Category: 74534-15-9

Reference of 74534-15-9, 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. 74534-15-9, name is 1-Chloro-2-iodo-4-nitrobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

The appropriate product 2 (1 mmol, 1 eq) in AcOH/EtOH (1:1, 0.42 M) was added slowly to a solution of Iron powder (6 eq) in AcOH/EtOH(1:2, 2 M) at 60C . The solution was stirred at 70C for 30-60 mins. The reaction mixture was cooled to 23C , filtered through celite, washed with ethyl acetate, and concentrated. The oily residue was dissolved in ethyl acetate (30 mL), washed with saturated aq. NaHCO3 (1 x 15 mL), water (2 x 10 mL), dried (MgSO4) and concentrated. The oily residue was used without further purification.

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

Reference:
Article; Wang, Fangying; Jiang, Hongxia; Deng, Yufang; Yu, Jiang; Zhan, Miao; Zhao, Lifeng; Chen, Yuanwei; Bioorganic and Medicinal Chemistry Letters; vol. 28; 14; (2018); p. 2399 – 2402;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 74534-15-9, name is 1-Chloro-2-iodo-4-nitrobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of 1-Chloro-2-iodo-4-nitrobenzene

Procedure B was performed using N-(4-Chloro-3-iodophenyl)-6-(trifluoromethyl)-2-methylpyridine-3-carboxamide (88 mg, 0.2 mmol) with 2-pyridylzinc bromide (1 mL, 0.5 mmol, 0.5 M in THF). Purified by silica gel chromatography (10-80% ethyl acetate/hexanes) to yield N-(4-chloro-3-(pyridin-2-yl)phenyl)-6-(trifluoromethyl)-2-methylpyridine-3-carboxamide as a yellow solid: TLC Rf=0.28 (35% ethyl acetate/hexanes); TLC Rf=0.28 (35% ethyl acetate/hexanes); 1H NMR (CDCl3, 400 MHz) 8.88 (bs, 1H), 8.41 (d, 1H), 7.96 (dd, 1H), 7.74 (m, 4H), 7.52 (d, 1H), 7.22 (m, 1H), 2.75 (s, 3H); MS (Q1) 392 (M)+. An alternative synthetic procedure is as follows. 75 g (435 mmol) of 2-chloro-5-nitroaniline was added to a solution of water (600 mL) and conc. sulfuric acid (60 mL) in a 3 L 3-neck flask equipped for mechanical stirring. The solution was cooled to 0 C. and a solution of sodium nitrite (34.2 g, 496 mmol) in water (130 mL) was added slowly. The mixture was stirred for ½ hr. and then a solution of potassium iodide (130 g, 783 mmol) in water (520 mL) was added dropwise over ½ hr keeping the temperature below 15 C. The solution was stirred for 2 hr, then extracted with EtOAc (3×500 mL). The combined organic extracts were washed with sat. Na2S2O3 (2×500 mL), dried (Na2SO4), and concentrated. The crude iodide was dissolved in hot iPrOH (500 mL) and hexanes (200 mL) were added. The reaction was allowed to cool with stirring and the product was collected by suction filtration after stirring at 0 C. for 2 hr yielding 90 g (318 mmol, 73%) 2-chloro-5-nitro-iodobenzene as a light tan crystalline solid. The 2-chloro-5-nitro-iodobenzene (5 g, 17.6 mmol) was dissolved in 5 mL DMA in an oven dried flask and a 0.5M solution of 2-pyridylzincbromide (53 mL, 26.5 mmol, 0.5 M in THF) was added. The solution was degassed with N2 for ½ hr., the PPh3 (0.185 g, 0.7 mmol) and Pd(PPh3)4 (0.825 g, 0.7 mmol) were added, rinsed in with several mLs THF and the solution was degassed for a further 10 min before heating to 60 C. under N2. The reaction was complete by TLC in 8 h, cooled to RT, and poured into a 1:1 mixture of EtOAc/2.5N NaOH (500 mL). This solution was stirred for 10 min, passed through a course fritted filter containing celite to remove the solid, and then extracted. The organics were washed with brine and concentrated to a brown solid. The combined aqueous layers were backextracted with Et2O (1×200 mL). This was used to suspend the crude product, which was extracted with 1N HCl (1×200 mL, 3×100 mL). The combined aqueous extracts were cooled to 0 C., diluted with EtOAc (250 mL), and made basic with ION NaOH (100 mL). This solution was separated, the aqueous layer extracted with EtOAc, and the combined organics were dried over Na2SO4 and charcoal with stirring. This solution was filtered through celite and concentrated to yield pure 4-chloro-3-(pyridin-2-yl)nitrobenzene (2.47 g, 10.5 mmol, 60% yield) which was used in the next reaction without further purification.

The synthetic route of 74534-15-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Gunzner, Janet L.; Sutherlin, Daniel; Stanley, Mark S.; Bao, Liang; Castanedo, Georgette M.; Lalonde, Rebecca L.; Wang, Shumei; Reynolds, Mark E.; Savage, Scott J.; Malesky, Kimberly; Dina, Michael S.; US2006/63779; (2006); 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. 74534-15-9, name is 1-Chloro-2-iodo-4-nitrobenzene, A new synthetic method of this compound is introduced below., category: iodides-buliding-blocks

Iron (5 eq, 1.9 g) was added to a solution of 1-chloro-2-iodo-4-nitro-benzene (1eq, 1.95 g) in acetic acid (28 mL, 0.25M). The reaction was stirred at70C for 1 h then cooled to room temperature and filtered through celite. The crudereaction mixture was extracted with a solution of saturated ammonium chloride andethyl acetate, dried with magnesium sulfate, filtered and concentrated under vacuum toafford crude 4-chloro-3-iodo-aniline as a red oil, which was used in the next step withoutpurification.

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; Khojasteh, S. Cyrus; Yue, Qin; Ma, Shuguang; Castanedo, Georgette; Chen, Jacob Z.; Lyssikatos, Joseph; Mulder, Teresa; Takahashi, Ryan; Ly, Justin; Messick, Kirsten; Jia, Wei; Liu, Lichuan; Hop, Cornelis E. C. A.; Wong, Harvey; Drug Metabolism and Disposition; vol. 42; 3; (2014); p. 343 – 351;,
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. 74534-15-9, name is 1-Chloro-2-iodo-4-nitrobenzene, This compound has unique chemical properties. The synthetic route is as follows., Safety of 1-Chloro-2-iodo-4-nitrobenzene

Triethylamine (0.2ml, 1.43mmol) was added to a suspension of 1-Chloro-2- iodo-4-nitro-benzene 69 (Step 1) (100mg, 0.354mrnol), 1-ethynyl-2-fluorobenzene (100mg, 0.832mmol), copper iodide (100mg, 0.525mmol),Pd(PPh3)2Cl2 (100mg, 0.142mmol) in dimethylformamide (2ml) at room temperature, then stirred at 700C for 2 hours. Reaction was cooled to room temperature and extracted with ether (50ml), washed with v/ater(20ml), dried (MgSO4), filtered and solvent evaporated yielding a residue which chromatographed on silica gel eluting with 20% v/v MeCI2/hexanes yielding title product 70 as pale yellow solid (80mg,82%).

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 74534-15-9.

Reference:
Patent; SCHERING CORPORATION; WO2007/70398; (2007); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 74534-15-9, name is 1-Chloro-2-iodo-4-nitrobenzene, molecular formula is C6H3ClINO2, 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. Recommanded Product: 74534-15-9

A mixture of compound 2 (10 mmol), iron powder (30 mmol) and saturated NH4Cl aqueous (10 mL) in EtOH (40 mL) was stirred at 75 C for 3 h. The reaction mixture was filtered through celite and the residue was washed with CH2Cl2. The filtrate was evaporated to remove most of EtOH, and then dissolved in CH2Cl2. The organic mixture was washed with water and brine, dried over Na2SO4, and condensed to give a yellow solid, yield 97%. 1H NMR (400 MHz, DMSO-d6) delta 7.14 (dd, J = 5.6, 3.0 Hz, 2H), 6.58 (dd, J = 8.6, 2.7 Hz, 1H), 5.42 (s, 2H). 13C NMR (101 MHz, DMSO) delta 149.28, 129.58, 124.68, 123.10, 115.86, 98.96.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 74534-15-9, its application will become more common.

Reference:
Article; Li, Wenlu; Sun, Qinsheng; Song, Lu; Gao, Chunmei; Liu, Feng; Chen, Yuzong; Jiang, Yuyang; European Journal of Medicinal Chemistry; vol. 141; (2017); p. 721 – 733;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 74534-15-9, name is 1-Chloro-2-iodo-4-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. Recommanded Product: 1-Chloro-2-iodo-4-nitrobenzene

The experimental operation was performed in a G20 argon-filled oxygen-free anhydrous glove box, and the compound was added to a 250 ml sealed tube10 (2.0 g, 7.06 mmol), Compound 11 (2.3 g, 9.17 mmol), KoAC (2.1 g, 21.2 mmol), PdCl2 (dppf) (464.6 mg, 0.64 mmol) and DMF (dimethylformamide, 32 ml) Stir at room temperature until dissolved, tighten the stopper and fill the tube with argon, move the sealed tube into the silicone oil bath, and react at 65C for 15 hours.Continue in the glove box and continue to cool to room temperature. Continue to add compound 13 (4.78g, 21.2mmol), CS2CO3 (6.9g, 21.2mmol) and double distilled water (16ml) to the sealed tube. Tighten the stopper and remove the gloves. The box was stirred at 60C for 3 hours, and the reaction was completed by TLC monitoring.After cooling to room temperature, the oil pump was spin-dried, and extracted with dichloromethane/water. The product was in the organic phase, and the organic phase was separated and dried over anhydrous Na2SO4. The organic solvent was removed by spin-drying to obtain the crude product. Column chromatography, petroleum ether: Elution with ethyl acetate = 70: 1 gave compound 203 as a white solid, 203 mg, overall yield over two steps: 3.2%.

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

Reference:
Patent; Tianjin International Bio-pharmaceutical Joint Institute; Yang Cheng; Rao Zihe; Bai Cuigai; Sun Tao; Li Mingwei; Li Huiying; Li Xiaohui; Lu Jun; Zhao Xiujuan; Sun Tongyan; (41 pag.)CN107556289; (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 74534-15-9 as follows. Application In Synthesis of 1-Chloro-2-iodo-4-nitrobenzene

The 2-chloro-5-nitro-iodobenzene (5g, 17.6 mmol) was dissolved in 5 mL DMA in an oven dried flask and a 0.5M solution of 2-pyridylzincbromide (53 mL, 26.5 mmol, 0.5 M in THF) was added. The solution was degassed with N2 for Vz hr., the PPh3 (0.185g, 0.7 mmol) and Pd(PPh3)4 (0.825g, 0.7 mmol) were added, rinsed in with several mLs THF and the solution was degassed for a further 10 min before heating to 600C under N2. The reaction was complete by TLC in ~8h, cooled to RT, and poured into a 1 :1 mixture of EtO Ac/2.5N NaOH (500 mL). This solution was stirred for 10 min, passed through a course fritted filter containing celite to remove the solid, and then extracted. The organics were washed with brine and concentrated to a brown solid. The combined aqueous layers were backextracted with Et2O (I x 200 mL). This was used to suspend the crude product, which was extracted with IN HCl (I x 200 mL, 3 x 100 mL). The combined aqueous extracts were cooled to 00C, diluted with EtOAc (250 mL), and made basic with ION NaOH (100 mL). This solution was separated, the aqueous layer extracted with EtOAc, and the combined organics were dried over Na2SO4 and charcoal with stirring. This solution was filtered through celite and concentrated to yield pure 4-chloro-3-(pyridin-2-yl)nitrobenzene (2.47g, 10.5 mmol, 60% yield) which was used in the next reaction without further purification.

According to the analysis of related databases, 74534-15-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GENENTECH, INC.; CURIS, INC.; WO2009/126863; (2009); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 74534-15-9, 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. 74534-15-9, name is 1-Chloro-2-iodo-4-nitrobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

The appropriate product 2 (1 mmol, 1 eq) in AcOH/EtOH (1:1, 0.42 M) was added slowly to a solution of Iron powder (6 eq) in AcOH/EtOH(1:2, 2 M) at 60C . The solution was stirred at 70C for 30-60 mins. The reaction mixture was cooled to 23C , filtered through celite, washed with ethyl acetate, and concentrated. The oily residue was dissolved in ethyl acetate (30 mL), washed with saturated aq. NaHCO3 (1 x 15 mL), water (2 x 10 mL), dried (MgSO4) and concentrated. The oily residue was used without further purification.

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

Reference:
Article; Wang, Fangying; Jiang, Hongxia; Deng, Yufang; Yu, Jiang; Zhan, Miao; Zhao, Lifeng; Chen, Yuanwei; Bioorganic and Medicinal Chemistry Letters; vol. 28; 14; (2018); p. 2399 – 2402;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 74534-15-9, name is 1-Chloro-2-iodo-4-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. HPLC of Formula: C6H3ClINO2

The appropriate product 2 (1 mmol, 1 eq) in AcOH/EtOH (1:1, 0.42 M) was added slowly to a solution of Iron powder (6 eq) in AcOH/EtOH(1:2, 2 M) at 60C . The solution was stirred at 70C for 30-60 mins. The reaction mixture was cooled to 23C , filtered through celite, washed with ethyl acetate, and concentrated. The oily residue was dissolved in ethyl acetate (30 mL), washed with saturated aq. NaHCO3 (1 x 15 mL), water (2 x 10 mL), dried (MgSO4) and concentrated. The oily residue was used without further purification.

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

Reference:
Article; Wang, Fangying; Jiang, Hongxia; Deng, Yufang; Yu, Jiang; Zhan, Miao; Zhao, Lifeng; Chen, Yuanwei; Bioorganic and Medicinal Chemistry Letters; vol. 28; 14; (2018); p. 2399 – 2402;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 74534-15-9, name is 1-Chloro-2-iodo-4-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. name: 1-Chloro-2-iodo-4-nitrobenzene

A dried round flask charged with 1-chloro-2-iodo-4-nitrobenzene (17.0 g, 60 mmol), 3,5-dimethylisoxazol-4-ylboronic acid (25.4 g, 180 mmol), Pd(Ph3P)4 (3.47 g, 3.0 mmol) and Ba(OH)28H20 (37.9 g, 120 mmol) in DME (315 mL) and water (93 mL) was evacuated and refilled with N2 gas in several times. The reaction mixture was stirred at 80 C for 16 hours, cooled to room temperature and quenched with water. The mixture wasextracted with EtOAc twice. The combined organic layers were dried over MgSO4, filtered and concentrated in vacuo. The residue was purified by column chromatography on Si02 (Hex/EtOAc = 9:1) to afford the titled compound (5.5 g, 36%) as a yellow solid.?H-NMR (400 MHz, CDC13): oe 8.20 (dd, J 8.4, 2.0 Hz, 1H), 8.09 (d, J= 2.0 Hz, 1H), 7.68 (d, J= 8.4 Hz, 1H), 2.31 (s, 3H), 2.16 (s, 3H).

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

Reference:
Patent; KAINOS MEDICINE, INC.; CHOI, Minjeong; OH, Su-Sung; (113 pag.)WO2016/186453; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com