Month: May 2021

Some common heterocyclic compound, 628-21-7, name is 1,4-Diiodobutane, molecular formula is C4H8I2, 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 C4H8I2

Sodium hydride (60% in mineral oil, 0.10 g, 2.6 mmol) was suspended in dry THF (5 mL). After cooled down to -20 C, a solution of CAH(322 mg, 1.0 mmol) in THF (5 mL) was added slowly to the suspension.The mixture was stirred at room temperature for 1 h, then 1,4-diiodobutane(150 mg, 0.5 mmol) was added at -20 C, and further stirred atroom temperature for 6 h. The reaction was quenched by saturatedaqueous NH4Cl solution, and extracted with diethyl ether (3×30 mL).The organic layer was washed with water (3×30 mL) and dried overanhydrous MgSO4, and evaporated under reduced pressure. The residuewas purified by column chromatography on silica gel using ethylacetate/hexane (1/8, v/v) as eluent to give a pale yellow powder ofBCAC4 (164 mg, 46%). M.p.: 138.5-140.2 C. 1H NMR (400 MHz,CDCl3): delta (ppm) 8.51 (2 H, s, Ar-H), 8.43 (2 H, s, Ar-H), 8.36 (2 H, d,J=1.2 Hz, Ar-H), 8.02 (6 H, m, Ar-H), 7.67 (1 H, d, J=4 Hz, Ar-H),7.64 (1 H, d, J=2 Hz, Ar-H), 7.53 (4 H, m, Ar-H), 3.35-1.60 (20 H, br,B-H), 1.68 (4 H, d, J=2 Hz), 1.24 (4 H, q, J=8 Hz). 13C NMR(100 MHz, CDCl3): delta (ppm) 132.94, 132.46, 132.33, 130.94, 130.14,129.09, 128.25, 128.18, 127.85, 126.97, 126.66, 126.31, 126.10,126.08, 83.82, 81.92, 34.43, 28.58. HRMS: m/z calcd for[C36H46B20-H]-: m/z=693.5522. Found: m/z=693.5549.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 628-21-7, its application will become more common.

Reference:
Article; Wu, Xueyan; Guo, Jixi; Jia, Wei; Zhao, Jianzhang; Jia, Dianzeng; Shan, Huici; Dyes and Pigments; vol. 162; (2019); p. 855 – 862;,
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. 61272-76-2, name is 4-Fluoro-2-iodoaniline, A new synthetic method of this compound is introduced below., Product Details of 61272-76-2

General procedure: To a 10mL sealed tube was added CuI (0.05mmol), L4 (0.1mmol), ortho-iodo/bromoaniline (0.5mmol), beta-keto ester/beta-diketone (3.0mmol), Cs2CO3 (1.0mmol), and DMSO (1mL). The reaction mixture was reacted at 80°C in a preheated oil bath for 12h (for ortho-iodoanilines) or 36h (for ortho-bromoanilines). The reaction mixture was cooled to room temperature and extracted with ethyl acetate (3×20mL). The combined organic phases were washed with water and brine, dried over anhydrous Na2SO4, and concentrated in vacuo. The residue was purified by flash column chromatograph on silica gel (ethyl acetate/petroleum ether as the eluent) to afford the target products 3a?3s.

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; Liu, Xiao-Guang; Li, Zi-Hao; Xie, Jian-Wei; Liu, Ping; Zhang, Jie; Dai, Bin; Tetrahedron; vol. 72; 5; (2016); p. 653 – 657;,
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. 14452-30-3, name is 1-(3-Iodophenyl)ethanone, A new synthetic method of this compound is introduced below., Application In Synthesis of 1-(3-Iodophenyl)ethanone

General procedure: A two-necked flask equipped with a magnetic stirring bar was charged with Cs2CO3 (2 or 3 mmol), MCM-41-L-proline-CuI (0.1 mmol), aryl iodide (1.0 mmol), acetamidine hydrochloride (1.2 or 2 mmol) and DMF (3.0 mL) under Ar. The reaction mixture was stirred at 130 or 140 C for 20 h. After being cooled to room temperature, the mixture was diluted with CH2Cl2 (10 mL) and filtered. The catalyst was washed with distilled water (2 × 5 mL) and EtOH (2 × 5 mL) and air dried when reused in the next run. The filtrate was concentrated with the aid of a rotary evaporator and the residue was purified by column chromatography on silica gel using petroleum ether (30-60 C)/ethylacetate (10:1 to 1:1) as eluent to give the desired product 2. All the products 2a-z are known compounds.

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; Huang, Xue; Xiao, Ruian; You, Chongren; Yan, Tao; Cai, Mingzhong; Journal of Chemical Research; vol. 41; 6; (2017); p. 315 – 320;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 64248-58-4, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 64248-58-4 name is 1,2-Difluoro-4-iodobenzene, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a degassed (argon) solution of 1,3-dihydro-2H-imidazol-2-one (1.75 g, 18.75 mmol) and 3,4-difluoroiodobenzene (3 g, 12.5 mmol) in dimethylsulfoxide (20 mL) was added, palladium(II) acetate (0.14 g, 0.62 mmol) and sodium acetate trihydrate (3.07 g, 37.5 mmol) at ambient temperature. The reaction mixture was further degassed with argon and stirred at 80 C for 16 h. The reaction mixture was cooled to ambient temperature, filtered through Celite diatomeaceaus earth filter aid and washed with ethyl acetate (2 × 50 mL). The filtrate was then washed with water (2 × 25 mL) and the crude product was purified by silica gel chromatography. Elution with 5% methanol in dichloromethane provided the title compound as a white solid (670 mg). 1H NMR (400MHz) delta 6.97 (s, 1H), 7.34-7.44 (m, 2H), 7.55-7.61 (m, 1H), 10.12 (s, 1H), 10.54 (s, 1H). MS (M+1) = 195.2

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,2-Difluoro-4-iodobenzene, and friends who are interested can also refer to it.

Reference:
Patent; E. I. DU PONT DE NEMOURS AND COMPANY; SATTERFIELD, Andrew Duncan; (105 pag.)WO2017/23515; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 1133123-02-0, 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. 1133123-02-0, name is 4-Bromo-2-iodobenzoic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Under argon, 0.79 g of lithium hydroxide was added to a 250 mL two-neck reactor,50 mL of N-methylpyrrolidone and water were added,4.89 g of 2-iodo-4-bromobenzoic acid and 2 g of phenylboronic acid were added,Add triacetylacetone dipalladium chloride adduct with stirring.Followed by stirring at 65 C for 18 hours. After completion of the reaction, hydrochloric acid was added,Extracted with methyl tert-butyl ether, separated,The organic phase was dried over anhydrous sodium sulfate and the organic liquid was removed by distillation. The product was purified by column chromatography using petroleum ether.And dried to give 4-bromo-2-phenylbenzoic acid as a white powder (yield: 2.9 g, yield: 70.5%).

The synthetic route of 4-Bromo-2-iodobenzoic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Soochow University (Suzhou); Zhang Xiaohong; Chen Jiaxiong; Zheng Caijun; (11 pag.)CN106699747; (2017); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 766-99-4, name is 1-Ethynyl-4-iodobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. category: iodides-buliding-blocks

General procedure: An oven-dried Schlenk reaction tube equipped with a magnetic stirrer bar and a Teflon stopcock was evacuated while hot and allowed to cool under N2. The tube was first charged with CuI (0.02 mmol), TMEDA (0.05 mmol), and benzoyl chloride (1.2 mmol), follow byphenylacetylene (1 mmol) and Et3N (3.0 mmol). The mixture wasthen stirred at r.t. for 1 h under N2. When the reaction was complete, sat. aq NaHCO 3 (5 mL) and EtOAc (20 mL) were added. The reaction system was allowed to partition, and the organic phase was dried with Na2SO4, filtered, and concentrated on a rotary evaporator. The residue was purified by chromatography (silica gel) to give the cross-coupling product 3a (185.4 mg, 90%) as a white solid.

The synthetic route of 766-99-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yin, Weiyan; He, Haifeng; Zhang, Yani; Luo, Di; He, Hongwu; Synthesis; vol. 46; 19; (2014); p. 2617 – 2621;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 19094-56-5, The chemical industry reduces the impact on the environment during synthesis 19094-56-5, name is 2-Chloro-5-iodobenzoic acid, I believe this compound will play a more active role in future production and life.

A solution of 2-chloro-5-iodo-benzoic acid (25.63 g, 90 mmol) in methanol (500 ML) saturated with HCL gas was stirred at room temperature for 48H. The reaction mixture was concentrated I71 vacuo, diluted with 1: 1 ethyl ACETATE/DIETHYL ether and washed with saturated aqueous sodium bicarbonate and brine. The organiclayer was dried over sodium sulfate, filtered and concentrated ILL vacuo to afford the title compound (25.0 g).

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

Reference:
Patent; PFIZER PRODUCTS INC.; WO2004/99146; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 619-58-9, name is 4-Iodobenzoic acid, 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. category: iodides-buliding-blocks

General procedure: A typical method for preparation of phenols: A Schlenk test tube with a magnetic stirring bar was charged with CuSO4·5H2O (13 mg, 5 mol %), NaAsc (20 mg, 10 mol %), benzene halide (1.0 mmol), KOH (168-336 mg, 3.0-6.0 equiv) in DMSO/H2O (v/v=1:1, 3.0 mL) at 120 C for 24h. After cooling to room temperature, carefully acidified with dilute aqueous HCl to pH=2-3 and the mixture were stirred for half hour. Then the resultant mixture was extracted with EtOAc (3×20 mL). The combined organic layers were washed with brine (20 mL) and dried over Na2SO4. Purification via silica gel column chromatography with a mixture of ethyl acetate/petroleum ether. Details as follows:

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

Reference:
Article; Song, Guang-Lin; Zhang, Zhang; Da, Yu-Xia; Wang, Xi-Cun; Tetrahedron; vol. 71; 46; (2015); p. 8823 – 8829;,
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. 355-43-1, name is 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-6-iodohexane, A new synthetic method of this compound is introduced below., Formula: C6F13I

In reaction kettleF (CF2) 6-I(1298.5 kg, 2.911 kmol)Was stirred and stirred.Next, Parroyl IPP[Half-life temperature: 40.3 C]AE-3000 so that 20% by massSolution dissolved in (1,1,2,2-tetrafluoroethyl-2,2,2-trifluoroethyl ether)(17.0 kg, 0.017 kmol)And CH2 = CHCH2 (CH2) 5H (336.5 kg, 2.999 kmol)It was dripped at the said reaction kettle.During dripping,The internal temperature was kept at 88-100 C.After completion of drippingKeep the internal temperature at 90-100 C,As a result of analyzing the reaction crude liquid A1 obtained by further stirring for 0.5 hour or more by gas chromatography,It was confirmed that F (CF2) 6CH2CHICH2 (CH2) 5H was contained.From the obtained reaction crude liquid A1,Under reduced pressure (-0.093 kPaG.Less than,Gauge pressure,?G? is added after ?kPa? or ?MPa?. )AE-3000 and excessCH2 = CHCH2 (CH2) 5HIs distilled off,Reaction solution 1a containing F (CF2) 6CH2CHICH2 (CH2) 5H(1622.4 kg) was obtained.

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; AGC glass company; Maeda, Yutaka; Mitsui, Yoshiyuki; Yamane, Shingo; (11 pag.)JP2019/108319; (2019); A;,
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. 6940-76-7, name is 1-Chloro-3-iodopropane, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 1-Chloro-3-iodopropane

EXAMPLE 2; 4-Hydroxy-4-methyl-cyclohexanecarboxylic acid (3-chloro-4-methyl-phenyl)-{3-[5-(4,6-dimethyl-pyrimidine-5-carbonyl)-hexahydro-pyrrolo[3,4-c]pyrrol-2-yl]-propyl}-amide, trifluoroacetate salt (I-16); Step 1-; A mixture of aniline (1 mL, 11.1 mmol), 1-chloro-3-iodo-propane (1.31 mL, 12.2 mmol) and Cs2CO3 (10.8 g, 33.3 mmol) in DMF (15 mL) was stirred at RT overnight. It was diluted with water and extracted with hexane. The organic layer was dried (Na2SO4), filtered and evaporated in vacuo. The residue was purified via SiO2 chromatography eluting with hexane/EtOAc, (95/5) to afford 2.52 g (67%) of 19a (Ar=Ph) as an oil: M+H=170.

According to the analysis of related databases, 6940-76-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Roche Palo Alto LLC; US2007/191406; (2007); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com