Iodides-buliding-blocks

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,
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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

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,
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77317-55-6, 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. 77317-55-6, name is Methyl 2-amino-5-iodobenzoate, A new synthetic method of this compound is introduced below.

2-Amino-5-iodo-benzoic acid methyl ester (14.00 g) was dissolved in dry THF (50 mL) and 1 M diisobutylaluminium hydride in THF (165 mL) was added dropwise to this solution at -300C. The solution was then stirred at -15C for 1 h. To this mixture MeOH (50 mL) was added portionwise, maintaining the temperature of the solution below -5C. The resulting mixture was then left at -15C for 18 h. The formed solid was filtered off and washed with MeOH. The organic phase was dried and the solvent was evaporated in vacuo. The residue was purified by flash chromatography (silica gel, 1-5% methanol in dichloromethane) to give the title compound (9.70 g); ESMS m/z 249.9 [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; GLAXO GROUP LIMITED; GLAXOSMITHKLINE ISTRAZIVACKI CENTAR ZAGREB D.O.O.; WO2007/54296; (2007); A1;,
Iodide – Wikipedia,
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The chemical industry reduces the impact on the environment during synthesis 1878-69-9, name is 2-(3-Iodophenyl)acetic acid, I believe this compound will play a more active role in future production and life. 1878-69-9

A solution of 2-(3-iodophenyl)acetic acid (1.05 g, 4.0 mmol, commercially available) in EtOH (12 mL) was treated with 2 drops of concentrated sulfuric acid. The resultant solution was heated at reflux for 90 min, cooled to RT and poured into hexanes (50 mL) and EtOAc (50 mL). The organics were with saturated Na2CO3 (2×50 mL), H2O (50 mL), brine(50 mL), dried (MgSO4) and concentrated to yield ethyl 2-(3-iodophenyl)acetate (1.11 g, 95% yield).

The chemical industry reduces the impact on the environment during synthesis 1878-69-9. I believe this compound will play a more active role in future production and life.

Reference:
Patent; DECIPHERA PHARMACEUTICALS, LLC; WO2006/71940; (2006); A2;,
Iodide – Wikipedia,
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2401-21-0, The chemical industry reduces the impact on the environment during synthesis 2401-21-0, name is 1,2-Dichloro-3-iodobenzene, I believe this compound will play a more active role in future production and life.

Example 93 (S)-2-({1-[(E)-3-(2, 3-DICHLORO-PHENYL)-BUT-2-ENOYL]- PIPERIDINE-4-CARBONYL}-AMINO)-PROPIONIC acid Example 93A (E)-3- (2, 3-Dichloro-phenyl) -but-2-enoic acid ethyl ester A stirred solution of 2,3-dichloroiodoben- zene (3.00 g, 11.0 mmol) in dimethyl acetamide (10 ML) was heated to 100¡ãC for 16 h with tetrabutyl- ammonium chloride (2.78 g, 10.0 mmol), palladium acetate (90 mg, 0.40 mmol), dicyclohexyl methylamine (2.93, 15.0 mmol), and ethyl crotonate (1.41 g, 10.0 mmol) under N2 [procedure taken from Buchwald (1995) Chem. Eur. J 5: 3107-3112]. The reaction was diluted with methylene chloride (30 mL), and washed with 1N aqueous HC1 (3X20 mL) and water (3X20 mL). The organic phase was dried (NA2SO4), filtered, and concentrated to obtain an orange oil. The crude product was purified on a Biotage Flash 40 chroma- tography system eluting with the following gradient: 3percent methyl tert-butyl ether in petroleum ether (1 L) then 5percent methyl tert-butyl ether in petroleum ether (500 mL). Example 93A (500 mg, 19percent) was obtained as a white powder. 1H NMR (CDC13, 400 MHz) 5 7.42 (dd, J=8.20, 1.56 Hz, 1H), 7.19 (m, 1H), 7.08 (dd, J=7.81, 1.56 Hz, 1H), 5.81 (m, 1H), 4.22 (q, J=7.16 Hz, 2H), 2.47 (d, J=1.56 Hz, 3H), 1.32 (t, J=7.22 Hz, 3H). Based ON 1H NMR analysis, Example 93A had the”E”olefin geometry (see, Dyker (1999) Helv. Chim. Acta 82 : 588-596, for NMR data of an analogous o-bromo analogue).

The chemical industry reduces the impact on the environment during synthesis 1,2-Dichloro-3-iodobenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; ICOS CORPORATION; WO2005/16883; (2005); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

52548-14-8, These common heterocyclic compound, 52548-14-8, name is 2-Iodo-5-methylbenzoic acid, 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 2-iodo-5-methylbenzoic acid (1.5 g, 5.72 mmol), copper(I) iodide (1.090 g, 5.72 mmol) and (lR,2R)-N,N’-dimethyl-l,2-cyclohexanediamine (0.814 g, 5.72 mmol) was added DMF (10 ml) under nitrogen and then 2H-l,2,3-triazole (0.474 g, 6.87 mmol). The reaction mixture was heated at 120 C at the microwave Personal Chemistry for 15 minutes. UPLC- MS monitor showed that the reaction was complete. After cooling at room temperature water was added and the aqueous washed with EtOAc. Then the aqueous acidified to pH =1 with aqueous 1 M HC1 and extracted with EtOAc. The phases were separated on a hydrophobic frit, the combined organic solvent was removed to give the crude product (2.4 g).The crude compound was purified by silica gel chromatography (SNAP KP-Sil lOOg cartridge) eluted with 5 CV of a mobile phase prepared with DCM (959.04 ml), acetic acid (0.96 ml) and MeOH (40 ml). The evaporation of proper fractions gave a yellow oil which was triturated with toluene (4 x 50 ml) and the title compound D44 was obtained as yellow solid (540 mg).UPLC (Basic GEN QC): rt = 0.35 minutes, peak observed: 204 (M+l) Ci0H9N3O2 requires: 203.1H NMR (400 MHz, DMSO-d6) delta ppm 2.44 (s, 3 H) 7.52 (dd, 1 H) 7.59 (s, 1 H) 7.64 (d, 1 H) 8.06 (s, 2 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 52548-14-8.

Reference:
Patent; GLAXO GROUP LIMITED; DI FABIO, Romano; WO2012/89606; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

914225-70-0, A common compound: 914225-70-0, name is 1-(5-Fluoro-2-iodophenyl)ethanone, belongs to iodides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

In a 500 mL reactor, 5-fluoro-2-iodoacetophenone (39.6 g, 150 mmol) was added.Glyoxylic acid monohydrate (13.9 g, 151 mmol), heating the reaction and distilling off water (95 , 0.1 Mpa) under reduced pressure for 3 hours.The reaction mixture was cooled to room temperature, 5% aqueous potassium carbonate solution (300 mL), and extracted twice with ethyl acetate,After 200 mL of water, the aqueous layer was acidified (10% hydrochloric acid, 300 mL), and then extracted twice with ethyl acetate.200 mL each time, the organic phase was combined, washed with brine and dried over anhydrous sodium sulfate.The solvent was removed under reduced pressure to give an orange solid.The solid was dissolved in glacial acetic acid (50 mL), concentrated hydrochloric acid (36%, 5mL).Acetic acid under reduced pressure, the residue was extracted (300 mL) with ethyl acetate, washed with brine three times,100 mL each time, the organic phase was dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure.To give the desired product (26.89g, 56%) as a yellow solid, M.P.146 degrees.

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-(5-Fluoro-2-iodophenyl)ethanone, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shanghai Health Medical School; Huang Gang; Li Bin; (101 pag.)CN109705124; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

619-58-9, The chemical industry reduces the impact on the environment during synthesis 619-58-9, name is 4-Iodobenzoic acid, I believe this compound will play a more active role in future production and life.

4-lodobenzoic acid (10 g, 40.3 mmol) was dissolved in dry toluene (100 ml, dried over mol. sieves). The solution was heated to 70 C under a flow of nitrogen. A solution of lambda/,lambda/-dimethylformamide di-tert-butyl acetal (24.6 g, 121 mmol) in toluene (25 mL) was added over ca. 30 min. The reaction was mixed for 16 h. At some point the heating unit failed, so the reaction cooled from 70 C to rt. The solution was heated to 70 C for and mixed for 5 h. The sample was concentrated under vacuum, and AcOEt (400 ml) was added. The solution was then washed with 1 :1 sat. NaHCO3/water (150 ml), and sat. NaHCO3, water and sat. NaCI (75 mL each). The organic phase was dried (MgSO4) and concentrated under vacuum to yield light brown oil. HPLC-MS m/z: 327 (M+23).1H-NMR (CDCI3, 400 MHz) delta 7.77 (d, 2H), 7.69 (d, 2H), 1.58 (s, 9H).

The chemical industry reduces the impact on the environment during synthesis 4-Iodobenzoic acid. I believe this compound will play a more active role in future production and life.

Reference:
Patent; NOVO NORDISK A/S; WO2007/128817; (2007); A2;,
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. 135050-44-1, name is 3-Chloro-4-iodoaniline belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. 135050-44-1

EXAMPLE 24 (3-Chloro-4-iodo-phenyl)-carbamic acid tert-butyl ester To a solution of 3-chloro4-iodoaniline (20.2 g) in tetrahydrofuran (200 ml) was added di-tert-butyl dicarbonate (39 g) and N,N-diisopropylethylamine (30.9 g). The mixture was heated to reflux for approximately 24 hours, cooled and the solvent removed by evaporation in vacuo. The resulting residue was dissolved in ethyl acetate (450 ml), washed twice with of 5% aqueous hydrochloric acid, once with saturated aqueous sodium bicarbonate, once with water, once with saturated sodium chloride, and dried over anhydrous magnesium sulfate. The solvent was removed by evaporation in vacuo, and trituration of the product with hexanes gave the product as a crystalline solid. MS (-ES) m/z: 352 (M-H)-. Additional purification was accomplished by recrystallization from hot hexanes.

The synthetic route of 135050-44-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; American Home Products Corporation; US5932745; (1999); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com