Month: July 2021

Application of 19230-28-5, 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. 19230-28-5, name is 1,3-Dichloro-2-iodobenzene, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a solution of 1,3-dimethyluracil 1a (0.20 mmol) in 2,2,2-trifluoroethanol (TFE) (3 mL), (4-chlorophenyl)(hydroxy)iodonium tosylate 2f (0.22 mmol) was added and it was stirred at room temperature. After completion of the reaction, the solvent was removed under vacuum. The product was then precipitated by the addition of Et2O with stirring. The precipitate was filtered to give uracil-iodonium(III) salt 3af-OTs as a white powder.

The chemical industry reduces the impact on the environment during synthesis 1,3-Dichloro-2-iodobenzene. I believe this compound will play a more active role in future production and life.

Reference:
Article; Takenaga, Naoko; Hayashi, Takumi; Ueda, Shohei; Satake, Hiroyuki; Yamada, Yoichi; Kodama, Tetsuya; Dohi, Toshifumi; Molecules; vol. 24; 17; (2019);,
Iodide – Wikipedia,
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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. 627-31-6, name is 1,3-Diiodopropane(stabilized with Copper chip), This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C3H6I2

To a mixture of 1,3-diiodopropane (4.4 mL, 38.4 mmol) andethyl 2-oxocyclopentanecarboxylate (0.95 mL, 6.4 mmol) in acetone(16 mL) was added K2CO3 (2.3 g, 16.7 mmol), and the reactionmixture was heated under reflux for 3 days. The mixture was filtered,and the filtrate was then concentrated. The residue was purifiedby silica gel chromatography eluting with 0-50% EtOAc/hexanes to give 28 (1.44 g, 62%). 1H NMR (500 MHz, CDCl3) d4.25-4.10 (m, 2H), 3.16 (qt, J = 9.6, 6.8 Hz, 2H), 2.56-2.40 (m,2H), 2.34-2.24 (m, 1H), 2.08-1.86 (m, 5H), 1.82-1.72 (m, 1H),1.71-1.64 (m, 1H), 1.71-1.64 (m, 1H), 1.26 (t, J = 7.1 Hz, 3H).LC/MS m/z: (M+H)+ calcd for C11H18IO3, 325.03; found 325.0.

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 627-31-6.

Reference:
Article; Wu, Yong-Jin; Guernon, Jason; McClure, Andrea; Luo, Guanglin; Rajamani, Ramkumar; Ng, Alicia; Easton, Amy; Newton, Amy; Bourin, Clotilde; Parker, Dawn; Mosure, Kathleen; Barnaby, Omar; Soars, Matthew G.; Knox, Ronald J.; Matchett, Michele; Pieschl, Rick; Herrington, James; Chen, Ping; Sivarao; Bristow, Linda J.; Meanwell, Nicholas A.; Bronson, Joanne; Olson, Richard; Thompson, Lorin A.; Dzierba, Carolyn; Bioorganic and Medicinal Chemistry; vol. 25; 20; (2017); p. 5490 – 5505;,
Iodide – Wikipedia,
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Application of 202865-85-8,Some common heterocyclic compound, 202865-85-8, name is 1-Bromo-4-iodo-2-methylbenzene, molecular formula is C7H6BrI, 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 atmosphere, 1-bromo-4-iodo-2-methylbenzene (1.0 g), (4-methoxyphenyl)methanethiol (520 mg) To a 1,4-dioxane solution (20 mL) containing tris (dibenzylideneacetone)dipalladium (80 mg) and 4,5-bis (diphenylphosphino) -9,9- dimethylxanthene (100 mg) wasadded diisopropylethylamine 1.2 mL) was added, and the mixture was reacted under reflux for90 minutes. The reaction mixture was cooled, water was added, and the mixture was extractedtwice with ethyl acetate (30 mL). The organic layer was washed with saturated brine, dried overanhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The obtainedresidue was purified by column chromatography (heptane: ethyl acetate = 20: 1) to obtain (4 -bromo-3-methylphenyl) (4-methoxybenzyl) sulfane (907 mg, yield 83%) as a white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-4-iodo-2-methylbenzene, its application will become more common.

Reference:
Patent; Ishihara Sangyo Co., Ltd.; Ueki, Toshihiko; Yamada, Ryu; Izakura, Kenji; (30 pag.)JP2017/75131; (2017); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 82777-09-1, 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. 82777-09-1 name is 2′-Iodo-1,1′:3′,1”-terphenyl, 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.

(2) Synthesis of Exemplified Compound A06 [0101] [Chem.[0102] The following reagents and solvents were charged into a 100-mL recovery flask. 21 -Iodo-m-terphenyl : 925 mg (2.60 mmol) TRP-Bpin2: 453 mg (0.943 mmol) Tetrakis (triphenylphosphine) palladium ( 0 ) : 80 mg (69 mu?iotaomicron) Toluene: 20 mLEthanol: 10 mL 30-wt% cesium carbonate aqueous solution: 10 mL This reaction solution was heat-refluxed for 3.5 hours while being stirred in a nitrogen atmosphere. After the reaction was completed, the reaction solution was added with water and was stirred, and a precipitated crystal was then filtrated, followed by performing washing with water, ethanol, and acetone, so that a crude product was obtained. Next, after this crude product was heated and dissolved in toluene, this solution thus obtained was filtrated while being hot, and recrystallization was then performed using toluene as a solvent. After the crystal thus obtained was vacuum dried at 150 C, sublimation refining was performed at a pressure of 10~4 Pa and a temperature of 360C, so that 251 mg of a high-purity exemplified compound A06 was obtained (yield: 39%) . [0103] The result of identification of the obtainedcompound is shown below. [MALDI-TOF-MS] Observed value: m/z=684.35, Calculated value:[1H-NMR (400 MHz, CDC13) ]delta 8.07 (d, 2H) , 8.04 (d, 2H) , 7.99 (dd, 2H) , 7.57-7.45 (m, 6H) , 7.41 (dd, 2H) , 7.18-7.00 (m, 22H) . In addition, the Tl energy (equivalent wavelength) of the exemplified compound A06 was 469 nm measured by a method similar to that of Example 1. [0104] When the energy gap of the exemplified compound A06 was further measured by a method similar to that of Example 1, the absorption edge of the absorption spectrum was 363 nm, and the energy gap of the exemplified compound A06 was 3.42 eV. [0105] When the ionization potential of the exemplified compound A06 was further measured by a method similar to that of Example 1, the ionization potential of theexemplified compound AO 6 was 6.34 eV. [0106] Furthermore, when the LUMO level of the exemplified compound A06 was estimated by a method similar to that of Example 1, it was estimated to be -2.92 eV.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2′-Iodo-1,1′:3′,1”-terphenyl, and friends who are interested can also refer to it.

Reference:
Patent; CANON KABUSHIKI KAISHA; KOSUGE, Tetsuya; KAMATANI, Jun; KISHINO, Kengo; TOMONO, Hiroyuki; WO2011/132624; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 98-61-3, 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. 98-61-3 name is 4-Iodobenzenesulfonyl chloride, 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.

Example 16A; N-(3-{[(4-Iodophenyl)sulfonyl]amino}phenyl)acetamide; 4-Iodobenzylsulfonyl chloride (10.0 g) is provided in isopropanol (100 ml), sodium acetate (3.12 g), which is dissolved in a little water, is added and the mixture is stirred at room temperature for 30 min. N-(3-Aminophenyl)acetamide (4.96 g) is then added and the mixture is further stirred over night. The batch is diluted with water and a saturated sodium chloride solution and extracted with ethyl acetate. The organic phase is dried over sodium sulfate, concentrated and flash-chromatographed (eluent methylene chloride/methanol 1:0, 100:1, 80:1). 9.62 g (70% of theory) of product are obtained.HPLC (Method 6): Rt=4.14 minMS (ES+, ES-): m/z=417 [M+H]+, 415 [M-H]-,1H-NMR (400 MHz, DMSO-d6): delta=10.31 (s, 1H, NH), 9.91 (s, 1H, NH), 7.93 (d, 2H), 7.51 (d, 2H), 7.45 (s, 1H), 7.26 (d, 1H), 7.12 (t, 1H), 6.73 (d, 1H), 2.00 (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; Svenstrup, Niels; Zimmermann, Holger; Karthaus, Dagmar; Goeller, Andreas; Heimbach, Dirk; Henninger, Kerstin; Lang, Dieter; Paulsen, Daniela; Riedl, Bernd; Schohe-Loop, Rudolf; Schuhmacher, Joachim; Wunberg, Tobias; US2009/176842; (2009); A1;,
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. 19099-54-8, name is 1-Iodo-2-isopropylbenzene, A new synthetic method of this compound is introduced below., Recommanded Product: 19099-54-8

General procedure: Catalyst 1 (prepared according Ref.15a, 7.1 mg,0.05 mequiv of Pd) was added to a solution of aryl iodide (4 mmol,1.0 equiv), methyl acrylate (0.72 mL, 8 mmol, 2.0 equiv), Et3N (0.67 mL,4.8 mmol, 1.2 equiv) in a mixture of toluene (6.7 mL), DMF (3.3 mL) and H2O(0.1 mL). The reaction mixture was heated at 100 C for 20 h. After coolingto rt, 1 was filtered off under vacuum. The mixture of solvents wasconcentrated under vacuum and the residue was purified by flashchromatographyon silica gel to afford pure alkenes after drying under,vacuum (0.1 mbar).

The synthetic route of 19099-54-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Derible, Antoine; Becht, Jean-Michel; Le Drian, Claude; Tetrahedron Letters; vol. 54; 32; (2013); p. 4207 – 4209;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 626-62-0, A common heterocyclic compound, 626-62-0, name is Iodocyclohexane, molecular formula is C6H11I, 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.

In the glove box, t-BuOLi (1 mmol, 2 equivalents, 80.1 mg) was added to the vial containing the stirrer in turn.B2pin2 (2mmol, 4 equivalents, 507.9mg), 0.85mL solvent methanol, 10muL H2O,Iodocyclohexane (0.5 mmol).The capped vial was removed from the glove box and the reaction mixture was stirred at 50 C for 48 hours. After cooling to room temperature, the reaction mixture was transferred to a test tube by methanol, and a certain amount of internal standard n-decane was added and diluted with ethyl acetate.The yield of the product cyclohexylboronic acid pinacol ester was determined by a GC-fid method to be 30%.

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; Peking University; Mo Fanyang; Sun Beiqi; Liu Qianyi; Hong Junting; (10 pag.)CN109575063; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 52548-14-8,Some common heterocyclic compound, 52548-14-8, name is 2-Iodo-5-methylbenzoic acid, 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.

Step A: H2S04 95-98% (2.54 ml_, 0.048 mol) was added to a solution of 2-iodo-5- methylbenzoic acid (25.0 g, 0.095 mol) in MeOH (220 ml.) and refluxed for 20h. The rxn mixture was cooled with an ice bath, and 1 N aq. NaOH was added dropwise until pH 8 was reached. The org. solvent was removed in vacuo and the aq. layer was extracted with DCM (2x). The combined org. extracts were washed with sat. aq. NaHC03 (1 x) and H20 (1x), dried (Na2S04), filtered and concentrated in vacuo to give methyl 2-iodo-5-methylbenzoate as a pale yellow liquid which was used in the next step without further purification. LC-MS A: tR = 0.87 min; [M+H]+ = 259.22.

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-5-methylbenzoic acid, its application will become more common.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; BOLLI, Martin; BOSS, Christoph; BROTSCHI, Christine; GUDE, Markus; HEIDMANN, Bibia; SIFFERLEN, Thierry; WILLIAMS, Jodi T.; WO2014/57435; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 108078-14-4, These common heterocyclic compound, 108078-14-4, name is 2-Iodo-3-methylbenzoic 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.

Example 289; 292 2912-iodo-3-methylbenzoic acid ethyl ester (289)A solution of the 2-iodo-3-methylbenzoic acid (6g-0.023mol) in EtOH (15OmL) is treated with concentrated HCl (2OmL) and refluxed for 48h. After removal of the EtOH in vacuo, the residue is diluted with water (125mL) and cooled to 00C in an ice bath. The pH is adjusted to 10 with solid NaOH pellets and extracted with EtOAc (3 x 75mL). The organic extracts are washed with water (2 x 5OmL) and brine (2 x 5OmL) and dried over MgSO4. Concentrated in vacuo to give the product as a pale yellow oil. (6g, 90%).LC/MS(ES+) m/z 291

Statistics shows that 2-Iodo-3-methylbenzoic acid is playing an increasingly important role. we look forward to future research findings about 108078-14-4.

Reference:
Patent; SANOFI-AVENTIS; WO2008/151211; (2008); A1;,
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 628-77-3 as follows. Application In Synthesis of 1,5-Diiodopentane

Potassium carbonate (2.5 eq) was added to a solution of 8 (1.0 g, 1.72 mmol, 2.1 eq) and either 1,3-dibromopropane; 1,5-diiodopentane; or 1,3-bis(bromomethyl)benzene (1.0 eq) in DMF (5 mL). The resulting mixture was stirred at 75C for 3 days. After diluting with dichloromethane (25 mL), the inorganics were removed by filtration and the filtrate evaporated to dryness under reduced pressure. The residue was purified by flash chromatography to leave the products as white solids. i) diallyl 8,8′-(propane-1,3-diylbis(oxy))(2S,2’S, 11S, 11aS, 11’S, 11 a’S)-bis(2-(benzoyloxy)- 11-((tert-butyldimethylsilyl)oxy)-7-methoxy-5-oxo-2,3, 11, 11 a-tetrahydro-1H- benzo[e]pyrrolo[1,2-a][1,4]diazepine-10(5H)-carboxylate) 9a (gradient: ethyl acetate / heptane, 50/50 to 100/0 v/v). Yield 0.88 g (90%). LC/MS rt 2.17 min m/z (1227.4) M+Na.

According to the analysis of related databases, 628-77-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MEDIMMUNE LIMITED; HOWARD, Philip Wilson; HUTCHINSON, Ian; (102 pag.)WO2020/79239; (2020); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com