Tag: M.W=300-400

10546-67-5, name is 2,6-Dibromo-4-(tert-butyl)aniline, 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: C10H13Br2N

Example 2.1 : (0854) Preparation of N-(2,6-dibromo-4-(tert-butyl)phenyl)phthalamide (0855) A mixture of phthalic anhydride (5.00 g, 33.76 mmol) and 2,6-dibromo-4-tert-butyl aniline (12.44 g, 40.51 mmol) was dissolved in 50 mL of acetic acid and refluxed for 12 h. The reaction was monitored by TLC (petroleum ether/ethyl acetate, 5/1 ), upon completion the solvent was evaporated under reduced pressure and the residue was recrystallized from methanol to give the desired product as colorless well-defined crystalls. Yield 1 1 .60 g (78%). (0856) 1H NMR (300 M Hz, CDCI3, 298K) delta 1 .34 (s, 9H), 7.67 (s, 2H), 7.83 (dd, J = 5.5, 3.1 Hz, 2H), 8.00 (dd, J = 5.5, 3.1 Hz, 2H). (0857) 13C NMR (75 MHz, CDCI3, 298K) delta 31.14 (3C, CH3), 35.35 (1 C, C-CH3), 124.26, 124.64, 129.99, 131 .97, 134.69, 156.20, 165.97 (2C, C=0). (0858) FD mass spectrum (8 kV): m/z (%): calculated: 437.13; found: 437.20 (100) [M]+.

The synthetic route of 10546-67-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BASF SE; MAX-PLANCK-GESELLSCHAFT ZUR FOeRDERUNG DER WISSENSCHAFTEN E. V.; BASF (CHINA) COMPANY LIMITED; GESSNER, Thomas; REICHELT, Helmut; WEITZ, Thomas; EUSTACHI, Michael; JAeNSCH, Daniel; CHEN, Long; SKABEEV, Artem Nikolaevich; MUeLLEN, Klaus; REICHERT, Hans; WO2015/125125; (2015); A1;,
Bromide – Wikipedia,
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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. 30432-16-7, name is 1,4-Dibromo-2,3-bis(bromomethyl)but-2-ene, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C6H8Br4

4-Hydroxy benzonitrile (3) (1.19 g, 10 mmol) and potassium hydroxide (0.56 g, 10 mmol) were dissolved in absolute ethanol. 1,1,2,2-tetrayl-tetramethylene-tetrabromide (1) (1.00 g, 2.5 mmol) was then added into this solution. The reaction mixture was refluxed for 8 h. The solution was cooled and filtrated. The white solid obtained was washed with H2O, alcohol and crystallized from DMF. Yield: 1.14 g (83%). mp 212-214 C. IR (ATR, cm-1): 3080 nu(=CH), 2949 nu(-CH2), 2222 nu(C?N), 1601 nu(C=C), 1573, 1504 nu(C-C), 1298, 1236, 1113 nu(C-O-C), 1086 nu(Ester C-O-C),833 nu(1,4-disubst.), 695 deltar(CH2). 1H NMR (400 MHz, DMSO-d6, delta ppm): 4.94 (s, 8H, O-CH2), 7.08 (d, AA’ , 8H, J = 16.0 Hz, Ar-H), 7.72 (d, AA’ , 8H, J = 16.0 Hz, Ar-H). 13C NMR (100 MHz, DMSOd6, delta ppm): 65.55 (O-CH2), Ar-C: [103.60 (C), 116.26 (CH),134.53 (CH), 162.06 (C)], 135.50 (C=C); 119.52 (C?N). Analysis (% calculated/found) for C34H24N4O4 (Mw 552.58) C: 73.90/73.81;H: 4.38/4.44; N: 10.14/10.17. MS(ESI-m/z): 575.36 [M+Na]+.

According to the analysis of related databases, 30432-16-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Er, Mustafa; De?irmencio?lu, Ismail; Tahtaci, Hakan; Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy; vol. 139; 1; (2015); p. 68 – 74;,
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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. 43204-63-3, name is Bis(2-Bromoethyl)amine hydrobromide, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: Bis(2-Bromoethyl)amine hydrobromide

EXAMPLE 148 8-Aminocarbostyril (15.47 g, 96.6 mmols) and bis(beta-bromoethyl)amine hydrobromide (33 g, 106 mmols) were suspended in DMF and the suspension was stirred at 70 to 80 C. for 10 hours. After adding 5.1 g of sodium carbonate the reaction mixture was stirred at the same temperature as above for 7 hours. After distilling off the solvent under reduced pressure, methanol was added to the residue to crystallize. The crude crystals thus obtained were recrystallized from methanol-ether to give 5.1 g of 8-(1-piperazinyl)carbostyril hydrobromide, m.p. above 300 C., colorless scales.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 43204-63-3.

Reference:
Patent; Otsuka Pharmaceutical Co., Ltd.; US4415572; (1983); 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. 1295502-53-2, name is 4,7-Dibromo-5,6-difluorobenzo[c][1,2,5]thiadiazole, A new synthetic method of this compound is introduced below., Application In Synthesis of 4,7-Dibromo-5,6-difluorobenzo[c][1,2,5]thiadiazole

Dry 250mL three-necked flask was added compound 2 (3.87g, 5mmol), 4,7- dibromo-5,6-difluorobenzo [c] [1,2,5] thiadiazole (1.65g, 5mmol) , 120mL THF, and Pd (PPh3)Cl2(105mg, 0.15mmol); and dissolved with stirring, using a vacuum pump with nitrogen 3 times; the reaction temperature was raised to 70 24 hours; direct cooling to room temperature rotary evaporation, and dichloromethane: petroleum ether (1: 5) as eluent agent over a silica gel column to give an orange solid component is the desired product (1.97 g of, 46% yield);

The synthetic route of 1295502-53-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; National Center for Nanoscience and Technology (NCNST); Wei, Zhixiang; Yuan, liu; (22 pag.)CN105315273; (2016); A;,
Bromide – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 52997-43-0, name is 7-(Bromomethyl)pentadecane, 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 52997-43-0, Safety of 7-(Bromomethyl)pentadecane

General procedure: The solution of dihydroxyacetophenone (4, 1.0 equiv.), anhydrous potassium carbonate (2.0 equiv.) and corresponding alkyl bromides (1.1 equiv.) in acetonitrile was stirred at 70-80 C for 4-5 h. After evaporation of acetonitrile, the reaction mixture was diluted with dichloromethane and washed with water three times. The organic layer was dried with anhydrous sodium sulfate and evaporated under reduced pressure. The crude product was purified by column chromatography to give 5.

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:
Article; Venkateswararao, Eeda; Sharma, Vinay K.; Lee, Ki-Cheul; Sharma, Niti; Park, Sun-Hong; Kim, Youngsoo; Jung, Sang-Hun; European Journal of Medicinal Chemistry; vol. 54; (2012); p. 379 – 386;,
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Reference of 30432-16-7, 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. 30432-16-7, name is 1,4-Dibromo-2,3-bis(bromomethyl)but-2-ene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Dissolve p-toluenesulfonamide (39.4g, 0.23mol) and potassium carbonate (202g, 1.45mol) in N,N-dimethylformamide (400mL), add 1,4-dibromo-2,3-bis(bromomethyl)but-2-ene (40g, 0.10mol), react at room temperature for 24 hours. Water (100 mL) was added to quench the reaction, stirred for 10 minutes, filtered, the filter cake was slurried with ethyl acetate (50 mL), filtered, and the filter cake was collected and dried to give the title compound 9b (39 g, yield 93%) as a white solid.

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, 1,4-Dibromo-2,3-bis(bromomethyl)but-2-ene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Gu Zheng; Li Jianhao; Wang Weihua; Tan Haoxiong; Liu Jianyu; Zhang Yingjun; (73 pag.)CN111196806; (2020); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 6938-66-5, 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. 6938-66-5, name is 1-Bromodocosane belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

In argon atmosphere, a DMF solution (1.5 ml) of Compound 28 (80 mg, 0.177 mmol) was ice-cooled, and sodium hydride (60% in oil, 25.5 mg, 0.638 mmol) was added thereto, followed by stirring for 10 minutes under ice-cooling. Then, bromodocosane (103.5 mg, 0.266 mmol) was added thereto, followed by stirring for 2 hours while gradually raising the temperature of the reaction solution to room temperature. The reaction solution was ice-cooled, and methanol (1 ml) was added dropwise thereto, followed by stirring for 30 minutes. The reaction solution was diluted with diethyl ether, and saturated sodium bicarbonate water was added thereto, followed by stirring. Then, the organic layer was washed with saturated sodium bicarbonate water and saturated brine in this order and dried over magnesium sulfate, and the solvent was evaporated under reduced pressure. The resulting residue was purified by silica gel column chromatography (toluene : ethyl acetate = 10 : 1, 0.2% triethylamine) to obtain Compound 29-7 (39.5 mg, 29.4%). Developing solvent of Compound 29-7 (toluene : ethyl acetate = 1 : 1) Rf. 0.56 C42H81NO10 MW: 760.10

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

Reference:
Patent; SEIKAGAKU CORPORATION; EP1632476; (2006); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 707-34-6, 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. 707-34-6 name is 1,3,5-Tribromoadamantane, 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.

Step seven, equipped with a condenser, a thermometer four 5L reaction flask were successively added 473g1.3.5- tribromo adamantane, 946 g silver sulfate, 946 g of water and 94.6ml of toluene, stirring was started, 946 g of concentrated sulfuric acid was added dropwise, complete after the temperature was raised to about 110 deg.] C under reflux for 16 hours. (2 in the control) document.write(“”); Step 8 After completion of the reaction, the temperature was lowered to room temperature, filtered, the filter cake was washed with 700ml of water and the combined filtrate, the filtrate was added 250g sodium bromide was stirred for half an hour excess silver ions precipitate was filtered, the filter cake was washed with 300ml of water, combined filtrate. The filtrate was diluted with 500ml of water was added.document.write(“”); Step 9 using 30% sodium hydroxide solution PH = 12-13, at a temperature controlled above 75 , use up to about 2850 g of liquid caustic soda, After completion, it was cooled to 25-30 & deg.] C slowly, stirred for 30min, filtered, and collected by filtration cake. document.write(“”); Step 10, the filter cake was added to 1.8L of methanol, 57g of activated carbon, stirred for IH, filtered, and the filtrate was recovered white paste, into 1.5L petroleum ether was filtered to give the product as a white solid 210g. (3 in the control)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,3,5-Tribromoadamantane, and friends who are interested can also refer to it.

Reference:
Patent; XuzhouBokang Information Chemicals co., LTD; FU, ZHIWEI; (9 pag.)CN104628526; (2016); B;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 18869-30-2,Some common heterocyclic compound, 18869-30-2, name is (E)-1,2-Bis(4-bromophenyl)ethene, molecular formula is C14H10Br2, 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 100 mL three-neck flask was charged with 0.80 g (2.37 mmol) of 4,4′-dibromostilbene synthesized in Step 2, 1.2 g (5.40 mmol) of 9-phenanthrene boronic acid, 0.0053 g (0.024 mmol) of palladium acetate, and 0.050 g (0.163 mmol) of tris(o-tolyl)phosphine, and the air in the flask was replaced by nitrogen. Then, 15 mL of ethylene glycol dimethyl ether and 3.5 mL (2.0 mol/L) of potassium carbonate aqueous solution were added thereto and stirred for 8 hours at 90 C. to cause a reaction. After the reaction, precipitate in the reaction mixture was collected by suction filtration. After the filtration, the obtained material was recrystallized from chloroform and hexane to obtain 0.86 g of white solid in a yield of 68%. The obtained white solid was identified as DPNS2 by a nuclear magnetic resonance method (NMR). 1H-NMR of the obtained DPNS2 is shown below. In addition, a 1H-NMR chart is shown in FIG. 15. 1H-NMR (300 MHz, CDCl3); delta=8.81-8.73 (m, 4H), 8.02-7.91 (m, 4H), 7.74-7.57 (m, 18H), 7.34 (s, 2H) A synthesis scheme of DPNS2 is shown below.; Further, when a decomposition temperature Td of DPNS2 was measured by a thermo-gravimetric/differential thermal analyzer (TG/DTA 320, manufactured by Seiko Instruments Inc.), the Td was 416.6 C . Therefore, it was understood that DPNS2 has a high Td. An absorption spectrum of DPNS2 in a state of being dissolved in a toluene solvent is shown in FIG. 16 and that in a thin film state is shown in FIG. 18. An emission spectrum of DPNS2 in the toluene solution is shown in FIG. 17 and that in the thin film state is shown in FIG. 19. In each of FIGS. 16 and 18, the vertical axis indicates absorption intensity (arbitrary unit) and the horizontal axis indicates wavelength (nm). Also, in each of FIGS. 17 and 19, the vertical axis indicates emission intensity (arbitrary unit) and the horizontal axis indicates wavelength (nm). A light emission from DPNS2 had a peak at 420 nm (an excited wavelength: 348 nm) in the state of DPNS2 being dissolved in the toluene solution and had a peak at 437 nm (an excited wavelength: 344 nm) in a thin film state, therefore, it is understood that blue light emission was obtained. Using absorption spectrum data in FIG. 18, an absorption edge was obtained from a Tauc plot. Then, the energy at the absorption edge is used as an energy gap and an energy gap of DPNS2 was found to be 3.2 eV. Since 9,10-diphenylanthracene, which exhibits representative blue emission, has an energy gap of 2.9 eV, it is understood that DPNS2 has a very large energy gap. Further, the HOMO level in the thin film state was measured by an ambient photoelectron spectroscopy with a spectrometer (AC-2, manufactured by Riken Keiki Co., Ltd.), and was found to be -5.9 eV. Using the HOMO level and the energy gap, the LUMO level was found to be -2.7 eV. An optimal molecular structure of DPNS2 in a ground state was calculated by the same method as Synthesis Example 1. From this calculation result, a HOMO level value of the obtained DPNS2 was found to be -5.59 eV. Singlet excitation energy (energy gap) of DPNS2 was calculated by the same method as Synthesis Example 1. The singlet excitation energy was calculated to be 3.34 eV.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (E)-1,2-Bis(4-bromophenyl)ethene, its application will become more common.

Reference:
Patent; Semiconductor Energy Laboratory Co., Ltd.; US2007/100180; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 268733-18-2, 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. 268733-18-2, name is 4-Bromo-3,5-bis(trifluoromethyl)aniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Disodium phosphate 18.2 g (123 mmol) and tetrabutylammonium hydrogen sulfate 2.1 g (6.20 mmol) were dissolved in a 500 mL solution of acetone and dichloromethane, followed by the addition of 4-bromo-3,5-bis-trifluoromethyl aniline 10.0 g (32.5 mmol) dropwise with a oxone and the reaction solution was stirred for 1 hour at 0 C. Potassium hydroxide was added to maintain the acidity of the reaction solution between 7.5 and 8.5. After completion of the reaction, the solution was diluted with dichloromethane and washed with distilled water several times to remove salts. Magnesium sulfate was then added to the dichloromethane solution and the solvent was filtered then evaporated and the resulting reactant was passed through a silica column pale to give a light yellow compound, 1-bromo-4-nitro-2,6-bis(trifluoromethyl)benzene (8.05 g, 23.8 mmol 73.3% yield). [0103] Melting point: 56-57 C. [0104] 1H NMR (CDCl3, 400 MHz, ppm): 8.71 (s, 2H). [0105] 13C NMR (DMSO-d6, 100 MHz, ppm): 146.62, 132.48 (q, J=31.9 Hz), 126.71 (q, J=5.7 Hz), 125.63, 121.68 (q, J=272.9 Hz).

The synthetic route of 4-Bromo-3,5-bis(trifluoromethyl)aniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kim, Sang Youl; Kim, Sun Dal; Chung, Im Sik; US2015/45481; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary