Category: iodides-buliding-blocks

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,
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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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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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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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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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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,
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. 13329-40-3, name is 1-(4-Iodophenyl)ethanone, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 13329-40-3

The appropriate carbonyl compound (50 mmol) was dissolved in 50 mL of ethanol and magnetically stirred with an equimolar quantity of thiosemicarbazide for 24 h at room temperature with catalytic amounts of acetic acid. The desired thiosemicarbazone precipitated from reaction mixture, was filtered, crystallized from suitable solvent, and dried. Equimolar quantities of 4-iodo-acetophenone and bromine, both dissolved in chloroform, were stirred for 4 h at room temperature until the presence of HBr disappeared. The solution was evaporated under vacuum and the obtained pale yellow solid was washed with petroleum ether to give alpha-bromo-4-iodo-acetophenone in good yield (94%). Equimolar amounts of the prepared thiosemicarbazone (50 mmol) and alpha-bromo-4-iodo-acetophenone (50 mmol), both suspended in 50 mL of ethanol, were reacted at room temperature under magnetic stirring for 10 h. The precipitate was filtered and purified by chromatography to give compounds 1-25 in high yield.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 13329-40-3.

Reference:
Article; Secci, Daniela; Bizzarri, Bruna; Bolasco, Adriana; Carradori, Simone; D’Ascenzio, Melissa; Rivanera, Daniela; Mari, Emanuela; Polletta, Lucia; Zicari, Alessandra; European Journal of Medicinal Chemistry; vol. 53; (2012); p. 246 – 253;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 63262-06-6, 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 63262-06-6 as follows.

Under a nitrogen atmosphere,4.00 g (33.2 mmol) of 2,2,6,6-tetramethylpiperidine (Wako Pure Chemical Industries) and 12 ml of THF (dehydrated grade) were added to a 300 ml Schlenk reaction vessel.At 0 C.,Isopropyl magnesium chloride33.0 ml (42.9 mmol) of lithium chloride (Sigma-Aldrich, 1.3 M) in THF solution was added,And the mixture was stirred at room temperature for 2 days.The resulting magnesium chloride 2,2,6,6-tetramethylpiperidide5.18 g (45.3 mmol) of 3-methoxythiophene (Wako Pure Chemical Industries) was added dropwise to the lithium chloride solution,And aged at room temperature for 8 hours.20 ml of THF (dehydration grade) was added,It was cooled to -60 C.Here,A solution consisting of 6.13 g (45.0 mmol) of zinc chloride (Wako Pure Chemical Industries) and 40 ml of THF (dehydration grade) was charged using a Teflon cannula.Further washing was carried out using 10 ml of THF (dewatering grade).After gradually raising the temperature to room temperature,To the obtained white slurry liquid (3-methoxythienyl-2-zinc chloride)7.01 g (14.4 mmol) of 1,4-dibromo-2,5-diiodobenzene (Tokyo Chemical Industry Co., Ltd.)244 mg (0.214 mmol, 1.49 mol% based on 1,4-dibromo-2,5-diiodobenzene) of tetrakis (triphenylphosphine) palladium (Tokyo Chemical Industry)The obtained mixture was reacted at 50 C. for 8 hours.After cooling to room temperature,The whole was concentrated under reduced pressure.To the resulting residue were added 100 ml of water and 100 ml of hexane and filtered.The solid obtained by filtration was purified by silica gel column chromatography (hexane / toluene = 2/1 to 0/1) and recrystallized from toluene to give 1,4-di (3-methoxythienyl) -2, 4.19 g of 5-dibromobenzene as a pale yellow solid (yield 63%).

According to the analysis of related databases, 63262-06-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TOSOH CORPORATION; WATANABE, MAKOTO; UENO, WATARU; UEDA, SAORI; HACHIYA, HITOSHI; (12 pag.)JP2017/31098; (2017); A;,
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 624-76-0 as follows. Quality Control of 2-Iodoethanol

A solution of 2-[(1-methylethyl)oxy]-5-[5-(1 ,2,3,4-tetrahydro-5-isoquinolinyl)-1 ,3,4- thiadiazol-2-yl]benzonitrile hydrochloride (Preparation 56) (50mg, 0.12 mmol) and potassium carbonate (50mg, 0.36 mmol) in DMF (1 ml) was treated with 2- iodoethanol (0.014ml, 0.18 mmol) and the mixture stirred at 8O0C for 2h. The mixture was diluted with water (10ml) and extracted with ethyl acetate (3x 10ml). The combined organic phases were dried (Na2SO4) and concentrated in vacuo. Purification of the residue by flash chromatography (cyclohexane/methanol: 0 to 5% gradient) gave 5-{5-[2-(2-hydroxyethyl)-1 ,2,3,4-tetrahydro-5-isoquinolinyl]-1 ,3,4- thiadiazol-2-yl}-2-[(1-methylethyl)oxy]benzonitrile (36mg, 71%) as a clear oil. LCMS (Method formate): Retention time 0.85min, MH+ = 421

According to the analysis of related databases, 624-76-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXO GROUP LIMITED; BAILEY, James, Matthew; BIT, Rino, Antonio; DEMONT, Emmanuel, Hubert; HARRISON, Lee, Andrew; JONES, Katherine, Louise; SMETHURST, Christian, Alan, Paul; WITHERINGTON, Jason; WO2010/146105; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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, category: iodides-buliding-blocks

General procedure: Compound15(2.50 g, 12.8mmol) was dissolved in anhydrous DMF (20 mL). The solution was cooled to 0 C.NaH(1.02 g, 25.6mmol, 60% dispersion in oil) was added slowly and cautiously. The resulting mixture was allowed to warm to r.t. and was stirred for additional 20 min. The solution was cooled again to 0 C, the appropriatedihaloalkane(25.6mmol) was added dropwise, and the resulting solution was allowed to stir at 0 C. for 30 min. The solution was warmed to r.t. and stirred for additional 1 h. The solution was cooled to 0 C and quenched with water, maintaining 0 C throughout the quenching process. The obtained mixture was extracted with CH2Cl2(2 x 20 mL). The combined organic layers were washed with water and brine and dried overNa2SO4. This was removed by filtration and the filtrate concentrated under vacuum to give the crude esters22-25.

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, 1,4-Diiodobutane, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Deplano, Alessandro; Morgillo, Carmine Marco; Demurtas, Monica; Bjoerklund, Emmelie; Cipriano, Mariateresa; Svensson, Mona; Hashemian, Sanaz; Smaldone, Giovanni; Pedone, Emilia; Luque, F. Javier; Cabiddu, Maria G.; Novellino, Ettore; Fowler, Christopher J.; Catalanotti, Bruno; Onnis, Valentina; European Journal of Medicinal Chemistry; vol. 136; (2017); p. 523 – 542;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com