Tag: M.W=300-400

Adding a certain compound to certain chemical reactions, such as: 72678-19-4, name is 2,6-Dibromo-4-(trifluoromethyl)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 72678-19-4, Application In Synthesis of 2,6-Dibromo-4-(trifluoromethyl)aniline

EXAMPLE 4 Synthesis of 2-Amino-4,5-dimethyl-1-(2,6-dibromo-4-trifluoromethylphenyl)pyrrole-3-carbonitrile In 15 ml of toluene, 5.5 g of 4-amino-3,5-dibromobenzotrifluoride, 1.9 g of acetoin, and 34 mg of p-toluenesulfonic acid were dissolved. The reaction solution was heated under reflux for 2.5 hours while conducting azeotropic dehydration. To the reaction mixture, 1.42 g of malononitrile was added. The reaction mixture was heated for 4 hours while being concentrated at 180 C. Water was added to the reaction mixture. The reaction mixture was extracted with chloroform, and subsequently, the extract was dried over anhydrous sodium sulfate. After the desiccant was filtered off, the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent:hexane-ethyl acetate=5:1), and was allowed to stand for crystallization to yield 1.2 g of 2-amino-4,5-dimethyl-l-(2,6-dibromo-4-trifluoromethylphenyl)pyrrole-3-carbonitrile. m.p. 158-161 C.

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Reference:
Patent; Taisho Pharmaceutical Co., Ltd.; US6600038; (2003); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 558-13-4,Some common heterocyclic compound, 558-13-4, name is Carbontetrabromide, molecular formula is CBr4, 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 an ice cold solution of the hexanol (ca. 19.8 mmoles) and carbon tetrabromide (21.98 mmoles) in methylene chloride (50 ml) was added triphenylphosphine (22.30 mmoles) in methylene chloride (50 ml) and the resulting solution was stirred for 2.5 hours. The volatiles were evaporated and the residue was taken up in ether (100 ml), cooled in ice, and filtered. The filtrate was evaporated and distilled to afford 6-phenylhexyl bromide as an oil.

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

Reference:
Patent; SmithKline Beckman Corporation; US4871771; (1989); A;,
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. 615-54-3, name is 1,2,4-Tribromobenzene, A new synthetic method of this compound is introduced below., category: bromides-buliding-blocks

51.34 g (484.0 mmol) of anhydrous sodium carbonate are dissolved in 171.7 ml of water. A solution of 25.0 g (79.0 mmol) of 1,2,4-tribromobenzene and 67.7 g (476 mmol) of 2-butoxy-1,2-oxaborolane in 965.2 ml of tetrahydrofuran (THF) is added, 1.65 ml (11.9 mmol) of triethylamine are added, and the mixture is stirred and degassed for 30 min. using a stream of argon. 1.40 g (7.49 mmol) of palladium(II) chloride (59% of palladium, anhydrous) and 1.85 g (3.97 mmol) of 2-dicyclohexylphoshino-2′,6′-diisopropoxy-1,1′-biphenyl are added, and the reaction mixture is stirred under reflux for 18 hours. The reaction mixture is allowed to cool to room temperature (RT), water and methyl tertiary-butyl ether (MTBE) are added, and the phases are separated. The water phase is extracted with MTBE, and the combined organic phases are washed with saturated NaCl solution, dried over sodium sulfate, filtered and evaporated in vacuo. The product is obtained as a yellowish oil and is filtered through silica gel with a mixture of ethyl acetate (EA) and methanol (9:1). The product fractions are combined and evaporated in vacuo, giving the reaction product as a pale-yellow oil. The product is characterised by means of NMR spectroscopy. 1H NMR (500 MHz, DMSO-d6) delta=1.66 (mc, 6H, CH2), 2.42-2.69 (m(superimposed with DMSO), 6H, CH2,), 3.36-3.49 (m, 6H, CH2), 4.44 (t, J=5.15 Hz, 1H), 4.48 (mc, 2H), 6.92 (dd, J=1.7, 7.72 Hz, 1H), 6.95 (d, J=1.53 Hz, 1H), 7.03 (d, J=7.7 Hz, 1H).

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; Merck Patent GmbH; ENGEL, Martin; MAAG, Sabrina; ALMEROTH, Ingo; FORTTE, Rocco; GOETZ, Achim; KODEK, Thorsten; HEPPERT, Oliver; (71 pag.)US2018/216006; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 955959-84-9, name is 4-(4-Bromophenyl)dibenzo[b,d]furan belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 4-(4-Bromophenyl)dibenzo[b,d]furan

In a round bottom flask, Intermediate M-1 10g (30.9mmol) andintermediate compound M-5 9.6g (37.08mmol),sodium t-butoxide 5.35g (55.6mmol) dissolved in 155 mL toluene was added. Pd(dba) 2 0.178g (0.31mmol) and tri-tert-butylphosphine0.125g (0.62mmol) were added in order and the mixture was stirred under refluxfor 4 hours under a nitrogen atmosphere. After completion of the reaction, thereaction mixture was extracted with toluene, the organic layer was dried anddistilled over magnesium sulfate, filtered and the filtrate was concentratedunder reduced pressure. The product was subjected to silica gel columnchromatography using n- hexane / dichloromethane (7: 3 by volume) to give thetarget intermediate M-7 11.2 g (72%yield) as a white solid.

The synthetic route of 955959-84-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CHEIL INDUSTRIES CO., LTD; RYU, DONG WAN; JO, YOUNG GYUNG; JONG, SONG HYUN; SHIN, CHANG JU; LEE, HAN IR; KANG, UI SOO; KIM, CHANG WOO; PARK, MIN JI; YU, UHN SON; JO, PYUNG SOK; (73 pag.)KR2015/130221; (2015); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 19190-91-1, name is 5,6-Dibromo-1,2-dihydroacenaphthylene, molecular formula is C12H8Br2, 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. Recommanded Product: 19190-91-1

General procedure: Dibromoarene 1 (0.5 mmol), alkyne 2 (0.6 mmol), Pd(OAc)2 (5 mol%, 5.6 mg ),Xantphos (5.5 mol%,16 mg), K2CO3 (1.5 mmol, 207 mg) were added into a Schlenkflask. The flask was evacuated and backfilled with nitrogen (3 cycles). Dry DMF (5mL) was added by syringe. The mixture was heated to 120 C and stirred until thereaction finished (TLC analysis). After cooling to room temperature, the mixture wasextracted three times with ethyl acetate. The organic layers were combined and driedover Na2SO4. After filtration, the solvents were evaporated. The crude product wasfurther purified by silica gel chromatography, using petroleum ether and ethyl acetateas eluents to provide the pure product

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 19190-91-1, its application will become more common.

Reference:
Article; An, Wenbo; Li, Gaoqiang; Ma, Jun; Tian, Youping; Xu, Feng; Synlett; vol. 25; 11; (2014); p. 1585 – 1590;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 10016-52-1, name is 2,8-Dibromodibenzo[b,d]furan, 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: bromides-buliding-blocks

To a 250 ml three-mouth bottle adding 5.04g (0.022 muM) precursor 1 (through the implementation of example one preparation) and 3.26g (0.01 muM) 2, 8 – dibromodiphenyl benzofuran, the mixture thus obtained is VI, VI is added to the mixture in the 40g toluene. Opening stirring, system for the picture and the turbid, N2Replacement system 10min. In the system by adding 2.8g (0.025 muM) tert-butanolate, 0.18g (2 × 10-4Mol) Pd2(Dba)3And 0.12g (4 × 10-4Mol) tri-butyl phosphine four fluoroborates, 80 C reaction 8 hours. The said technological, cooling to 20 – 25 C, the reaction liquid filtration, filtrate directly filtering of the silica gel column, eluting with toluene, the solvent under reduced pressure, to be brownish red color oil of 6.5g. In the above-mentioned crude product in adding toluene and hexane recrystallization (mass ratio of 2:1), vacuum drying oven drying 3h, gain the light yellow powder 2.5g, yield: 40.2%.

The synthetic route of 2,8-Dibromodibenzo[b,d]furan has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CECEP Wanrun Co., Ltd.; Ren Huicai; Pang Maoyin; Yang Fushan; Tian Shaozhen; Shi Rujin; Hu Baohua; (14 pag.)CN105153085; (2017); B;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 827-08-7, name is 1,2-Dibromo-3,4,5,6-tetrafluorobenzene, 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 827-08-7, name: 1,2-Dibromo-3,4,5,6-tetrafluorobenzene

By the following method,A compound represented by the formula (1m) (1,2-bis (2-methyl-5-phenyl-3-thienyl) tetrafluorobenzene) was synthesized.3-Bromo-2-methyl-5-phenylthiophene in a three-necked flask under an argon atmosphere [Literature Description: M.M. Irie, T .; Lifka, S .; Kobatake, N .; Kato, J .; Am. Chem. Soc. , 122, 4871-4876 (2000)] 520 mg (2.1 mmol) was added and dissolved in 15 mL of anhydrous tetrahydrofuran (THF).. After cooling to -78 C., 1.3 mL (2.2 mmol) of 1.6 M n-butyllithium hexane solution was slowly added dropwise. After stirring for 2 hours,Tributyl borate 1.0 mL (3.7 mmol) was slowly added dropwise and stirred for 2 hours.Then return to room temperature,Quenched with water.The mixture was acidified with dilute hydrochloric acid and extracted with diethyl ether.Add sodium hydroxide aqueous solution to the organic layer,After basifying, extraction with diethyl ether was performed again.Add concentrated hydrochloric acid to the aqueous phase,The resulting white precipitate was obtained by filtration. It was dissolved in THF, 120 mg (0.40 mmol) of 1,2-dibromotetrafluorobenzene,2 mL of 20 wt% aqueous sodium carbonate solution and 50 mg (0.043 mmol) of Pd (PPh3) 4 were added and refluxed for 8 hours. The mixture was neutralized with dilute hydrochloric acid, extracted with diethyl ether, salted out, and dried over magnesium sulfate. The solvent was distilled off and the residue was purified by silica gel column chromatography using hexane as a developing solvent.Yield 81 mg, Yield 83%

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Reference:
Patent; Osaka City University; Kobatake, Seiya; Kitagawa, Daichi; (28 pag.)JP2019/151596; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 6320-40-7, These common heterocyclic compound, 6320-40-7, name is 1,3,5-Tribromo-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.

Synthesizing of Intermediates A and B 3.3g (10 mmol) of 2,4,6-tribromotoluene was dissolved in 30 mL of diethylether. The resulting solution was cooled to -78 C and 4.4mL (11 mmol) of normalbutylithium (2.5M in Hexane) was slowly added thereto. The resulting solution was stirred at -78C for one hour and 1.48g (11 mmol) of cooper chloride (II) was added thereto at -78C. The reactant product was stirred for 5 hours and cleaned using distilled water and ethylacetate at room temperature. The cleaned ethylacetate layer was dried over MgSO4 and dried under a reduced pressure, thereby producing a crude-product. The pre-product was refined through a column chromatography and the refined result was recrylstallized in dichloromethane and hexane, thereby producing white solid intermediates A and B. Amounts of A and B were 622 mg (yield 25%) and 746 mg (yield: 30%), respectively. Intermediate A : 1H NMR (CDCl3, 400MHz) delta (ppm) 7.74 (d, 4H), 7.18 (d, 4H), 2.06 (s, 6H); 13C NMR (CDCl3, 100MHz) delta (ppm) 142.8, 134.9, 134.5, 131.1, 126.4, 119.4, 19.9 Intermediate B : 1H NMR (CDCl3, 400MHz) delta (ppm) 7.60 (s, 4H), 2.61 (s, 6H); 13C NMR (CDCl3, 100MHz) delta (ppm) 138.3, 137.2, 129,9, 125.8, 23.5

The synthetic route of 6320-40-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Samsung SDI Co., Ltd.; EP1752442; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

43204-63-3, name is Bis(2-Bromoethyl)amine hydrobromide, 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. category: bromides-buliding-blocks

PREPARATION EXAMPLE 4 (2S)-3-{4-[2-(5-methyl-2-phenyl-1, 3-oxazol-4-yl)-ethoxy]-phenyl}-2-piperazin-1-yl-propionic acid methyl ester (Intermediate 4) Diethanolamine (100 g) and 40% HBr aqueous solution (1000 mL) were mixed and vigorously refluxed for 10 h, while water was removed continuously under reduced pressure during the reaction. The resulting solution was concentrated to give 297 g of a brown liquid. The above brown liquid (47.4 g), Intermediate 3A (4.5 g, 11.8 mmol ) and 150 mL of anhydrous ethanol were mixed with refluxing overnight. Thereafter, the mixture was cooled to room temperature, to which Na2CO3 (1.3 g, 11.8 mmol) was added before further refluxing for 10 h. After cooling to room temperature, the mixture was filtered and evaporated to remove ethanol. The residue was dissolved in CHCl3, and washed with water and saturated brine in turn, and then dried over anhydrous Na2SO4. After concentration and purification with silica gel column chromatography (using CHCl3/CH3OH (60/1) as an eluent), Intermediate 4A (1.0 g, 24% yield) as a brown solid was obtained. MS[M]+=449.4 m/e; 1H-NMR (400 MHz, DMSO-d6), delta 7.987.96 (m, 2H), 7.467.38 (m, 3H), 7.06 (d, 2H), 6.81 (d, 2H), 2.702.61 (m, 2H), 2.602.51 (m, 2H), 2.36 (s, 3H).

The synthetic route of 43204-63-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BEIJING MOLECULE SCIENCE AND TECHNOLOGY CO., LTD.; US2007/259883; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 2789-89-1, name is 1,2-Bis(4-bromophenyl)ethyne, molecular formula is C14H8Br2, 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. Recommanded Product: 2789-89-1

A solution of bis(4-bromophenyl)acetylene (1.500 g, 4.46 mmol, 1 equiv), and iodine(566 mg, 2.23 mmol, 0.5 equiv) in DMSO (7.5 mL) was stirred at 155 00 for 6 h. Thereaction mixture was then cooled down to room temperature and a 1% aqueoussolution of Na2S2O4 (100 mL) was added. The resulting yellow crystals were filtratedand washed with water. Recrystallisation from dioxane afforded 101 as yellow crystals(1.06 g, 65%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2789-89-1, its application will become more common.

Reference:
Patent; THE UNIVERSITY OF BIRMINGHAM; BARANOFF, Etienne David; HERBAUT, Antoine Joel Maurice; (37 pag.)WO2016/193748; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary