Category: 202865-85-8

202865-85-8, name is 1-Bromo-4-iodo-2-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. Application In Synthesis of 1-Bromo-4-iodo-2-methylbenzene

Step 1 tert-Butyl N-[(3S)-1-(4-bromo-3-methylphenyl)-5-oxopyrrolidin-3-yl]carbamate A suspension of 2-bromo-5-iodotoluene (1.5 g), tert-butyl ((S)-5-oxopyrrolidin-3-yl)carbamate (2.7 g), copper iodide (95 mg), cesium fluoride (1.9 g), and N,N-dimethylethylenediamine (0.11 ml) in acetonitrile (20 ml) was stirred at 100 C. for 3 hours under a nitrogen atmosphere. After cooling, a saturated aqueous solution of ammonium chloride was added to the reaction solution, followed by extraction with ethyl acetate. The extract was washed with a 10% aqueous sodium thiosulfate solution and saturated saline in this order and then dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (chloroform-methanol) to obtain the title compound (1.8 g). 1H-NMR (CDCl3) delta: 1.45 (9H, s), 2.40 (3H, s), 2.47 (1H, dd, J=17.2, 4.5 Hz), 2.96 (1H, dd, J=17.2, 8.2 Hz), 3.69 (1H, d, J=9.7 Hz), 4.13 (1H, dd, J=9.7, 6.7 Hz), 4.41 (1H, br s), 4.83 (1H, br s), 7.29 (1H, d, J=8.5 Hz), 7.47-7.52 (2H, m).

The synthetic route of 202865-85-8 has been constantly updated, and we look forward to future research findings.

These common heterocyclic compound, 202865-85-8, name is 1-Bromo-4-iodo-2-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. COA of Formula: C7H6BrI

9,9-Dimethyl-9,10-dihydroacridine (2.09 g, 10 mmol), 2-bromo-5-iodobenzene (1.57 mL, 2.07 g/ml, 11 mmol), cuprous iodide ( 0.38g, 0.2mmol)Sodium tert-butoxide (1.92 g, 20 mmol) was added to the reaction flask, and nitrogen gas was exchanged three times (10 min/time), and the solvent (1,4-dioxane) was injected under a nitrogen atmosphere.After the raw material is partially dissolved, inject 2ml.1,2-diaminocyclohexane (coordinating agent),After the injection, the reaction was refluxed at 110 C for 6 h, extracted, concentrated, and powdered.Purification by column chromatography gave a white solid product 2, yield 70%.

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

Reference:
Patent; South China University of Technology; Tang Benzhong; Zhao Zujin; Hu Shimin; Qin Anjun; Hu Rongrong; Wang Zhiming; (24 pag.)CN109593079; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 202865-85-8, name is 1-Bromo-4-iodo-2-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. category: iodides-buliding-blocks

To a 2:1 (v/v) toluene: ethanol solution (0.034 M) of methyl 3-methyl-2 -(4,4,5,5- tetramethyl-l,3,2-dioxaborolan-2-yI)benzoate (1 eq.) from the previous step and 2- bromo-5-iodotoluene (1.2 eq.) was added was added trans-bis(triphenylphospliine) palladium(II) bromide (0.12 eq.). The vessel was repeatedly evacuated and back-filled with nitrogen. Finally, Na2C03 (2 M aq. solution, 3 eq.) was added and the resulting mixture was heated at 50 C for 12 h. The now black suspension was cooled to RT, diluted with ether and quenched with 10% aq. HC1. The aqueous layer was separated and back-extracted with ether. The combined organic extracts were then washed further with 1 N aq. NaOH, water and brine, dried over Na2S04, filtered and the filtrate concentrated in vacuo. Purification of the crude product by way of flash chromatography (Si02, Hex -> 1 :1 (v/v) Hex: EtOAc) afforded the title compound as a colorless oil.

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

Reference:
Patent; MERCK FROSST CANADA LTD.; CHEN, Austin; ASPIOTIS, Renee; MCKAY, Daniel; HAN, Yongxin; FOURNIER, Pierre-Andre; WO2011/57382; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 202865-85-8, 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. 202865-85-8, name is 1-Bromo-4-iodo-2-methylbenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A mixture of 10H-spiro[acridine-9,9?-fluorene] (1) (4.50 g,13.60 mmol), 1-bromo-4-iodo-2-methylbenzene (4.45 g, 15 mmol),copper iodide (260 mg, 0.1.36 mmol), (¡À)-trans-1,2-diaminocyclohexane(0.34 mL, 2.8 mmol) and sodium tert-butoxide (2.60 g,2.80 mmol) in 1,4-dioxane (15 mL) was refluxed overnight under a nitrogenatmosphere. The reaction mixture was then filtered through apad of silica and extracted with chlorofrom. The organic layer waswashed with water and brine, and dried over anhydrous sodium sulfate.The filtrate was concentrated in vacuo to give a crude mixture, which was purified by column chromatography (SiO2, CHCl3_hexane=1:4) toafford compound 3 (2.4 g, 54.5%) as a white solid.1H NMR (400 MHz, CDCl3) delta (ppm): 7.87 (d, J=8.3 Hz, 1H), 7.80(d, J=7.6 Hz, 2H), 7.43-7.32 (m, 5H), 7.28-7.18 (m, 3H), 6.97-6.89(m, 2H), 6.60-6.52 (m, 2H), 6.46-6.30 (m, 4H), 2.54 (s, 3H). 13C NMR(100 MHz, CDCl3) delta (ppm): 156.55, 141.22, 140.97, 140.20, 139.18,134.94, 133.41, 130.11, 128.35, 127.86, 127.58, 127.20, 125.73,124.77, 120.71, 119.89, 114.50, 56.72, 23.16.

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

Reference:
Article; Lee, Youngnam; Woo, Seung-Je; Kim, Jang-Joo; Hong, Jong-In; Dyes and Pigments; vol. 172; (2020);,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 202865-85-8, These common heterocyclic compound, 202865-85-8, name is 1-Bromo-4-iodo-2-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.

To a solution of compound LXXXVI-1 (1.5 g, 4.9 mmol) in DME:H20 = 3: 1 (20 mL), Na2C03 (1.05 g, 9.9mmol) and compound LXXXVI-1A (1.47 mg, 4.9 mmol) were added, the resulting mixture was purged with nitrogen, then Pd (dppf)Cl2 (182 mg, 0.2 mmol) was added. The reaction mixture was stirred at 80 C overnight under nitrogen protection. After completion of the reaction, the mixture was poured into water, extract with EtOAc (30 mL x 3), the combined organic layers were dried over Na2S04, concentrated in vacuo. The residue was purified by chromatography (PE:EA = 100: 1) to afford compound LXXXVI-2 (1.06 g , yield 59.6%).

Statistics shows that 1-Bromo-4-iodo-2-methylbenzene is playing an increasingly important role. we look forward to future research findings about 202865-85-8.

Reference:
Patent; INTERMUNE, INC.; BUCKMAN, Brad, O.; NICHOLAS, John, B.; EMAYAN, Kumaraswamy; SEIWERT, Scott, D.; WO2013/25733; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com