Iodides-buliding-blocks

Electric Literature of 34683-73-3, 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. 34683-73-3, name is 1-Chloro-6-iodohexane, This compound has unique chemical properties. The synthetic route is as follows.

A 100 ml round bottom flask was charged with [2-(2-Hydroxy-ethoxy)-ethyl]-carbamic acid anthracen-9-ylmethyl ester (1.12 g, 3 mmol) and fresh sodium hydride, 60% dispersion in mineral oil (360 mg, 9 mmol) under inert atmosphere. 20 ml anhydrous THF was added and the reaction allowed to stir for 30 minutes. The flask is then cooled to between -10 and -20 C. by means of an ice/NaCl bath. When the temperature is reached 1-chloro-6-Iodohexane (1 ml, 6 mmol) is added via syringe. The reaction is maintained at ice/NaCl temperature for 2 hours, then slowly allowed to warm to room temperature overnight. At this point silica gel 60 is co-absorbed onto the reaction mixture with loss of solvent under reduced pressure. Silica gel chromatography takes place initially with heptane as eluent, followed by 10%, 20%, and 25% ethyl acetate. A total of 0.57 g (41% yield) of product is isolated from appropriate fractions: 1H NMR (CDCl3) delta 8.48 (s, H-10), 8.38 (d, H-1, 8), 8.01 (d, H-4, 5), 7.52 (dt, H-2, 3, 6, 7), 6.13 (s, CH2-anth), 5.29 (bs, exchangeable, NH), 3.74 (m, 4H), 3.55-3.15 (m, 8H), 1.84 (m, 4H), 1.61 (m, 1H), 1.43 (m, 1H), 1.25 (m, 2H). Mass spectrum, m/e Calcd for C26H32ClNO4H2O: 475.21 (100%), 476.22 (29.6%). Found: 475.21, 476.52.

The chemical industry reduces the impact on the environment during synthesis 1-Chloro-6-iodohexane. I believe this compound will play a more active role in future production and life.

Reference:
Patent; PROMEGA CORPORATION; Wood, Keith V.; Los, Georgyi V.; Bulleit, Robert F.; Klaubert, Dieter; McDougall, Mark; Zimprich, Chad; (78 pag.)US2016/31911; (2016); A1;,
Iodide – Wikipedia,
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Related Products of 19718-49-1,Some common heterocyclic compound, 19718-49-1, name is Methyl 4-amino-3-iodobenzoate, molecular formula is C8H8INO2, 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 Example F-1. 3-Acetyl-4-amino-benzoic acid methyl ester To a solution of 4-amino-3-iodo-benzoic acid methyl ester (11.30g, 40.77mmol) in toluene (300mL) were added tributyl(1-ethoxyvinyl)tin (16.5mL, 48.9mmol) and tetrakis(triphenylphosphine)palladium(0) (9422mg, 8.154mmol) under nitrogen atmosphere, and the solution was stirred at 105C for 7 hours. After cooling to room temperature, water was added, the mixture was extracted with ethyl acetate-tetrahydrofuran, the organic layer was washed with water, and then, evaporated. The residue was dissolved in 280mL of tetrahydrofuran, 2N hydrochloric acid (80mL) was added thereto, followed by stirring for 3 hours at room temperature. The reaction mixture was cooled on an ice bath, an aqueous solution of 2N sodium hydroxide (80mL) was added, an aqueous solution of saturated sodium bicarbonate was further added, and the solution was extracted with ethyl acetate. An aqueous solution of 10% potassium fluoride was added to the organic layer, and the solution was stirred for 3 hours at room temperature. The organic layer was separated, washed with brine, then evaporated, the residue was purified by silica gel column chromatography (hexane-ethyl acetate), and title compound (6.42g, 33.2mmol, 81.4%) was obtained. 1H-NMR Spectrum (CDCl3) delta (ppm): 2.64 (3H, s), 3.89 (3H, s), 6.63 (1H, d, J=8.8Hz), 7.91 (1 H, dd, J=2.0, 8.8Hz), 8.47 (1 H, d, J=2.0Hz).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 4-amino-3-iodobenzoate, its application will become more common.

Reference:
Patent; Eisai R&D Management Co., Ltd.; EP1782811; (2007); A1;,
Iodide – Wikipedia,
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Application of 58313-23-8, 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. 58313-23-8, name is Ethyl-3-iodobenzoate belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 83(IS, 2R) and (1R, 2S)-3-(2-(4-chlorophenyl)-2′-oxospiro[cyclopropane-l,3′-indoline]- l’-yl)benzoic acidSynthesis of (IS, 2R) and (1R, 2S)-methyl-3-(2-(4-chlorophenyl)-2′-oxospiro[cyclopropane- 1 ,3′-indoline] – 1 ‘-yl)benzoateA Schlenk tube was charged with Cul (9.6 mg, 0.05 mmol, 5.0 mol %), racemic (1R, 2S) and (IS, 2R)-2-(4-chlorophenyl)spiro[cyclopropane-l,3′-indolin]-2’-one (270 mg, 1.0 mmol), and K2C03 (276 mg, 2.0 mmol), evacuated, and backfilled with argon. N, Lambda – Dimethylethylenediamine (11 mu, 0.10 mmol, 10 mol %), ethyl 3-iodobenzoate (278.8 mg, 1.01 mmol), and acetonitrile (1.5 mL) were added under argon. The Schlenk tube was sealed with a Teflon valve and the reaction mixture was stirred at 80 C for 23 hours.HPLC monitored the reaction finished. The solvent was removed under reduced pressure. The residue was purified by flash column chromatography column (gradient elution, 5-10 % ethyl acetate in petroleum ether) to give the title compound as a yellow powder (290 mg, 72 %). LC/MS m/e calcd. for C24Hi8ClN03: 403, observed (M+H)+: 404.1.

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

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; CHEN, Li; FENG, Lichun; HE, Yun; HUANG, Mengwei; YUN, Hongying; WO2011/70039; (2011); A1;,
Iodide – Wikipedia,
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Application of 766-99-4, The chemical industry reduces the impact on the environment during synthesis 766-99-4, name is 1-Ethynyl-4-iodobenzene, I believe this compound will play a more active role in future production and life.

To a suspended solution of ZnBr2 (1.10 mmol, 0.176 g) and (4-iodophenyl)ethyne (15.3 mmol, 3.50 g) in THF (40 mL) was added tributyl(methoxy)stannane (18.4 mmol, 5.91 g). The mixture was stirred for 3 h at room temperature, and then quenched by NH4F(aq) (10%, 50 mL). The obtained white precipitate was filtered off, and the filtrate was extracted with Et2O (3 x 10 mL) and dried over MgSO4. The volatiles were removed under reduced pressure to give a pure product (100% purity (A small portion was analyzed by 1H NMR using 1,1,2,2-tetrachloroethane as an internal standard to determine the purity)).

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-Ethynyl-4-iodobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Suzuki, Itaru; Esumi, Naoto; Yasuda, Makoto; Baba, Akio; Chemistry Letters; vol. 44; 1; (2015); p. 38 – 40;,
Iodide – Wikipedia,
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Related Products of 31599-60-7, The chemical industry reduces the impact on the environment during synthesis 31599-60-7, name is 1-Iodo-2,3-dimethylbenzene, I believe this compound will play a more active role in future production and life.

Example AAA26 Synthesis of 4-(thiazol-2-yl)-1-(3-(2,3-dimethylphenyl)-propiolyl)piperazine 4-(Thiazol-2-yl)-1-(3-(2,3-dimethylphenyl)propiolyl)piperazine was obtained by the reaction of 4-(thiazol-2-yl)-1-propiolylpiperazine [Precursor BBB2] with 2,3-dimethyl-iodobenzene according to the conditions described in the case of Example AAA1.

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-Iodo-2,3-dimethylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Gruenenthal GmbH; US2007/112011; (2007); A1;,
Iodide – Wikipedia,
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Reference of 18698-96-9,Some common heterocyclic compound, 18698-96-9, name is 2-(2-Iodophenyl)acetic 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.

Step 1: (N,N)-Diisopropyl 2-iodophenylacetamide To a solution of 2-iodophenylacetic acid (11.0 g, 42.0 mmol, commercially available) in dichloromethane (85 mL) was added oxalyl chloride (7.11 mL, 84 mmol) followed by 2 drops of dimethyl formamide. The solution as stirred at room temperature for 2 h and the solvents were removed in vacuo. The residue was taken up in dichloromethane (100 mL) and cooled at 0° C. Diisopropylamine (17.6 mL, 126 mmol) was then added and the solution as warmed to room temperature. The solvents were removed in vacuum. The residue was partitioned between ethyl acetate and water and extracted with ethyl acetate. The combined organic layers were washed with hydrogen chloride (1N), brine, dried and concentrated to give 14.3 g of (N,N)-Diisopropyl 2-iodophenylacetamide (White solid, 99percent). C14H20INO, MW: 345.23; LCMS (method A) RT 1.90 min; Mass 346 (100percent, MH+), 268 (10percent, MNa+); IR: 2965, 1634, 1438, 1369, 1337 cm-1; 1H NMR (400 MHz, CDCl3) delta 7.84 (d, 1H), 7.22-7.35 (m, 3H), 6.84-6.97 (m, 1H), 3.91 (m, 1H), 3.76 (s, 2H), 3.43 (m, 1H), 1.46 (d, 3H), 1.15 (d, 6H) ppm.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(2-Iodophenyl)acetic acid, its application will become more common.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; Lachia, Mathilde Denise; De Mesmaeker, Alain; Wolf, Hanno Christian; Jung, Pierre Joseph Marcel; US2013/303375; (2013); A1;,
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. 31599-61-8, name is 4-Iodo-1,2-dimethylbenzene, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 4-Iodo-1,2-dimethylbenzene

14 Typical procedure for the preparation of 4,5-disubstituted-1,2,3-(NH)-triazoles (synthesis of 3a): A round-bottom sidearm flask (10 mL) containing PdCl2(PPh3)2 (0.015 mmol) was subjected to the Schlenk-line procedures of evacuation and purging of CO for three cycles. Iodobenzene and 4 equiv Et3N (1.2 mmol) were successively added, and the mixture was stirred at room temperature for 10 min, then 1-hexyne (0.45 mmol) was added, continuously stirred at room temperature for 14 h. Then NaN3 (35.1 mg, 0.54 mmol) and 1 mL DMSO were added to the mixture and the reaction continued at 45 C for 36 h. Following, to the reaction mixture was added water (2 mL), 20% HCl solution (1 mL) and extracted with ether (3 * 10 mL). The combined organic phases were washed with brine (2 * 5 mL), dried over anhydrous MgSO4 and concentrated in vacuo. The residue was subjected to flash column chromatography with hexanes/EtOAc (5/1) as eluent to obtain the desired 3a (56.33 mg, 82% yield). All products gave satisfactory spectroscopic and analytical data.

According to the analysis of related databases, 31599-61-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Li, Na; Wang, Dong; Li, Jihui; Shi, Weilin; Li, Chao; Chen, Baohua; Tetrahedron Letters; vol. 52; 9; (2011); p. 980 – 982;,
Iodide – Wikipedia,
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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. 696-41-3, name is 3-Iodobenzaldehyde, A new synthetic method of this compound is introduced below., Quality Control of 3-Iodobenzaldehyde

General procedure: In the glove box, zinc powder (206.0 mg, 3.15 mmol) was added into a Schlenk tube. Anhydrous DMF (10.5 mL) was added and the mixture was stirred at room temperature. Chlorotrimethylsilane (66.5 muL, 0.52 mmol) was then added into the mixture to activate zinc powder. Five minutes later, PhSO2CF2Br (2) (2.1 mmol) was added into the suspension. The reaction proceeded smoothly in 15 min to give (phenylsulfonyl)difluoromethylzinc reagent (?XZnCF2SO2Ph?, 3). The mixture was kept at room temperature to precipitate the remaining zinc powder, and the solution was directly used for next step. In the glove box, 2-naphthaldehyde (156.2 mg, 1.0 mmol) was added into another Schlenk tube. Anhydrous DMF (5 mL) was added and the mixture was stirred at room temperature. The DMF solution of ?XZnCF2SO2Ph? (3) (10 mL, corresponding to the reaction of ca. 2.0 mmol of PhSO2CF2Br and ca. 3.0 mmol of zinc powder) was added to the solution of 2-naphthaldehyde dropwise. The mixture was stirred at room temperature for 5 h, and aqueous HCl (2 M, 10 mL) was added to quench the reaction. After extraction with ethyl acetate for three times, the organic phase was washed with brine, and then dried over anhydrous Na2SO4. After the solution was filtered and evaporated under vacuum, the residue was subjected to silica gel column chromatography (eluting with petroleum ether/ethyl acetate) to give the corresponding difluoromethylated carbinol 4a as a white solid (307.5 mg, 88%).

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; Jiang, Fanzhou; Ni, Chuanfa; Hu, Jinbo; Journal of Fluorine Chemistry; vol. 198; (2017); p. 67 – 75;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 19099-54-8, These common heterocyclic compound, 19099-54-8, name is 1-Iodo-2-isopropylbenzene, 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.

0.3 mmol of sodium carbonate and 0.1 mmol of 1,2-bis(thiophen-2-yl)acetylene,Tetrakis(triphenylphosphine palladium) 0.005 mmol, bis(2-diphenylphosphinophenyl)ether 0.005 mmol,0.2 mmol of 4-methylbenzeneboronic acid, 0.3 mmol of 2-isopropyliodobenzene, and 1 mL of N,N-dimethylformamide were added to a 15 mL reaction tube.Nitrogen was repeatedly filled 10 times, placed in an oil bath at 120 C, and reacted for 24 hours;Cooled to room temperature, the reaction was diluted with ethyl acetate, washed with water three times, the organic phase dried over anhydrous Na2SO4, filtered, and concentratedPurification by thin layer chromatography to give 31.2mg of the desired product, yield 78%.

The synthetic route of 19099-54-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Huaqiao University; Cheng Guolin; Lv Weiwei; (20 pag.)CN109879713; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 75581-11-2, A common heterocyclic compound, 75581-11-2, name is 4-Iodo-1-methoxy-2-methylbenzene, molecular formula is C8H9IO, 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: A DMF solution (8mL) of the o-substituted aryl iodide (0.36mmol), the o-bromobenzyl alcohol (0.36mmol) and norbornene (34mg, 0.36mmol) was added under nitrogen to a Schlenck-type flask, containing Pd(OAc)2 (4mg, 0.018mmol), the phosphine (0.036mmol), when required, and K2CO3 (124mg, 0.90mmol) or CsOPiv (211mg, 0.90). The reaction mixture was stirred at 105C for 24h. After cooling to room temperature the organic layer was diluted with EtOAc (20mL), washed twice with water (20mL) and dried over Na2SO4. The solvent was removed under reduced pressure and the resulting residue was purified by flash chromatography on silica gel using mixtures of hexane-EtOAc as eluent.

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; Della Ca, Nicola; Fontana, Marco; Xu, Di; Cremaschi, Mirko; Lucentini, Riccardo; Zhou, Zhi-Ming; Catellani, Marta; Motti, Elena; Tetrahedron; vol. 71; 37; (2015); p. 6389 – 6401;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com