Tag: M.W=300-400

Synthetic Route of 328-73-4, 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 328-73-4 as follows.

General procedure: In a round-bottomed flask filled with 50 mL of water, prop-2-ynyl-2-azidobenzoates (2a?b, 1.0 equiv), aryl halides (3a?j, 1.5 equiv), Pd(CH3CN)2Cl2 (2.5 mol percent), ligand 1b (5 mol percent) and iPr2EtN (3.0 equiv) were stirred vigorously under sonication at 80 °C for 30?40 min under atmospheric condition in the presence of CTAB (4 mmol). When TLC indicated completion of the reaction, the mixture was extracted with ethyl acetate (3 × 25 mL) and washed thoroughly with water. Column chromatography [silica gel (60?120), petroleum ether?ethyl acetate (5:1) as eluent] produced pure products (4a?j)

According to the analysis of related databases, 328-73-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Pal, Rammyani; Sarkar, Swarbhanu; Chatterjee, Nivedita; Sen, Asish Kumar; Tetrahedron Letters; vol. 55; 8; (2014); p. 1452 – 1455;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 51560-21-5, These common heterocyclic compound, 51560-21-5, name is 1,4-Diiodo-2,5-dimethoxybenzene, 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.

Under nitrogen, the 7.8g 2,5-diiodo-1,4-methoxybenzene was dissolved in 50mL of dichloromethane, and at -78 condition, to the solution was added dropwise 5.58mL three boron bromide. After completion of the dropwise addition, stirred for 16 hours at room temperature, the solid was suction filtered to produce a large number, and dried in vacuo to give a white solid which is 2,5-diiodo-1,4-bis(hydroxy)benzene. Among these, 2,5-diiodo-1,4-di(methoxybenzene, boron tribromide in methylenechloride and the molar ratio of 1: 3:40;

The synthetic route of 51560-21-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shaanxi Normal University; Fang, Yu; Sun, xiaohuan; Cui, Hong; Qi, yanyu; Liu, ke; Wang, Gang; Chang, xingmao; (21 pag.)CN104031108; (2016); B;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

628-21-7, Name is 1,4-Diiodobutane, 628-21-7, 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.

5-Bromo-2- (4-methoxybenzyl) -7-methyliso-1-one at 0 C(3.0 grams, 8.7 moles)N, N-dimethylformamide (30mL)To the solution was added sodium hydride (1.043 g, 43.5 moles).The reaction solution was stirred at room temperature for 10 minutes.Then add 1,5-diiodopentane (3.493 g, 11.3 mol),The reaction solution was stirred at room temperature for 4 hours.After the reaction was monitored by TLC, the reaction was quenched with saturated ammonium chloride solution, and the mixture was extracted with ethyl acetate (100 mL x 2). The organic layers were combined, dried over anhydrous sodium sulfate, filtered and concentrated. The crude product was purified by flash column chromatography (petroleum ether / ethyl acetate = 1/1) to give the product in the form of an oil (1.97 hag, yield 56.8%).

Statistics shows that 1,4-Diiodobutane is playing an increasingly important role. we look forward to future research findings about 628-21-7.

Reference:
Patent; Nuowosida Pharmaceutical Co., Ltd.; Li Bing; (67 pag.)CN110256432; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 260355-20-2,Some common heterocyclic compound, 260355-20-2, name is 1-Chloro-4-iodo-2-(trifluoromethyl)benzene, molecular formula is C7H3ClF3I, 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.

1-Chloro-4-iodo-2-trifluoromethylbenzene (10 mmol) obtained in Reaction 1.2 was dissolved in 20 ml of toluene.Bis(pyridyl-2-methyl)amine (12 mmol) was added sequentially to the system.Palladium acetate (0.5 mmol), 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (12 mmol), 3 ml of triethylamine,After stirring for 10 minutes, 10 ml of an aqueous solution of cesium carbonate (10 mmol) was added, and the mixture was heated to 50 C for 4 hours.After the reaction was completed, 20 ml of water was added to the system, stirred for 20 minutes, and liquid was separated.The organic phase is dried over anhydrous sodium sulfate, concentrated and purified by flash column chromatography.Yielding 3.3 g of yellow 4-chloro-N,N-bis(pyridinyl-2-methyl)-3-trifluoromethylaniline powder,The yield was 87.5%.

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-(trifluoromethyl)benzene, its application will become more common.

Reference:
Patent; Jingfan; Jing Fan; Ge Baoyin; Zhang Ruwei; Zhai Xuexu; (9 pag.)CN108633898; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 112671-42-8,Some common heterocyclic compound, 112671-42-8, name is 4-Bromo-1-iodo-2-nitrobenzene, molecular formula is C6H3BrINO2, 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 starting material, phenylboronic acid (76.84g, 630.2mmol) was dissolved in a THF(2780ml) in a round bottom flask, 4-bromo-1-iodo-2-nitrobenzene (309.96g,945.3mmol), Pd (PPh3) 4 ( was added 36.41g, 31.5mmol), K2CO3 (261.3g,1890.6mmol), water (1390ml) and the resulting mixture was stirred at 80 C. After the reaction was completed CH2Cl2 and water, the organic layer was dried overMgSO4, and extracted with silicagel column and re-crystallization and the resultingcompound and then concentrated to give 122.68g product (yield: 70%) was obtained.

The synthetic route of 112671-42-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Duksan Neolux Co. Ltd.; Moon, Song Yun; Lee, Son Hui; Park, Jong Cheol; Kim, Dae Song; Lee, Bom Song; Kim, Seok Hyeon; (113 pag.)KR2015/98171; (2015); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

25252-00-0, A common compound: 25252-00-0, name is 2-Bromo-5-iodobenzoic acid, belongs to iodides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

Oxalyl chloride (13.0 mL) is added to an ice-cold solution of 2-bromo-5-iodo-benzoic acid (49.5 g) in CH2C12 (200 mL). DMF (0.2 mL) is added and the solution is stirred at room temperature for 6 h. Then, the solution is concentrated under reduced pressure and the residue is dissolved in THF (100 mL). The resulting solution is cooled in an ice-bath and L1BH4 (3.4 g) is added in portions. The cooling bath is removed and the mixture is stirred at room temperature for 1 h. The reaction mixture is diluted with THF and treated with 0.1 M hydrochloric acid. Then, the organic layer is separated and the aqueous layer is extracted with ethyl acetate. The combined organic layers are dried (Na2S04) and the solvent is evaporated under reduced pressure to give the crude product. Yield: 47.0 g (99% of theory)

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

Reference:
Patent; BOEHRINGER INGELHEIM VETMEDICA GMBH; REICHE, Dania Birte; JOHNSTON, Laura; MOHREN, Nicole; WO2014/161836; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 791642-68-7, 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. 791642-68-7, name is 4-Bromo-1-iodo-2-methoxybenzene, This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 4-bromo-1-iodo-2-methoxybenzene (4Og, 128mmol), 4-methylimidazole (10.5g, 128mmol), CuI (2.44g, 12.8mmol), 8-hydroxyquinoline (1.84g, 12.8mmol), Cs2CO3 (125g, 384mmol) in DMF (400ml) was heated to 7O0C overnight. The reaction was quenched by the addition of water. The mixture was extracted with EtOAc. The combined organic layers were washed with water, dried over anhydrous Na2SO4, and concentrated. Purification via the CombiFlash system (PE/EtOAc 5:1 ) then afforded the title compound as a colorless oil (16g, 47%): LC-MS m/z 268 (M+H)+, 1.57 min (ret time).

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

Reference:
Patent; GLAXO GROUP LIMITED; WO2009/50227; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 811842-30-5, 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. 811842-30-5, name is 2-Bromo-1-fluoro-4-iodobenzene, This compound has unique chemical properties. The synthetic route is as follows.

Preparation 13 2-(3-Bromo-4-fluorophenyl)-4,4,5,5-tetramethyl-1 ,3,2-dioxaborolane To a mixture of 2-bromo-1-fluoro-4-iodobenzene (5.0 g, 16.62 mmo) in dioxane (75 mL) was added bis(pinacolato)diboron (4.2 g, 16.62 mmol) and potassium carbonate (3.3 g, 33.2 mmol). The mixture was degassed and recharged with nitrogen. Bis(triphenylphosphine)palladium(ll)dichloride (0.60 g, 0.83 mmol) was added and the mixture heated to 100C for 18 hours under a nitrogen atmosphere. The mixture was diluted with ethyl acetate (300 mL) and washed with saturated ammonium chloride solution, water and brine (200 mL each). The organic layer was evaporated to give the title compound as dark red oil (6.1 g) which was used without further purification. 1 H NMR (400 MHz, CDCI3): delta ppm 1 .33 (s, 12H), 7.10 (t, 1 H), 7.72-7.65 (m, 1 H), 8.00 (dd, 1 H) ppm.

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

Reference:
Patent; PFIZER LIMITED; OWEN, Robert Mckenzie; PRYDE, David Cameron; TAKEUCHI, Mifune; WATSON, Christine Anne Louise; WO2015/189744; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 98-61-3, name is 4-Iodobenzenesulfonyl chloride, 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 98-61-3, Application In Synthesis of 4-Iodobenzenesulfonyl chloride

A mixture of 4-Iodo-benzenesulfonyl chloride (302 mg, 1.0 mmol), mesitylene (120 mg, 1.0 mmol) and AICI3 (150 mg, 1.2 mmol) in DCM (5 mL) was stirred for 2 hours at room temperature. The mixture was then poured into 10 mL of 5% HCl (aq.), and extracted by DCM (30 mL). The organic phase was washed by aqueous KHCO3, brine, and dried over anhydrous Na2SC>4. The resulting solution was evaporated, and the residue was purified by silica gel column chromatography (Hexane/EtOAc = 10/1) to give the desired product as a white solid (266 mg, 69%). H NMR (600 MHz, CDCI3) delta 7.82 (d, 2H, J= 7.8 Hz), 7.48 (d, 2H, J= 7.8 Hz), 6.94 (s, 2H), 2.57 (s, 6H), 2.30 (s, 3H).

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

Reference:
Patent; THE BOARD OF REGENTS OF THE UNIVERSITY OF TEXAS SYSTEM; CHENG, Xiaodong; ZHOU, Jia; TSALKOVA, Tamara; MEI, Fang; CHEN, Haijun; WO2013/119931; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 159217-89-7, name is tert-Butyl (4-iodophenyl)carbamate, molecular formula is C11H14INO2, 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. Computed Properties of C11H14INO2

fert-Butyl 4-iodophenylcarbamate (prepared using the method described in Bioorganic and Med. Chem. Lett, 2000, 8, 1203; 1.77 g, 5.55 mmol) and trans-dichlorobis (triphenylphosphine) palladium (II) (195 mg, 0.28 mmol) were weighed into a flask. The flask was degassed and placed under argon, and 1,4-dioxane (30 ml) was added. The hexamethylditin (2.00 g, 6.10 mmol) was dissolved in 5 ml of 1 ,4-dioxane, and the solution was added to the mixture. The suspension was heated at 90 C for ca. 16 h. The mixture was adsorbed onto silica gel and concentrated under vacuum. The material was purified by flash chromatography on silica gel using 1% EtOAc/hexanes to give 860 mg of the desired product. NMR: 0.23 (s, 9H), 1.47 (s, 9H), 7.33 (d, 2H), 7.42 (d, 2H), 9.28 (s, IH).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 159217-89-7, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/92599; (2006); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com