Month: February 2021

Electric Literature of 7681-82-5, 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. 7681-82-5, name is Sodium iodide, This compound has unique chemical properties. The synthetic route is as follows.

PdCl2 (PPh3) 2 (50 mg, 0.071 mmol),NaI (107 mg, 0.71 mmol),10 mL of dichloromethane,And 10 mL of water were sequentially added to a 50 mL round bottom flask,The reaction was stirred at room temperature for 8 hours and the organic layer was separated,Dried over anhydrous sodium sulfate,Filter concentrate,The crude product was recrystallized from dichloromethane / petroleum ether to give red crystals as PdI2 (PPH3) 2 complex,Yield: 90%.

The chemical industry reduces the impact on the environment during synthesis Sodium iodide. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Tianjin Normal University; Liu, Guiyan; Liu, Chengxin; (7 pag.)CN106243151; (2016); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 13421-13-1, name is 4-Chloro-2-iodobenzoic acid, 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 13421-13-1, Recommanded Product: 13421-13-1

4-chloro-2-iodobenzoic acid 7a (15 g, 53 mmol) was dissolved in dry THF (250 mL) and the solution was cooled to 0 C. Hereupon, NEt3 (1 1 mL, 80 mmol) and ethyl chloroformate (7.6 mL, 80 mmol) were added. The reaction was stirred for 1.5 hour and subsequently NaBH (8.0 g, 210 mmol) was added in four portions. After 1.5 hour, additional NaBH (4.0 g, 105 mmol) was added and the reaction was stirred for another hour. Hereupon, the reaction was quenched with H20 (100 mL) and EtOAc (200 mL) was added. The organic layer was washed with H20 (3 chi 150 mL), brine (100 mL) and subsequently dried over MgS04. The solvents were removed under reduced pressure and the crude product was obtained by gradient column chromatography (EtOAc/-heptane, 1 :9 to 1 :6). Compound 8a was obtained as white solid (8.4 g, 75% over 2 steps). 1H-NMR (400 MHz, CDC13) delta: 7.82 (s, 1H), 7.45-7.33 (m, 2H), 4.65 (d, J = 6.2 Hz, 2H), 1.94 (t, J = 6.2 Hz, 1H). 13C- NMR (75 MHz, CDC13) delta: 141.1, 138.3, 133.8, 128.8, 128.6, 96.9, 68.6. HRMS (EI+) m/z calcd for C7H60C1I [M]’+ 267.9152, found 267.9160.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Chloro-2-iodobenzoic acid, and friends who are interested can also refer to it.

Reference:
Patent; STICHTING KATHOLIEKE UNIVERSITEIT; SYNAFFIX B.V.; DEBETS, Marjoke Froukje; RUTJES, Floris Petrus Johannes Theodorus; VAN HEST, Jan Cornelis Maria; VAN DELFT, Floris Louis; VAN BERKEL, Sander Sebastiaan; WO2014/189370; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 173406-17-2, 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. 173406-17-2, name is tert-Butyl 3-iodobenzoate belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 8B; tert-Butyl 3-[N-(3-Chloro-4-methoxyphenyl)-pyridin-3-ylmethylamino] benzoate; To a solution of 3-chloro-4-methoxyphenyl-N- (3-pyridylmethyl) amine (248 mg, 1 mmol) and t- butyl 3-iodobenzoate (450 mg, 1.5 mmol) in 10 mL toluene was added NaOtBu (150 mg, 1.5 mmol), Pd2dba3 (18 mg, 0.02 mmol), and P (tBu) 3HBF4 (12 mg, 0.04 mmol). The mixture was stirred overnight then filtered through celite and loaded onto a silica column (12g). The product was eluted with a linear gradient from 30% to 45% EtOAc in hexanes to give tert-Butyl 3-[N-(3- Chloro-4-methoxyphenyl)-pyridin-3-ylmethylamino] benzoate as a yellow oil.

The synthetic route of tert-Butyl 3-iodobenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MEMORY PHARMACEUTICALS CORPORATION; WO2005/61458; (2005); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 1018450-37-7, name is 4-Chloro-3-fluoro-2-iodoaniline, 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 1018450-37-7, Formula: C6H4ClFIN

To a solution of 4-chloro-3-fluoro-2- iodoaniline (300 mg, 1.105 mmol) in EtOAc (6.9 mL) was added to a solution of HCl (37% wt, 2.3 mL, 27.8 mmol) in water (6.9 mL) at 0C. The resulting mixture was stirred for 10 minutes. To this suspension was added a solution of sodium nitrite (84 mg, 1.216 mmol) in water (0.5 mL) over three minutes. The reaction was stirred for 30 min. A solution of sodium azide (79 mg, 1.216 mmol) in 0.5 mL water was added slowly to the above reaction mixture. The mixture was then stirred in an ice-water bath under nitrogen and allowed to warm to rt overnight. The mixture was extracted with ethyl acetate (2 x 30 mL). The combined organic fractions were washed with brine (30 mL) and dried over sodium sulfate, filtered and the solvent was evaporated under reduced pressure to give the title compound.

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, 4-Chloro-3-fluoro-2-iodoaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; XU, Jiayi; ALI, Amjad; ZHOU, Wei; GAO, Ying-Duo; EDMONDSON, Scott, D.; MERTZ, Eric; NEELAMKAVIL, Santhosh, F.; LIU, Weiguo; SUN, Wanying; SHEN, Dong-Ming; HARPER, Bart; ZHU, Cheng; BARA, Thomas; LIM, Yeon-Hee; YANG, Meng; (227 pag.)WO2017/74832; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 32024-15-0, 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. 32024-15-0, name is 3-Iodo-4,5-dimethoxybenzaldehyde, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: The condensation reactions of halogenated dimethoxy benzaldehydeadducts (2a, 2b, or 2c) and 3-morpholinopropio nitrile (3) wereconducted based on the previously reported procedure.15 Compound 3(11.49 mmol), prepared based on previously reported procedure.20 wasdissolved in DMSO (3.0 mL) and heated to 65 C. Into a preheated solution,a freshly prepared sodium methoxide (4.59 mmol) was slowlyadded and stirred for 45 min at 80 C. Then, a solution of 2 (9.19 mmol)in DMSO (5.0 mL) was added into the heated solution. The reaction wasstirred at 80 C for 16 h. The reaction was quenched with diluted HCl(1:2 of 1M HCl in H2O) and extracted with CH2Cl2. An organic layerwas subsequently washed with water and saturated NaCl solution. Thewashed organic layer was dried over Na2SO4. The solvent was removedunder reduced pressure, affording dark brown viscous liquid. The crudeproduct was partially purified by column chromatography to give ayellow to brown viscous liquid mixture. The mixture was carried on tothe next step.

The chemical industry reduces the impact on the environment during synthesis 3-Iodo-4,5-dimethoxybenzaldehyde. I believe this compound will play a more active role in future production and life.

Reference:
Article; Nilchan, Napon; Phetsang, Wanida; Nowwarat, Taechin; Chaturongakul, Soraya; Jiarpinitnun, Chutima; Bioorganic and Medicinal Chemistry; vol. 26; 19; (2018); p. 5343 – 5348;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 7425-53-8,Some common heterocyclic compound, 7425-53-8, name is Ethyl 4-iodobutanoate, molecular formula is C6H11IO2, 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.

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

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

5876-51-7, name is 5-Iodobenzo[d][1,3]dioxole, 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: C7H5IO2

Under an argon atmosphere,5-iodo-1,3-benzodioxole (2.09 mL, 15.0 mmol), 4-bromoaniline (1.03 g, 6.0 mmol) synthesized in Reference Example 1 was charged in a 50 mL flask with a Dean Stark. 00 mmol),1,10-phenanthroline (108 mg, 0.60 mmol),Copper iodide (114 mg, 0.60 mmol) and potassium hydroxide (5.39 g, 96.0 mmol) were taken, toluene (30 mL) was added, and the mixture was heated under reflux at 125 C. for 16 hours. After standing to cool, chloroform was added to the reaction mixture, followed by filtration through silica gel. The filtrate was concentrated under reduced pressure, and the obtained crude product was purified by silica gel column chromatography (elution solvent: hexane / chloroform = 2/1) to obtain the objective N, N-bis (1,3-benzodioxole -5-yl) -4-bromoaniline as a brown viscous solid (1.44 g, 3.49 mmol, 51%).

The synthetic route of 5876-51-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TOSOH CORPORATION; SAGAMI CHEMICAL RESEARCH INSTITUTE; AIHARA, HIDENORI; (45 pag.)JP2015/163597; (2015); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 608-28-6,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.

To a test tube containing a magnetic rod was added 4-iodotoluene, 1.0 mmol, Cu2O (14.3 mg, 0.1 mmol), KOH (169 mg, 3.0 mmol), 2-dimethylaminoethanol , 0.3 mL, 3.0 mmol) and DMSO / H2O (1.5 mL / 0.5 mL). After flushing with argon, the mixture was stirred at 100 & lt; 0 & gt; C for 24 hours in a preheated oil bath. After cooling to ambient temperature, the reaction mixture was distributed in aqueous HCl (5%) and ethyl acetate. The organic layer was washed with water and brine, dried over anhydrous MgSO4 and concentrated in vacuo. The crude product was purified by column chromatography (EtOAc / n-Hexane) to give phenol.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Iodo-1,3-dimethylbenzene, its application will become more common.

Reference:
Patent; SUNGSHIN WOMEN`S UNIVERSITY INDUSTRY-ACADEMIC COOPERATION FOUNDATION; CHAE, Junghyun; KIM, KIM; (13 pag.)KR2017/91976; (2017); A;,
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. 6293-83-0, name is 2-Iodo-4-nitroaniline, A new synthetic method of this compound is introduced below., category: iodides-buliding-blocks

iV-Benzyl-5-bromo-2-iodobenzamide (805 mg, 1 .93 mmol), 2-iodo-4-nitroaniline (425 mg, 1 61 mmol), copper 1 ) iodide (123 mg, 0.65 mmol), and potassium carbonate (1.11 g, 8.0 mmol) were taken up in anhydrous DMSO (11 mL). The resulting reaction mixture was first stirred at 80C for 2 hr, followed by heating to 135 C for another 16 hr. After cooling to room temperature, the mixture was diluted with an excess of Et20 and washed with water. The organic layer was dried over Na2S04, filtered and concentrated. The residue was purified by flash column chromatography (EtOAc : Hex = 0 : 100 to 100 : 0) to give 10- benzyl-2-bromo-8-nitro-5,l 0-dihydro-ri //-dibenzo| 7,e] l ,4|diazepin-l l -one (179 mg, 26

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; DANA-FARBER CANCER INSTITUTE, INC.; GRAY, Nathanael S.; DE CLERCQ, Dries; JANG, Jaebong; JANNE, Pasi; TO, Ciric; ECK, Michael; PARK, Eunyoung; HEPPNER, David; (0 pag.)WO2019/164953; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 640280-28-0, A common heterocyclic compound, 640280-28-0, name is 1-Bromo-2-iodo-4-(trifluoromethyl)benzene, molecular formula is C7H3BrF3I, 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.

Intermediate J: tert-Butyl 4-(2-bromo-5-(trifluoromethyl)phenyl)-5,6- dihydropyridine- 1 (2H)-carboxylate A solution of l-bromo-2-iodo-4-(trifluoromethyl)benzene (1.408 ml, 8.55 mmol), tert-butyl 4-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)-5,6- dihydropyridine-l(2H)-carboxylate (Frontier Scientific, Logan, UT, 2.78 g, 8.98 mmol), Pd(dppf)Cl2-CH2Cl2 adduct (Strem Chemicals Inc., Newburyport, MA, 0.349 g, 0.427 mmol), and potassium carbonate (2.052 g, 34.2 mmol) in dioxane (32.1 ml) and water (10.69 ml) was stirred at 70 C for three hours. (LC-MS MH+ 430.1) 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 dried with sodium sulfate, filtered, and concentrated. The material was purified via column chromatography (silica gel 80g, gradient elution 0 to 100% Et20:Heptane) to afford tert-butyl 4-(2-bromo-5-(trifluoromethyl)phenyl)-5,6-dihydropyridine- 1 (2H)- carboxylate (2.54 g, 6.25 mmol) as a light yellow oil. [M+H]+ = 428.0. XH NMR (400 MHz, CHLOROFORM-d) delta ppm = 7.69 (d, J= 8.3 Hz, 1 H), 7.43 (d, J= 2.2 Hz, 1 H), 7.41 – 7.36 (m, 1 H), 5.69 (br. s., 1 H), 4.08 (q, J= 2.7 Hz, 2 H), 3.66 (t, J= 5.6 Hz, 2 H), 2.48 – 2.40 (m, 2 H), 1.52 (s, 9 H)

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; AMGEN INC.; DINEEN, Thomas; KREIMAN, Charles; WEISS, Matthew; GEUNS-MEYER, Stephanie; WO2013/134518; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com