Month: September 2021

These common heterocyclic compound, 58755-70-7, name is 1-Iodo-4-methoxy-2-nitrobenzene, 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. Formula: C7H6INO3

2-Iodo-5-methoxy-N-(4-methoxybenzyl)aniline (7f): 12 Iron (1.68 g, 30.0 mmol)was added in one portion to a stirred solution of NH4Cl (2.67 g, 500 mmol) in H2O(50 mL), and the resulting suspension was stirred at rt for 5 min. A solution of 1-iodo-4-methoxy-2-nitrobenzene (2.79 g, 10.0 mmol) in EtOH (100 mL) was then added, the resulting mixture was slowly warmed up to 60 C, and stirring was continued at this temperature for 2 h. The reaction mixture was filtered through a short pad of Celite, and the filtrate was extracted with EtOAc (3 × 50 mL). The combined organic fractions were washed with brine (100 mL), dried over anhydrous Na2SO4 and concentrated to give crude 2-iodo-5-methoxyaniline (2.35 g) as a brown oil, which was used in the next step without additional purification. From this material and 4-methoxybenzaldehyde (1.28 g, 9.44 mmol), compound 7f (2.89 g, 78% overtwo steps) was obtained according to GP1b as a colorless oil, which spontaneously crystallized when stored in a freeze

The synthetic route of 1-Iodo-4-methoxy-2-nitrobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Rassadin, Valentin A.; Scholz, Mirko; Klochkova, Anastasiia A.; De Meijere, Armin; Sokolov, Victor V.; Beilstein Journal of Organic Chemistry; vol. 13; (2017); p. 1932 – 1939;,
Iodide – Wikipedia,
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Electric Literature of 90347-66-3, A common heterocyclic compound, 90347-66-3, name is Methyl 3-iodo-4-methylbenzoate, molecular formula is C9H9IO2, 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.

Methyl 3-iodo-4-methylbenzoate (SM1) (30 g, 0.471 mol) was dissolved in tetrahydrofuran (1200 mL). plusTrimethylsilylacetylene (92.3 g, 0.942 mol) and diisopropylethylamine (72.9 g, 0.565 mol) were added. System vacuum,Then fill with nitrogen. Cuprous iodide (8.92 g, 0.047 mol) and bistriphenylphosphinepalladium dichloride (16.5 g, 0.024 mol) were added.The system is evacuated and filled with nitrogen. After stirring at 80 C for 4 hours under a nitrogen atmosphere and cooling to room temperature, the mixture was filtered through celite and the celite washed thoroughly with ethyl acetate. The filtrate was washed with water and brine, dried over sodium sulfate, filtered and concentrated to dryness. The crude product was purified by column chromatography (ethyl acetate / petroleum ether = 1: 50) to give the title compound (95.1 g, 82.6%) as a brown solid.

The synthetic route of 90347-66-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Beijing Life Sciences Institute; Zhang Zhiyuan; Huang Shaoqiang; Ren Yan; Cui Bo; Cao Weiye; Liu Chunyan; Liu Xiao; (27 pag.)CN107353286; (2017); A;,
Iodide – Wikipedia,
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Related Products of 3930-83-4,Some common heterocyclic compound, 3930-83-4, name is 2-Iodobenzamide, molecular formula is C7H6INO, 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.

At room temperature,A reaction tube equipped with a stirring magnet was charged with 0.2 mmol of the compound represented by the formula (I-2)0.005 mmol catalyst Dichloro (p-cymene) ruthenium dimer ([RuCl2 (cymene)] 2),0.24 mmol cesium acetate,Then purged with nitrogen,Under nitrogen protection was added 1mL isopropanol,Stirring heated to 100 ,And reacted at this temperature for 20h.After the reaction,The reaction solution was cooled to room temperature,Filtration with a layer of silica gel funnel,Then, the solvent was distilled off under reduced pressure,The residue was purified by flash column chromatography (petroleum ether / ethyl acetate,Both volume ratio of 1: 1) purification,Thus, the target dehalogenation product represented by formula (III-2) was obtained.Calculated,The yield is 98%.

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

Reference:
Patent; Wenzhou University; Xia Yuanzhi; You Tingjie; (11 pag.)CN106588687; (2017); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 627-32-7, 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. 627-32-7, name is 3-Iodo-1-propanol, This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 4; N’-(4-(3-Hydroxypropoxy)-3-methoxybenzylidene)-3-(3-methyl-lH-indol-1 -yl)propanehydrazide; [0496] (a) 4-(3-Hydroxypropoxy)-3-methoxybenzaldehyde: To a stirred solution of vanillin (304 mg, 2 mmol) in DMF (4 rnL) at room temperature was added 3-iodo-l-propanol (0.29 mL, 3 mmol) and K2CO3 (553 mg, 4 mmol). The reaction mixture was stirred at room temperature for 7 hours followed by quenching with aq. NH4Cl. The product was extracted three times into EtOAc and the combined organic layers were dried (Na2SO4). The material was purified on silica gel using EtOAc-hexanes (0 to 70%) and to give 392 mg (93%) of the product as an off-white waxy solid.

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

Reference:
Patent; STEIN, Philip; DAINES, Robert; SPROUS, Dennis; O’GRADY, Harold; WO2010/132615; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 31827-94-8, A common heterocyclic compound, 31827-94-8, name is 2-Bromo-1-(4-iodophenyl)ethanone, molecular formula is C8H6BrIO, 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 QC-13b To a solution of (S)-1-(benzyloxycarbonyl)pyrrolidine-2-carboxylic acid (6.5 g, 26.1 mmol) in 150 mL of ethyl acetate was added triethylamine (4.0 mL, 28.7 mmol) and Example QC-13a (8.5 g, 26.1 mmol) at 0 C. The resulting mixture was stirred at room temperature overnight. The reaction mixture was filtered. The filtrate was washed with saturated sodium bicarbonate aqueous solution, and brine. The organic layer was dried with MgSO4 and concentrated. The crude product was purified by a flash chromatography (silica gel, 10-40% ethyl acetate/hexanes) to give the product as a white solid Example QC-13b (15.3 g, 85.4%). 1H NMR (500 MHz, CDCl3) delta ppm 1.87-2.01 (m, 1H) 2.01-2.16 (m, 1H) 2.22-2.42 (m, 2H) 3.44-3.58 (m, 1H) 3.59-3.71 (m, 1H) 4.45-4.58 (m, 1H) 5.04-5.50 (m, 4H) 7.27-7.38 (m, 5H) 7.53 (d, J=8.24 Hz, 1H) 7.59 (d, J=8.24 Hz, 1H) 7.85 (dd, J=8.39, 3.81 Hz, 2H). LC/MS: Anal. Calcd. for C21H21INO5 [M+H]+ 494.05; found 494.32.

The synthetic route of 31827-94-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bristol-Myers Squibb Company; US2010/249190; (2010); A1;,
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. 74-88-4, name is Iodomethane, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: Iodomethane

To a solution of compound 2 (1 mmol) and K2CO3(1 mmol) in DMF (10 mL) was added methyl iodide (1 mmol), the resulting mixture was stirred with heating atroom temperature for 6 h. The mixture was extracted withethyl acetate, then combined the organic phases, dried(MgSO4) and concentrated under pressure to give the crudeproduct. The crude product was purified by the silica gelcolumn chromatography (petroleum ether /ethyl acetate,5:1) to give the desired product 4a.

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 74-88-4.

Reference:
Article; Wu, Jie; Ma, Song; Zhang, Tian-Yi; Wei, Zhi-Yu; Wang, Hui-Min; Guo, Fang-Yan; Zheng, Chang-Ji; Piao, Hu-Ri; Medicinal Chemistry Research; vol. 28; 7; (2019); p. 959 – 973;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 702641-04-1,Some common heterocyclic compound, 702641-04-1, name is 2-Iodo-5-(trifluoromethyl)benzoic acid, molecular formula is C8H4F3IO2, 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.

Borane-THF (1.0M solution in THF; 94 mL; 94 mmol) was added to a stirred solution of 2-iodo-5- (trifluoromethyl)benzoic acid (Intermediate 3, 2.97g; 9.4 mmol) in THF (300 mL) at 00C under N2- The reaction was heated at reflux for 90 min and then carefully quenched with 6N HCl until no further gas evolution. The reaction was diluted with H2O (250 mL) and extracted with EtOAc (3 x 250 mL). The combined extracts were washed with brine (300 mL), dried over MgStheta4, filtered, and concentrated in vacuo. The crude material was purified by flash chromatography on silica gel (0-25% EtOAc/hexanes gradient) to afford [2-iodo-5-(trifluoromethyl)phenyl]methanol as a white solid. LCMS = 285.0 (M – 17)+. lH NMR (CDCI3, 500 MHz): delta 7.97 (d, J = 8.3 Hz5 1 H), 7.79 (s, 1 H), 7.28 (d, J= 8.4 Hz, 1 H),4.75 (s, 2 H).

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-(trifluoromethyl)benzoic acid, its application will become more common.

Reference:
Patent; MERCK & CO., INC.; WO2007/79186; (2007); A2;,
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. 31827-94-8, name is 2-Bromo-1-(4-iodophenyl)ethanone, A new synthetic method of this compound is introduced below., name: 2-Bromo-1-(4-iodophenyl)ethanone

General procedure: 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.

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; 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,
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333447-42-0, name is 1,5-Difluoro-2-iodo-4-methylbenzene, belongs to iodides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Quality Control of 1,5-Difluoro-2-iodo-4-methylbenzene

A solution of 1,5-difluoro-2-iodo-4-methylbenzene (26, 7.11 g, 28.0 mmol), Zn(CN)2 (1.97 g, 16.8 mmol) and Pd(PPh3)4 (3.23 g, 2.8 mmol) in DMF (40 mL) was heated at 90 C for 1.5 h. The reaction mixture was concentrated in vacuo and the residue was taken in water (400 mL) and extracted with ether (400 mL). The combined organic layer was washed with excess aq ammonium hydroxide solution. The separated organic layers were dried and purified b chromatography to yield purified product which contained triphenylphospine oxide. The crude mixture was further purified by sublimation (45 C, 1 mm/Hg) to yield 27 (1.8 g, 42%) as a colorless solid. 1H NMR (400 MHz, CDCl3) delta 7.47 (t, 1H, J = 8.0 Hz), 6.92 (t, 1H, J = 9.2 Hz), 2.27 (s, 3H).

The synthetic route of 333447-42-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Venkatraman, Srikanth; Velazquez, Francisco; Gavalas, Stephen; Wu, Wanli; Chen, Kevin X.; Nair, Anilkumar G.; Bennett, Frank; Huang, Yuhua; Pinto, Patrick; Jiang, Yueheng; Selyutin, Oleg; Vibulbhan, Bancha; Zeng, Qingbei; Lesburg, Charles; Duca, Jose; Heimark, Larry; Huang, Hsueh-Cheng; Agrawal, Sony; Jiang, Chuan-Kui; Ferrari, Eric; Li, Cheng; Kozlowski, Joseph; Rosenblum, Stuart; Shih, Neng-Yang; George Njoroge; Bioorganic and Medicinal Chemistry; vol. 22; 1; (2014); p. 447 – 458;,
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. 6940-76-7, name is 1-Chloro-3-iodopropane, A new synthetic method of this compound is introduced below., name: 1-Chloro-3-iodopropane

6-Fluoro-5-methyl-1-[3-(4-propoxypiperidin-1-yl)propyl]-3,4-dihydro-1H-quinolin-2-one (107LH95-2) A reaction flask was charged with 6-fluoro-5-methyl-3,4-dihydro-1H-quinolin-2-one (0.090 g, 0.50 mmol) in dry DMF (0.5 mL) under N2. NaH (60% in oil, 0.023 g, 0.55 mmol) was added and stirred at rt for 30 min. Then 3-chloro-1-iodopropane (0.079 g, 0.50 mmol) was added followed by stirring at r.t for 20 h. The reaction mixture was quenched with water and the product extracted into EtOAc. The combined organic layers were dried over Na2SO4, filtered, and concentrated. The crude material was dissolved in MeCN (2 mL) followed by addition of 4-propoxypiperidine (0.086 g, 0.6 mmol), NaI (0.150 g, 1.0 mmol), and K2CO3 (0.138 g, 1.0 mmol) and shaken at 50 C. for 20 h. The reaction mixture was quenched with water and the product extracted into EtOAc. The combined organic layers were dried over Na2SO4, filtered, and concentrated. The residue was purified by cation-exchange CC followed by flash CC (SiO2; EtOAc) to give the title compound (107LH95-2) (0.074 g, total yield 41%). 1H NMR (CH3OD) delta 7.03 (dd, J=4.8, 9.2 Hz, 1H), 6.99-6.92 (m, 1H), 3.98 (brt, J=7.4 Hz, 2H), 3.46-3.38 (m, 3H), 2.95-2.84 (m, 4H), 2.64-2.42 (m, 6H), 2.20 (d, J=2.0 Hz, 3H), 1.98-1.83 (m, 4H), 1.72-1.30 (m, 4H), 0.92 (t, J=7.4 Hz, 3H); 13C NMR (CH3OD) delta 171.1, 157.7 (d, J=240 Hz), 135.4 (d, J=3 Hz), 128.1 (d, J=4 Hz), 122.8 (d, J=18 Hz), 114.1, (d, J=9 Hz), 113.0 (d, J=25 Hz), 73.1, 69.7, 55.0, 50.3, 40.3, 30.8, 29.9, 23.9, 23.1, 22.7, 21.4, 9.8 (br).

The synthetic route of 6940-76-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Skjaerbaek, Niels; Koch, Kristian Norup; Mikael Friberg, Bo Lennart; Tolf, Bo-Ragnar; US2005/209226; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com