September 18, 2021 News Extracurricular laboratory: Synthetic route of 33184-48-4

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Adding a certain compound to certain chemical reactions, such as: 33184-48-4, name is 4-Chloro-2-iodo-1-methylbenzene, 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 33184-48-4, Formula: C7H6ClI

The boronate ester (1.0 equiv), iodo-benzene (1.0 equiv), palladium catalyst (0.1 equiv) and potassium carbonate (3.0 equiv) was added to a solution of deoxygenated DMF. The flask was flushed with argon for 15 minutes, fitted with a dry tube and run over night at 110 0C. The reaction was poured onto water and extracted three times with ethyl acetate. The organic layers were washed with a brine solution, dried over anhydrous sodium sulfate. The reaction was purified through a 10 g SPE tube in a mixture of ethyl acetate and hexanes. IH NMR was used to confirm the purity of the product.; 4-(5-Chloro-2-methyl-phenyl)-3,6-dihydro-2H pyridine- 1-carboxylic acid tert-butyl ester was synthesized from 4-(4,4,5,5-tetramethyl-[l,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyridin-l- carboxylic acid tert-butyl ester ( 0.200 g, 0.647 mmol), 4-chloro-2-iodo-l -methyl-benzene ( 0.163 mg, 0.647 mmol), Pd Cl2 (dppf) (0.053 g, 0.0647 mmol) and potassium carbonate (0.268 g, 1.94 mmol) in 20.0 mL of DMF. The reaction was purified by eluting through a 10 g SPE tube using a solution of 10% ethyl acetate and hexanes to yield a brown liquid (0.236 g, 124%). 1H NMR (300 MHz, CDC3) delta ppm: 1.54 (s, 9H), 2.02 (s, 2H), 2.39 (s, 3H), 3.66 (br, 2H), 4.15-4.06 (br, 2H), 5.52 (br, IH), 7.78-7.07 (m, 3H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; ASTRAZENECA AB; NPS PHARMACEUTICALS, INC.; WO2006/71730; (2006); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Extracurricular laboratory: Synthetic route of 33184-48-4

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Adding a certain compound to certain chemical reactions, such as: 33184-48-4, name is 4-Chloro-2-iodo-1-methylbenzene, 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 33184-48-4, Recommanded Product: 4-Chloro-2-iodo-1-methylbenzene

The boronate ester (1.0 equiv), iodo-benzene (1.0 equiv), palladium catalyst (0.1 equiv) and potassium carbonate (3.0 equiv) was added to a solution of deoxygenated DMF. The flask was flushed with argon for 15 minutes, fitted with a dry tube and run over night at 110 0C. The reaction was poured onto water and extracted three times with ethyl acetate. The organic layers were washed with a brine solution, dried over anhydrous sodium sulfate. The reaction was purified through a 10 g SPE tube in a mixture of ethyl acetate and hexanes. IH NMR was used to confirm the purity of the product.; 4-(5-Chloro-2-methyl-phenyl)-3,6-dihydro-2H pyridine- 1-carboxylic acid tert-butyl ester was synthesized from 4-(4,4,5,5-tetramethyl-[l,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyridin-l- carboxylic acid tert-butyl ester ( 0.200 g, 0.647 mmol), 4-chloro-2-iodo-l -methyl-benzene ( 0.163 mg, 0.647 mmol), Pd Cl2 (dppf) (0.053 g, 0.0647 mmol) and potassium carbonate (0.268 g, 1.94 mmol) in 20.0 mL of DMF. The reaction was purified by eluting through a 10 g SPE tube using a solution of 10% ethyl acetate and hexanes to yield a brown liquid (0.236 g, 124%). 1H NMR (300 MHz, CDC3) delta ppm: 1.54 (s, 9H), 2.02 (s, 2H), 2.39 (s, 3H), 3.66 (br, 2H), 4.15-4.06 (br, 2H), 5.52 (br, IH), 7.78-7.07 (m, 3H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; ASTRAZENECA AB; NPS PHARMACEUTICALS, INC.; WO2006/71730; (2006); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 4-Chloro-2-iodo-1-methylbenzene

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, 4-Chloro-2-iodo-1-methylbenzene, other downstream synthetic routes, hurry up and to see.

Electric Literature of 33184-48-4, 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. 33184-48-4, name is 4-Chloro-2-iodo-1-methylbenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 1: 5-Chloro-2-methylbenzaldehyde To a solution of 4-chloro-2-iodo-1-methylbenzene (5.0 g, 19.8 mmol) in THE (40 mL) n-BuL (2.5 M fl hexane, 8.72 mL, 21.8 mmoA) was sAowVy added dropwse at -78 C under argon. The mixture was stirred at -78 C for 1 h, then DME (7.7 mL, 99 mmol) was added, foWowed by warming to room temperature n 4 h and quenching wfth 1 N HC (5 mL). The reacton mixture was stirred overnight, dUuted wfth iN HC (50 mL) and Et20, the organc phase wasseparated, washed wfth aqueous brine, dried over Na2SO4 and evaporated to give the tte compound (314 g, 94%) as a yeWow oN,1H NMR (600 MHz, DMSO-d6) 10.17 (s, 1H), 7.80 (d, J = 2.2 Hz, 1H), 7.60 (dd, J = 2.4, 8.1 Hz, 1H), 7.37 (d, J8.1 Hz, 1H), 2.57 (s, 3H).

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, 4-Chloro-2-iodo-1-methylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NERVIANO MEDICAL SCIENCES S.R.L.; BRASCA, Maria Gabriella; BINDI, Simona; CALDARELLI, Marina; NESI, Marcella; ORRENIUS, Sten Christian; PANZERI, Achille; WO2014/19908; (2014); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Sources of common compounds: 33184-48-4

Statistics shows that 4-Chloro-2-iodo-1-methylbenzene is playing an increasingly important role. we look forward to future research findings about 33184-48-4.

Synthetic Route of 33184-48-4, These common heterocyclic compound, 33184-48-4, name is 4-Chloro-2-iodo-1-methylbenzene, 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 P(^-Bu)3 (0.0757 M, 5.19 ml_, 0.393 mmol) and a solution of 4-chloro-2-iodo-1-methylbenzene a107 (5.0 g, 19.8 mmol) and tert-butyl acetate (2.53 g, 21.8 mmol) in degassed toluene (50 ml.) are added to a mixture of LiHMDS (7.60 g, 45.5 mmol) and Pd(dba)2 (0.226 g ,0.393 mmol), under argon atmosphere. The reaction mixture is stirred at room temperature for 20 hours (according to the LC-MS data, 2-3 hours are sufficient for the reaction to go to completion) and it is quenched with a saturated ammonium chloride solution (50 mL). After 15 min the organic layer is separated, and the aqueous layer is extracted with diethylether. The combined organic extracts are dried over anhydrous Na2SC>4 and evaporated. The residue is purified by chromatography on silicagel (petroleum ether/AcOEt 10/1 v/v) to afford, after evaporation, tert-butyl (5-chloro-2-methylphenyl)acetate a108 (3.70 g) as a yellow oil (90 % purity). Yield: 77 %.1 H NMR deltaH (CDCI3, 400 MHz, ppm): 1.44 (s, 9H); 2.26 (s, 3H); 3.50 (s, 2H), 7.06-7.19 (m,3H).

Statistics shows that 4-Chloro-2-iodo-1-methylbenzene is playing an increasingly important role. we look forward to future research findings about 33184-48-4.

Reference:
Patent; UCB PHARMA S.A.; WO2008/132139; (2008); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Discovery of 33184-48-4

The synthetic route of 33184-48-4 has been constantly updated, and we look forward to future research findings.

Related Products of 33184-48-4, These common heterocyclic compound, 33184-48-4, name is 4-Chloro-2-iodo-1-methylbenzene, 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.

Alternatively, to a mixture of magnesium (1.46 g, 60.0 mmol) and tetrahydrofuran (100 ml) was added a small crystal of iodine followed by 4-chloro-2-iodo-toluene (12.62 g, 50 mmol). The mixture was heated under gentle reflux in an argon atmosphere for 6 hours and then cooled to -78 C. A solution of cyanuric chloride (7.84 g, 42.5 mmol) in tetrahydrofuran (45 ml) was added over 25 minutes. After stirring at -78 C. for 1 hour, the mixture was slowly warmed to room temperature and stirred for 16 hours. The reaction mixture, cooled in an ice bath, was quenched by slow addition of hydrochloric acid (1 M, 15 ml). The mixture was diluted with water (150 ml) and extracted with dichloromethane (3*125 ml). The combined extracts was washed with water (150 ml), dried over sodium sulfate, and concentrated under reduced pressure. The residue was purified by flash chromatography on silica gel eluding with ethyl acetate-hexane (7:93) to provide 2,4-dichloro-6-(5-chloro-2-methyl-phenyl)-[1,3,5]triazine (10.2 g, 87% yield) as a white powder.

The synthetic route of 33184-48-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Cell Therapeutics, Inc.; US2003/153570; (2003); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com