Tag: M.W=300-400

Synthetic Route of 955959-84-9,Some common heterocyclic compound, 955959-84-9, name is 4-(4-Bromophenyl)dibenzo[b,d]furan, molecular formula is C18H11BrO, 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.

475 mg (1.00 mmol) of Intermediate (H), 388 mg (1.20 mmol) of 4-(4-bromophenyl)dibenzo[b,d]furan, 91.6 mg(0.100 mmol) of Pd2(dba)3, 100 mL (50percent in toluene, 0.200 mmol) of tri-tert-butylphosphine (ttbp), and 192 mg (2.00mmol) of sodium tert-butoxide were added to 10 mL of xylene, and then, the mixture was heated at a temperature of145 °C while stirring. When the reaction stopped, the reaction product was cooled to room temperature and then subjectedto silica gel to perform filtering under a reduced pressure, and the filtration solution was concentrated under a reducedpressure. The product was subjected to silica gel column chromatography (ethylacetate: n-hexane = 1: 4 volume tovolume). The product was refined by recrystallization using toluene/methanol to obtain 508 mg (yield of 71 percent) of Compound4 as a target compound. LC-Mass (calculated: 715.26 g/mol, found: M+1 = 716 g/mol)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-(4-Bromophenyl)dibenzo[b,d]furan, its application will become more common.

Reference:
Patent; Samsung Electronics Co., Ltd; Samsung SDI Co., Ltd.; Jung, Yongsik; Son, Jhunmo; Lee, Seungjae; Kim, Youngkwon; Kim, Hyungsun; Chung, Yeonsook; EP2878599; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 955959-84-9, A common heterocyclic compound, 955959-84-9, name is 4-(4-Bromophenyl)dibenzo[b,d]furan, molecular formula is C18H11BrO, 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 mixture of 3.6 g (4.3 mmol) N4,N4?-di(biphenyl-4-yl)-N4-(10,10-dimethyl-10H-indeno[2,1-b]triphenylen-12-yl)biphenyl-4,4?-diamine, 1.6 g (5.0 mmol) of 4-(4-bromophenyl)dibenzo[b,d]furan, 0.025 g (0.1 mmol) of palladium(II)acetate, 0.07 g (0.19 mmol) of 2-(dicyclohexylphosphino)biphenyl, 0.65 g (7 mmol) of sodium tert-butoxide and 50 ml of toluene was refluxed under nitrogen overnight. After finishing the reaction, then cooled to room temperature. The organic layer was extracted with dichloromethane and water, dried with anhydrous magnesium sulfate, the solvent was removed and the residue was purified by column chromatography on silica gel (hexane-dichloromethane) to give product 2.8 g (yield 61percent) as a yellow solid. MS (m/z, FAB+):1072.1

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; YEN, FENG-WEN; (36 pag.)US2016/343941; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 18648-66-3, 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. 18648-66-3, name is 2-(4-Bromophenyl)-1,1-diphenylethylene, This compound has unique chemical properties. The synthetic route is as follows.

Into a 500 ml three-necked flask equipped with a condenser, 0.16 g (6.6 mmole) of magnesium, a small piece of iodine and 10 ml of THF were placed under a stream of argon. After the resultant mixture was stirred at the room temperature for 30 minutes, a solution prepared by dissolving 1 g (3 mmole) of 1-(4-bromophenyl)-2,2-diphenylethylene into 10 ml of THF was added dropwise. After the addition was completed, the resultant mixture was stirred at 60C for 1 hours, and a Grignard reagent was prepared. Into a 500 ml three-necked flask equipped with a condenser, 0.45 g (1 mmole) of 2,6/2,7-di-t-butyl-9,10-dibromoanthracene, 0.04 g (5% by mole) of dichlorobis(triphenylphosphine)palladium, 0.1 ml (1M; 0.1 mmole) of a toluene solution of diisobutylaluminum hydride and 10 ml of THF were placed under a stream of argon. After the Grignard reagent prepared above was added dropwise to the obtained solution at the room temperature, the resultant mixture was heated under stirring for one night. After the reaction was completed, the reaction solution was cooled with ice water. The formed crystals were separated by filtration and washed with 50 ml of methanol and 50 ml of acetone successively, and 0.4 g of a yellow powder was obtained. The obtained yellow powder was identified to be Compound (A2) by the measurements in accordance with NMR, IR and FD-MS (the yield: 50%).

The chemical industry reduces the impact on the environment during synthesis 2-(4-Bromophenyl)-1,1-diphenylethylene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; IDEMITSU KOSAN CO., LTD.; EP1440959; (2004); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 10546-67-5, name is 2,6-Dibromo-4-(tert-butyl)aniline, 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 10546-67-5, Recommanded Product: 2,6-Dibromo-4-(tert-butyl)aniline

41.0 g (133.54 mol) of Intermediate 14, 22.7 g (133.54 mol) of 2-methoxybenzoyl chloride and 500 mL of THF were added and the mixture was stirred at room temperature for 3 hours. After the reaction was completed, the solvent was distilled off under reduced pressure. And solidified with diisopropyl ether (IPE) to obtain 38.2 g (yield: 64.8%) of a white solid compound (Intermediate (15)).

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; Samsung Display Co., Ltd.; Raepto Co., Ltd.; Cho Hwan-hui; Bae Seong-su; Oh Yu-jin; Kim Gyu-ri; Jeong Hye-in; Han Gap-jong; Kim Nam-ho; Kim Hye-jeong; (64 pag.)KR2019/25788; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 955959-84-9, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 955959-84-9 name is 4-(4-Bromophenyl)dibenzo[b,d]furan, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

A solution of dibenzofuran-4-boronic acid (1.0 g, 4.7 mmol) in ethanol (10 ML) was added to a stirred solution of 1- bromo-4-iodobenzene (1.33 g, 4.7 mmol) and tetrakis- (triphenylphosphine) palladium (0) (271 mg, 5 MOLpercent) in toluene (40 mL). 2N sodium carbonate (4.7 mL, 9.4 mmol) was added and the reaction was heated to 90°C (oil bath temp. ) for 2-3 hrs until complete (TLC control). The reaction mixture was cooled to room temperature and partitioned between water and diethyl ether. The phases were separated, the aqueous phase being further extracted with diethyl ether (2 x 20 mL). The combined extract was washed with water and brine. The ethereal solution was dried over anhydrous MGS04, filtered and concentrated in vacuo to yield 4- (4-BROMOPHENYL)-DIBENZOFURAN as a yellow solid, which was used immediately without further purification. A solution of 4-FORMYLPHENYLBORONIC acid (0.9 g, 5.64 mmol) in ethanol (10 mL) was added to a stirred solution of the crude 4- (4-BROMOPHENYL)-DIBENZOFURAN (from the previous reaction) in toluene (40 mL). tetrakis- (Triphenylphosphine) palladium (0) (270 mg, 5 molpercent) and 2N sodium carbonate (4.7 mL, 9.4 mmol) were added and the reaction was heated to 100°C (oil bath temp. ) for 2-3 hrs until complete (TLC control). The reaction mixture was cooled to room temperature and partitioned between water and ethyl acetate. The phases were separated, the aqueous phase being further extracted with ethyl acetate (2 x 20 mL). The combined extract was washed with 0.5 N hydrochloric acid, water and brine and then dried over anhydrous MGS04, filtered and concentrated in vacuo. Purification of the product by flash column chromatography, using 10-20percent ethyl acetate in hexane as eluent, afforded the title compound has a white solid (1.51g).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-(4-Bromophenyl)dibenzo[b,d]furan, and friends who are interested can also refer to it.

Reference:
Patent; THE INSTITUTE OF PHARMACEUTICAL DISCOVERY, LLC; WO2004/99170; (2004); A2;,
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. 955959-84-9, name is 4-(4-Bromophenyl)dibenzo[b,d]furan, A new synthetic method of this compound is introduced below., HPLC of Formula: C18H11BrO

4(4-bromophenyl)dibenzo[b,d]furan (138 mmol) and 4(9-ethyl-9H-indazol-1-yl)aniline (125.5 mmol) were added to the reaction vessel in that order. After tris(dibenzylideneacetone)dipalladium (6.3 mmol), tri-tert-butylphosphine (12.5 mmol), sodium t-butoxide (376.4 mmol), and toluene 1320 mL, the reaction was carried out at 100 ° C; The organic matter was extracted with diethyl ether and water, and the organic layer was dried over magnesium sulfate. Intermediate 1, 94.13 mmol (75percent), mass spectrum: theoretical 528.24, calculated 528.20;

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; Jilin Aolaide Optoelectric Materials Co., Ltd.; Wang Hui; Wang Kang; Li He; Li Long; Li Xiaolong; Wang Jinzheng; Ma Xiaoyu; (27 pag.)CN108864062; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 89523-51-3, name is 5-Bromobenzo[c]phenanthrene, 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 89523-51-3, Application In Synthesis of 5-Bromobenzo[c]phenanthrene

Under an argon atmosphere, 10.1g g of 5-bromobenzo[c] phenanthrene which had been prepared in Synthesis Example 1 was placed in a flask. 400 mL of dehydrated ether was added to this flask. The reaction solution was cooled to -40 C, and 22 ml of 1.6M hexane solution of n-butyllithium was added. The resultant was heated to 0 C, and stirred for an hour. The reaction solution was cooled to -60 C, and 10 mL. of a dehydrated ether solution of 14.4g of triisopropyl borate was dripped. The reaction solution was stirred for 5 hours while heating to room temperature. 100 mL of a 10% hydrochloric acid solution was added and the mixture was stirred for an hour. An aqueous phase was removed, and an organic phase which had been separated was washed with water and saturated brine, and then dried with magnesium sulfate. After the magnesium sulfate was filtered out, the organic phase was concentrated. The solids obtained were washed with hexane, whereby 5.37g (yield: 60%) of benzo[c]phenanthrene-5-boronic acid was obtained.

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]phenanthrene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Idemitsu Kosan Co., Ltd.; EP2218706; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

10016-52-1, name is 2,8-Dibromodibenzo[b,d]furan, 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. HPLC of Formula: C12H6Br2O

2,8-Dicyanodibenzofuran 11. A mixture of 2,8-dibromodibenzofuran (10, 10.93 g, 33.53 mmol) and copper(I) cyanide (8.91 g, 102 mmol) in DMF (80 mL) was refluxed under N2 for 9 h. The reaction mixture was poured into ice-water (300 mL). The precipitated solid was filtered off and stirred overnight in a solution of ethylenediamine (50 mL) in water (300 mL). The solid was filtered off, washed with water, then stirred in 10% sodium cyanide solution (100 mL) overnight. The solid was further purified by suspension in hot ethanol (100 mL) to give a white powder (6.97 g, 95.2%): mp 298-300 C. (dec.) (Lit. [37] 299 C.); HPLC method 1 tR=24.07 min (97.3 area %); 1H NMR (400 MHz, DMSO-d6) delta 8.05 (d, J=8.7 Hz, 2 H), 8.12 (dd, J1=8.7 Hz, J2=1.4 Hz, 2 H), 8.85 (d, J=1.4 Hz, 2 H). Anal. (C14H6N2O.0.4H2O) C, H, N. 4,4′-Dibromo-2,2′-dinitrobiphenyl 14 [Moffatt, J. S. 3:6-Diamidinodibenzofuran. J. Chem. Soc. 1951, 625-62]. A suspension of 2,5-dibromonitrobenzene (13, 50.0 g, 178 mmol) and copper powder (100 mesh, 25.0 g, 391 mmol) in DMF (300 mL) was stirred at 137 C. (oil bath) under N2 for 2 h. The mixture was poured into toluene (1000 mL) and stirred for 4 h. Then the mixture was passed through Celite 545. The filtrate was collected and washed with water and dried over anhydrous sodium sulfate. The solvent was evaporated, and the residue was recrystallized from ethanol (650 mL) to give a pale yellow solid (31.33 g, 87.57%): m.p. 143-146 C. (reported 150 C. [Shaw, F. R.; J. Chem. Soc. 1932, 285-297] and 146-148 C. [Yamato, T.; et al., J. Org. Chem. 1991, 56, 6248-6250]); HPLC method 3 tR=18.70 min (97.2%); NMR (300 MHz, CDCl3) delta 8.40 (d, J=2.0 Hz, 2 H), 7.85 (dd, J1=8.2 Hz, J2=2.0 Hz, 2 H), 7.18 (d, J=8.2 Hz, 2 H).

The synthetic route of 10016-52-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; The University of North Carolina at Chapel Hill; US6172104; (2001); B2;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 43204-63-3, name is Bis(2-Bromoethyl)amine hydrobromide, 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 43204-63-3, Safety of Bis(2-Bromoethyl)amine hydrobromide

a Synthesis of 2-bromo-N-(2-bromoethyl)-N-carbobenzoxyethanamine (1c): Benzyl chloroformate (1.97 ml, 13.8 mmol) and 1M sodium hydroxide solution is added with vigorous stirring to an ice-cold solution of bis(2-bromoethyl)amine hydrobromide (4.5 g, 14.4 mmol) in water (25 ml) until the pH is just basic (about 24 ml). The mixture is acidified with 1M hydrochloric acid (2 ml) and extracted with ether (3*40 ml). The organic phase is washed with sodium hydrogen carbonate solution and water, dried over magnesium sulfate and concentrated, and the residue is chromatographed (hexane/ethyl acetate 5:1?4:1). Compound 1 c (4.1 g, 81%) is obtained. 1 H-NMR (300 MHz, CDCl3): delta=3.43, 3.53 ?2 m, 4H, N(CH2 –CH2 Br)2!, 3.73 ?m, 4H, N(CH2 –CH2 Br)2!, 5.17 (s, 2H, CH2 Ph), 7.36 (m, 5H, Ph).

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; Hoechst Aktiengesellschaft; US5739300; (1998); A;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 3344-70-5, name is 1,12-Dibromododecane, 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: C12H24Br2

General procedure: Alkane-1,X-bis(decyldimethylammonium) dibromides were obtained by quaternization reaction between appropriate dibromo-alkane (0.1 mol) and decyldimethylamine (0.2 mol). The reactions were conducted in acetonitrile at 60 °C for 24 h. Next, the solvents were removed by vacuum evaporator and the product of reaction was mixed with ethyl acetate. After adding the solvent, dibromide bis(ammonium) precipitated as white solid and was isolated by filtration. The end product was dried under a reduced pressure at 70 °C for 24 h.

The synthetic route of 1,12-Dibromododecane has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kaczmarek, Damian K.; Czerniak, Kamil; Klejdysz, Tomasz; Chemical Papers; vol. 72; 10; (2018); p. 2457 – 2466;,
Bromide – Wikipedia,
bromide – Wiktionary