Author: Jessica.F

Reference of 162358-07-8, These common heterocyclic compound, 162358-07-8, name is 1-(2-Iodoethyl)-4-octylbenzene, 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.

Example 2: Preparation of diethyl 2-acetamido-2-(4-octylphenyl) ethyl malonate (III) Diethyl acetamidomalonate (59.86 gms), cesium carbonate (89.67gm, 0.27moles) and tetrabutyl ammonium iodide (21.42gms; 0.05moles) in DMSO (400ml) were stirred at 25 to 30C. 2-(4-Octylphenyl)ethyl iodide (IV) (lOOgms, 0.29moles) was gradually added to the reaction mixture under nitrogen atmosphere and stirred at 80 to 85C till completion of reaction. The reaction mixture was filtered,, mixed with 1% potassium hydrogen sulfate solution, cooled to 0 to 5 C and filtered. The obtained solid was mixed with ethyl acetate and water was added to the mixture. Separation and concentration of the organic layer provided a residue containing 2-acetamido-2-(4- octylphenyl)ethyl malonate (III) which was crystallized from hexane.Yield: 110.8gms (88%);Purity: 99.9%

The synthetic route of 162358-07-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; EMCURE PHARMACEUTICALS LIMITED; GURJAR MUKUND KESHAV; TRIPATHY NARENDRA KUMAR; NEELAKANDAN KALIAPERUMAL; PANCHABHAI PRASAD PANDURANG; SRINIVAS NANDALA; BALASUBRAMANIAN PRABHAKARAN; BUCHUDE SANDIP BAJABA; MUGALE BALAJI RAM; AHIRRAO PRAVIN PRABHAKAR; MEHTA SAMIT SATISH; WO2015/92809; (2015); A2;,
Iodide – Wikipedia,
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Electric Literature of 16355-92-3, 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 16355-92-3 as follows.

First, 260.3 g (2.0 mol) of ethyl acetoacetate and 500 ml of acetone were fed into a 2 L four-necked flask equipped with a stirrer, a thermometer and a reflux condenser, and after stirring and mixing, 97 mass 61.9 g (1.5 mol) of% sodium hydroxide was added and allowed to react for 15 minutes. Next, after adding 197.0 g (0.5 mol) of 1,10-diiododecane, the mixture was refluxed.For 6 hours.[0139]After completion of the reaction, acetone was removed by distillation under reduced pressure, and 2N hydrochloric acid was added to neutralize, followed by liquid separation treatment.The upper organic layer was separated from the lower water tank. After the separation treatment, the upper organic layer and 800 g of a 10% by mass aqueous sodium hydroxide solution (2.0 mol)And saponification reaction at room temperature for 8 hours, and then 50% by weight sulfuric acid aqueous solution 205.8 g (1.1 mol) was added and the whole was refluxed for 3 hours to carry out a decarboxylation reaction. After completion of the decarboxylation reaction, the upper organic layer (dissolved 2,15-hexadecanedione) is obtained by liquid separationAnd the sulfuric acid layer are separated, and the organic layer is cooled to room temperature to give 2,15-hexa130.8 g of a crude product of decanedione was obtained. A part of the obtained crystal was collected and analyzed by gas chromatography.The conversion of iododecane is 100%, the purity of 2,15-hexadecanedione is 92%,The yield of 2,15-hexadecanedione based on 10-diiododecane was 95%.

According to the analysis of related databases, 16355-92-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Toho Earth Tech Co., Ltd.; Kazama, Shoutarou; toishi, Shoushi; Takizawa, Kazuhiro; (21 pag.)JP6572399; (2019); B1;,
Iodide – Wikipedia,
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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. 755027-18-0, name is 1-Bromo-4-iodo-2-methoxybenzene, A new synthetic method of this compound is introduced below., Safety of 1-Bromo-4-iodo-2-methoxybenzene

One-neck round bottom flask (One neck r.bf)on1-Bromo-4-iodo-2-methoxybenzene(50 g, 159.7 mmol),Triphenylene-2-ylboronic acid (500 mL / 100 mL), potassium carbonate (44.1 g, 319 mmol), 1,4-dioxane / water (43 mL), tetrakis (triphenylphosphine) palladium (0) (9.2 g, 7.89 mmol) The mixture was refluxed at 110 & lt; 0 & gt; C.Extraction with dichloromethane & lt; RTI ID = 0.0 & gt; MgS04 & lt; / RTI & gt;Filtered through silica gel and concentrated to give the compound 4-5-5. (48 g, 72%).

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; L Ti Material Co., Ltd.; Park Geon-yu; Noh Yeong-seok; Yang Seung-gyu; Cha Ju-hyeon; Kim Dong-jun; Choi Dae-hyeok; Lee Ju-dong; (100 pag.)KR2019/30963; (2019); A;,
Iodide – Wikipedia,
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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. 4387-36-4, name is 2-Iodobenzonitrile, A new synthetic method of this compound is introduced below., Computed Properties of C7H4IN

General procedure: F mixture of aryl halide (1.0 mmol), K4Fe(CN)6 (0.17 mmol), K2CO3 (1.0 mmol) and Pd/CuO NPs(0.024 mol percent) in DMF (5.0 mL) was heated at 120C for the appropriate time. After completion of the reaction, the mixture was cooled to room temperature and the catalyst separated from the reaction mixture using centrifuge. The resultant solution was extracted with Et2O (320 mL). The combined organic extracts were washed with brine, dried over Na2SO4, filtered and evaporated under reduced pressure to give the crude product. The residue was purified by recrystallization using ethanol and water. The purity of the compounds was confirmed by 1H NMR.

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; Nasrollahzadeh, Mahmoud; Tetrahedron Letters; vol. 57; 3; (2016); p. 337 – 339;,
Iodide – Wikipedia,
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Reference of 618-91-7,Some common heterocyclic compound, 618-91-7, name is Methyl 3-iodobenzoate, molecular formula is C8H7IO2, 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 100-ml autoclave, were added aryl iodide (1.0 mmol),acylhydrazine (2.0 mmol), the catalyst (Pd: 0.78 mol%), base(1.06 mmol) and DMSO (5.0 ml). The autoclave was flushed by CO flow and pressurized to 4.0 MPa. The reaction was performed at 120C for the given time. The reaction mixture was extracted with ethyl acetate. The carbonylation product was obtained by purifica-tion over silica column with the eluent of ethyl acetate/petroleumether (60-90C) (v/v, 2:1). In the five-run recycling test, the cata-lyst was separated by adding 30 ml mixture of petroleum ether anddiethyl ether and washed by ethyl acetate and diethyl ether afte reach testing run. The catalyst was dried vacuum and then recycled into the next batch.

The synthetic route of 618-91-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Chen, Bingfeng; Li, Fengbo; Huang, Zhijun; Lu, Tao; Yuan, Guoqing; Applied Catalysis A: General; vol. 481; (2014); p. 54 – 63;,
Iodide – Wikipedia,
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Some common heterocyclic compound, 19230-28-5, name is 1,3-Dichloro-2-iodobenzene, molecular formula is C6H3Cl2I, 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. Quality Control of 1,3-Dichloro-2-iodobenzene

General procedure: Typical procedure for the synthesis of the compounds compiled in the table below:A vial charged with a stir bar, (1 S,2S)-2-{5-[2-fluoro-5-(4,4,5,5-tetramethyl-[1 ,3,2]dioxaborolan-2-yl)-benzylamino]-pyrazin-2-yl}-cyclopropane-carboxylic acidmethyl ester (46% ee; 45 mg, 0.11 mmol, 1 .0 eq.), the coupling partner as bromide(0.11 mmol, 1.0 eq.), 1 M aqueous K3P04 solution (0.50 mmol, 4.7 eq.), and 1,4dioxane (1.5 mL) is purged with Ar for 10 mi Bis[di-tert-butyl-(4- d imethylaminophenyl)-phosph meld ichloropallad ium(I I) (PdCI2(Amphos)2 0.003 mmol, 3 mol%) is added, and the mixture is stirred at 90 00 until the starting boronic ester is completely consumed (by TLC or HPLC). After cooling to room temperature,methanol (1 mL) and 4 M aqueous NaOH solution (2.0 mmol, ca. 19 eq.) are added, and the mixture is stirred at 45 00 for 1 h. The mixture is acidified with 50% aqueous trifluoroacetic acid, filtered, and chromatographed (HPLC; acetonitrile/water/trifluoroacetic acid) to give the corresponding carboxylic acid with the same enantiomeric purity as the starting material.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 19230-28-5, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ECKHARDT, Matthias; WAGNER, Holger; (77 pag.)WO2018/138028; (2018); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 82998-57-0, 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. 82998-57-0 name is 3-Iodo-4-methylbenzoic acid, 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.

Add 2 drops of DMF into 628 mg 3-iodo-4-methylbenzoic acid (2.2 mmol) in 20 mL SOCl2 and reflux for 2 h. After vacuum evaporation of SOCl2, add 6.0 mL anhydrous THF and get the pale yellow solution. Dissolve the product from step 1, 524 mg 5-(4-methyl-1H-imidazol-1-yl)-3-(trifluoromethyl)-benzenamine (2.0 mmol) in 6.0 mL anhydrous THF and add 10 mmol Et3N, and the pale yellow solution prepared previously is added drop wise till it is all added. The reaction mixture rises to room temperature for 1 hr. The reaction was quenched with addition of brine and extracted with EtOAc. The combined extraction organic layers was dried and concentrated under vacuum, the residue was purified through column chromatography to afford 873 mg desired product. (90%) MS (ESI), m/z: 486 (M++H+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Iodo-4-methylbenzoic acid, and friends who are interested can also refer to it.

Reference:
Patent; Guangzzhou Institute of Biomedicine and Health, Chineses Academy of Sciences; Ding, Ke; Wang, Deping; Pei, Duanqing; Zhang, Zhang; Shen, Mengjie; Luo, Kun; Feng, Yubing; US2013/196985; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 4897-68-1,Some common heterocyclic compound, 4897-68-1, name is 1-Bromo-2-iodo-4-methoxybenzene, molecular formula is C7H6BrIO, 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 135mg (1mmol) benzothiazole, 376mg (1.2mmol) 1- bromo-2-iodo-4-methoxybenzene, 2.5mg (0.01mmol) CuSO4·5H2O, 19.4mg (0.1mmol) ligand L4,240mg (6mmol) NaOH, 2gPEG-600, was added 10mL reaction tube, sealed, under the reaction condition of 80 14h.After the reaction was stopped, extraction with ethyl acetate, washed with water, brine, dried over anhydrous sodium sulfate, filtered, and the filtrate was evaporated under reduced pressure, purified by silica gel column chromatography separation and purification, to give 3-methoxy-phenothiazine 172mg, yield 75%.

The synthetic route of 4897-68-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sun Yat-sen University; Wan, Yiqian; Huang, Manna; Huang, Dongting; Zhu, Xinhai; (11 pag.)CN104529938; (2016); B;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 450412-28-9, 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. 450412-28-9, name is 1-Bromo-3-chloro-2-iodobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

1-bromo-3-chloro-2-iodobenzene 200.00 g (1.0 eq),2-aminophenol 68.77 g (1.0 eq), K3PO4 267.55 g (2.0 eq),1.61 g (0.005 eq) of Pd (t-Bu3P) 2 was dissolved in 1.5 L of toluene, refluxed and stirred.The solution was concentrated under reduced pressure for 3 hours.After that, it was completely dissolved in CHCl3, washed with water and decompressed again to remove about 50% of the solvent. Ethyl acetate was added in the refluxing state, and the crystals were dropped, cooled, and filtered. This was subjected to column chromatography to obtain 137.35 g (yield 73%) of a compound represented by the formula 7-a.

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, 1-Bromo-3-chloro-2-iodobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; LG Chem, Ltd.; Kim Min-jun; Park Tae-yun; Cho Seong-mi; Lee Jeong-ha; (88 pag.)KR2017/113319; (2017); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 626-01-7,Some common heterocyclic compound, 626-01-7, name is 3-Iodoaniline, molecular formula is C6H6IN, 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: A round bottom flask was charged with 28 4-iodoaniline (5, 3g, 13.7mmol, 1.0 eqv.) and 29 water (15.2mL, 0.90M). 30 Concentrated HCl (2.5mL 2.1 eqv.) was added to vigorously stirred reaction mixture in an ice-water bath. A pre-cooled solution of 31 NaNO2 (0.95g, 13.7mmol, 1.0 eqv.) in water (5.50mL, 2.50M) was added dropwise to the reaction mixture, after which time the reaction mixture was stirred for 15min. The solution of 32 NaN3 (0.89g, 13.7mmol, 1.0 eqv.) in water (5.50mL 2.50M) was added dropwise to the reaction mixture while maintaining the temperature in the ice bath, and then the reaction mixture was stirred an additional 20min at 0C, then stirred at rt for another 3h. The reaction mixture was extracted with EtOAc (2×50mL) and the aqueous layer was adjusted to pH 8-10 with NaHCO3 before discarding. The combined organic solution was washed with water and brine and dried over Na2SO4, filtered and concentrated under reduced pressure. The crude azidoiodobenze derivative was further purified by flash column chromatography over silica gel with 0-5% ethylacetate/hexanes as eluent to afford 33 4-azidoiodobenze (7, 2.60g, 78%). 1H NMR (400MHz, CDCl3) delta 7.63 (d, J=8.7Hz, 2H), 6.77 (d, J=8.7Hz, 2H). 13C NMR (101MHz, CDCl3) delta 140.06, 138.79, 121.14, 88.31.

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

Reference:
Article; Hayes, Karen E.; Batsomboon, Paratchata; Chen, Wei-Chih; Johnson, Brennan D.; Becker, Andreas; Eschrich, Steven; Yang, Yan; Robart, Aaron R.; Dudley, Gregory B.; Geldenhuys, Werner J.; Hazlehurst, Lori A.; Bioorganic and Medicinal Chemistry; vol. 27; 8; (2019); p. 1479 – 1488;,
Iodide – Wikipedia,
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