CuI (9.5 mg, 0.05 mmol, 5 mol%) followed by anhydrous toluene (2.0 ml), secondary phosphine (1.00 mmol), and L4 (49.54 mg, 0.30 mmol, 30 mol%). The solution was stirred for 5-10 min. Then the (hetero)aromatic bromide (1.00 mmol) and KOtBu (224.42 mg, 2.0 mmol) were added at once followed by anhydrous toluene/THF (0.5 mL/0.5 mL). The Schlenk tube was sealed with a Teflon valve and the reaction mixture was stirred at 100 C for 24 h. The reaction mixture was then cooled to room temperature and filtered with dichloromethane to remove any insoluble residues. The filtrate was concentrated in vacuo; the residue was purified by flash chromatography on silica to obtain the analytically pure product (kept under argon).

The synthetic route of 69113-59-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Li, Chun-Jing; Lue, Jing; Zhang, Zhi-Xun; Zhou, Kun; Li, Yan; Qi, Guang-Hui; Research on Chemical Intermediates; vol. 44; 7; (2018); p. 4547 – 4562;,
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. 16932-44-8, name is 2-Iodo-1,3-dimethoxybenzene, A new synthetic method of this compound is introduced below., HPLC of Formula: C8H9IO2

General procedure: An argon-filled flask wasadd the respective aryl halide (1.0 mmol), CuI (20 mg, 0.1 mmol, 10 mol%), L3(37 mg, 0.1 mmol, 10 mol%), KOH (168 mg, 3 mmol), thiol (1.5 mmol) and glycerol(10 mL). The contents were then stirred at 100 C for 24 h. After that, themixture was cool to room temperature, diluted with ethyl acetate (20 mL) and washedwith saturated NaCl solution (3 x 20 mL). The organic layer was separated,dried over MgSO4 and concentrated under vacuum. The crude productwas purified by flash chromatography on silica gel using hexane /ethyl acetateas eluent

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:
Article; Cargnelutti, Roberta; Lang, Ernesto S.; Schumacher, Ricardo F.; Tetrahedron Letters; vol. 56; 37; (2015); p. 5218 – 5222;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 2043-57-4,Some common heterocyclic compound, 2043-57-4, name is 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-8-iodooctane, molecular formula is C8H4F13I, 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.

Under an Ar atmosphere, BuLi (7.3 mL, 19.0 mmol, 2.6 M in hexanes) was added to a THF solution (50 mL) of iPr2NH (0.81 mL, 11.3 mmol) at -78 C and stirred for 20 min at the same temperature. The reaction mixture was stirred for 30 min at 0 C and then cooled to -78 C. A THF solution (30 mL) of 4,4′-dimethyl-2,2′-bipyridine (0.92 g, 5.0 mmol) was added and stirred for 3 h at the same temperature, and then 3-(perfluorohexyl)ethyl iodide (4.8 g, 10.2 mmol) was added. The reaction mixture was stirred at -78 C for 1 h and stirred at room temperature overnight. The mixture was diluted with brine and extracted with Et2O (30 mL¡Á3). The organic layer was dried over Na2SO4 and the solvent was removed under the reduced pressure. The residue was purified by recrystallization from MeOH to give ligand II (0.53 g, 12%) as brown scales. Mp 112-115 C; 1H NMR (400 MHz, CDCl3/TMS) delta (ppm): 2.02-2.19 (m, 8H), 2.82 (t, 4H, J=7.8 Hz), 7.17 (dd, 2H, J=5.3, 1.7 Hz), 8.28 (s, 2H), 8.61 (d, 2H, J=5.3 Hz); 13C{1H} NMR (100 MHz, CDCl3/TMS) delta (ppm): 21.0, 30.4 (t, J=22.2 Hz), 34.6, 121.1, 123.8, 149.3, 150.6, 156.3; LRMS (EI) m/z: 876 (M+); HRMS: calcd for C28H18F26N2: 876.1055, found: 876.1044; IR (neat): 3800, 3674, 3587, 3438, 2194, 2157, 1962, 1651, 1107, 843 cm-1.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-8-iodooctane, its application will become more common.

Reference:
Article; Inamoto, Kiyofumi; Nozawa, Kanako; Kadokawa, Jun; Kondo, Yoshinori; Tetrahedron; vol. 68; 38; (2012); p. 7794 – 7798;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com