Category: iodides-buliding-blocks

Electric Literature of 791642-68-7, 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 791642-68-7 as follows.

To a solution of 5-bromo-2-iodoanisole (10.0 g, 31.9 mmol) and cyclobutanone (3.6 mL, 48 mmol) in tetrahydrofuran (107 mL) at -78 C. followed by the addition of n-butyl lithium (2.5 M in hexane, 15.6 mL, 39.0 mmol) dropwise over 20 minutes. The reaction mixture was stirred at -78 C. for 2.5 hours. The reaction mixture was quenched with saturated aqueous ammonium chloride and the reaction mixture was warmed to room temperature and extracted two times with ethyl acetate. The combined organic layers were dried over magnesium sulfate, filtered, and concentrated under reduced pressure yielding 9.73 g of crude material. The crude material was purified using the Biotage Isolera One (SNAP 100 g silica gel column) and eluting with a gradient of 0-70% ethyl acetate/heptane yielding 4.75 g (57.9% yield) of the title compound. GC/MS: 257. 1H NMR (500 MHz, CDCl3) delta 7.19-7.14 (m, 1H), 7.12-7.01 (m, 1H), 7.04 (d, J=2.0 Hz, 1H), 3.88 (s, 3H), 2.53-2.40 (m, 2H), 2.39-2.28 (m, 2H), 2.11-2.00 (m, 1H), 1.67-1.55 (m, 1H).

According to the analysis of related databases, 791642-68-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER INC.; Bhattacharya, Samit; Cameron, Kimberly; Dowling, Matthew; Fernando, Dilinie; Ebner, David; Filipski, Kevin; Kung, Daniel; Lee, Esther; Smith, Aaron; Tu, Meihua; US2013/267493; (2013); A1;,
Iodide – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 31827-94-8, name is 2-Bromo-1-(4-iodophenyl)ethanone, 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 31827-94-8, Quality Control of 2-Bromo-1-(4-iodophenyl)ethanone

Example 21; Preparation of compound 1024; Step 1:; 4a9 (30.0 g, 132 mmol) and 21a1 (42.9 g, 132 mmol) are added to a 1 L RBF and the mixture is purged with argon. Anhydrous acetonitrile (300 mL) and diisopropylethylamine (57.5 mL, 330 mmol) are added. Stirring is initiated and the mixture is then agitated at RT until complete conversion (>99 A%, 220 nm with respect to 21a1). The mixture is concentrated via reduced pressure. Toluene (150 mL) is added to the mixture. The mixture is reduced to ~100 mL and is filtered through a filter frit into a 1 L RBF containing ammonium acetate (102 g, 1.32 mol). The original 1 L RBF is rinsed with 2×100 mL of toluene and the washes are passed through the solids within the filter frit. Stirring is initiated and the mixture is purged with argon. The mixture is heated to 98-102 C and agitated for 6 h. The mixture is cooled to RT until complete conversion (>99 A%, 220 nm). The mixture is washed with water. The mixture is again concentrated to via reduced pressure. 1 ,4-dioxane (100 mL) is added and the mixture is reduced. 1 ,4-dioxane (150 mL) is added and the mixture is stirred. The mixture is purged with argon, heated to 45-52 C and agitated until a homogeneous solution is obtained. 264 mL (1.06 mol) of a 4 N HCI solution in 1 ,4-dioxane is added drop-wise. The mixture is agitated at 45-52 C until complete conversion (>99 A, 220 nm). The mixture is cooled to 10-12 C and agitated at 10-12C for 30 min; the solids are collected by filtration. The filtrate is charged back to the RBF and cooled to 10-12 C. The filtrate is passed through the filter pad, and the resulting solids are washed with 1 ,4-dioxane (50 ml.) pre-cooled to 1 1-13 C. The solids are suction dried for 1 h and dried in a vacuum oven at 50C under house vacuum with a nitrogen bleed for 15 h. 21a2 (52.4 g) is recovered.

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-Bromo-1-(4-iodophenyl)ethanone, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; THIBEAULT, Carl; EDWARDS, Paul, J.; KUHN, Cyrille; MOREAU, Benoit; POIRIER, Maude; SURPRENANT, Simon; WO2012/48421; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 1829-28-3, 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. 1829-28-3, name is Ethyl 2-iodobenzoate belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

S-Phos (13mg, 0.03mmol, 10molpercent) was introduced in dry toluene (0.5mL) under Argon, then Pd(OAc)2 (4mg, 0.02mmol, 5molpercent) was added. The resulting solution was heated at 80¡ãC for 10min. A solution of N-(4-(tri(n-butyl)stannyl)pyridazin-3-yl)pivalamide 3b (150mg, 0.32mmol, 1.0equiv) in dry toluene (0.8mL) and ethyl 2-iodobenzoate (80muL, 0.48mmol, 1.5equiv) were successively added. The solution was refluxed overnight and the resulting mixture was evaporated to dryness. The crude product was purified by column chromatography (eluent: PE/EtOAc (6:4)) to give the desired product 5j (31mg, 49percent) as a yellow powder; mp>260¡ãC; IR (neat) nu (cm?1) 3156 (NH), 3047, 2918, 1654 (C=O), 1606, 1479, 1436, 1345, 1324; 1H NMR (300MHz, DMSO-d6) delta 12.55 (s, 1H), 9.17 (d, J=5.3Hz, 1H), 8.67 (d, J=7.9Hz, 1H), 8.60 (d, J=5.3Hz, 1H), 8.36 (d, J=7.9Hz, 1H), 7.97 (dd, J=7.9, 7.5Hz, 1H), 7.84 (dd, J=7.9, 7.5Hz, 1H); 13C NMR (75MHz, DMSO-d6) delta 161.3, 151.0, 147.2, 133.5, 131.3, 130.7, 127.7, 127.5, 124.7, 120.4, 116.8; HRMS (ESI+): calcd for C11H8N3O m/z 198.0667 [M+H], found 198.0673.

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, Ethyl 2-iodobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Fresneau, Nathalie; Cailly, Thomas; Fabis, Fre?de?ric; Bouillon, Jean-Philippe; Tetrahedron; vol. 69; 26; (2013); p. 5393 – 5400;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 14452-30-3, name is 1-(3-Iodophenyl)ethanone, 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 14452-30-3, Recommanded Product: 14452-30-3

To a stirred solution of daST (2.25 mL, 12.19 mmol) was added meOH (20 uL), and then 3′- iodoacetophenone (2.0 g, 8.13 mmol) dropwise. The resulted mixture was heated to 50 oc for 16 h under nitrogen atmosphere. after cooling to room temperature, the reaction mixture was poured into sat. aq. NaHcO3 (50 mL) and extracted with EtOac (30 mL x 2). The combined organic layers were washed with brine (50 mL), dried over anhydrous Na₂SO₄, filtered and concentrated in vacuo. The crude rESIdue was purified by silica gel chromatography (eluting with petroleum ether) to give the title compound (144 mg, 7%) as colorless oil.1H NMR (400 MHz, CDCl3) d 7.86 (s, 1H) 7.73 (d, J = 8.0 Hz, 1H), 7.48 (d, J = 8.0 Hz, 1H) 7.18 – 7.16 (m, 1H) 1.91(t, J = 18.0 Hz, 3H).

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:
Patent; GENENTECH, INC.; F. HOFFMANN-LA ROCHE AG; MCKERRALL, Steven; BEVERIDGE, Ramsay; LAI, Kwong Wah; BERGERON, Philippe; (190 pag.)WO2019/226687; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 18698-96-9, A common heterocyclic compound, 18698-96-9, name is 2-(2-Iodophenyl)acetic acid, molecular formula is C8H7IO2, 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.

2-(2-lodophenyl)acetic acid (5.00 g, 19.1 mmol) was placed into a reaction flask and dissolved in MeOH (150 mL). Sulfuric acid (250 pL) was added and reaction mixture was stirred and heated at 80 “C under nitrogen for 16 hours. The resulting mixture was cooled to room temperature and the volatiles removed by evaporation under reduced pressure. The residue was taken up in ethyl acetate (100 mL), washed with 10% NaHC03 (100 mL), dried (MgS04) and evaporated under reduced pressure to give the title compound (/9) (5.20g, 99%) as a clear liquid; 1H NMR (400 MHz, CDCI3) delta 7.85 (dd, J = 7.9, 1 .0 Hz, 1 H), 7.35 – 7.27 (m, 2H), 6.97 (ddd, J = 7.9, 7.0, 2. Hz, 1 H), 3.81 (s, 2H), 3.72 (s, 3H).

The synthetic route of 18698-96-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CANCER THERAPEUTICS CRC PTY LIMITED; HOLMES, Ian, Peter; BERGMAN, Ylva; LUNNISS, Gillian Elizabeth; NIKAC, Marica; CHOI, Neil; HEMLEY, Catherine Fae; WALKER, Scott Raymond; FOITZIK, Richard Charles; GANAME, Danny; LESSENE, Romina; WO2012/110773; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 4387-36-4, A common heterocyclic compound, 4387-36-4, name is 2-Iodobenzonitrile, molecular formula is C7H4IN, 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.

The specific reaction operation is:At room temperature,Add 100 mmol of the compound of the above formula (II), 200 mmol of the compound of the above formula (III), 0.4 mmol of palladium acetate, to an appropriate amount of the organic solvent N,N-dimethylacetamide (DMA).150 mmol of tetra-n-butylammonium bromide and 150 mmol of sodium carbonate,Then stir to raise the temperature to 120 ¡ã C,And stirring the reaction at this temperature for 15 hours;After the reaction was completed, the reaction mixture was poured into a sufficient amount of ethyl acetate.After washing with saturated brine, the organic layer and the aqueous layer were separated.After the aqueous layer is sufficiently extracted with ethyl acetate,The combined organic layers (i.e., the organic layer washed with saturated brine and organic layer extracted from ethyl acetate) were dried over anhydrous Na2SO?The residue was eluted by flash column chromatography (a mixture of petroleum ether and ethyl acetate in a ratio of 8:1 as eluent).The eluent was collected and evaporated to remove the eluent.Thereby obtaining a compound of the above formula (I) as a white solid,The yield was 87.8percent.

The synthetic route of 4387-36-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Wenzhou Medical University Affiliated The Second Hospital ? Wenzhou Medical University Affiliated Yuying Child Hospital; Wenzhou Medical University; Wang Zhiyi; Pan Chenwei; Chen Chan; Weng Jie; Wang Xianqin; Xu Tong; Wu He; (10 pag.)CN108250103; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 608-28-6, name is 2-Iodo-1,3-dimethylbenzene, molecular formula is C8H9I, 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. name: 2-Iodo-1,3-dimethylbenzene

General procedure: A mixture of Cu0 powder (Sigma-Aldrich, <425mum, 99.5% trace metals basis, 0.095mg, 0.015mmol, 3-mol%), anhydrous K3PO4 (0.75mmol), 2-mercaptoimidazole/sulfur-containing azoles (0.5mmol), DMSO (0.2mL) and aryl halide (0.75mmol) were added to a reaction vial and a screw cap was fitted to it. The reaction mixture was stirred under air in a closed system at 100C for 24h. The heterogeneous mixture was subsequently cooled to room temperature and diluted with 4.0mL dichloromethane. The combined organic extracts were dried with anhydrous Na2SO4, filtered and the solvent was removed under reduced pressure. The crude product was loaded onto the column using minimal amounts of dichloromethane and was purified by silica-gel column chromatography to afford the S-arylated product. The identity and purity of products was confirmed by 1H and 13C NMR spectroscopic analys. These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 608-28-6, its application will become more common. Reference:
Article; Tan, Bryan Yong-Hao; Teo, Yong-Chua; Tetrahedron; vol. 72; 42; (2016); p. 6646 – 6653;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 41252-95-3,Some common heterocyclic compound, 41252-95-3, name is 1-Chloro-4-iodo-2-nitrobenzene, molecular formula is C6H3ClINO2, 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.

Preparation of 6-iodo-2-oxindole from 2-chloro-5-iodonitrobenzene and diethyl malonate Without Isolation of Intermediates To a jacketed reactor, N,N-dimethylacetamide (DMAc) (120 mL) and sodium ethylate (NaOEt) powder (12.1 g) is charged at 20 C. Diethylmalonate (28.8 g) is added dropwise into the above mixture while keeping internal temperature at around 10 C. After finishing addition, warm up the mixture to 20 C., and continue to stir for another 10 minutes. Then, 2-chloro-5-iodonitrobenzene (17 g) is added in one portion, and heat the mixture to 78 C. and stir for usually at least 2.5 hours until process monitor shows almost complete conversion. The resulting mixture is cooled down to 20 C., and it is quenched by 2 N cold aq. HCl solution (180 mL). The bottom yellow oil was transferred to a jacket reactor with ethanol (92 mL) in it. Then, to the above solution the first portion of SnCl2.2H2O (30 g) powder is added, and the resulting mixture is heated to 70 C. and stirred for 1 hour. The second portion of SnCl2.2H2O (30 g) is added, the mixture is stirred usually at least 0.5 hour until process monitor shows almost complete conversion. Then, heat the resulting mixture to 80 C. and add 36% aq. HCl solution (60 mL) during 0.5 hour. The mixture is stirred for at least 2.5 hours until process monitor shows almost complete conversion. Then, to the mixture water (90 mL) is added and the resulting mixture is cooled down to 20 C. Collect the solid by filtration and wash the solid with water (250 mL) to afford the crude 6-iodo-2-oxindole. Then, it is purified by crystallization with acetic acid (HOAc) (110 mL), and followed by washing with 3 N aq. HCl solution (80 mL) to afford the 6-iodo-2-oxindole in 53% yield and 99% HPLC purity (Rt=7.45 min). 1H NMR (400 MHz, DMSO) delta10.42 (S, 1H), 7.29-7.27 (dd, J=8.0, 1.6 Hz, 1H,), 7.11 (d, J=1.6 Hz, 1H), 7.02-7.00 (d, J=8.0 Hz, 1H); 13C NMR (100 MHz, CDCl3) delta 175.9, 145.3, 129.6, 126.4, 125.7, 117.4, 92.2, 35.4; MS (ESI): m/z 260.1 (M+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-Chloro-4-iodo-2-nitrobenzene, its application will become more common.

Reference:
Patent; Boehringer Ingelheim International GmbH; SHI, Wenjian; Song, Yanli; Bao, Yuhui; Lu, Jun; Huang, Yao; Weber, Dirk; US2014/66634; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 76801-93-9, 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 76801-93-9 as follows.

EXAMPLE 1 ; Compound B is suspended in a mixture of acetic anhydride and acetic acid (5-15 v/v % acetic acid, about 1.5-3.0 liter of acetic anhydride and acetic acid combined per kg of Compound B) in a continuous facility as described in Figure 1. The acetylation is performed in two steps in continuous stirred tank reactors at different temperatures (55 and 120C) with residence times from about 0 to 2 hours. Excess acetic acid and acetic anhydride are removed by distillation in a continuous evaporation system. The viscous residue is diluted with methanol (which reacts with residual acetic anhydride and also with O-acetyl groups deriving from Compound B), and the resulting methyl acetate is continuously removed by atmospheric distillation at about 50-60C. The HPLC purity of the resulting crude reaction mixture is about 98 % with respect to Compound A.

According to the analysis of related databases, 76801-93-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GE Healthcare AS; EP2281814; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 627-32-7, name is 3-Iodo-1-propanol, 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 627-32-7, Computed Properties of C3H7IO

To a solution of 12 (221 mg, 0.42 mmol) in MeOH (5 mL) was added KOH (26 mg, 0.46 mmol). The mixture was stirred at room temperature for 30 min, and then concentrated under reduced pressure to give a potassium salt, which was dissolved in DMF (5 mL) and treated with 3-iodo-1-propanol (52 muL, 0.55 mmol). After stirring at room temperature for 5 h, the mixture was evaporated under reduced pressure. The residue was dissolved in CH2Cl2 (20 mL) and extracted with 1 M HCl and brine. The organic phase was dried over MgSO4, concentrated under reduced pressure, and purified by flash chromatography on a silica gel column (EtOAc/hexane = 1:1) to afford ester 13 (137 mg, 55%). C28H48N4O9; colorless solid, mp 95-97 C; TLC (EtOAc/hexane = 3:1) Rf = 0.28; inlMMLBox -68.0 (c 1.4, CHCl3); IR numax (neat) 3278, 2970, 2932, 1724, 1643, 1610, 1252, 1144, 1055 cm-1; 1H NMR (400 MHz, CDCl3) delta 11.33 (1H, s), 8.58 (1H, d, J = 8.4 Hz), 6.75 (1H, s), 6.51 (1H, d, J = 8.8 Hz), 4.34-4.28 (1H, m), 4.26-4.21 (2H, m), 4.07 (1H, m), 3.97 (1H, d, J = 7.6 Hz), 3.64 (2H, t, J = 6.4 Hz), 3.29 (1H, t, J = 5.6 Hz), 2.73-2.68 (1H, m), 2.33 (1H, dd, J = 17.6, 9.2 Hz), 1.88-1.82 (5H, m), 1.50-1.43 (22H, m), 0.86-0.78 (6H, m); 13C NMR (100 MHz, CDCl3) delta 170.0, 166.0, 162.9, 156.7, 152.3, 138.4, 128.2, 83.5, 82.7, 79.5, 76.1, 61.8, 58.9, 54.3, 48.2, 31.8, 30.7, 28.4 (3¡Á), 28.1 (3¡Á), 26.1, 25.8, 23.4, 9.7, 9.4; ESI-HRMS calcd for C28H48N4O9: 585.3496, found: m/z 585.3500 [M+H]+.

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, 3-Iodo-1-propanol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Liu, Kung-Cheng; Lee, Pei-Shan; Wang, Shi-Yun; Cheng, Yih-Shyun E.; Fang, Jim-Min; Wong, Chi-Huey; Bioorganic and Medicinal Chemistry; vol. 19; 16; (2011); p. 4796 – 4802;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com