Iodides-buliding-blocks

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 18698-96-9 as follows. 18698-96-9

1 -Hydroxybenzotriazole (2.58 g, 19.1 mmol), EDCI (2.96 g, 19.1 mmol) and diisopropylethylamine (12.1 mL, 69.3 mmol) were added sequentially to a solution of 2-(2- iodophenyl)acetic acid (4.54 g, 17.3 mmol) in DMF (22 mL) and THF (151 mL) under a N2 atmosphere. The reaction mixture was allowed to stir at rt for 10 min. Ammonium carbonate (6.66 g, 69.3 mmol) was then added in one portion to the reaction mixture, which was then left to stir at rt overnight. The mixture was cone, in vacuo and water was added. The mixture was extracted with EtOAc, washed with H20, sat. aq. NaHC03 sol. and brine before drying over MgS04 and cone, in vacuo. The solid was suspended in EtOAc before being collected by vacuum filtration to give the title compound as an off-white solid (2.73 g, 60 percent). LCMS (Method 1 ) Rt 1.859 min.

According to the analysis of related databases, 18698-96-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BIONOMICS LIMITED; HARVEY, Andrew John; RIPPER, Justin Anthony; HUFF, Belinda Cheryl; PAUL, Dharam; WO2015/123722; (2015); 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. 624-75-9, name is 2-Iodoacetonitrile, A new synthetic method of this compound is introduced below., 624-75-9

Cyanomethyl-trimethyl-phosphonium iodide (TJA01110); C5H11INP MW 243.03 Trimethylphosphine in THF (1M, 20.0 mL, 20.0 mmol) at 0 C under N2 (g) was diluted with anhydrous toluene (40 mL). Iodoacetonitrile (1.40 mL, 19.4 mmol) was added dropwise with vigorous stirring forming a white ppt. The mixture was allowed to warm to r. t. and left to stir for 40 h. The mixture was filtered and washed with toluene to give a white solid which was dried under vacuum. Recrystallisation (acetonitrile) provided the title compound as a white crystalline solid (3.23 g, 66 %), ?H NMR (300 MHz, DMSO-d6) No. 2.01-2.06 (9H, d, J= 15.3 Hz, P (CH3)3), (2H, d, J= 16.4 Hz, PCH2CN); 3?p NMR (121.5 MHz, DMSO-d6) No. 32.9.

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; STERIX LIMITED; WO2005/118560; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

452-79-9, 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. 452-79-9, name is 2-Fluoro-1-iodo-4-methylbenzene, A new synthetic method of this compound is introduced below.

Step 7: The product from the previous step was dissolved in dry toluene (8mL) under argon. A portion of this stock solution (ImL) was added to a reaction-vial in a Mettler-Toledo Bohdan block using an atmosphere of argon to exclude air. 2-Fluoro-l-iodo-4-methyl-benzene (0.33mmol; prepared from 2-fluoro-4-methyl-phenylamine according to a general literature procedure [S. E. Tunney and J. K. Stille, J. Org. Chem., 52, 748-53 (1987)]) was added as a toluene solution (ImL) followed by 0.5mL of a freshly prepared toluene stock of solution of tris(dibenzylideneacetone)dipalladium(0) (Pd2dba3) and bis[(2-diphenyl- phosphanyl)phenyl] ether DPEphos (corresponding to 0.3 equivalents palladium and 0.6 equivalents DPEphos). Potassium t¡ãt-butoxide (0.66mmol) was added followed by tetra-n- butyl ammonium fluoride (TBAF; 1.0M in THF; 80 microliter). The mixture was stirred at 1000C overnight under argon. Next morning, the volatiles were removed using a Genevac instrument. The residue was dissolved in methanol (4mL) and loaded onto a VacMaster SCX- column (activated with 10% acetic acid in methanol). The product was eluted with acetonitrile. The volatiles were removed in vacuo. The residue was dissolved in methanol (1.5mL) and 4M HCl in diethyl ether (1.5mL) was added. The mixture was shaken at room temperature over the weekend before the volatiles were removed in vacuo. The residue was dissolved in dimethyl sulfoxide (0.18mL) and filtered. A few drops of 20% acetonitrile in water were added, and the mixture was filtered again. The product was isolated by preparative LC/MS as described, concentrated in vacuo, and the product was dissolved in dimethyl sulfoxide (0.78mL) to give a 1OmM solution. LC/MS-data: Method 14, retention time (UV) 2.152 min; UV-purity 79.5%; ELS-purity 100%; mass observed 337.407.

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; H. LUNDBECK A/S; WO2009/76961; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding some certain compound to certain chemical reactions, such as: 3032-81-3, name is 1,3-Dichloro-5-iodobenzene, 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 3032-81-3. 3032-81-3

a (3,5-Dichloro-phenylethynyl)-trimethyl-silane The title compound was synthesised from 1,3-dichloro-5-iodo-benzene using the procedure described in Example 18, step (a), in 98percent yield. 1H NMR (CDCl3) delta7.34-7.33 (m, 2H), 7.31-7.29 (m, 1H), 0.24 (s, 9 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 1,3-Dichloro-5-iodobenzene.

Reference:
Patent; 3-Dimensional Pharmaceuticals, Inc.; US2002/169200; (2002); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding some certain compound to certain chemical reactions, such as: 35944-64-0, name is 3-Iodo-4-methylaniline, 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 35944-64-0. 35944-64-0

2/6-Difluoro-N-(2′-methyl-5I-(pyridin-2-ylmethoxy)biphenyl-4-yl)benza?iotaide[00150] To a solution of 3-iodo-4-methylaniline (1 g, 4.29 mmol) in H2O (25 mL) was added H2SO4 (0.5 M, 25 mL). The solution was heated to 8O0C until all solid dissolved. Then the reaction was cooled to 00C, and NaNCh (0.44 g, 6.39 mmol) was added in small portions. After 2 hr at this temperature, urea (0.13 g, 2.1 mmol) was added at 00C. The solution was allowed to warm up to room temperature, and H2SO4 (0.5 M, 25 mL) was added. The reaction was refluxed for 30 min and cooled down to room temperature. The solution was extracted with EtOAc and EbO, and the combined organic phases were dried over Na2SO4, concentrated, and chromatographied to give the pure product 1 (0.8 g, 80%). Following the general Suzuki coupling procedure, 2 was prepared.[00151] The solution of 2 (0.4 g, 1.18 mmol), 2-picolyl chloride hydrochloride (0.215 g, 1.31 mmol), and K2CO3 (0.325 g, 2.35 mmol) in DMF (5 mL) was heated at 500C for 48 hr. The reaction solution was diluted with H2O (15 mL) and extracted with EtOAc (25 mL). Column chromatography (Hexanes/EtOAc=l/l) afforded Compound 4 in 56% yield.[00152] 1H NMR (400 MHz, CDCl3) delta 8.59 (d, / = 4.8 Hz, 1 H), 7.74-7.66 (m, 4 H), 7.55-7.52 (m, 1 H), 7.48-7.40 (m, 1 H), 7.34-7.32 (m, 2 H), 7.24-7.16 (m, 2 H), 7.02 (t, / = 8.0 Hz, 2 H), 6.90-6.87 (m, 2 H), 5.21 (s, 2 H), 2.21 (s, 3 H); ESMS cacld (C26H20F2N2O2): 430.1; found: 431.1 (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 3-Iodo-4-methylaniline.

Reference:
Patent; SYNTA PHARMACEUTICALS CORP.; JIANG, Jun; ZHANG, Junyi; CHEN, Shoujun; SUN, Lijun; WO2010/39238; (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. 4102-53-8, name is 4-Iodo-2,6-dimethylaniline, A new synthetic method of this compound is introduced below., 4102-53-8

To a suspension of sodium bicarbonate (126 g, 1500 mmol) and 2,6-dimethylaniline (61.5 mL, 500 mmol) in methanol (700 mL) was added iodine monochloride (1.0 M in dichloromethane, 550 mL, 550 mmol) at room temperature over 1 h. After addition was complete, stirring was continued for 3 h. The reaction was filtered to remove excess sodium bicarbonate and the solvent removed in vacuo. The residue was redissolved in diethyl ether (1.5 L) and treated with hydrochloric acid (2M in ether, 375 mL, 750 mmol). The resulting suspension was stored in the freezer (-15 C.) overnight. The solid was filtered and washed with diethyl ether until it became colorless to give 126.5 g (89%) as a grey-green powder. 1H-NMR (DMSO-d6) delta 2.33 (s, 6H), 7.48 (s, 2H), 9.05 (bs, 3H); 13C-NMR (DMSO-d6) delta 17.4, 91.5, 133.1, 131.2, 136.9.

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; Chaturvedula, Prasad V.; Han, Xiaojan; Jiang, Xiang-Jun J.; US2006/122250; (2006); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

34683-73-3, name is 1-Chloro-6-iodohexane, 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. 34683-73-3

5-(7-Chloroheptyl)-3-methyl-isoxazole (VIII) 21.0 g (0.216 mol) of 3,5-dimethylisoxazole (VII) (prepared in accordance with the method of C. Kashima et al., Bull. Chem. Soc. Jap. 46, 310, 1973) are dissolved in 200 ml of absolute tetrahydrofuran, the solution is cooled to -80 C. and 160 ml of n-butyllithium (1.35M solution in n-hexane, 0.216 mol) are added dropwise at this temperature in the course of 40 minutes. The mixture is stirred at a temperature below -75 C. for a further 15 minutes. The reaction mixture is then added dropwise to a solution of 53.5 g (0.217 mol) of 1-iodo-6-chlorohexane (prepared in accordance with the method of W. F. Huber, J. Am. Chem. Soc. 73, 2730, 1951) in 150 ml of absolute tetrahydrofuran so that the temperature does not rise above -60 C. When the addition has ended, the mixture is stirred at -60 C. for a further 15 minutes and allowed to warm to room temperature. The reaction mixture is partitioned between methylene chloride and 0.2N HCl, the aqueous phase is extracted three more times with methylene chloride and the combined organic phases are dried over sodium sulfate and evaporated. The crude product (about 45 g) is distilled in portions in a bulb tube (air bath temperature 80 C./0.2 mbar). Yield: 26.9 g of a yellowish oil.

Statistics shows that 34683-73-3 is playing an increasingly important role. we look forward to future research findings about 1-Chloro-6-iodohexane.

Reference:
Patent; Chemie Linz Akteingesellschaft; US4812472; (1989); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

696-41-3, Adding some certain compound to certain chemical reactions, such as: 696-41-3, name is 3-Iodobenzaldehyde, 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 696-41-3.

General procedure: A mixture of an aldehyde (1) (1.0 equiv), 2-aminobenzophenone (2) (1.0equiv), NH4OAc (3) (2.0 equiv), and DMAP (0.2 equiv.) in absolute EtOH (5 ml)was stirred at 40 C for the stipulated period of time (see Tables 2 and 3). Aftercompletion of the reaction, as monitored by TLC, the mixture was poured intoice-cold H2O and the solid product was filtered, washed with H2O (3-5 mL) anddried. The crude product was recrystallized from EtOAc to give puredihydroquinazolines. For compounds 4c, 4g, 4m, and 4p, after cooling, H2Owas added and the product was extracted with EtOAc (3 15 mL). Thecombined organic extract was washed with H2O, dried (anhyd Na2SO4) and thesolvent removed followed by flash column chromatography over silica gel (60-120 mesh) to furnish the desired product.

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 696-41-3.

Reference:
Article; Derabli, Chamseddine; Boulcina, Raouf; Kirsch, Gilbert; Carboni, Bertrand; Debache, Abdelmadjid; Tetrahedron Letters; vol. 55; 1; (2014); p. 200 – 204;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 31599-60-7, name is 1-Iodo-2,3-dimethylbenzene, 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. 31599-60-7

To a solution of 1-iodo-2,3- dimethylbenzene (8) [prepared according to Chen, Y et al. Org. Lett. 2007, 9, 1899] (1 .93 g, 8.32 mmol) in carbon tetrachloride (40 mL) was added NBS (3.67 g, 20.62 mmol), AIBN (0.070 g, 0.43 mmol) and the resulting mixture was gently refluxed by irradiation with a halogen lamp (500 W) for 4 h. The precipitate was filtered and washed with a small amount of carbon tetrachloride. The filtrate was concentrated under reduce pressure, the obtained residue was dissolved in EtOAc ( 1 00 ml), successively washed with 10% NaOH solution (20 mL), water (2 x 20 ml), 10% Na2S203 solution (20 mL), water (20 mL), brine (20 raL), and dried (Na2SC>4). The solvent was evaporated and the residue was purified by column chromatography on silica gel (eluent petroleum ether) to give 1 .89 g (58.3%) of compound 9. NMR (CDC13) delta: 7.84 (dd, J=8.1 , 1 .1 Hz, 1 H), 7.33 (dd, J=7.6, 1 .1 Hz, l H), 6.97 (t, J=7.8 Hz, 1 H), 4.85 (s, 2H), 4.66 (s, 2H). The product contained ca. 15-20% of an inseparable impurity (supposedly l -bromo-2,3-bis(bromomethyl)benzene).A mixture of 1,2-bis(bromomethyl)-3-iodobenzene (9) (2.50 g, 6.41 mmol), diethyl 2-acetamidomalonate (1 .39 g, 6.41 mmol), and K2C03 (2.22 g, 1 6.06 mmol) in acetonitrile (40 mL) was refluxed for 70 h. The mixture was allowed to cool to ambient temperature, the precipitate was filtered and washed with a small amount of acetonitrile. The filtrate was concentrated under reduce pressure, the obtained residue was dissolved in EtOAc (100 mL), washed successively with saturated NaHC03 solution (30 mL), water (2 x 30 mL), brine (30 mL), and dried (Na2S04). The solvent was evaporated and the residue was purified by column chromatography on silica gel (eluent petroleum ether-ethyl acetate, gradient from 20: 1 to 20:6) to give 2 g of oil. The oil was dissolved in diethyl ether and kept in a refrigerator overnight. The precipitate was filtered and dried to give 0.4 g (14%) of a regioisomer diethyl 2-acetyl-5-iodo-l ,4-dihydroisoquinoline-3,3(2H)-dicarboxylate. NMR (CDC13) delta: 7.76 (d, J=8.0 Hz, 1H), 7.13 (d, J=7.5 Hz, 1 H), 6.94 (t, J = 7.7 Hz, 1H), 4.65 (s, 2H), 4.19 (q, J=7.1 Hz, 2H), 4.16 (q, J=7.1 Hz, 2H), 3.56 (s, 2H), 2.28 (s, 3H), 1 .22 (t, J=7.1 Hz, 3H), 1.22 (t, J=7.1 Hz, 3H). LCMS (ESI) m/z: 446 [M+H]+. The filtrate was evaporated and the residue was purified by column chromatography on silicagel (eluent petroleum ether-ethyl acetate, gradient from 20: 1 to 20:6) to give 0.95 g (33.2%) of compound (10).A solution of diethyl 2-acetyl-8-iodo-l,4-dihydroisoquinoline-3,3(2H)-dicarboxylate (10) (0.585 mmol) in 6 N HQ (10 mL) was refluxed for 5 h. The mixture was cooled and cone. NH4OH water solution was added until pH of the medium was ~7. The precipitate was filtered, washed with a small amount of water, and dried to give 0.305 g (76.7%) of compound (11). Because of a low solubility of the product in common deuterated organic solvents and deuterium oxide, the NMR spectrum was not informative. LCMS (ESI) m/z: 304 [M+H]+. The product contained ca. 15-20% of an inseparable impurity (supposedly the corresponding bromo derivative 8-bromo-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid). LCMS (ESI) m/z: 256 [M+H]+.To a suspension of 8-iodo-l ,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (11) (0.645 g, 2.13 mmol) in methanol ( 1 8 mL) slowly SOCI2 ( 1.07 ml, 14.92 mmol) was added within 10 min. The reaction mixture was stirred at room temperature for 16 h, evaporated, and the residue was dissolved in a mixture of IN NaHC03 solution (30 mL) and EtOAc (50 mL). The organic layer was separated and the aqueous layer was extracted with EtOAc (2 ^ 15 mL). The organic extracts were combined, washed successively with water (20 mL), brine (20 mL), and dried (Na2S04). The solvents were evaporated to give compound 12 (0.570 g, 84%) which was used in the next step without further purification. NMR (CDCI3) delta: 7.67 (d, J=7.8 Hz, IH), 7.10 (d, J=7.5 Hz, I H), 6.87 (t, J=7.7 Hz, IH), 4.07 (d, 16.6 Hz, IH), 3.87 (d, J=16.6 Hz, I H), 3.78 (s, 3H), 3.71 (dd, J=9.4, 5.0 Hz, I H), 3.04 (dd, J=16.5, 5.0 Hz, IH), 2.97 (dd, J=l 6.5, 9.4 Hz, IH). LCMS (ESI) m/z: 318 [M+H]+. The product contained ca. 15-20% of an inseparable impurity (supposedly the corresponding bromo derivative methyl 8-bromo-1,2,3,4-tetrahydroisoquinoline-3-carboxylate). LCMS (ESI) m/z: 270 [M+H]+.A mixture of methyl 8-iodo-1, 2,3,4- tetrahydroisoquinoline-3-carboxylate (12) (0.570 g, 1 .8 mmol) and 2,3-dichloro-5,6-dicyano- 1 ,4-benzoquinone (DDQ) (0.449 g, 2.0 mmol) in toluene (20 mL) was refluxed for 6 h. To the reaction mixture was added another portion of DDQ (0.100 g, 0.45 mmol) and the refluxing was continued for 16 h. The mixture was allowed to cool to room temperature; the precipitate was filtered and washed with a small amount of toluene. The filtrate was evaporated and the residue was purified by column chromatography on silicagel (eluent petroleum ether-ethyl acetate, gradient from 100:0 to 100: …

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 31599-60-7.

Reference:
Patent; LATVIAN INSTITUTE OF ORGANIC SYNTHESIS; JIRGENSONS, Aigars; LOZA, Einars; CHARLTON, Michael; FINN, Paul William; RIBAS DE POUPLANA, Lluis; SAINT-LEGER, Adelaide; (76 pag.)WO2016/129983; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

2401-21-0, These common heterocyclic compound, 2401-21-0, name is 1,2-Dichloro-3-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.

Method C 2,3-Dichloroiodobenzene (350 g, 1.282 mol) dissolved in dry ether (1250 ml) was added slowly, with stirring, to magnesium turnings (30.77 g, 1.282 mol) in dry diethyl ether (300 ml), in order to form 2,3-dichlorophenylmagnesium iodide under nitrogen.

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 2401-21-0.

Reference:
Patent; Glaxo Wellcome Inc.; US5912345; (1999); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com