Category: bromides-buliding-blocks

Application of 2789-89-1,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.

In 25mL dry pressure reaction tube, was added 58mg of 1-octyl-4- (p-chlorophenyl) -1,2,3-triazole, 134mg of 1-phenyl-1-propyne, 6mg of dichloro (pentamethylcyclopentadienyl yl) rhodium dimer, 80mg of copper acetate monohydrate, 32mg 1.5mL sodium peroxide and 1,2-dichloroethane.100 stirred for 24 hours.After the reaction was cooled to room temperature, directly on a silica gel column (ethyl acetate and petroleum ether, the volume ratio of 1: 3) to give product 48mg, 39% yield,

The synthetic route of 2789-89-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhejiang University; Chen, Wanzhi; (11 pag.)CN104725375; (2016); B;,
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. 82842-52-2, name is 3-Bromo-2,4,6-trimethylaniline, A new synthetic method of this compound is introduced below., SDS of cas: 82842-52-2

Second Step To a solution of 3-bromo-2,4,6-trimethylaniline (2.0 g, 9.18 mmol) in DMSO (25 mL) was added iodoethane (1.86 mL, 44.9 mmol) and potassium carbonate (5.06 g, 36.6 mmol), and the solution was heated to 60 C. for 16 hours and cooled to room temperature. The mixture was diluted with ethyl acetate (300 mL), washed with saturated NaCl (2*), and dried over magnesium sulfate. The solvent was removed under reduced pressure. The crude product was purified by column chromatography (silica gel) with hexane/ethyl acetate as the mobile phase to give 1-(N,N-diethylamine)-3-bromo-2,4,6-trimethylbenzene (4.0 g, 54%). as a colorless liquid.

The synthetic route of 82842-52-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Wu, Chengde; Anderson, C. Eric; Bui, Huong; Gao, Daxin; Kassir, Jamal; Li, Wen; Wang, Junmei; Biediger, Ronald; Chen, Jie; Market, Robert V.; US2005/49286; (2005); A1;,
Bromide – Wikipedia,
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Some common heterocyclic compound, 608-30-0, name is 2,6-Dibromoaniline, molecular formula is C6H5Br2N, 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: C6H5Br2N

A solution of 2,6-dibromoaniline (1.0 g, 4.0 mmol) in CHCl3 (8 ml) was treated with a suspension of m-CPBA (2.1 g, 12.0 mmol) in CHCl3 (8 ml) and the resulting mixture stirred overnight. After 24 h the solution was diluted with CHCI3 and washed successively with sat. aq. Na2S2Os, sat. aq. NaHCO3 and brine. The organic layers were dried over Na2SO4, filtered, concentrated and dried in vacuo to afford 1,3-dibromo-2-nitrosobenzene (1.0 g, 100 %); the resultant solid was used directly in the next stage.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 608-30-0, its application will become more common.

Reference:
Patent; UNIVERSITY OF DURHAM; WO2009/34396; (2009); A2;,
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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., Safety of 1,2,4-Tribromobenzene

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

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;,
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Electric Literature of 630-17-1, 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 630-17-1 as follows.

Example 21; 2-tert-Butyl-l-[(4,4-difluorocycIohexyl)methyl]-5-{[4-(2,2-dimethyIpropoxy)piperidin- l-yl]carbonyl}-lH-benzimidazole; To a solution of NaH (0.017 g, 0.414 mmol) in 2 mL of DMF at 0C under nitrogen, a DMF solution (2 mL) of l-({2-ter/-butyl-l-[(4,4-difluorocyclohexyl)methyl]-lH-benzimidazol-5- yl}carbonyl)piperidin-4-ol (for preparation, see Example 16, Step B) (0.060 g, 0.138 mmol) was added dropwise. The solution was stirred at O0C under nitrogen for 30 min. 1-Bromo- 2,2-dimethylpropane (0.035 mL, 0.276 mmol) was added dropwise and the solution was stirred at 1000C overnight. The reaction was quenched at 00C by addition of aqueous saturated NaHCOs solution and the solvent was concentrated. The residue was dissolved in EtOAc and washed with saturated aqueous NaHCC>3 solution, brine and dried over anhydrous Na2SO4. The product was purified by reversed-phase HPLC using 20-50% CH3CN/H2O and lyophilized to afford the title compound as the corresponding TFA salt. Yield: 45 mg (53%); 1H NMR (400 MHz, METHANOL-D4) delta 0.89 – 0.93 (m, 9 H), 1.51 – 1.64 (m, 2 H), 1.65 – 1.70 (m, 10 H), 1.70 – 1.85 (m, 6 H), 1.94 (s, 1 H), 2.01 – 2.12 (m, 2 H), 2.20 – 2.32 (m, 1 H), 3.14 (d, /=8.59 Hz, 2 H), 3.32 (s, 1 H), 3.54 – 3.62 (m, 2 H), 3.67 (s, 1 H), 3.93 (s, 1 H), 4.57 (d, /=7.62 Hz, 2 H), 7.62 (dd, /=8.69, 1.46 Hz, 1 H), 7.78 (d, /=0.98 Hz, 1 H), 7.99 (d, /=8.59 Hz, 1 H); MS (ESI) (M+H)+ 504.3.

According to the analysis of related databases, 630-17-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; WO2007/145563; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 627871-16-3, 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 627871-16-3 as follows.

A mixture of 5-bromo-4-fluoro-2-methylaniline (2.04 g, 10.0 mmol), CuCN (889 mg, 10.0 mmol) and CuI (1.9 g, 10.0 mmol) in NMP was purged with N2 for 5 minutes and then sealed and heated at 195 C. for 30 minutes under microwave condition. The mixture was subjected to standard aqueous workup to give a residue which was purified by silica chromatography to yield 5-amino-2-fluoro-4-methylbenzonitrile (51) (540 mg, 36% yield). MS m/z 151.0 (M+1)+.

According to the analysis of related databases, 627871-16-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; IRM LLC; YEH, Vince; LI, Xiaolin; LIU, Xiaodong; LOREN, Jon; MOLTENI, Valentina; NABAKKA, Juliet; NGUYEN, Bao; PETRASSI, Hank Michael James; US2013/59846; (2013); A1;,
Bromide – Wikipedia,
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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. 16518-62-0, name is 3-Bromo-N,N-dimethylaniline, A new synthetic method of this compound is introduced below., SDS of cas: 16518-62-0

Into a 50 mL round-bottomed flask were added Pd(PPh3)2Cl2 (0.17 g, 5 mol percent) and 3-bromo-N,N-dimethylaniline (0.60 g, 3 mmol) under an argon atmosphere. Next, 10 mL of 5-(1,3-dioxolan-2-yl)-2-furanylzinc bromide (0.5 M in THF, 5 mmol) was added via a syringe. The resulting mixture was stirred at rt for 3.0 h. Quenched with saturated NH4Cl solution, then extracted with ethyl acetate (10 mL .x. 3). Washed with saturated Na2S2O3 solution and brine, then dried over anhydrous MgSO4. Purification by column chromatography on silica gel (20percent ethyl acetate/80percent heptane) afforded 3-(5-(1,3-dioxolan-2-yl)furan-2-yl)-N,N-dimethylaniline (1g, 0.71 g) in 92percent isolated yield.

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:
Article; Rieke, Reuben D.; Kim, Seung-Hoi; Tetrahedron Letters; vol. 52; 10; (2011); p. 1128 – 1131;,
Bromide – Wikipedia,
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1559-88-2, name is 3-Bromo-1,2,4,5-tetrafluorobenzene, 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. Computed Properties of C6HBrF4

(0131) To a 100 mL flame-dried flask was added 308 (0.224 g, 0.300 mmol, 1 equiv) and [1, 1?bis(diphenylphosphino)ferrocenedichloropalladium (0.022, 0.030 mmol, 0.100 equiv). After the solids were added, the flask was evacuated and backfilled with nitrogen 5 times. 1,4-dioxane (8.0 mL) was then added to the flask, followed by 1-bromo-2,3,5,6-tetrafluorobenzene (0.412 g, 1.80 mmol, 6 equiv), and the solution was sparged for 10 min. before 2M K3PO4 (0.825 mL, 1.65 mmol, 5.5 equiv), sparged for 1 h prior to use, was added. The solution was then placed in an 80 C. oil bath and allowed to stir overnight. The next day, the black solution was allowed to come to room temperature before removing the solvent under reduced pressure. (0132) Next, H2O (50 mL) was added, followed by extraction with hexanes (3×50 mL). The combined organic phases were then washed with water (3×50 mL), brine (1×75 mL), and dried over sodium sulfate. After removing the solvent via rotary evaporation, the crude, yellow-orange oil was purified via column chromatography (2-5% EtOAc/Hexanes) and 310 isolated as a pale yellow oil (0.175 g, 74%). 1H NMR (500 MHz, Chloroform-d) delta 7.47 (d, J=7.7 Hz, 2H), 7.37 (d, J=7.9 Hz, 2H), 7.04 (p, J=8.4 Hz, 2H), 6.07 (s, 4H), 0.96 (t, J=7.9 Hz, 18H), 0.64 (q, J=7.8 Hz, 12H). 13C NMR (126 MHz, Chloroform-d) delta 146.95, 131.58, 129.94, 126.12, 71.38, 7.03, 6.46. 19F NMR (471 MHz, Chloroform-d) delta -139.24 (m, J=22.4, 11.3 Hz), -143.81 (m, J=21.1, 12.7, 7.4 Hz).

The synthetic route of 1559-88-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; University of Oregon; Jasti, Ramesh; Van Raden, Jeff; Leonhardt, Erik; US2018/290952; (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. SDS of cas: 955959-84-9

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,
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