Category: 1753-75-9

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. 1753-75-9, name is 5-Bromobenzo[c][1,2,5]thiadiazole, This compound has unique chemical properties. The synthetic route is as follows., Safety of 5-Bromobenzo[c][1,2,5]thiadiazole

Preparation 2 5-Trimethylsilanylethynylbenzo[1,2,5]thiadiazole A solution of 5-bromo-benzo[1,2,5]thiadiazole (10 g, 80 mmol) was degassed with argon for 10 min, then copper iodide (1.53 g, 8 mmol) and bis-triphenylphospine-palladium-dichloride (1.12 g, 1.6 mmol) were added. TMS-acetylene (12.75 ml) was added via syringe followed by dropwise addition of diisopropylamine over 20 min. The reaction mixture was stirred at ambient temprature overnight. The THF was removed under reduced pressure. Ethyl acetate was added to the resulting brown oil and the mixture was filtered through celite. The residue was partitioned between ethyl acetate and water. The title compound was isolated by column chromatography using petroleum ether as the eluent (9 g, 49%); m/z (API+): 231.1 (MH+), m/z (API-): 233.1 (M).

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 1753-75-9.

Reference:
Patent; Gaster, Laramie Mary; Harling, John David; Heer, Jag Paul; Heightman, Thomas Daniel; Payne, Andrew Hele; US2004/152738; (2004); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 1753-75-9,Some common heterocyclic compound, 1753-75-9, name is 5-Bromobenzo[c][1,2,5]thiadiazole, molecular formula is C6H3BrN2S, 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.

Benzo[1 ,2,5]thiadiazol-5-yl-(8-chloro-[1 ,2,4]triazolo[1 ,5-a]pyrazin-2-yl)-amine (“BIO”)100 mg (0.6 mmol) of 8-pyridin-3-yl-[1 ,2,4]triazolo[1 ,5-a]pyrazin-2-ylamine, mg (0.9 mmol) 5-bromo-2,1 ,3-benzothiadiazole, 68 mg (0.1 mmol) 9,9- dimethyl-4,5-bis(diphenylphosphino)xanthene , 578 mg (1.8 mmol) cesium carbonate and 34 mg bis(dibenzylideneacetone)palladium are dissolved in 1 ml dioxane and stirred at 90 C for 14 h. HPLC and LC-MS analysis show formation of the product (LCMS (method C): mass found (M+H+, 303), HPLC (method D) Rt (min): 3.07.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Bromobenzo[c][1,2,5]thiadiazole, its application will become more common.

Reference:
Patent; MERCK PATENT GMBH; BURGDORF, Lars; SCHULTZ, Melanie; DEUTSCH, Carl; COMAS, Horacido; SWINNEN, Dominique; POMEL, Vincent; GAILLARD, Pascale; HODOUS, Brian; WO2012/25186; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 1753-75-9, name is 5-Bromobenzo[c][1,2,5]thiadiazole, molecular formula is C6H3BrN2S, 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. Computed Properties of C6H3BrN2S

5-bromobenzo[c][1,2,5]thiadiazole (5.00 g, 23.3 mmol), 2-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (9.80 g, 34.9 mmol), potassium carbonate (8.03 g, 58.1 mmol), Dimethoxyethane (DME) (100 mL), and Water (25 mL) were combined in a flask. The solution was purged with nitrogen for 15 min then palladium tetrakis (1.34 g, 1.16 mmol) was added. The reaction was heated to reflux under nitrogen overnight. The reaction mixture was extracted with ethyl acetate (3 times), then washed with Brine and Water. The crude solid was purified with silica gel using 60/40 heptanes/Ethyl Acetate as the solvent system to afford a 4.70 g (70% yield) of a white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1753-75-9, its application will become more common.

Reference:
Patent; Universal Display Corporation; BOUDREAULT, Pierre-Luc T.; ALLEYNE, Bert; XIA, Chuanjun; (154 pag.)US2018/13077; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 1753-75-9, name is 5-Bromobenzo[c][1,2,5]thiadiazole, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C6H3BrN2S

Synthesis of 5,5′-bis(2,1,3-benzothiadiazole) A reaction mixture prepared by adding 4.6 g (21.4 mmol) of 5-bromo-2,1,3-benzothiadiazole and 2 g (31.5 mmol) of copper powder to 10 mL of dimethylformamide was heated with stirring at 150 C. for 6 hours. This reaction mixture was cooled and then poured into water (40 mL), and a resulting precipitate was filtered and collected. After this precipitate was dried, it was extracted with benzene (20 mL*3). After combining these benzene extracts, the combined extract was dried under vacuum to complete dryness. A resulting oily residue was triturated with petroleum ether, and a mother liquor was removed to yield 2.1 g of 5,5′-bis(2,1,3-benzothiadiazole) (melting point, 61 to 62 C.; yield, 73%).

According to the analysis of related databases, 1753-75-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SHOWA DENKO K. K.; US2009/149676; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 1753-75-9, The chemical industry reduces the impact on the environment during synthesis 1753-75-9, name is 5-Bromobenzo[c][1,2,5]thiadiazole, I believe this compound will play a more active role in future production and life.

A vial was charged with Ih (7 mg, 2 mol %) and LiCl (67.0 mg, 1.6 mmol) as necessary followed by a stirbar under an inert atmosphere. The vial was then sealed with a septum and purged under an inert atmosphere after which DME (0.8 mL) was added and the suspension was stirred until 1 h had dissolved. After this time, the organohalide (0.5 mmol) and the organomagnesium (0.8 mL, 1.0 M in THF or ether, 0.8 mmol) were added (active catalyst is indicated by the reaction solution turning orange). The septum was replaced with a Teflon-lined screw cap under an inert atmosphere and the reaction stirred at RT or warmed to 60 or 70 C. until complete. After this time, the mixture was diluted with a suitable organic solvent (15 mL) and washed successively with 1 M Na3EDTA solution (prepared from EDTA and 3 equiv of NaOH), water and brine. After drying (anhydrous MgSO4) the solution was filtered, the solvent removed in vacuo, and the residue purified by flash chromatography. A summary of the substrate scope that was explored is presented in Table 8.

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, 5-Bromobenzo[c][1,2,5]thiadiazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Total Synthesis, Ltd.; US2007/73055; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary