Tag: M.W=300-400

52997-43-0, name is 7-(Bromomethyl)pentadecane, 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. Safety of 7-(Bromomethyl)pentadecane

Di-tert-butyl thieno[3,2-b]thiophene-3,6-diyldicarbamate (20) (0.93 g, 2.5 mmol, 1.0 e.q.) wasdissolved in DMF (25 mL) and cooled to 0C. Sodium hydride (0.40 g, 60% dispersion in mineral oil, 10.0 mmol, 4.0 e.q.) was added and the solution was stirred at room temperature for 1hour. 7-(bromomethyl)pentadecane (2.29 g, 7.5 mmol, 3.0 e.q.) was added to the mixture and the solution was stirred at 80C for 3 hours. After the solution cooled to room temperature, the mixture was poured into iced water, followed by extraction with ethyl acetate for three times.The organic layers were combined, washed with water, brine and then dried over Mg504, concentrated. The resulting brown oil was purified via silica gel column chromatography with di15 chloromethane/petroleum ether (1:1) as the eluentto give di-tert-butyl thieno[3,2-b]thiophene-3,6-diylbis((2-hexyldecyl)carbamate) as a light brown oil (21) (1.64 g, 2.0 mmol, 80 % yield). 1HNMR (400 MHz, CDCI3) 67.04 (s, 2H), 3.62 (d, J= 7.2 Hz, 4H), 1.58-1.48 (m, 2H), 1.34-1.11(m, 48H), 0.87 (q, J= 6.8 Hz, 12H). 13C NMR (101 MHz, CDCI3) 6 154.13, 134.76, 133.70,119.18, 80.64, 53.38, 36.93, 31.90, 31.77, 31.21, 30.03, 29.68, 29.52, 29.29, 28.15, 26.31,26.25, 22.66, 22.62, 14.08.

The synthetic route of 52997-43-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BASF SE; FLORES, Jean-Charles; HAYOZ, Pascal; MCCULLOCH, Iain; ONWUBIKO, Nkechinyerem; KAELBLEIN, Daniel; (65 pag.)WO2017/148864; (2017); A1;,
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. Safety of 2,8-Dibromodibenzo[b,d]furan

1b) 2,8-Bis-((E)-styryl)-dibenzofuran Tetrethylamine hydroxide (13.6 g, 18.4 mmol), tetrakis(triphenylphosphine)palladium(0) (142 mg) and trans-2-phenylvinylboronic acid (2.3 g, 15.3 mmol) are added to a solution of the product from example 1a) (2.00 g, 6.14 mmol) in N,N’-Dimethylacetamide (DMA) (30 ml). The mixture is then stirred at 110 C. for 24 hours. The reaction mixture is cooled to room temperature and poured into H2O. A gray crude product is obtained after filtration and washing with n-hexane. The crude product is purified by silicagel column chromatography with CH2Cl2, which result in a white solid (71% yield, mp.: 226 C.). 1H-NMR (CDCl3, ppm): 7.26-7.30 (m, 6H), 7.39 (t, 4H), 7.54-7.58 (m, 6H), 7.65 (dd, 2H), 8.12 (d, 2H)

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

Reference:
Patent; Tanabe, Junichi; Oka, Hidetaka; Yamamoto, Hiroshi; US2009/131673; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 3344-70-5, 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.

1.0 g of compound 3,2.63 g of 1,12-dibromododecane,0.43 g of potassium hydroxide and 0.16 g of tetrabutylammonium bromide,Was added to a mixture of 10 ml of dichloromethane and 6.5 ml of water,The mixture was stirred at room temperature under nitrogen for 24 hours,Washed twice with 30 ml of water,Washed once with 15 ml of saturated brine,The organic layer was separated,After adding anhydrous sodium sulfate to remove water,The solvent was removed on a rotary evaporator,(200: 300 mesh silica gel column chromatography elution (ethyl acetate / petroleum ether volume ratio of l: 30-l: 10),To give 1.19 g of the compound 4 as a pale yellow liquid,Yield 90percent.

Statistics shows that 1,12-Dibromododecane is playing an increasingly important role. we look forward to future research findings about 3344-70-5.

Reference:
Patent; Guilin University of Technology; Kong, Xiangfei; Dai, Shengping; Chang, Xiao; Zhang, Laiqi; Wang, Guixia; (10 pag.)CN106117220; (2016); A;,
Bromide – Wikipedia,
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Some common heterocyclic compound, 4101-68-2, name is 1,10-Dibromodecan, molecular formula is C10H20Br2, 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. SDS of cas: 4101-68-2

Tempo 1 (0.01 mol) was added to a three-neck flask containing 100 ml dry benzene that is maintained at nitrogen atmosphere. To the flask, sodium hydride (0.015 mol) was added and kept refluxed for 24 hrs. The flask was cooled in ice bath and added 1,10- dibromodecane (0.02 mol) in one portion. The refluxing was then resumed for another 72 hrs. The contents of the flask was cooled in ice bath and added 25ml water and transferred to a separatory funnel. The red upper benzene layer was separated , dried over anhydrous magnesium sulfate and solvent removed by rotory evaporation to get a red oil. The oil was purified by column chromatography on silica gel 60. The material was added to the column and eluted first with about 150 ml hexane that removed the excess of dibromodecane. The desired bromodecanoyl ether of Tempol was eluted with a mixture of hexane and ether(90:10). The red eluate was collected and was found to be pure on thin layer chromatography plates developed using the same solvent mixture. The yield was 0.008 mol (80%).The bromoether of Tempol 0.008 mol and triphenyl phosphine (0,01 mol) were taken in a flask and added 20ml of n-propanol. The contents of the flask was kept refluxed under nitrogen for 72 hrs. The flask was cooled and the solvent was removed by rotory evaporation. The residue was dissolved in 10 ml dichloromethane and added to 100 ml ether with stirring. The precipitated product was collected by decantation of the solvent. The residual semisolid was then purified on silica gel 60 column eluting first with dichloromethane and the desired product was ehited with a mixture of dichloromethane and methanol (90:10). Homogeneous fractions combined and solvent removed to get a red-brown semisolid with a yield of 65%. Purity was ascertained by LC-MS (mass =573.4) .

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4101-68-2, its application will become more common.

Reference:
Patent; COLBY PHARMACEUTICAL COMPANY; MEDICAL COLLEGE OF WISCONSIN, INC.; WO2008/109740; (2008); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

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, Product Details of 72678-19-4

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.

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

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. 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;,
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,
bromide – Wiktionary

Electric Literature of 201138-91-2, 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. 201138-91-2, name is 4,6-Dibromodibenzo[b,d]furan, This compound has unique chemical properties. The synthetic route is as follows.

0.1 mol of 4,6-dibromodibenzofuran was dissolved in 320 ml of 1,4-dioxane solvent.Stirring with nitrogen,Add 0.09 mol of [4-(triphenylsilyl)phenyl]boronic acid,0.25 mol of potassium carbonate,0.0001 mol of tetrakis(triphenylphosphine)palladium,Warming up to reflux reaction,After 5 hours, the basic reaction of the raw materials was determined by HPLC.The reaction solution was dried under reduced pressure.The residue was subjected to column chromatography to give Intermediate 1-9-1. (Yield: 63%)

The chemical industry reduces the impact on the environment during synthesis 4,6-Dibromodibenzo[b,d]furan. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Beijing Lv Ren Science And Technology Co., Ltd.; Lv Yao; Jia Xueyi; (19 pag.)CN108424420; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary