Category: iodides-buliding-blocks

915095-86-2, 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. 915095-86-2, name is (2-Chloro-5-iodophenyl)(4-fluorophenyl)methanone, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a stirred solution of 1 (0.01 mol) in 30 mL of CH2Cl2and 30 mL of CH3CN at 0 ¡ãC were added Et3SiH(4.79 mL,0.03 mol), then BF3¡¤Et2O(2.53 mL, 0.02 mol), and theresulting mixture was warmed to room temperature andstirred for 3?8 h. The mixture was poured into saturatedaqueous NaHCO3 and extracted with CH2Cl2 twice. Thecombined organic layers were washed with brine, dried overMgSO4, and concentrated. The residual solid was crystallizedfrom ethanol to give as white solid.According to this procedure the following compoundswere prepared. 1-chloro-2-(4-fluorobenzyl)-4-iodobenzene (2a)White solid, yield 83percent, m.p. 52?54 ¡ãC. 1H NMR (400MHz, DMSO-d6): delta 4.02(s, 2H), 7.10?7.13(m, 2H), 7.22?7.25(m, 3H), 7.60(dd, J = 0.8, 6.8 Hz, 1H), 7.72(d, J = 0.8Hz, 1H). 13C NMR (100 MHz, DMSO-d6): delta 36.94, 92.85,115.21(d, J = 68 Hz), 130.30(d, J = 24 Hz), 131.32,133.16, 134.87, 136.82, 139.44, 140.77, 159.80, 161.73.

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; Hu, Shengquan; Sun, Wuji; Wang, Yeming; Yan, Hong; Medicinal Chemistry Research; vol. 28; 4; (2019); p. 465 – 472;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

63262-06-6, These common heterocyclic compound, 63262-06-6, name is 1,4-Dibromo-2,5-diiodobenzene, 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.

Under an argon atmosphere, dibromodiiodobenzene (4.00 g, 8.20 mmol), compound 1-2 (6.81 g, 16.8 mmol, 1.05 eq.), and Pd(PPh3)4 (474 mg, 0.41 mmol, 5% Pd) were dissolved in 1 ,2-dimethoxyethane (800 mE) and water (200 mE) in which K3P04 (10.4 g, 49.2 mmol) was dissolved was added thereto, and the mixture was stirred with heating at 500 C. for 24 hours. Afier completion of the reaction, extraction with ethyl acetate was conducted, and the solvent was concentrated. The resulting solid was purified by column chromatography, whereby obtaining a white solid (5.0 g, yield: 77%). The obtained solid was compound 1-3, which is an intended product, and by mass spectrum analysis, it was confirmed that it had an mle value of 790 with respect to a molecular weight of 790.

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 63262-06-6.

Reference:
Patent; IDEMITSU KOSAN CO., LTD.; Takahashi, Ryota; Ikeda, Hidetsugu; Seda, Keita; Nakano, Yuki; (152 pag.)US10249832; (2019); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 19094-56-5, name is 2-Chloro-5-iodobenzoic acid, 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 19094-56-5, 19094-56-5

EXAMPLE 55A A solution of 2-chloro-5-iodobenzoic acid (600 mg) in THF (7 mL) at 0 C. was treated with a 1M LiAlH4 in THF (1.17 mL), stirred for 30 minutes, quenched with water (5 mL), diluted with ethyl acetate, washed with 1M HCl, 1M NaOH and brine and concentrated. The concentrate was flash chromatographed on silica gel with 20% ethyl acetete/hexanes.

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

Reference:
Patent; Wendt, Michael D.; Sun, Chaohong; Sauer, Daryl R.; Elmore, Steven W.; Kunzer, Aaron R.; US2007/72833; (2007); 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. 608-28-6, name is 2-Iodo-1,3-dimethylbenzene, A new synthetic method of this compound is introduced below., 608-28-6

Bis(triphenylphosphine) palladium(II) chloride (12.10 mg, 0.02 mmol) and methanol (2 mL) were added to a stirred suspension of 2-(tetrahydro-2H-pyran-2-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-1,2,3-triazole (21, 96 mg, 0.34 mmol), cesium fluoride (157 mg, 1.03 mmol) and 2-iodo-1,3-dimethylbenzene (0.080 mL, 0.34 mmol) , degazed and under argon. The resulting suspension was heated at 120 C for 20 minutes on the microwaves apparatus.The mixture was adsorbed on silica gel with a methanolic solution of ammonia.The crude product was purified by flash chromatography on silica gel eluting with 10 to 30% ethyl acetate in petroleum ether. The solvent was evaporated to dryness to afford 4-(2,6-dimethylphenyl)-2-(tetrahydro-2H-pyran-2-yl)-2H-1,2,3-triazole (24, 80 mg, 90 %) as a pale colorless gum: UP-LCMS (tR = 0.68 min., purity = 100%), ESI+ m/z, no ion detected; 1H NMR (CDCl3, 500 MHz) delta (ppm) 7.60 (s, 1H), 7.20 (dd, J=7.8 Hz, 1H), 7.10 (d, J=7.6 Hz, 2H), 5.78 (dd, J=8.8, 2.4 Hz, 1H), 4.01 – 4.13 (m, 1H), 3.73 – 3.82 (m, 1H), 2.41 – 2.53 (m, 1H), 2.13 (s, 8H), 1.70 – 1.81 (m, 2H), 1.62 – 1.70 (m, 1H); 13C NMR (CDCl3, 126MHz) delta (ppm) 146.7, 138.2, 135.2, 130.3, 128.9, 127.9, 89.3, 67.7, 29.8, 25.2, 22.1, 21.1; HRMS m/z (ESI+) calculated for C15H19N3O: 174.10257; found: 174.10246 corresponding to M(-C5H8O)+

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; Davey, Paul R.J.; Delouvrie, Benedicte; Dorison-Duval, Delphine; Germain, Herve; Harris, Craig S.; Magnien, Francoise; Ouvry, Gilles; Tricotet, Thomas; Tetrahedron Letters; vol. 53; 50; (2012); p. 6849 – 6852;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 82998-57-0, name is 3-Iodo-4-methylbenzoic acid, molecular formula is C8H7IO2, 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. 82998-57-0

General procedure: 1.10.5. General method K To a suspension of amine derivative (1 eq.), carboxylic acid (1.2 eq.), EDCI.HC1 (1.3 eq.) and HOBt (1.3 eq.) in DMF is added Et3N (2.6 eq.). The reaction mixture is stirred overnight at room temperature. After 48 h, water was added and the mixture is extracted with EtOAc. The organic layers are combined, dried over Na2S04, filtered and evaporated to dryness. The expected intermediate is purified by chromatography of silica gel (elution DCM/ MeOH: 95/5 or 90/10) or preparative LCMS.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 82998-57-0, its application will become more common.

Reference:
Patent; GALAPAGOS NV; SANIERE, Laurent Raymond Maurice; HUCK, Jacques; DYKES, Graeme James; SCHMITT, Benoit Antoine; BLANC, Javier; BUTLER, Anna Sara; BEAUMONT, Stephane Nicolas Alain; BONNATERRE, Florence Marie-Emilie; WO2015/24905; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

39998-81-7, Adding some certain compound to certain chemical reactions, such as: 39998-81-7, name is 2-Fluoro-4-iodo-1-methylbenzene, 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 39998-81-7.

2-fluoro-4-iodotoluene 25g (105.9mmol, 1.0eq), AIBN 417mg (2.5mmol, 0.024eq),Co(OAc)2¡¤4H2O 1.3g (7.3mmol, 0.049eq), NaBr 360mg (4.9mmol, 0.033eq), dissolved in HOAc 250mL (10V), stirred for total use,The temperature of the outer bath of the reaction coil was raised to 130 C, and the coil pressure was adjusted to 1.2 MPa with oxygen to start the charging. The residence time of the system was 1.5 h and the oxygen was 3 to 5 eq.The system was directly pumped into 375 mL of purified water, and the pH of the system was adjusted to 12-14 with NaOH solids.The aqueous phase was extracted twice with 125 mL MTBE, and the aqueous phase was adjusted to pH 1 with concentrated HCl.A large amount of solid was precipitated, and 9.9 g of the target product was obtained by filtration, and the yield was 35%.

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 39998-81-7.

Reference:
Patent; Jilinkai Laiying Pharmaceutical And Chemical Co., Ltd.; Hong Hao; Zhang Enxuan; Lu Jiangping; Liu Zhiqing; Li Chao; Tan Yang; (16 pag.)CN110218150; (2019); A;,
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. 88-67-5, name is 2-Iodobenzoic acid, A new synthetic method of this compound is introduced below., 88-67-5

Ethanol (50.0 mL), H2SO4 (0.5 mL) and 2-iodobenzoic acid (2.00 mg, 8.06mmole) were added into an oven-dried 100 mL round-bottomed flask. Thereaction was run at 78 C for 2.5 hours. After the reaction was complete, thesolvent was removed in vacuo by rotary-evaporatory. The resulting residue was diluted withethyl acetate (30 mL) and then washed with saturated sodium bicarbonate solution (40 mL). Theaqueous phase was then extracted with ethyl acetate (30 mL). The combined organic layers werewashed with water (30 mL) followed by drying over MgSO4 and concentration in vacuo usingrotary-evaporator. The desired product (1.94 g, 88 %) was obtained as light yellow oil withoutfurther purification: IR (ZnSe) nu (cm-1): 3062 (w), 2980 (m), 1719 (s), 1101 (s), 1561 (s), 1042(s), 737 (s), 686 (s); 1H NMR (300 MHz, CDCl3) delta 1.42 (t, J = 7.2, 3H), 4.41 (q, J = 7.2, 2H), 7.15 (dt, J = 7.2, 1.5, 1H), 7.41 (dt, J = 7.5, 1.2, 1H), 7.99 (dd, J = 7.8, 0.9, 1H), 7.80 (dd, J =7.5, 1.5, 1H); 13C NMR (300 MHz, CDCl3) delta 13.6, 60.5, 93.9, 127.0, 130.7, 131.1, 136.1, 143.2,167.0.

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; Damkaci, Fehmi; Altay, Esra; Waldron, Matthew; Knopp, Michael A.; Snow, David; Massaro, Nicholas; Tetrahedron Letters; vol. 55; 3; (2014); p. 690 – 693;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

624-75-9, The chemical industry reduces the impact on the environment during synthesis 624-75-9, name is 2-Iodoacetonitrile, I believe this compound will play a more active role in future production and life.

General procedure: Individual solutions of secondary N-alpha-trimethylsilylmethyl-N-benzylamines19 (5mmol) in acetonitrile (100mL) containing K2CO3 (10mmol) and 2-iodoacetonitrile (4.5mmol) were stirred for 12hat room temperature and concentrated in vacuo to give residues that were partitioned between water and CH2Cl2. The CH2Cl2 layers were dried and concentrated in vacuo to afford residues that were subjected to silica gel column chromatography (EtOAc/hexane=1: 15 – 1: 30) to yield corresponding alpha-aminonitiriles 11a18 (91%), 11b (74%), 11c (78%), 11d (85%), 11e (75%), 11f (75%), 11g (74%), 11h (75%), 11i (78%), 11j (78%) and 11k (66%).

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

Reference:
Article; Lim, Suk Hyun; Cho, Dae Won; Choi, Jungkweon; An, Hyunjun; Shim, Jun Ho; Mariano, Patrick S.; Tetrahedron; vol. 73; 44; (2017); p. 6249 – 6261;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

13194-68-8, A common heterocyclic compound, 13194-68-8, name is 4-Iodo-2-methylaniline, molecular formula is C7H8IN, 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.

General procedure: To a mixture of costunolide (0.04 mmol), triethylamine (0.12 mmol) and substituted aryl iodide (0.045 mmol) in DMF (200 muL) were added Palladium (II) acetate (0.002 mmol) at room temperature under inert atmosphere. The reaction mixture was then heated at 80-90 C for 14-16 h. The progress of the reaction was monitored by TLC; it indicated consumption of reactants. The reaction mixture was brought to room temperature and diluted with water (2 mL) and resultant mixture was extracted with Et2O (2 mL x 5). The combined organic layers were evaporated under reduced pressure and dried over Na2SO4 to get the crude mixture, which was purified by column chromatography using (100-200 silica gel mesh) to yield pure compounds.

The synthetic route of 4-Iodo-2-methylaniline has been constantly updated, and we look forward to future research findings.

Reference:
Article; Vadaparthi, P. R. Rao; Pavan Kumar; Kumar; Venkanna; Lakshma Nayak; Ramakrishna; Babu, K. Suresh; Medicinal Chemistry Research; vol. 24; 7; (2015); p. 2871 – 2878;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 135050-44-1, name is 3-Chloro-4-iodoaniline, 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. 135050-44-1

2.75 g (10.8 mmol) of 3-chloro-4-iodoaniline are dissolved in 20 ml of anhydrous dioxane and admixed successively with 4.98 g (13.5 mmol) of the compound from example 92A, 103 mg (0542 mmol) of copper(I) iodide, 4.61 g (21.7 mmol) of potassium phosphate and 116 mul (1.085 mmol) of N,N’-dimethylethylenediamine. The reflux apparatus is inertized by repeated application of a gentle vacuum and flushing with argon. The reaction mixture is heated to reflux for 15 hours. After this time, it is allowed to cool to RT. It is admixed with water and extracted with ethyl acetate. The organic extract is washed successively with water and saturated sodium chloride solution. Then it is dried over anhydrous magnesium sulfate and filtered, and the filtrate is freed of the solvent under reduced pressure. The crude product thus obtained is first purified by suction filtration through silica gel with 20:1?1:4 cyclohexane/ethyl acetate as the eluent. This affords 3.12 g of a still-contaminated product which is purified further by means of preparative HPLC with an acetonitrile/water mixture. This affords 0.71 g (13% of theory) of the title compound. 1H NMR (400 MHz, DMSO-d6, delta/ppm): 7.67-7.62 (m, 4H), 7.48-7.40 (m, 6H), 6.91 and 6.81 (2 d, together 1H), 6.67 and 6.62 (2 d, together 1H), 6.50 and 6.47 (2 dd, together, 1H), 5.41 (s, broad, 2H), 4.08-4.00 (m, 1H), 3.78-3.73 (m, 1H), 3.50-3.41 (m, 1H), 3.40-3.32 (m, 1H, partly obscured by the water signal), 2.07-1.96 (m, 3H), 1.92-1.81 (m, 2H), 1.01 and 1.00 (2 s, together 9H). HPLC (Method 5): Rt=3.26 min. MS (ESIpos, m/z): 493/495 (35Cl/37Cl) (M+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 135050-44-1.

Reference:
Patent; BAYER SCHERING PHARMA ATIENGESELLSCHAFT; US2010/298293; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com