Tag: M.W=300-400

Synthetic Route of 628-77-3, These common heterocyclic compound, 628-77-3, name is 1,5-Diiodopentane, 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.

A solution of oxindole (25 g, 0.19 mol) in anhydrous tetrahydrofuran (800 cm3) was cooled to -20 C. then n-butyllithium (2.5M in hexanes, 152 cm3, 0.38 mol) was added slowly followed by N,N,N’,N’-tetramethylethylenediamine (51 cm3, 0.38 mol,).. After 15 min. 1,5-dilodopentane (174 g, 0.54 mol) was added slowly and the mixture was allowed to warm to room temperature.. After stirring for 16 h. saturated aqueous ammonium chloride solution (1L) and EtOAc (1L) were added.. After 15 min., the layers were separated and the aqueous phase was extracted with EtOAc (*2).. The combined organic layers were extracted with hydrochloric acid (1N), then washed with brine (500 cm3), dried (MgSO4), and concentrated to obtain an oil.. The oil was triturated with hexane (200 cm3) and benzene (20 cm3).. The precipitate was collected and dried in vacuo to obtain the subtitled compound (26.3 g, 69.6%) as colorless crystals: mp 110-114 C.; 1H NMR (DMSO-d6) delta 1.67 (m, 10H), 6.84 (d, 1H, J=8 Hz) 6.94 (t, 1H, J=8 Hz), 7.17 (t, 1H, J=8 Hz), 7.44 (d, 1H, J=8 Hz), 10.3 (S, 1H).

Statistics shows that 1,5-Diiodopentane is playing an increasingly important role. we look forward to future research findings about 628-77-3.

Reference:
Patent; American Home Products Corporation; Ligand Pharmaceuticals, Inc.; US6355648; (2002); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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

General procedure: Under N2 atmosphere, LHMDS (1 M in THF, 3.0 equiv) was added to a cooled solution (0 C) of tricyclic lactam (1.0 equiv) dissolved in THF (6 mL). After stirring for 1 h at 0 C, an excess of alkyl halide (3.0 equiv for methyl iodide and 5.0 equiv for ethyl iodide) was added. For the introduction of five and six membered spirocyclic rings 1,4-diiodobutane or 1,5-diiodopentane (1.0 equiv) was added at 0 C. The solution was stirred for a further 3 h at 0 C. Completion of the conversion was confirmed by TLC. Saturated NaCl solution (10 mL) was then added and the mixture was extracted with EtOAc (3 × 10 mL). The organic layer was washed with NaCl solution (10 mL) and water (10 mL) and the aqueous layer was reextracted with EtOAc (2 × 10 mL). The combined organic layers were dried (Na2SO4), filtered, and the solvent was evaporated in vacuo and the residue was purified by FC.

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; Sarkar, Soumya; Schepmann, Dirk; Wuensch, Bernhard; Tetrahedron Asymmetry; vol. 22; 13; (2011); p. 1411 – 1422;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 450412-28-9,Some common heterocyclic compound, 450412-28-9, name is 1-Bromo-3-chloro-2-iodobenzene, molecular formula is C6H3BrClI, 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.

A round bottom flask was charged with 13.45 g of phenylboronic acid, 110.29 mmol) was added dropwise a solution of 1-bromo-3-chloro-2-iodobenzene (35 g, 110.29 mmol), Pd (PPh3) 4 (1.27 g, 1.10 mmol), NaOH (4.41 g, 110.29 mmol), THF (485 mL) and water (243 mL). Then, the mixture is heated under reflux at 80 C . When the reaction is complete, dilute with distilled water at room temperature and extract with methylene chloride and water. The organic layer was dried over MgSO4 and concentrated. The resulting compound was purified by silicagel column and recrystallized to obtain 18.59 g of the product. (Yield: 63%)

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-3-chloro-2-iodobenzene, its application will become more common.

Reference:
Patent; DUK SAN NEOLUX CO., LTD.; KIM, Hyo Jin; PARK, Nam Jin; KIM, Seul Gi; HWANG, Sun Pil; (46 pag.)KR2017/95602; (2017); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 328-73-4, 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. 328-73-4, name is 1-Iodo-3,5-bis(trifluoromethyl)benzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: In an open round-bottomed flask containing deionised water (20?25 mL), azido-alkyne (1, 1.0 equiv), aryl iodide (2, 2.0 equiv), cuprous oxide nanomaterials (15 mol percent), and Cs2CO3 (2.0 equiv) were added and stirred vigorously under sonication for 1?1.5 h at 80 °C, making sure that no halides escaped during the reaction. After that ethyl acetate was added in it and the mixture was centrifuged to separate the nanocatalyst. Aqueous phase was then again extracted with ethyl acetate repeatedly. Column chromatography afforded pure product (3a?k). The nanoparticles were washed with ethanol water(3) and dried under vacuum before reuse.

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-Iodo-3,5-bis(trifluoromethyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Chatterjee, Nivedita; Pal, Rammyani; Sarkar, Swarbhanu; Sen, Asish Kumar; Tetrahedron Letters; vol. 56; 25; (2015); p. 3886 – 3889;,
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. 112671-42-8, name is 4-Bromo-1-iodo-2-nitrobenzene, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C6H3BrINO2

(1) Take 21.2g (100mmol) of 1-dibenzothiophene boronic acid,32.6g (100mmol) of 2-iodo-5-bromonitrobenzene,(1%) Pd (PPh3) 4,40g (300mmol) sodium carbonate,Toluene (800mL),Ethanol (200 mL) and water (200 mL),Heated to reflux, reacted for 8h, the reaction was completed;The reaction solution was extracted with ethyl acetate, and the organic phase was concentrated.A yellow solid A was obtained;

According to the analysis of related databases, 112671-42-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Yantai Xianhua Chemical Technology Co., Ltd.; Xing Qifeng; Feng Peichuan; Chen Yue; Hu Lingfeng; Chen Yili; (28 pag.)CN110698458; (2020); 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 181765-86-6 as follows. SDS of cas: 181765-86-6

phenanthrene-9-boronic acid (2.22 g, 10 mmol), methyl 5-bromo-2-iodobenzoate (3.41 g, 10 mmol), Pd (PPh3) 4 (0 · 21 g, 0 · 18 mmol), K2C03 solution were added to the reactor. (2 · 76g, 20mmol), deionized water 5mL, toluene 13mL, tetrahydrofuran 130mL, stirred and refluxed for 12h, after the reaction was terminated, the organic layer was separated, distilled under reduced pressure, purified by silica gel column and dried to give intermediate 7-1 ( 2.86g, 73%)

According to the analysis of related databases, 181765-86-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Changchun Hai Purunsi Technology Co., Ltd.; Dong Xiuqin; Cai Hui; (19 pag.)CN108774178; (2018); 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 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

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

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

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 640280-28-0 as follows. Computed Properties of C7H3BrF3I

Intermediate C: 5-(2-Bromo-5-(trifluoromethyl)phenyl)-l-methyl-lH-pyrazole A 75-mL pressure vessel was charged with l-bromo-2-iodo-4- (trifluoromethyl)benzene (2.015 g, 5.74 mmol), l-methyl-5-(4,4,5,5-tetramethyl- l,3,2-dioxaborolan-2-yl)-lH-pyrazole (Aldrich, St. Louis, MO, 1.374 g, 6.60 mmol), potassium phosphate (2.438 g, 11.48 mmol), and PdCi2(dppf)-CH2Ci2 adduct (Strem Chemicals Inc., Newburyport, MA, 0.469 g, 0.574 mmol). The vessel was flushed with Ar (g), then DMF (19.14 ml) was added. The vial was sealed and placed in an 80 C oil bath for 2 hours. The mixture was diluted with water and extracted with EtOAc (3x). The combined organic extracts were washed with brine, dried over sodium sulfate, filtered, and concentrated. The residue was chromatographed on an 80 g silica gel column to give 5-(2-bromo-5-(trifluoromethyl)phenyl)-l-methyl-lH-pyrazole +H]+ = 307.0.

According to the analysis of related databases, 640280-28-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AMGEN INC.; DINEEN, Thomas; KREIMAN, Charles; WEISS, Matthew; GEUNS-MEYER, Stephanie; WO2013/134518; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com