Author: Jessica.F

Synthetic Route of 573764-31-5,Some common heterocyclic compound, 573764-31-5, name is 4-Chloro-3-iodoaniline, molecular formula is C6H5ClIN, 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 compound 3 (5 mmol), 4,4,4′,4′,5,5,5′,5′-Octamethyl-2,2- bi(1,3,2-dioxaborolane) (10 mmol), KOAc (10 mmol), PdCl2(dppf) (0.1 mmol) in DMF (20 mL) was stirred at 95 °C for 2 h under Ar. The reaction mixture was filtered through celite. The filtrate was concentrated in vacuo and then extracted with CH2Cl2. The organic layer was evaporated to give a residue, which was purified by chromatography (petroleum ether/CH2Cl2, 10:1) to afford a white solid, yield 50percent. 1H NMR (400 MHz, DMSO-d6) delta 7.10 (d, J = 8.5 Hz, 1H), 6.97 (d, J = 2.9 Hz, 1H), 6.70 (dd, J = 8.5, 2.9 Hz, 1H), 5.32 (s, 2H), 1.38 (s, 12H). 13C NMR (101 MHz, DMSO) delta 147.40, 129.97, 124.63, 121.85, 118.00, 84.08 (2C), 25.08 (4CH3).

The synthetic route of 573764-31-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Li, Wenlu; Sun, Qinsheng; Song, Lu; Gao, Chunmei; Liu, Feng; Chen, Yuzong; Jiang, Yuyang; European Journal of Medicinal Chemistry; vol. 141; (2017); p. 721 – 733;,
Iodide – Wikipedia,
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Electric Literature of 74-88-4, 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 74-88-4 as follows.

General procedure: Iodomethane (1.606mmol) was added to a stirred solution of 1a (0.143mmol) and anhydrous potassium carbonate (0.352mmol) in dry CH2Cl2(2 mL), in an N2atmosphere at 55 C. The mixture was stirred for 24h and iodomethane (1.606mmol) was added once again and stirred for another 24h. After 48h, the reaction mixture was diluted in water (50 mL) and the aqueous phase was extracted with dichloromethane (3 x 50 mL). The resulting organic phase was washed with brine, dried over Na2SO4, filtered and evaporated. In order to produce a white solid, the organic phase was purified by silica gel chromatography using a gradient elution of C6H12/CH2Cl2(Yield: 24%).

According to the analysis of related databases, 74-88-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Cargnin, Simone Tasca; Staudt, Andressa Finkler; Medeiros, Patricia; de Medeiros Sol Sol, Daniel; de Azevedo dos Santos, Ana Paula; Zanchi, Fernando Berton; Gosmann, Grace; Puyet, Antonio; Garcia Teles, Carolina Bioni; Gnoatto, Simone Baggio; Bioorganic and Medicinal Chemistry Letters; vol. 28; 3; (2018); p. 265 – 272;,
Iodide – Wikipedia,
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31827-94-8, name is 2-Bromo-1-(4-iodophenyl)ethanone, 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. category: iodides-buliding-blocks

General procedure: The appropriate carbonyl compound (50 mmol) was dissolved in 50 mL of ethanol and magnetically stirred with an equimolar quantity of thiosemicarbazide for 24 h at room temperature with catalytic amounts of acetic acid. The desired thiosemicarbazone precipitated from reaction mixture, was filtered, crystallized from suitable solvent, and dried. Equimolar quantities of 4-iodo-acetophenone and bromine, both dissolved in chloroform, were stirred for 4 h at room temperature until the presence of HBr disappeared. The solution was evaporated under vacuum and the obtained pale yellow solid was washed with petroleum ether to give alpha-bromo-4-iodo-acetophenone in good yield (94%). Equimolar amounts of the prepared thiosemicarbazone (50 mmol) and alpha-bromo-4-iodo-acetophenone (50 mmol), both suspended in 50 mL of ethanol, were reacted at room temperature under magnetic stirring for 10 h. The precipitate was filtered and purified by chromatography to give compounds 1-25 in high yield.

The synthetic route of 31827-94-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Secci, Daniela; Bizzarri, Bruna; Bolasco, Adriana; Carradori, Simone; D’Ascenzio, Melissa; Rivanera, Daniela; Mari, Emanuela; Polletta, Lucia; Zicari, Alessandra; European Journal of Medicinal Chemistry; vol. 53; (2012); p. 246 – 253;,
Iodide – Wikipedia,
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Reference of 216393-67-8, 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 216393-67-8 as follows.

4~Chloro-2-fluoro-6-iodoaniline (Intermediate 30, 1.35 g, 5 mmol), pyruvic acid (1.32 g,15 mmol) and DABCO (1.68 g,15 mmol) were dissolved in DMF(15 mL). The solution was degassed and palladium acetate (56 mg) was added. The mixture was then heated to 1000C for 3h., cooled to ambient and filtered. The filtrate was diluted with EtOAc (100 mL), washed with 2M HCl (2 x 2OmL), water (20 mL) and brine (20 mL), dried (MgSO4) and evaporated to leave the title compound as a dark solid (0.9g, 85% ). 1H NMR (400 MHz, DMSO-de) delta 7.16 (IH, t), 7.21 – 7.24 (IH, m), 7.59 (IH, d), 12.52 (IH, s), 13.27 (IH, s); MS m/z 212 (M-H)”

According to the analysis of related databases, 216393-67-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/82400; (2006); A1;,
Iodide – Wikipedia,
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Application of 98-61-3, 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. 98-61-3, name is 4-Iodobenzenesulfonyl chloride belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 4-iodobenzenesulfonyl chloride 1 (500 mg, 1 66 mmol) in anhydrous acetomtrile (8 mL) under a nitrogen atmosphere was added pyrrolidine 2 (140 mg, 1 97 mmol) and pyridine (261 mg, 3 3 mmol) The reaction mixture was stirred at room temperature for 3 hours Ethyl acetate (100 mL) was added and the organic layer was washed with 1 N hydrochloric acid, water and brine The organic layer was dried over anhydrous sodium sulfate The organic solvent was evaporated under reduced pressure The crude product was purified by flash column chromatography to afford the desired l-[(4-iodobenzene)sulfonyl]pyrrohdme compound 78-1 (487 mg, 1 45 mmol)

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

Reference:
Patent; MOCHIDA PHARMACEUTICAL CO., LTD.; SCHERING CORPORATION; NISHIDA, Hidemitsu; SAITOH, Fumihiko; HIRABAYASHI, Tomokazu; CHACKALAMANNIL, Samuel; CHAN, Tin-Yau; CHELLIAH, Mariappan, V.; CLASBY, Martin, C.; DWYER, Michael, P.; GREENLEE, William, J.; XIA, Yan; WO2010/65717; (2010); A1;,
Iodide – Wikipedia,
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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. 10297-05-9, name is 1-Chloro-4-iodobutane, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C4H8ClI

(Step 2) [1-(2-Hydroxyethyl)imidazolidin-2-ylidene] malononitrile (2.00 g, 11.2 mmol) obtained in the Step 1 was dissolved in DMF (20 mL) and the solution was sequentially added with potassium carbonate (3.10 g, 22.4 mmol) and 1-chloro-4-iodobutane (2.75 mL, 22.4 mmol). After stirring the mixture at room temperature for 71 hours, potassium carbonate (3.10 g, 22.4 mmol) and 1-chloro-4-iodobutane (2.75 mL, 22.4 mmol) were added, followed by stirring at 35°C for 6 hours and at a room temperature for 14 hours. The mixture was added with water and extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and the solvent was evaporated under reduced pressure. The residue was washed with diisopropylether to obtain [1-(4-chlorobutyl)-3-(2-hydroxyethyl)imidazolidin-2-ylidene]malononitrile (2.55 g, 84.6percent) as a white solid. 1H NMR (CDCl3, deltappm): 1.87-1.99 (m, 2H), 2.12-2.24 (m, 2H), 3.61-3.76 (m, 12H).

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 10297-05-9.

Reference:
Patent; KYOWA HAKKO KOGYO CO., LTD.; EP1847530; (2007); A1;,
Iodide – Wikipedia,
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Reference of 19099-54-8, A common heterocyclic compound, 19099-54-8, name is 1-Iodo-2-isopropylbenzene, molecular formula is C9H11I, 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, N-(3-(4-methoxyphenyl)prop-2-yn-1-yl)-4-methylbenzenesulfonamide0.1mmol,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 21.5mg of the desired product, yield 41%.

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; Huaqiao University; Cheng Guolin; Lv Weiwei; (20 pag.)CN109879713; (2019); A;,
Iodide – Wikipedia,
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These common heterocyclic compound, 640280-28-0, name is 1-Bromo-2-iodo-4-(trifluoromethyl)benzene, 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. Recommanded Product: 640280-28-0

A vial was charged with N-(2,4-dimethoxybenzyl)-l-methyl-3-(4,4,5,5- tetramethyl-l,3,2-dioxaborolan-2-yl)-N-(l,2,4-thiadiazol-5-yl)-lH-indole-6-sulfonamide (.500 g, 0.876 mmol), 2-bromo-l-iodo-4-(trifluoromethyl)benzene (0.769 g, 2.191 mmol), potassium phosphate (0.651 g, 3.07 mmol), and PdCi2(dppf)-CH2Ci2 (0.072 g, 0.088 mmol). DMF (5.84 ml), and the vial was flushed with argon, sealed, and stirred at 60 C for two hours. The reaction was diluted with ethyl acetate and washed with water. The aqueous layer was extracted with ethyl acetate, and the combined organic layers were washed with brine, dried with sodium sulfate, filtered, and concentrated. The material was purified via column chromatography (silica gel, gradient elution 0 to 100% EtOAc:Hexanes) to afford 3-(2-bromo-4-(trifluoromethyl)phenyl)-N-(2,4- dimethoxybenzyl)-l-methyl-N-(l ,2,4-thiadiazol-5-yl)-lH-indole-6-sulfonamide (.255 g, 0.382 mmol, 43.6 % yield) as an off-white solid, m/z (ESI) 667.0 (M+H)+.

The synthetic route of 1-Bromo-2-iodo-4-(trifluoromethyl)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DINEEN, Thomas; MARX, Isaac, E.; NGUYEN, Hanh, Nho; WEISS, Matthew; AMGEN INC.; WO2013/25883; (2013); A1;,
Iodide – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 620-05-3, name is (Iodomethyl)benzene, 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 620-05-3, COA of Formula: C7H7I

General procedure: A mixture of 4-oxo-1,4-dihydroquinoline-2-carboxylic acid alkylester (1, 1 mmol), base (1.3 mmol), the corresponding alkylatingagent (alkyl iodide, 1.5 mmol; others, 1.2 mmol) and anhydrousDMF (5 mL) was stirred at the appropriate temperature andmonitored by TLC (DCM:MeOH 4.7:0.3). After a specified time(Table 2), the mixture was carefully poured into ice-water. Thecompounds obtained were isolated and purified as was indicatedabove. Alkylating agents, bases and solvents are presented inTable 2.

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, (Iodomethyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Shmidt, Maria S.; Arroyo Manez, Pau; Stortz, Carlos A.; Perillo, Isabel A.; Vega, Daniel; Blanco, Maria M.; Journal of Molecular Structure; vol. 1128; (2017); p. 142 – 150;,
Iodide – Wikipedia,
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Synthetic Route of 112671-42-8, 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. 112671-42-8, name is 4-Bromo-1-iodo-2-nitrobenzene, This compound has unique chemical properties. The synthetic route is as follows.

(1) Add dibenzothiophene-1-boronic acid (100mmol), 2-iodo-5-bromonitrobenzene (100mmol), 0.9g (0.785mmol, 0.5%) tetratriphenylphosphine palladium, 500mL of toluene, 200mL of ethanol, 200mL of water and 40g (300mmol) of potassium carbonate, react at 100 C for 8h; after the reaction is complete, stop the reaction; cool to room temperature, separate the organic phase, concentrate, silica gel column chromatography to obtain yellow powder M1;

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

Reference:
Patent; Yantai Xianhua Chemical Technology Co., Ltd.; Xing Qifeng; Feng Peichuan; Chen Yue; Hu Lingfeng; Chen Yili; (24 pag.)CN110734446; (2020); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com