Bromides-buliding-blocks

Application of 1295502-53-2, A common heterocyclic compound, 1295502-53-2, name is 4,7-Dibromo-5,6-difluorobenzo[c][1,2,5]thiadiazole, molecular formula is C6Br2F2N2S, 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.

Dried 50 mL three-necked flask, 25 mL of re-distilled toluene was added,Compound 2 (1. 05 g, 2 mmol),Pd (PPh3) 4 (46. 2 mg, 0.04 mmol) was added to the solution of 4,7-dimethoxy-5,6-dioxo benzo [c] [1,2,5] thiadiazole (221 mg, 0.67 mmol) Stirring dissolved; after nitrogen after 5 minutes,Using vacuum chestnut nitrogen 3 times;The solution was heated to 110 C for 72 hours. After cooling to room temperature, the solution was poured into 200 mL of methanol,The crude product was precipitated on a silica gel column using dichloromethane: petroleum ether (1: 1 by volume) as eluant,The red solid component was obtained as the object product (642 mg, yield 69%);

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; National Center for Nanoscience and Technology (NCNST); Wei, Zhixiang; Yuan, liu; (22 pag.)CN105315273; (2016); A;,
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Reference of 142808-15-9, These common heterocyclic compound, 142808-15-9, name is 4-Bromo-2-fluorobenzotrifluoride, 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.

Example 80A2-[3-Fluoro-4-(trifluoromethyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane A mixture of 25 g (99.8 mmol) of 4-bromo-2-fluoro-1-(trifluoromethyl)benzene in 500 ml of dioxane was admixed under argon at RT with 27.8 g (109.8 mmol) of 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bis-1,3,2-dioxaborolane, 2.91 g (3.99 mmol) of 1,1-bis(diphenylphosphine)-ferrocenedichloropalladium(II) dichlormethane complex and with 29.38 g (299.4 mmol) of potassium acetate. The reaction mixture was stirred below 100 C. for several hours until conversion was substantially complete. The mixture was filtered through Celite and admixed with water. After addition of ethyl acetate and phase separation, the organic phase was dried over magnesium sulphate, filtered and concentrated under reduced pressure. The crude product is purified by flash chromatography (silica gel-60, eluent: cyclohexane/ethyl acetate 3:1). This gave 18.22 g of crude product in 73% purity (LC-MS), which was reacted without any further purification steps.1H NMR (400 MHz, DMSO-d6): delta=7.82 (dd, 1H), 7.67 (d, 1H), 7.59 (d, 1H), 1.32 (s, 12H).

The synthetic route of 142808-15-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; US2011/21489; (2011); A1;,
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Synthetic Route of 348-57-2,Some common heterocyclic compound, 348-57-2, name is 1-Bromo-2,4-difluorobenzene, molecular formula is C6H3BrF2, 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.

Preparation 1 1 ,5-dibromo-2,4-difluorobenzene To a solution of l-bromo-2,4-difluorobenzene (19.3 mL, 171 mmol) in CH2CI2 (100 mL) was added iron (3.15 g,56 mmol). To this stirred suspension was added a solution of bromine (1 1 mL, 214 mmol) in CH2CI2 (25 mL) drop wise over 30 min. The resulting mixture was stirred at rt overnight. The reaction mixture was slowly poured into saturated aqueous Na2S203 (200 mL), and the resulting mixture was stirred at rt for 30 min. This was extracted with CH2C12 (3 x 80 mL). The combined extracts were washed with brine, dried over MgS04, filtered and concentrated in vacuo to give 1,5-dibromo- 2,4-difluorobenzene (40 g, 86 % yield) as a brown oil. XH NMR (500 MHz, CHLOROFORM-d) delta 7.79 (t, J=7.0 Hz, 1H), 7.00 (t, J=8.2 Hz, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-2,4-difluorobenzene, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WU, Yong-Jin; GUERNON, Jason M.; WO2014/98831; (2014); A1;,
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Related Products of 399-94-0, 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. 399-94-0, name is 1-Bromo-2,5-difluorobenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: In a typical experiment a dry and argonflushed50-mL Schlenk tube, equipped with a magnetic stirring bar, was charged with therespective fluorinated bromobenzene derivative (0.5 mmol, 88 mg for monosubstituted, 97 mgfor disubstituted and 105 mg for trisubstituted derivatives) and 3 mol% of the respective catalystdissolved in 15 ml of THF ([FeCl2(dppe)]: 7.9 mg, [FeCl2(dppp)]: 8.1 mg, [NiCl2(dppm)]: 7.7mg, [NiCl2(dppe)]: 7.9 mg, [NiCl2(dppp)]: 8.1 mg, [PdCl2(dppm)]: 8.4 mg, [PdCl2(dppe)]: 8.6mg, [PdCl2(dppp)]: 8.8 mg). The solution was stirred for 5 min, then cyclohexyl magnesiumbromide or the respective LiCl or LiBr adduct (0.8 mmol, 4 ml of a 0.2M Grignard reagent) wasquickly added to the reaction mixture and vigorous stirring at room temperature was continuedfor 24 hours. After hydrolysis with diluted hydrochloric acid, the organic layer and ether extractsfrom the aqueous layer were combined, washed with water and saturated NaCl solution, driedover MgSO4 and filtrated through a pad of silica. Concentration under reduced pressure followedby column chromatography (hexane : diethyl ether, v/v 100 : 1) afforded the respective coupling products as light yellow oily compounds

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-Bromo-2,5-difluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Dahadha, Adnan; Imhof, Wolfgang; ARKIVOC; vol. 2013; 4; (2013); p. 200 – 216;,
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Reference of 69321-60-4, A common heterocyclic compound, 69321-60-4, name is 2,6-Dibromotoluene, molecular formula is C7H6Br2, 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 100-mL single-neck round-bottomed flask equipped with a magnetic stirrer and nitrogen inlet was charged with 117a (400 mg, 1.27 mmol), 2,6-dibromotoluene (633 mg, 2.53 mmol), cesium carbonate (828 mg, 2.54 mmol), N-methylethylenediamine (112 mg, 1.27 mmol) and 1 ,4-dioxane (20 mL). After bubbling nitrogen through the resulting suspension for 30 min, copper iodide (121 mg, 2.54 mmol) was added. A reflux condenser was attached to the flask, and the reaction mixture was heated at 100 C for 16 h. After this time, the mixture was cooled to room temperature and filtered. The filtrate was concentrated under reduced pressure, and the resulting residue was purified by flash column to afford 117b in 41% yield (251 mg) as a yellow oil: ]H NMR (500 MHz, CDC13) delta 7.71 (d, 1H, / = 8.0 Hz), 7.68 (d, 1H, / = 8.0 Hz), 7.63 (d, 1H, / = 8.0 Hz), 7.47 (t, 1H, / = 8.0 Hz), 7.32-7.28 (m, 2H), 7.21 (t, 1H, / = 8.0 Hz), 6.13 (s, 2H), 4.15 (m, 1H), 3.93 (m, 1H), 3.69 (m, 2H), 3.29 (m, 2H), 2.45 (s, 3H), 0.95 (t, 2H, / = 8.0 Hz), -0.07 (s, 9H).

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; GILEAD CONNECTICUT, INC.; GENENTECH, INC.; BARBOSA, Antonio, J., M.; BLOMGREN, Peter, A.; CURRIE, Kevin, S.; KRISHNAMOORTHY, Ravi; KROPF, Jeffrey, E.; LEE, Seung H.; MITCHELL, Scott A.; ORTWINE, Daniel; SCHMITT, Aaron, C.; WANG, Xiaojing; XU, Jianjun; YOUNG, Wendy; ZHANG, Honglu; ZHAO, Zhongdong; ZHICHKIN, Pavel E.; WO2011/140488; (2011); A1;,
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Adding a certain compound to certain chemical reactions, such as: 1435-52-5, name is 1,4-Dibromo-2-fluorobenzene, 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 1435-52-5, SDS of cas: 1435-52-5

General procedure: 6.11 1,4-Di(2-thienyl)-2-fluorobenzene (7k): Starting with 6 (100 mg, 0.39 mmol), Cs2CO3 (190 mg, 0.50 mmol), Pd(PPh3)4 (3 molpercent), 2-thienylboronic acid (49 mg, 0.39 mmol) and 1,4-dioxane (4 mL), 7k was isolated as a colorless solid (51 mg, 50percent). Mp 94-96 ¡ãC. 1H NMR (300 MHz, CDCl3): delta = 7.00-7.06 (m, 2H, ArH), 7.22-7.34 (m, 5H, ArH), 7.41-7.43 (m, 1H, ArH), 7.52-7.57 (m, 1H, ArH). 13C NMR (75.46 MHz, CDCl3): delta = 113.4 (d, J = 24.5 Hz, CH), 121.1 (d, J = 13.5 Hz, C), 121.8 (d, J = 3.1 Hz, CH), 123.8 (CH), 125.6 (CH), 125.8 (d, J = 4.5 Hz, CH), 126.3 (d, J = 7.1 Hz, CH), 127.8 (CH), 128.3 (CH), 129.0 (d, J = 4.2 Hz, CH), 134.9 (d, J = 9.4 Hz, C), 136.9 (d, J = 3.87 Hz, C), 142.6 (d, J = 2.9 Hz, C), 159.2 (d, JCF = 250.2 Hz, CF). 19F NMR (282.4 MHz, CDCl3): delta = -107.4 (CF). IR (ATR, cm-1): , 3074 (w), 2961 (w), 2854 (w), 1799 (w), 1606 (w), 1553 (w), 1483 (m), 1419 (m), 1354 (w), 1289 (w), 1259 (m), 1207 (w), 1135 (w), 1058 (m), 1015 (m), 945 (w), 866 (m), 805 (s), 692 (s), 630 (m), 579 (w), 550 (m), 528 (m). GC-MS (EI, 70 eV): m/z (percent) = 260 (100) [M+], 215 (12). HRMS (EI) calcd. for C14H9FS2 [M]+: 260.01242; found 260.01269.

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; Sharif, Muhammad; Maalik, Aneela; Reimann, Sebastian; Feist, Holger; Iqbal, Jamshed; Patonay, Tama?s; Villinger, Alexander; Langer, Peter; Journal of Fluorine Chemistry; vol. 146; (2013); p. 19 – 36;,
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Synthetic Route of 699-03-6, A common heterocyclic compound, 699-03-6, name is 1-(4-Bromophenyl)-N-methylmethanamine, molecular formula is C8H10BrN, 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.

General procedure: To an oven dried 10 mL screw cap vial equipped with a stir-bar and charged with amine 1a (0.5 mmol) was added aldehyde 2a (84 mg, 1.5 equiv) and toluene (0.2 mL) and the mixture was stirred for 5 min at room temperature. Thereafter, heteroarene 3a (88 mg, 1.2 equiv) and CuCl (20 mol%) were added and the vial was sealed with a Teflon cap. The reaction mixture was irradiated for 50 min at a preselected temperature of 140 oC, with a maximum irradiation power of 200 W. After completion of the reaction, Oxadiazole 3a (0.5 mmol), Pd(OAc)2 (10 mol%), PPh3 (20 mol%), Cs2CO3 (2 equiv) and toluene (2 mL) was added and the reaction mixture was again irradiated under microwave for 40 min at 120 oC, 200 W. Thereafter, the resulting mixture was diluted with ethyl acetate (50 mL) and washed with water (50 mL) and brine (50 mL). The organic phase was dried over anhydrous MgSO4, filtered and concentrated under reduced pressure. The crude sample was purified by silica gel column chromatography (15-25% ethyl acetate in heptane) to obtain 7a (174 mg, 69% yield).White solid, m.p. 146-148 oC, yield 69 %, 1H NMR (300 MHz, CDCl3): 8.19-8.03 (m, 6H), 7.61-7.44 (m, 8H), 3.82-3.71 (m,2H), 3.56 (d, J = 13.95 Hz, 1H), 2.38-2.26 (m, 4H), 2.20-2.08 (m, 1H), 1.89-1.78 (m, 1H), 1.73-1.62 (m, 2H), 1.44-1.16 (m,4H), 1.10-0.84 (m, 2H). 13C NMR (75 MHz, CDCl3): 164.7, 164.6, 164.4, 143.3, 131.7 (2), 129.3, 129.1, 129.0, 127.0, 126.9,124.0, 123.9, 122.7, 64.1, 58.6, 37.6, 37.5, 30.6, 30.1, 26.4, 25.8, 25.7. HRMS (EI): calcd for C31H31N5O2: 505.2478, found:505.2451.

The synthetic route of 699-03-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Vachhani, Dipak D.; Sharma, Abhishek; Van Der Eycken, Erik; Angewandte Chemie – International Edition; vol. 52; 9; (2013); p. 2547 – 2550; Angew. Chem.; vol. 125; 9; (2013); p. 2607 – 2610,4;,
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Related Products of 2695-47-8, These common heterocyclic compound, 2695-47-8, name is 6-Bromo-1-hexene, 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.

EXAMPLE 1 (E)-nona-2,8-diene-1-ol (II) 100 ml liquid ammonia and a catalytic amount of ferric nitrate (5 mg) are put into a 250 ml three-neck flask which is provided with an agitator, dry-ice condenser, dropping funnel with pressure compensation and with argon/ammonia flushing. 1.88 g (0.268M) lithium is added in portions to this mixture in such a manner that the blue color disappears between the additions. 7.21 g (7.49 ml, 0.129M) propargyl alcohol is added to the reaction mixture in 20 ml dry tetrahydrofuran during 25 minutes and the mixture is allowed to react for 1.5 hours during reflux after the addition. Subsequently, 14.0 g (10.86 ml, 85.8 mM) 1-bromo-5-hexene in 30 ml dry tetrahydrofuran is added over 30 minutes and the mixture is again allowed to react under reflux for 2.5 hours. Then, 2.05 g (0.298M) lithium is added in portions to the reaction mixture and the mixture is allowed to react one more hour. Subsequently, ammonium chloride is added in such an amount that the blue color of the reaction solution disappears and the main amount of the ammonia can evaporate. The reaction mixture is subsequently put in 20 g of ice and the mixture is allowed to warm up overnight to 25 C. The reaction mixture is extracted with ether and dried over magnesium sulfate. After the solvent has been drawn off, 9.3 g (66.4 mM) E-nona-2,8-diene-1-ol is obtained by bulb tube distillation of the residue at 105 C./0.5 mm pressure. This corresponds to a yield of 78%.

Statistics shows that 6-Bromo-1-hexene is playing an increasingly important role. we look forward to future research findings about 2695-47-8.

Reference:
Patent; Degussa; US4772727; (1988); A;,
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Application of 58971-11-2, 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 58971-11-2 as follows.

To a solution of 3-bromophenethylamine (10.0 g, 50 mmol) in DCM (100 ml) containing TEA (8.36 g, 60 mmol, 1.2 eq.) cooled to 0 0C is added 2-chlorobenzoylchloride (8.75 g, 50 mmol, 1.0 eq.) portiowise. The resulting mixture is stirred at rt for 1 hr. Water (100 ml) is added to quench the reaction. The organic layer is collected, washed with water and brine, dried over sodium sulfate, and concentrated to give the title compound.

According to the analysis of related databases, 58971-11-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NEUROGEN CORPORATION; WO2007/106349; (2007); A2;,
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Related Products of 108-85-0, 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. 108-85-0, name is Bromocyclohexane belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Alkyne (1mmol), sodium azide (1.1mmol), organic halide (1mmol), and water (3mL) were placed together in a 10mL round-bottom flask. PS-C22-CuI (40mg, containing 0.6mol% of Cu) was then added to the above solution. The suspension was magnetically stirred for 10h at room temperature. After completion of the reaction as followed by TLC, EtOAc (5mL) was added to the mixture, filtered, and washed with water (2¡Á3mL) and EtOAc (2¡Á3mL). The organic phase was separated, dried (MgSO4), and concentrated in vacuum to give the crude product that was further purified by recrystallization with ethanol/water (3:1 v/v). In the case of triazole 5h, after completion of the reaction, water was evaporated and EtOAc (5mL) was added. The mixture was filtered to separate the catalyst and the filtrate was concentrated under vacuum to obtain the desired product, which was almost pure.

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, Bromocyclohexane, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Movassagh, Barahman; Rezaei, Nasrin; Tetrahedron; vol. 70; 46; (2014); p. 8885 – 8892;,
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