Category: 22034-13-5

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 22034-13-5 as follows. Quality Control of 4-Bromobenzo[c][1,2,5]thiadiazole

General procedure: To a solution of 4-bromobenzo[c] [1,2,5]thiadiazole (107 mg,0.50 mmol) and N,N-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (124 mg, 0.50 mmol) in toluene-ethanol(30 mL/10 mL), Pd(PPh3)4 (57 mg, 0.05 mmol) and anhydrous K2CO3 (207 mg, 1.5 mmol) were added under an argon flow at room temperature. The mixturewas then heated to 80 °C for12 h. The mixture was quenched with water after cooling back to room temperature and extracted with dichloromethane. The combined extract was dried with anhydrous Na2SO4 and concentrated by rotary evaporation. The residue was purified by column chromatography on silica gel with CH2Cl2/petroleum (1:1) to afford NBT as an orange solid.

According to the analysis of related databases, 22034-13-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Jiang, Di; Chen, Songhua; Xue, Zheng; Li, Yongjun; Liu, Huibiao; Yang, Wensheng; Li, Yuliang; Dyes and Pigments; vol. 125; (2016); p. 100 – 105;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 22034-13-5, name is 4-Bromobenzo[c][1,2,5]thiadiazole, belongs to bromides-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 22034-13-5, Computed Properties of C6H3BrN2S

In a first step, 10 g (73.52 mmol) of 2,1,3-benzothiadiazole (1) was added to a 100 ml round-Suspended in 50 ml HBr solution (48percent),A solution of 2.8 ml (54.26 mmol) of bromine was added dropwise with vigorous stirring,After all the drops were added, the mixture was heated to 150 ° C and refluxed for 2 hours.After completion of the reaction, the mixture was cooled to room temperature,The reaction mixture was poured into 500 ml of water,The precipitated solid was filtered to give 10.4 g of crude product;The crude product contains a small amount of dibromo substituted product as well as the starting material.The crude product is directly put into the next step.Under nitrogen protection,To a 500 ml two-necked round bottom flask equipped with a condenser tube was added 8.556 g of crude product (assuming all 4-bromo-2,1,3-benzothiadiazole (2), 40 mmol)10.208 g (44 mmol) of 4-formylphenylboronic acid pinacol ester,2.32 g (2.0 mmol) of tetrakis (triphenylphosphine) palladium and 200 ml of THF,Followed by the addition of 200 ml of an aqueous solution of potassium carbonate (11.06 g, 80 mmol), heated to reflux and stirred for 12 h.After completion of the reaction, the mixture was cooled to room temperature and the mixture was extracted three times with dichloromethane. The separated organic layer was dried over anhydrous sodium sulfate. The crude product obtained by distilling off the solvent under reduced pressure was treated with dichloromethane / petroleum ether (2: 1) as the eluent,Silica gel column chromatography afforded 8.2 g of pale yellow 4-formylphenyl-2,1,3-benzothiadiazole (3).

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

Reference:
Patent; Jiangnan University; Ye, Jun; Liu, Huan; Zhang, Mingfei; (15 pag.)CN106588935; (2017); A;,
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. 22034-13-5, name is 4-Bromobenzo[c][1,2,5]thiadiazole, This compound has unique chemical properties. The synthetic route is as follows., name: 4-Bromobenzo[c][1,2,5]thiadiazole

To a clear solution of B(C6F5)3 (0.050 g, 0.098 mmol) in CH2Cl2 (5 mL) was added a colorless solution of 4-bromo-benzo[2,1,3]thiadiazole (0.021 mg, 0.098 mmol) in CH2Cl2 (5 mL). The resulting yellow solution was allowed to stir for 30 minutes at room temperature. The solvent was removed in vacuo and the resulting solid washed with pentanes (2.x.10 mL) and dried under vacuum for 1 hour. The product was collected as a faint yellow solid. Recovered yield, 60 mg (85percent). Crystal’s suitable for X-ray diffraction were grown via slow diffusion of pentane into a concentrated solution of 4 in CH2Cl2. Upon addition of excess B(C6F5)3 (3 equivalents total) to 4, no change in the 1H or 19F spectrum was observed from 25 to -50° C. 1H NMR (CD2Cl2): delta 8.02 (d, 3JH-H=8 Hz, 1H, benzothiadiazole-p-CH), 7.71 (dd, 3JH-H=8 Hz, 3JH-H=8 Hz, 1H, benzothiadiazole-m-CH), 7.50 (d, 3JH-H=8 Hz, 1H, benzothiadiazole-o-CH). {1H} NMR (CD2Cl2): delta -5.5 (bs). 13C{1H} NMR (CD2Cl2, -50° C.) partial: 152.79, (s, quaternary), 149.22 (s, quaternary), 148.90 (dm, 1JC-F=250 Hz, CF), 148.22 (dm, 1JC-F=250 Hz, CF), 146.55 (dm, 1JC-F=245 Hz, CF), 141.73 (dm, 1JC-F=245 Hz, CF), 140.85 (dm, 1JC-F=250 Hz, CF), 138.99 (dm, 1JC-F=240 Hz, CF), 137.05 (dm, 1JC-F=245 Hz, CF), 136.74 (s, benzothiadiazole-m-CH), 134.01 (s, benzothiadiazole-p-CH), 131.90 (dm, 1JC-F=250 Hz, CF), 117.22 (quaternary), 116.05 (s, benzothiadiazole-o-CH). 19F NMR (CD2Cl2): delta -125.2 (br, 1F, ortho-C6F5), -131.0 (br, 3F, ortho-C6F5), -135.2 (br, 1F, ortho-C6F5), -137.2 (br, 1F, ortho-C6F5), -154.5 (s, 1F, para-C6F5), -156.5 (br, 2F, para-C6F5), -161.6 (br, 2F, meta-C6F5), 163.8 (br, 4F, meta-C6F5). 19F NMR (CD2Cl2, -50° C.): delta -125.17 (m, 1F, 3JF-F=22 Hz, ortho-C6F5), -130.58 (m, 1F, 3JF-F=21 Hz, ortho-C6F5), -131.42 (m, 2F, 3JF-F=24 Hz, ortho-C6F5), -134.13 (m, 1F, 3JF-F=24 Hz, ortho-C6F5), -137.58 (m, 1F, 3JF-F=24 Hz, ortho-C6F5), -153.99 (m, 1F, 3JF-F=20 Hz, para-C6F5), -155.31 (m, 1F, 3JF-F=20 Hz, para-C6F5), -157.27 (m, 1F, 3JF-F=22 Hz, para-C6F5), -161.28 (m, 1F, 3JF-F=20 Hz, meta-C6F5), -162.91 (m, 1F, 3JF-F=20 Hz, meta-C6F5), -162.74 (m, 1F, 3JF-F=20 Hz, meta-C6F5), -163.33 (m, 1F, 3JF-F=20 Hz, meta-C6F5), -163.77 (m, 1F, 3JF-F=22 Hz, meta-C6F5), -164.03 (m, 1F, 3JF-F=22 Hz, meta-C6F5). UV-vis: lambdamax=355 nm. X-Ray: C24H3B1Br1F15N2S1. Space Group=P-1. Cell: a=10.82(15) , b=11.82(18) , c=12.36(18) , alpha=63.7(3)°, beta=75.1(3)°, gamma=84.1(4)°, V=1369(35) 3. R=0.0432percent, Rw=0.1132percent. GOF=1.027.

According to the analysis of related databases, 22034-13-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bazan, Guillermo C.; Welch, Gregory C.; Coffin, Robert; Peet, Jeff; US2011/28656; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 22034-13-5, 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. 22034-13-5, name is 4-Bromobenzo[c][1,2,5]thiadiazole, This compound has unique chemical properties. The synthetic route is as follows.

2000mL 1-neck flask (one neck flask) for 4-bromo-benzo [c] [1,2,5] thiadiazole (10g, 46.5 mmol), NaBH4 (17.6g, 465 mmol) were placed into a 900mL EtOH after stirring at room temperature for 16 hours. When the reaction is complete, remove the solvents by rotary evaporation the drier and extracted with CHCl3. Thus extracted organic layer was washed with brine solution. Thereafter, the dried organic layer was again put on MgSO4 and the solvent removed by evaporation dryer to give the title compound C-2-1 (8.0g, 47.6 mmol, 92percent).

The chemical industry reduces the impact on the environment during synthesis 4-Bromobenzo[c][1,2,5]thiadiazole. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Hee SungMaterial Co., Ltd; Lee, Gyung Uhn; Kim, Sin Tae; Kim, Yeong Woo; Uhm, Sung Jin; Lee, Ju Dong; (54 pag.)KR101612903; (2016); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

22034-13-5, name is 4-Bromobenzo[c][1,2,5]thiadiazole, belongs to bromides-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. Recommanded Product: 22034-13-5

To a flask equipped with a reflux device, 3.3 g (29.0 mmol) of t-butoxypotassium, 0.3 g (0.5 mmol) of PEPPSI?-IPr (manufactured by Sigma-Aldrick corporation, product name) as a Pd catalyst, 150 mL of toluene, 5.2 g (24.1 mmol) of the compound (b), and 8.0 mL (26.5 mmol) of bis(2-ethylhexyl)amine were added, and it was refluxed at 120° C. for five hours under a nitrogen atmosphere. After a reaction was finished, solids in a reaction solution were removed by filtration, the filtrate was condensed, and then refinement was performed by column chromatography using hexane/ethyl acetate (99:1, volume ratio) as a developing solution, to thereby obtain a compound (c) (5.3 g, 14 mmol, yield: 58percent).

The synthetic route of 22034-13-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AGC Inc.; MIYAKE, Noriaki; Okada, Satoshi; Irisawa, Jun; Konishi, Teppei; Matsuura, Keigo; US2018/346729; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 22034-13-5, name is 4-Bromobenzo[c][1,2,5]thiadiazole, A new synthetic method of this compound is introduced below., Quality Control of 4-Bromobenzo[c][1,2,5]thiadiazole

After reacting lithium diisopropylamide (LDA) with N-Boc-3-methylindole in tetrahydrofuran (THF) at -20 ° C.,Triisopropyl borate was added and reacted for 1.5 hours to obtain N-Boc-3-methylindole-2-boronic acid.As shown by the following formula (8), “Boc” represents a tert-butoxycarbonyl group.Next, without isolating the obtained boronic acid, in the presence of tetrakis (triphenylphosphine) palladium (20 molpercent),The reaction was allowed to proceed at 95 ° C. for 4 hours in a mixed solvent of 4-bromo-2,1,3-benzothiadiazole and dioxane / potassium carbonate aqueous solution to obtain an indolylbenzothiadiazole derivative 1a in a yield of 84percent

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; YOKOHAMA NATIONAL UNIVERSITY; ITO, SUGURU; ASAMI, MASATOSHI; YAMADA, TAKESHI; TAGUCHI, TOMOHIRO; (23 pag.)JP2017/57191; (2017); A;,
Bromide – Wikipedia,
bromide – Wiktionary

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 22034-13-5 as follows. Application In Synthesis of 4-Bromobenzo[c][1,2,5]thiadiazole

General procedure: To a solution of 4-bromobenzo[c] [1,2,5]thiadiazole (107 mg,0.50 mmol) and N,N-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (124 mg, 0.50 mmol) in toluene-ethanol(30 mL/10 mL), Pd(PPh3)4 (57 mg, 0.05 mmol) and anhydrous K2CO3 (207 mg, 1.5 mmol) were added under an argon flow at room temperature. The mixturewas then heated to 80 °C for12 h. The mixture was quenched with water after cooling back to room temperature and extracted with dichloromethane. The combined extract was dried with anhydrous Na2SO4 and concentrated by rotary evaporation. The residue was purified by column chromatography on silica gel with CH2Cl2/petroleum (1:1) to afford NBT as an orange solid.

According to the analysis of related databases, 22034-13-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Jiang, Di; Chen, Songhua; Xue, Zheng; Li, Yongjun; Liu, Huibiao; Yang, Wensheng; Li, Yuliang; Dyes and Pigments; vol. 125; (2016); p. 100 – 105;,
Bromide – Wikipedia,
bromide – Wiktionary

22034-13-5, name is 4-Bromobenzo[c][1,2,5]thiadiazole, belongs to bromides-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. Product Details of 22034-13-5

A 100 mL round bottom flask is charged with 4-bromobenzo[cl[1,2,Slthiadiazole (1.61 g, 7.49 mmol, 1.00 equiv), tert-butyl (4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)carbamate (2.74 g, 8.24 mmol, 1.10 equiv), potassium carbonate (3.10 g, 22.5 mmol, 3.00 equiv), and [1,1? -Bis(diphenylphosphino)ferrocenel dichloropalladium(ll) (0.274 g, 0.374 mmol, 5.00 molpercent). The flask is connected to a reflux condenser and is placed under a nitrogen atmosphere. 38 mL of nitrogen-sparged 9:1 dioxane:water is added and the mixture was stirred at 100°C overnight.The solution is cooled and quenched with water. Product is extracted with several portions of dichloromethane. Combined organic fractions are dried with Mg504, concentrated, and purified by chromatography on silica gel (20percent EtOAc in hexane). A white solid is isolated. The material is immediately dissolved in 30 mL dichloromethane and 3 mL concentrated HC1 are added. The mixture is stirred at ambient temperature overnight. The slurry is filtered, and the isolated white solid is rinsed with a few additional portions of dichloromethane. The solid is dried in a vacuum oven for several hours. Proton/CarbonNMR are consistent with the HC1-salt of the desired product. ?H NMR (500 MHz, DMSOd 6) oe 8.62 (s, 3H), 8.11 (dd, J= 8.7, 1.1 Hz, 1H), 8.06?7.96 (m, 2H), 7.88 (dd, J=7.0, 1.1 Hz, 1H), 7.82 (dd, J= 8.6, 7.0 Hz, 1H), 7.68 (d, J= 8.1 Hz, 2H), 4.11 (s, 2H). ?3C NMR (126 MHz, DMSO-d6) oe 154.95, 152.61, 136.77, 134.14, 132.71, 130.08, 129.16, 129.07, 128.01, 120.61, 41.81.

The synthetic route of 22034-13-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DOW GLOBAL TECHNOLOGIES LLC; YOUNG, Kaylie L.; CUMMINS, Clark H.; GLOVER, William C.; GRIGG, Robert David; (26 pag.)WO2019/27608; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 22034-13-5, name is 4-Bromobenzo[c][1,2,5]thiadiazole, A new synthetic method of this compound is introduced below., Product Details of 22034-13-5

A mixture of 2,7-bis-boronic acid pinacol ester-4-hexylcarbazole-9,9-diarylfluorene (0.2 g, 0.24 mmol, 1 equiv), 4-bromo-2,1,3-thiadiazole (0.206 g, 1 mmol, 4 equiv) were dissolved in 15 ml of a dry bubbling packed with tetrahydrofuran in N2, 5 ml of potassium carbonate aqueous solution (2 mol / L), followed by the addition of 40 mg of palladium catalyst tetraphenylphenylphosphine The reaction mixture was heated at 85 ¡ã C for 24 h and extracted with methylene chloride. After drying, the mixture was purified by rotary distillation using petroleum ether: dichloromethane = 4: 1 silica gel to give a powdery solid in 68percent

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; Nanjing Tech University; Han Yamin; Bai Lubing; Lin Jinyi; (12 pag.)CN106967056; (2017); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 22034-13-5, 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 22034-13-5 as follows.

FIG. 1 shows a synthesis reaction formula of an indolylbenzothiadiazole derivative according to Examples. N-Boc-indole-2-boronic acid (1 mmol) represented by the formula (4)4-bromo-2, 1, 3-benzothiadiazole (1 mmol) and Pd (PPh 3) 4 (0.1 mmol) represented by the formula (5)The reaction was carried out in dioxane / 2 M aqueous solution of K 2 CO 3 at 95 ¡ã C. for 10 hours. Incidentally,”Boc” represents a tert-butoxycarbonyl group as shown by the formula (6).Next, after post-treatment according to a conventional method, purification was carried out by silica gel column chromatography to obtain a fluorescent organic dye as an indolylbenzothiadiazole derivative represented by the formula (7) in a yield of 83percent.

According to the analysis of related databases, 22034-13-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Yokohama National University; Ito, Suguru; Asami, Masatoshi; Yamada, Takeshi; (16 pag.)JP2016/210753; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary