Category: 58755-70-7

Reference of 58755-70-7,Some common heterocyclic compound, 58755-70-7, name is 1-Iodo-4-methoxy-2-nitrobenzene, molecular formula is C7H6INO3, 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: Arene (0.10 mmol, 1.0 equiv), Pd(OAc)2 (2.2 mg, 10 mumol,10 mol%), ligand (15 mol% or 20 mol%), hydrogen phosphate (15 mol% for benzylamine substrate), aryl iodide (0.3 mmol, 3.0 equiv.) and silver acetate (50 mg, 0.30 mmol, 3.0 equiv.) were added into a 2-dram reaction vial. Solvent and (+)-NBE-CO2Me (20 mol% or 50 mol%) were added to the mixture. The vial was flushed with N2 and capped. The reaction mixture was then stirred at the selected temperature for 12-24 h. After cooling to room temperature, the mixture was filtered through Celite and eluted with ethyl acetate. The filtrate was evaporated under reduced pressure. Purification by preparative thin-layer chromatography afforded the desired product.

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

Reference:
Article; Shi, Hang; Herron, Alastair N.; Shao, Ying; Shao, Qian; Yu, Jin-Quan; Nature; vol. 558; 7711; (2018); p. 581 – 585;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 58755-70-7, 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. 58755-70-7, name is 1-Iodo-4-methoxy-2-nitrobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

4-Hydroxyphenylboronic acid (6) (2.3 g, 10 mmol) was added to a solution of 4-iodo-3-nitroanisole (7) (3.1 g, 11 mmol) in toluene-ethanol-water (30 mL, v/v/v=4/2/1), followed by Pd(PPh3)4 (350 mg, 0.3 mmol) and K2C03 (5.3 g, 50 mmol). The mixture was refluxed for 6 hours. After cooling to roomtemperature, the mixture was filtered through a celite pad. The filtrate was concentrated, diluted with DCM (100 mL), and washed with saturated brine (3 x 30 mL). After concentration and chromatography (hexane/acetone = 6/1), the product afforded was 4?- methoxy-3-methyl-2?-nitrobiphenyl-4-ol (8) (2.3 g, 87%). ?H NIVIR (400 MHz, CDC13), 7.31 (m, 2 H), 7.12 (dd, J = 2.8 Hz, 8.4 Hz, 1 H), 7.04 (s, 1 H), 6.98 (d, J = 8.0 Hz, 1 H), 6.78(d, J = 8.0 Hz, 1 H), 3.88 (s, 3 H), 2.26 (s, 3 H); ?3C NIVIR (100 IVIHz, CDC13), 158.7, 153.7,132.7, 130.6, 129.5, 128.3, 126.7, 124.1, 118.5, 115.1, 108.8, 55.8, 15.7; MS (TOF-ES):260.3 m/z [M+1].

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

Reference:
Patent; GEORGETOWN UNIVERSITY; BROWN, Milton L.; HOU, Shujie; BANERJEE, Partha; AMIN, Karishma; (57 pag.)WO2017/23916; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 58755-70-7, 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 58755-70-7 as follows.

Intermediate 5: (“2£r)-3-(4-Methoxgamma-2-nitrophenyl’)acrylate A solution of 4-iodo-3-nitroanisole (10 g, 36 mmol), methylacrylate (3.87 mL, 43 mmol), tris(4-methylphenyl)phosphine (1.1 g, 3.6 mmol) and triethylamine (6.05 mL, 43 mmol) was degassed and flushed with nitrogen. Palladium(II) acetate (1.2 g, 1.8 mmol) was added and the mixture was heated at 7O0C overnight. It was filtered through a 0.45 mum membrane and the solvent was removed under reduced pressure. The residue was taken up in ethyl acetate (300 mL), it was washed with potassium phosphate buffer (IM, pH 7, 2x 300 mL) and dried over sodium sulfate. Chromatography on silica gel with dichloromethane, followed by precipitation from dichloromethane (50 mL) with hexanes (500 mL) gave 4.96 g (58% yield) of product as a yellow solid.MS (ES): 260.20 (MNa+) for CnHnNO51H-NMR (DMSO-cUi delta: 3.73 (s, 3H); 3.88 (s, 3H); 6.59 (d, IH); 7.33 (dd, IH); 7.57 (d, IH); 7.78 (d, IH); 7.94 (d, IH).

According to the analysis of related databases, 58755-70-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/134378; (2006); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 58755-70-7, A common heterocyclic compound, 58755-70-7, name is 1-Iodo-4-methoxy-2-nitrobenzene, molecular formula is C7H6INO3, 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.

General procedure: To a degassed solution of 2-(6-trimethylsilyl-3(Z)-hexen-1,5-diynyl)-1,2,3-trimethoxybenzene (15) (12 mmol) containing CuI (3.2 mmol) and K2CO3 (30 mmol) in MeOH (15 ml) was added a degassed solution of aryl iodides (16a-i) (12 mmol) containing Pd(PPh3)4 (0.8 mmol) in MeOH (20 ml). The resulting reaction mixture was stirred at room temperature for 4 h. The solvent was then removed in vacuo. The residue was quenched with saturated aqueous NH4Cl and extracted with EtOAc (20 × 3 ml). The combined organic extracts were washed with saturated aqueous Na2CO3 (40 ml) and dried over anhydrous MgSO4. After filtration and removal of the solvent in vacuo, the residue was purified by column chromatography on a silica gel to produce the desired products

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; Lo, Yu-Hsiang; Lin, Ying-Ting; Liu, Yu-Peng; Duh, Tsai-Hui; Lu, Pei-Jung; Wu, Ming-Jung; European Journal of Medicinal Chemistry; vol. 62; (2013); p. 526 – 533;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 58755-70-7,Some common heterocyclic compound, 58755-70-7, name is 1-Iodo-4-methoxy-2-nitrobenzene, molecular formula is C7H6INO3, 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 Compound 6 Compound 6 was prepared from compound 5 (3.35 g, 12 mmol), trimethylsilylacetylene (3.3 mL, 24 mmol), PdCI2(PPh3)2 (0.42 g, 5.0 mol %), and CuI (0.114 g, 5.0 mol %) in TEA (70 mL). The reaction mixture was diluted with EtOAC and filtered through a silica gel bed, the organic layer was washed with water, and dried over Na2SO4. The dried organic layer was concentrated and purfied by chromatographic separation using (Hex:AcOEt = 100:10(v/v)) gave 1.66 g (55%) of compound 6.

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

Reference:
Patent; THRESHOLD PHARMACEUTICALS, INC.; WO2006/57946; (2006); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 58755-70-7,Some common heterocyclic compound, 58755-70-7, name is 1-Iodo-4-methoxy-2-nitrobenzene, molecular formula is C7H6INO3, 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 mixture of 1-io o- -met oxy- -n tro enzene (279 mg, 1.00 mmol), palladium acetate (11.2 mg, 0.05 mmol), triethylamine (202 mg, 2.00 mmol), and ethyl acrylate (110 mg, 1.10 mmol) was heated to reflux for five hours. The mixture was cooled, concentrated and diluted with ethyl acetate. The mixture was washed with water, brine, dried (Na2SO4) and concentrated. The resulting residue was purified via MPLC eluting with 3:1 hexane: ethyl acetate to afford (E)-ethyl 3-(4-methoxy-2-nitrophenyl)acrylate (201 mg, 80%) as a yellow 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-Iodo-4-methoxy-2-nitrobenzene, its application will become more common.

Reference:
Patent; LYCERA CORPORATION; AICHER, Thomas, Daniel; TAYLOR, Clarke, B.; VANHUIS, Chad, A.; WO2015/171610; (2015); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 58755-70-7, name is 1-Iodo-4-methoxy-2-nitrobenzene, 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 58755-70-7, Formula: C7H6INO3

Compound A 1.8 mmol and compound B 1.5 mmol were added to 5 mL of dry N,N-dimethylformamide. Then, 2 mL of triethylamine and 105 mg of bis(triphenylphosphine)palladium(II) chloride were successively added thereto. Degassing operation under nitrogen protection, rapidly adding 0.2 mmol of cuprous iodide and 0.01 g of manganese tetroxide. The reaction was carried out under nitrogen atmosphere for 3 h. Filtration, to the filtrate was added 60 mL of ethyl acetate then washed. The organic layer was washed with a saturated aqueous solution of sodium chloride and dried over anhydrous sodium sulfate. The organic layer was dried with a rotary evaporator. The crude C was placed in the separation of the column, eluent was dichloromethane-methanol 100: 1, 50: 1 (v: v) gradient, to obtain a white solid C.

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-4-methoxy-2-nitrobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ITIC Medchem (Suzhou) Co., Ltd.; Hu, Haiwei; Ding, Jing; Yan, Yongping; Zheng, Hui; Yan, Hui; (11 pag.)CN105669525; (2016); A;,
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. 58755-70-7, name is 1-Iodo-4-methoxy-2-nitrobenzene, A new synthetic method of this compound is introduced below., COA of Formula: C7H6INO3

Compound 4 To a solution containing compound 3 (240 mg, 1.25 mmol) and 4-iodo-3-nitroanisole (345 mg, 1.24 mmol) were added PdCI2(PPh3)2 (44 mg, 5.0 mol %), and CuI (12 mg, 5.0 mol %) in TEA (15 mL). The mixture was stirred at 550C for 3 h, cooled, and filtered. The filtrate was concentrated under reduced pressure. Chromatography of the residue on silica gel (Hex:AcOEt = 100:40 (v/v)) gave 380 mg (88%) of compound 4.

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; THRESHOLD PHARMACEUTICALS, INC.; WO2006/57946; (2006); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

58755-70-7, name is 1-Iodo-4-methoxy-2-nitrobenzene, 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. name: 1-Iodo-4-methoxy-2-nitrobenzene

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 58755-70-7 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,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 58755-70-7,Some common heterocyclic compound, 58755-70-7, name is 1-Iodo-4-methoxy-2-nitrobenzene, molecular formula is C7H6INO3, 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 solution of 4-iodo-3-nitroanisole (2.79 g, 10.0 mmol) in anhydrous THF (20 mL) at minus 40C under a nitrogen atmosphere, phenylmagnesium chloride (2 M in THF, 6.0 mL, 12 mmol) was added dropwise at a rate such that the temperature would not exceed minus 35C. Upon completion of the addition, the mixture was stirred at minus 40C for five min, followed by addition of isobutyraldehyde (1.8 mL, 20 mmol). The mixture was gradually warmed to room temperature, quenched with saturated NH4C1 solution (5.0 mL), diluted with CH2CI2 (100 mL) and washed with water (100 mL). The organic phase was separated, and the aqueous phase was extracted with CH2CI2 (50 mL) three times. The combined organic phase was washed with brine (40 mL), dried over Na2S04, concentrated in vacuo, and the residue was purified by silica gel column chromatography to yield (R/5)-l-(4- methoxy-2-nitrophenyl)-2-methyl- 1-propanol (1.5 g, 67%) as a light yellow oil. 1H NMR (400 MHz, CDCl3): delta 7.61 (d, 1 H, J = 8.8 Hz, Ph-H), 7.34 (d, 1 H, J = 2.8 Hz, Ph-H), 7.15 (dd, 1 H, J = 8.8 and 2.8 Hz, Ph-H), 4.92 (dd, 1 H, J = 5.6 and 3.2 Hz, Ph-CH), 2.46 (br s, 1 H, OH), 2.00 (m, 1 H, CH), 0.97 (d, 3 H, J= 6.4 Hz, CH3), 0.86 (d, 3 H, J= 6.8 Hz, CH3).

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

Reference:
Patent; LASERGEN, INC.; STUPI, Brian, Philip; LI, Hong; WU, Weidong; HERSH, Megan, N.; HERTZOG, David; MORRIS, Sidney, E.; METZKER, Michael, L.; WO2013/40257; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com