Month: September 2021

Application of 20555-91-3, 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. 20555-91-3, name is 1,2-Dichloro-4-iodobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A mixture of 8-aminoquinoline (0.4mmol), an appropriate carbonyl chloride (0.4mmol), an appropriate aryl iodide (0.16-0.24mmol, 4-6 equiv), Pd(OAc)2 (10mol %) and Ag2CO3 (0.6-0.8mmol, 1.5-2 equiv) was heated in o-xylene (2mL) at 110 C for an appropriate reaction period (12-36 h). Then, reaction mixture was cooled to rt and the solvent evaporated in vacuo to give the crude product, which was purified by chromatography to give the corresponding C-H arylated products (see the respective Tables 1-4/Scheme 2 for the specific entries and reaction conditions).

The synthetic route of 1,2-Dichloro-4-iodobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Mohan, Sruthi; Gopalakrishnan, Bojan; Babu, Srinivasarao Arulananda; Tetrahedron; vol. 72; 39; (2016); p. 5853 – 5863;,
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 14452-30-3 as follows. name: 1-(3-Iodophenyl)ethanone

Ethyl 3-(3-iodophenyl)-3-oxopropanoate (0481) To a solution of diethyl carbonate (12.0 g, 101.6 mmol) in anhydrous toluene (100 mL) was added NaH (60% suspension in mineral oil, 3.25 g, 81.3 mmol) portionwise at 0 C under nitrogen atmosphere. After stirring at 0 C for 5 minutes, the mixture was warmed up to room temperature and l-(3-iodophenyl)ethanone (5.0 g, 20.3 mmol) was added dropwise over 10 minutes. The resulting mixture was heated at 110 C for 16 hours. The reaction was cooled to 0 C and quenched with CH3COOH (10 mL). H20 (50 mL) was added and the mixture was extracted with EtOAc (100 mL x 2). The combined organic layers were washed with saturated aqueous NaHC03 (100 mL), dried over anhydrous Na2S04, filtered and concentrated. The residue was purified by flash column chromatography on silical gel (0- 5 % EtOAc/PE) to afford the desired product as a red oil (4.0 g, 62% yield). 1H NMR (400 MHz, CDC13) delta 8.28 (s, 1H), 7.92 (d, / = 8.8 Hz, 1H), 7.90 (d, / = 8.0 Hz, 1H), 7.25-7.21 (m, 1H), 4.22 (q, / = 7.2 Hz, 2H), 3.95 (s, 1H), 1.27 (t, / = 7.2 Hz, 3H). LCMS (ESI): m/z 318.8 [M+H]+, RT = 0.93 min (LCMS Method E).

According to the analysis of related databases, 14452-30-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GENENTECH, INC.; CONSTELLATION PHARMACEUTICALS, INC.; ALBRECHT, Brian K.; GEHLING, Victor S.; HARMANGE, Jean-Christophe; LAI, Tommy; LIANG, Jun; DRAGOVICH, Peter; ORTWINE, Dan; LABADIE, Sharada; ZHANG, Birong; KIEFER, Jim; WO2015/135094; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 450412-29-0, name is 1-Bromo-3-fluoro-2-iodobenzene, molecular formula is C6H3BrFI, 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. category: iodides-buliding-blocks

200 g (664 mmol) of 1-bromo-3-fluoro-2-iodo-benzene, 101 g (664 mmol) of 2-methoxyphenyl-boronic acid and 137.5 g (997 mmol) of sodium (0136) tetraborate are dissolved in 1000 mL of THF and 600 ml of water and degassed. Afterwards, 9.3 g (13.3 mmol) of bis (triphenylphosphine) palladium (II) chloride and 1 g (20 mmol) of hydrazinium hydroxide are added to the reaction mixture, which is then stirred at 70 C for 48 h under inert gas atmosphere. The cooled solution is completed with toluene, washed several times with water, dried and concentrated. The product washed via column chromatography on silica gel with toluene/heptane: (1 :2). (0137) Yield: 155 g (553 mmol), 83% of theory.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 450412-29-0, its application will become more common.

Reference:
Patent; MERCK PATENT GMBH; PARHAM, Amir, Hossain; GROSSMANN, Tobias; KROEBER, Jonas, Valentin; (98 pag.)WO2017/71791; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 34270-90-1, 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. 34270-90-1, name is 1-Iodo-2-(2-iodoethoxy)ethane, This compound has unique chemical properties. The synthetic route is as follows.

Step 2: To a 1 L flask filled with 2-chloroethylether (7 mL, 60 mmol) and acetone (280 mL) was added sodium iodide (45 g, 300 mmol). The reaction was heated at reflux under nitrogen for 7 d. The reaction was filtered and the filtrate was concentrated to yield crude 1-iodo-2-(2-iodoethoxy)ethane.To a mixture of 1-iodo-2-(2-iodoethoxy)ethane (848 mg, 2.6 mmol), LHMDS (5 mL, 1.0 M), and THF (5 mL) was added a solution of methyl 1-benzyl-4-(cyanomethyl)-1H-pyrrole-2-carboxylate (500 mg, 2.0 mmol) in THF (2.5 mL). The reaction was complete after stirring at room temperature for 15 min. An aqueous solution of saturated ammonium chloride was added followed by ethyl acetate and water. The mixture was extracted with ethyl acetate (1×) and the combined organic extracts were washed with brine (1×), dried over magnesium sulfate, and concentrated. The crude product was purified by chromatography on silica gel (0-50% ethyl acetate/hexane) to yield the pure methyl 1-benzyl-4-(4-cyanotetrahydro-2H-pyran-4-yl)-1H-pyrrole-2-carboxylate. MS: (M+H)+=324.8.

The chemical industry reduces the impact on the environment during synthesis 1-Iodo-2-(2-iodoethoxy)ethane. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Wyeth; US2009/137554; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 58755-70-7, 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 58755-70-7 as follows.

Intermediate 5: (“2£r)-3-(4-Methoxgamma-2-nitrophenyl’)acrylate A solution of 4-iodo-3-nitroanisole (10 g, 36 mmol), methylacrylate (3.87 mL, 43 mmol), tris(4-methylphenyl)phosphine (1.1 g, 3.6 mmol) and triethylamine (6.05 mL, 43 mmol) was degassed and flushed with nitrogen. Palladium(II) acetate (1.2 g, 1.8 mmol) was added and the mixture was heated at 7O0C overnight. It was filtered through a 0.45 mum membrane and the solvent was removed under reduced pressure. The residue was taken up in ethyl acetate (300 mL), it was washed with potassium phosphate buffer (IM, pH 7, 2x 300 mL) and dried over sodium sulfate. Chromatography on silica gel with dichloromethane, followed by precipitation from dichloromethane (50 mL) with hexanes (500 mL) gave 4.96 g (58% yield) of product as a yellow solid.MS (ES): 260.20 (MNa+) for CnHnNO51H-NMR (DMSO-cUi delta: 3.73 (s, 3H); 3.88 (s, 3H); 6.59 (d, IH); 7.33 (dd, IH); 7.57 (d, IH); 7.78 (d, IH); 7.94 (d, IH).

According to the analysis of related databases, 58755-70-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/134378; (2006); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 52548-14-8, 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. 52548-14-8, name is 2-Iodo-5-methylbenzoic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A solution of 2-iodo-5-methylbenzoic acid (2 g., 7.6 mmol) in 20 ml DMF was treated with KHCO3 (0.92 g., 9.2 mmol) and then benzyl bromide (1.1 ml, 9.2 mmol). The resulting mixture was stirred overnight at room temperature under N2. Reaction was poured into water and extracted 3× with EtOAc. Combined extracts were washed with sat’d. NaHCO3 and brine, dried over anh.Na2SO4, filtered and evaporated. Flash chromatography gave the pure benzyl ester (2.62 g, 98%) as a colorless liquid.

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-Iodo-5-methylbenzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Smallheer, Joanne M.; Quan, Mimi L.; Wang, Shuaige; Bisacchi, Gregory S.; US2004/220206; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

628-21-7, Adding a certain compound to certain chemical reactions, such as: 628-21-7, name is 1,4-Diiodobutane, 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 628-21-7.

To a solution of 500 mg (2.16 mmol) of L-serine benzyl ester hydrochloride and 869 mg (2.81 mmol, 1.3 eq.) of 1,4-diiodobutane in 25 ml of 2-propanol were added, under argon at RT, 595 mg (5.61 mmol, 2.6 eq.) of sodium carbonate and the mixture was stirred at 90 C. overnight. After cooling to RT and removal of the 2-propanol under reduced pressure, the residue was admixed with ethyl acetate. The insoluble salts were filtered off. The filtrate was washed with water and the organic phase was dried (sodium sulphate), filtered and concentrated under reduced pressure. The residue was purified by means of flash chromatography (silica gel 50, dichloromethane, then dichloromethane/methanol 5:1). Yield: 268 mg (48% of theory) LC/MS [Method 5]: Rt=2.03 min; MS (ESIpos): m/z=250 (M+H)+.

According to the analysis of related databases, 628-21-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; ROeHRIG, Susanne; HILLISCH, Alexander; HEITMEIER, Stefan; SCHMIDT, Martina Victoria; SCHLEMMER, Karl-Heinz; TERSTEEGEN, Adrian; TELLER, Henrik; US2018/346424; (2018); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

64248-58-4, name is 1,2-Difluoro-4-iodobenzene, 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. Formula: C6H3F2I

A mixture of methyl indole-5-carboxylate 24a (2 g, 11.4 mmol), 1-iodo-3,4-difluoro-benzene 24b (1.5 mL, 12.5 mmol), CuI (0.22 g, 1.14 mmol), trans-N,N’-dimethylcyclohexane-1,2-diamine (0.54 mL, 3.43 mmol), and K3PO4 (6.06 g, 28.5 mmol) in toluene (12 mL) was heated at 110 C. for 7 hours. The reaction mixture was diluted with CH2Cl2 and filtered. The solution was concentrated and the residue was purified by flash column chromatography (silica gel, 20% EtOAc/heptane) to give 24c (3.0 g).

The synthetic route of 64248-58-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Connolly, Peter J.; Macielag, Mark J.; McDonnell, Mark E.; Zhu, Bin; US2012/77797; (2012); 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. 61272-76-2, name is 4-Fluoro-2-iodoaniline, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 4-Fluoro-2-iodoaniline

General procedure: A 25 mL reaction tube was charged with 2-haloaniline 1 (0.6 mmol), potassium o-ethyldithiocarbonate 2 (1.8 mmol), FeF3 (0.06 mmol), 2,2?-bis(diphenylphosphino)-1,1?-binaphthyl (0.03 mmol) and DMF (4 mL). The reaction vessel was flushed with argon for three times and sealed. Then the mixture was stirred electromagnetically in an oil bath at 110 for 3 – 21 hours. The reaction process was monitored by TLC on silica gel. After the reaction was completed, the reaction mixture was cooled to room temperature, then 4 mL HCl (3mol/L) was added and stirred for 30 minutes. Then the reaction mixture solution was extracted by ethyl acetate (3*20 mL). Subsequently, the combined organic solution were dried by anhydrous sodium sulfate and the target product was purified by silica gel colum chromatography (eluent: petroleum ether / ethylacetate) to give the corresponding pure product 3.

According to the analysis of related databases, 61272-76-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Gao, Min; Lou, Chunqing; Zhu, Ning; Qin, Weijing; Suo, Quanling; Han, Limin; Hong, Hailong; Synthetic Communications; vol. 45; 20; (2015); p. 2378 – 2385;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 7425-53-8, A common heterocyclic compound, 7425-53-8, name is Ethyl 4-iodobutanoate, molecular formula is C6H11IO2, 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: In a 5 mL round-bottom flask under argon containing zinc powder (197 mg, 3 mmol) and PdCl2(Amphos)2 (7 mg, 0.01 mmol) was added 2% PTS solution in water (1.5 mL). N,N,N’,N’-Tetramethylethylenediamine (TMEDA, 232 mg, 2 mmol) was added at rt followed by the addition of the alkyl halide (2 mmol) and the heteroaromatic halide (0.5 mmol). The flask was stirred vigorously at rt for the indicated time. The product was extracted with EtOAc.11 Silica gel (1 g) was added to the combined organic phase and solvents were removed under vacuum. The resulting dry, crude silica was introduced on top of a silica gel chromatography column to purify the product.

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; Krasovskiy, Arkady; Thome, Isabelle; Graff, Julien; Krasovskaya, Valeria; Konopelski, Paul; Duplais, Christophe; Lipshutz, Bruce H.; Tetrahedron Letters; vol. 52; 17; (2011); p. 2203 – 2205;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com