Iodides-buliding-blocks

Synthetic Route of 618-91-7, The chemical industry reduces the impact on the environment during synthesis 618-91-7, name is Methyl 3-iodobenzoate, I believe this compound will play a more active role in future production and life.

Substrate Compound 1 was arylated following the general arylation procedure A. Analysis of crude reaction mixture by XH NMR showed a > 20:1 ratio of mono- and diarylated products. After purification by column chromatography using hexane/EtOAc (5/1) as the eluent, Compound 21 was obtained as a white solid (50.0 mg, 88%). JH NMR (400 MHz, CDC13) delta 8.58 (br s, 1H) , 7.85-7.77 (m, 4H) , 7.75-7.70 (m, 2H) , 7.41-7.38 (m, 1H) , 7.30-7.26 (m, 1H) , 5.34 (dd, Ji = 6.0 Hz, J2 = 10.4 Hz, 1H), 3.80 (s, 3H) , 3.69 (ABqd, Jx = 6.2 Hz, J2 = 14.3 Hz, 1H) , 3.63 (ABqd, Ji = 10.4 Hz, J2 = 14.3 Hz, 1H) ; 13C NMR (100 MHz, CDC13) delta 167.9, 166.6, 166.4, 136.0, 134.7, 133.5, 131.0, 130.5, 130.0, 128.9, 128.6, 123.9, 56.2, 52.1, 34.9; HRMS (ESI-TOF) Calcd for C26Hi6F7N205 [M+H]+: 569.0942; found: 569.0941. Large scale reaction: Substrate Compound 1 (10 mmol, 4.34 g) , Pd(TFA)2 (1.0 mmol, 0.33 g) , and Ag2C03 (15 mmol, 4.14 g) were weighed in air and placed in a round-bottom flask (100 mL) with a magnetic stir bar. Methyl 3-iodobenzoate (15 mmol, 3.93 g) , 2-picoline (2.0 mmol, 0.19 g) , TFA (2.0 mmol, 0.23 g) , and DCE (35 mL) were added. The pressure vessel was sealed. The reaction mixture was first stirred at room temperature for 10 minuters and then heated to 100 C. Upon completion, the reaction mixture was purified by a silica gel-packed flash chromatography column, and Compound 21 was obtained in 78% yield (4.43 g) .

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, Methyl 3-iodobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THE SCRIPPS RESEARCH INSTITUTE; YU, Jin-Quan; WO2015/131100; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 51560-21-5, 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. 51560-21-5, name is 1,4-Diiodo-2,5-dimethoxybenzene, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of PdCl2(PPh3)2 (28mg, 0.04mmol), CuI (15.2mg, 0.08mmol), and 2,5-diidodimethoxybenzene (0.78g, 2mmol) in toluene (100ml), was added trimethylsilyacetylene (0.68ml, 4.8mmol) under nitrogen. Triethylamine (0.56ml, 8mmol) was later added dropwise and the reaction mixture was stirred for 24 hours at room temperature. On completion of the reaction (TLC), the solvent was evaporated and the resulting solid residue taken up with dichloromethane. The solution was filtered, concentrated and recrystallized from methanol to give a white-yellowish paste which solidified on standing (0.59g, 90%).

The chemical industry reduces the impact on the environment during synthesis 1,4-Diiodo-2,5-dimethoxybenzene. I believe this compound will play a more active role in future production and life.

Reference:
Article; Tsakama, Madalitso; Shang, Yuting; He, Yonghuang; Fan, Bei; Wang, Fengzhong; Chen, Weihua; Dai, Xiaofeng; Tetrahedron Letters; vol. 57; 16; (2016); p. 1739 – 1742;,
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. 886762-73-8, name is 2-Fluoro-6-iodoaniline, A new synthetic method of this compound is introduced below., Application In Synthesis of 2-Fluoro-6-iodoaniline

General procedure: Substituted 2-iodoaniline 1 (1.0 eq.), substituted phenylboronicacid 2 (1.2 eq.), K2CO3 (3.0 eq.), tetrabutylammonium bromide (0.1eq.), PdCl2(dppf) (0.1 eq.) and dioxane/H2O (9:1) (0.5 M) wereadded to a 10 mL microwave-vial. The vial was sealed with a capand placed in a Cem Discover-microwave cavity. After irradiation at130 C for 1 h and subsequent cooling, the solvent was removed invacuo. The residue was taken up into EtOAc (30 mL) and washedonce withwater and brine. The organic layerwas dried over MgSO4,filtered, and concentrated. The crude product was purified by flashcolumn chromatography using 0e10% EtOAc/petroleum benzine togive the biphenylamine product 3a-3aa.

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; Nguyen, Nghi; Wilson, Danny W.; Nagalingam, Gayathri; Triccas, James A.; Schneider, Elena K.; Li, Jian; Velkov, Tony; Baell, Jonathan; European Journal of Medicinal Chemistry; vol. 148; (2018); p. 507 – 518;,
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. 111771-08-5, name is 2-Fluoro-6-iodobenzoic acid, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 2-Fluoro-6-iodobenzoic acid

Method B: 2-Fluoro-6-[1 ,2,3]triazol-2-yl-benzoic acid. To a 2 L, 3- necked, round-bottomed flask equipped with an overhead mechanical stirrer, thermocouple probe, heating mantle, reflux condenser, and nitrogen inlet were added 2-fluoro-6-iodobenzoic acid (127.6 g, 480 mmol), copper iodide (4.57 g, 24 mmol), and Cs2C03 (312.6 g, 959 mmol). To these solids were added dioxane (640 mL), then water (2.6 mL, 144 mmol), then 1 H-1 ,2,3-triazole (55.6 mL, 959 mmol), and finally frans-1 ,2-dimethylcyclohexane-1 ,2-diamine (15.1 mL, 96 mmol). The mixture was then warmed to 60 C for 30 min, then to 83 C for 30 min, and then to 100 C for 3 h. After the 3 h at 100 C, the mixture was cooled and then 1 L of MTBE and 1 L of water were added. After vigorous mixing, the layers were separated and the bottom aqueous layer was acidified to pH 1 .72 with -148 mL of concentrated hydrochloric acid. The aqueous was then extracted twice with EtOAc. The combined organic layers were dried over Na2S04, filtered, and concentrated to provide a dark oil. The oil was stirred overnight in EtOAc (450 mL) and the resulting precipitate was removed by filtration. The mother-liquors were concentrated to a brown solid (106.21 g, 75 wt% by quantitative HPLC, 79.7 g, 80%). 1H NMR (400 MHz, DMSO-d6): 8.22 – 8.13 (bs, 2H), 7.84-7.80 (m, 1 H), 7.74 – 7.65 (m, 1 H), 7.50 – 7.41 (m, 1 H).

According to the analysis of related databases, 111771-08-5, 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

Reference of 5876-51-7, 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 5876-51-7 as follows.

General procedure: A vial was charged with 2-Hydroxy-4-methoxybenzaldehyde (1.97 mmol, 300 mg), PdCl2 (5 mol%, 17.5 mg), 1,2-Difluoro-4-iodobenzene (2 equiv., 946.7 mg), Na2CO3 (2 equiv., 418.1 mg), LiCl (0.4 equiv., 16.7 mg), and DMF (19.7 mL, 0.1 M of the aldehyde), purged with N2 and stirred at 110 C 4-10 h. The reaction was monitored with LC-MS and TLC (TLC conditions: Aliquot was diluted with CH3OH, eluted with EtOAc/heptane 1:3, and stained with 2,4- dinitrophenylhydrazine solution). The reaction mixture was filtered over a pad of Celite, diluted with EtOAc, washed 3 times with water, and the aqueous layers was acidified and extracted twice with EtOAc. The combined organic layers was dried over Na2SO4, concentrated and purified on silica using EtOAc/Heptane 1:20 ? 1:9 step gradient) to afford 2′-hydroxybenzophenone in 69.3% yield. (NMR data is given in the supporting information).

According to the analysis of related databases, 5876-51-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Saleeb, Michael; Mojica, Sergio; Eriksson, Anna U.; Andersson, C. David; Gylfe, Asa; Elofsson, Mikael; European Journal of Medicinal Chemistry; vol. 143; (2018); p. 1077 – 1089;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 19230-50-3, name is 2-Iodo-5-nitrobenzoic acid, molecular formula is C7H4INO4, 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. Formula: C7H4INO4

I. 2-Iodo-5-Nitro-Benzamide 2-iodo-5-nitro-benzamide was synthesised by the method previously described for 4-iodo-5-nitro-benzamide using 2-iodo-5-nitro benzoic acid (Chemica Alta Ltd., Edmonton, Alberta, Canada) as the starting material. 1 H NMR Spectrum, in DMSO-d6 delta (ppm) values relative to TMS: 7.742 (1H, singlet); 7.943 (1H, doublet of doublts, J=8.26 Hz, J=2.58 Hz); 8.034 (1H, singlet), 8.064 (1H, doublet, J=2.94 Hz); and 8.191 (1H, doublet, J=8.46 Hz). Mass Spectrum: Low resolution electron impact spectrum (m/z): 292 (M+), 276, 230, 202, 165, 127, 91, 75, 63. High resolution measurement of M+: Calculated for C7 H5 IN2 O3: 291.934494; found: 291.934149 (deviation=1.2 ppm).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 19230-50-3, its application will become more common.

Reference:
Patent; Octamer, Inc.; US5877185; (1999); A;,
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 75581-11-2 as follows. Product Details of 75581-11-2

Tri(o-tolyl)phosphine (30 mg, 0.1 mmol) and palladium (II) acetate (11.0 mg, 0.05 mmol) were dissolved in hexamethylphosphoramide (0.1 mL). The mixture was stirred for 5 min, then water (0.9 mL), potassium carbonate (0.42 g, 3 mmol), acrylic acid (1.14 mL, 2 mmol) and 4-iodo-1-methoxy-2-methylbenzene S1 (0.25 g, 1 mmol) obtained above were added. The mixture was stirred at 90 C for 5 h, filtered and the solution was acidified with conc. H2SO4 (to pH 1). The milky suspension was extracted with ethyl acetate (30 mL), the organic layer was dried with anhydrous sodium sulfate and the solvent evaporated. The resulting solid was recrystallized from isopropanol to give 12b as a pale yellow solid (0.115g, 60 %); mp 200-201 C, (lit. 201 C) identical (1H NMR) to that described.

According to the analysis of related databases, 75581-11-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Martinez, Mario David; Riva, Diego Ariel; Garcia, Cybele; Duran, Fernando Javier; Burton, Gerardo; Molecules; vol. 25; 4; (2020);,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 624-75-9, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 624-75-9 name is 2-Iodoacetonitrile, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: A solution of Et3B (0.5 mL, 1.0 M in EtOH, 0.5 mmol) was added over 2 h by syringe pump to a stirred mixture of the iodide 2, 4,or 5 (2.0 mmol) and olefin 1 (1 mmol) in EtOH-H2O (1:1, 10 mL) in the dark and open to air. After complete addition, the brown mixture was allowed to stir for 1 h at r.t. DBU (457 mg, 3 mmol) was added at 0 C, and the mixture was stirred at r.t. overnight. After addition of a sat. aq solution of NH4Cl (50 mL), the mixture was extracted with Et2O (20 and 10 mL), and the organic phases were washed with brine (10 mL). The combined organic layers were dried over Na2SO4 and concentrated. The crude product was purified by column chromatography.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Iodoacetonitrile, and friends who are interested can also refer to it.

Reference:
Article; Meyer, Daniel; Vin, Estelle; Wyler, Benjamin; Lapointe, Guillaume; Renaud, Philippe; Synlett; vol. 27; 5; (2016); p. 745 – 748;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 40400-15-5, A common heterocyclic compound, 40400-15-5, name is 2-(2-Iodophenyl)acetonitrile, molecular formula is C8H6IN, 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.

30.0 g (0.123 mol) of 2-iodophenylacetonitrile, 66.0 g (0.370 mol) of diphenylacetylene, 11.3 g (0.0123 mol) of tris(dibenzylideneacetone)dipalladium, 30.0 g (0.123 mol) of triethylamine, 210 mL of dimethylformamide, and 30 mL of water were stirred in a round-bottom flask at 130 C. for 48 h. After completion of the reaction, the organic layer was extracted, purified by column chromatography, and dried to afford 28 g of Intermediate 11-a (yield 77%).

The synthetic route of 40400-15-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SFC CO., LTD.; LEE, Se-jin; LEE, Bong-Hyang; YU, Taejung; CHOI, Yeongtae; LEE, Dajung; (58 pag.)US2019/140177; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 89459-38-1, These common heterocyclic compound, 89459-38-1, name is 2-Iodo-4-nitrobenzoic 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.

A mixture of Example 2.140.1 (130 g) in a mixture of methanol (1000 mL) and sulfuric acid (23.65 mL) was stirred at 85 C for 16 hours and concentrated to dryness. The residue was triturated with methanol (100 mL) and the suspension was stirred for 10 minutes. The solid was collected by filtration, washed with water (200 mL x 3) and methanol (20 mL), and air-dried for 16 hours to give the title compound. MS (LC-MS) m/e 308.0 (M+H)+.

The synthetic route of 89459-38-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBVIE INC.; BENATUIL, Lorenzo; BRUNCKO, Milan; JUDD, Andrew, S.; LI, Yingchun; MCCLUSKEY, Andrew; PHILLIPS, Andrew, C.; PHILLIPS, Darren, C.; SEAGAL, Jane; SOUERS, Andrew, J.; (808 pag.)WO2017/214462; (2017); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com