Month: January 2021

Related Products of 615-54-3, These common heterocyclic compound, 615-54-3, name is 1,2,4-Tribromobenzene, 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.

(2) Synthesis of 2-bromo-N1,N1,N4,N4-tetraphenylbenzene-1,4-diamine 14.74 g of a product (yield: 60%) was obtained in the same manner as described in the synthesis method of intermediate 2-1 except that 1,2,5-tribromobenzene (15.74 g, 50 mmol), diphenylamine (16.92 g, 100 mmol), Pd2(dba)3 (2.75 g, 3 mmol), PPh3 (2.62 g, 10 mmol), NaOt-Bu (28.83 g, 300 mmol), and toluene (525 mL) were used.

The synthetic route of 615-54-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DUKSAN HIGH METAL CO., LTD.; US2012/217492; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 2051-99-2, 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. 2051-99-2, name is 1-Bromo-4-isobutylbenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a 50-mL two-neck round-bottom flask equipped with a cannula were added magnesium turnings (608 mg, 25 mmol), and the flask was heated at 80 C in vacuo for 1 h. A solution of the 4-isobutylphenyl bromide (426 mg, 2.0 mmol) in THF (5 mL) was added dropwise over 3 min under argon. The mixture was heated at 50 C until the reaction was initiated. Additional 4-isobutylphenyl bromide (1.71 g, 8.0 mmol) in THF (11.6 mL) was then added slowly via cannula over 15 min. The reaction mixture was heated at reflux for 3 h, after which a solution of 4-isobutylphenyl magnesium bromide 5 was obtained. To a separate 50-mL Schlenk tube was added anhydrous CoBr2 (21.9mg, 0.10mmol), and the tube was heated at 50C in vacuo for 2h. After cooling to room temperature, the cyclopropane-based bisoxazoline ligand 2 (0.12mmol) in THF (3mL) was added under argon. The resulting mixture was stirred for 1h at the same temperature, with 2-bromopropanoate 6 (1mmol) being added via syringe. The mixture solution was cooled to -80C, and the prepared Grignard reagent 5 (2.8mL, 0.5M in THF, 1.4mmol) was then added over 1h via syringe. The reaction mixture was stirred for another 6h at -80C and then quenched with saturated NH4Cl solution (5mL). The aqueous phase was extracted with diethyl ether (4¡Á10mL). The combined organic phases were dried over anhydrous Na2SO4, and concentrated under reduced pressure. The residue was purified by silica gel chromatography (n-hexane/ethyl acetate 100:1). 4.4.11 (S)-p-Tolyl-2-(4-isobutylphenyl)propanoate 7k Colorless oil, 93% yield, 87:13 er. The enantiomeric ratio was determined by HPLC with a Daicel Chiralcel OJ-H column (15% 2-propanol in n-hexane, 1 mL/min, 220 nm, minor tr = 8.37 min (R), major tr = 13.71 min (S)). [alpha]D20 = +26.4 (c 1.9, CHCl3). 1H NMR (300 MHz, CDCl3) delta 7.31-7.25 (m, 2H), 7.15-7.10 (m, 4H), 6.88-6.85 (m, 2H), 3.92 (q, J = 7.2 Hz, 1H), 2.47 (d, J = 7.2 Hz, 2H), 2.31 (s, 3H), 1.91-1.82 (m, 1H), 1.59 (d, J = 7.2 Hz, 3H), 0.91 (d, J = 6.6 Hz, 6H). 13C NMR (75 MHz, CDCl3) delta 173.4, 148.7, 140.7, 137.4, 135.3, 129.8, 129.5, 127.2, 121.0, 45.3, 45.1, 30.2, 22.4, 20.8, 18.6. HRMS (APCI-TOF): calcd for C20H25O2 [M+H]+ 297.1849, found 297.1842.

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-4-isobutylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Liu, Feipeng; Bian, Qinghua; Mao, Jianyou; Gao, Zidong; Liu, Dan; Liu, Shikuo; Wang, Xueyang; Wang, Yu; Wang, Min; Zhong, Jiangchun; Tetrahedron Asymmetry; vol. 27; 14-15; (2016); p. 663 – 669;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 656-64-4,Some common heterocyclic compound, 656-64-4, name is 3-Bromo-4-fluoroaniline, molecular formula is C6H5BrFN, 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.

3-bromo-4-fluoroaniline (60 g, 315.6 mmol), acetonitrile (600 mL), water (600 mL), and concentrated hydrochloric acid (300 mL).The mixture was cooled to 0-5 C in an ice bath, and a solution of sodium nitrite (23.4 g, 316 mmol) in water (300 mL) was added dropwise, maintaining the system temperature at 0-5 C.After 1 hour of reaction, urea (3.6 g, 60 mmol) was added to quench excess sodium nitrite and stirred for 10 minutes.Sodium sulfide nonahydrate (100.8 g, 420 mmol), sulfur powder (13.2 g, 420 mmol), NaOH (17.4 g, 432 mmol), water (300 mL) were sequentially added to a 1 L three-necked flask. The oil bath was heated to 75 C for 1 hour until the solution became clear. The clear solution was cooled to room temperature and added dropwise to the above reaction liquid, and the temperature of the system was maintained at 0 to 5 C. After the completion of the dropwise addition, the reaction mixture was extracted with ethyl acetate (1L 2), filtered, dried over anhydrous sodium sulfate and evaporated to dryness to give the crude product of 1,2-bis(3-bromo-4-fluorophenyl)disulfane (42 g) , yellow oil, yield 64%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Bromo-4-fluoroaniline, its application will become more common.

Reference:
Patent; Shanghai Hansen Bio-pharmaceutical Technology Co., Ltd.; Jiangsu Haosen Pharmaceutical Group Co., Ltd.; Ye Guozhong; Liu Lei; Bao Rudi; Wu Shenghua; Deng Haining; (130 pag.)CN110041253; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 7051-34-5, 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. 7051-34-5 name is (Bromomethyl)cyclopropane, 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.

Into the reaction flask added 3-hydroxy-4-difluoromethoxybenzaldehyde (21 g, 0.11 mol), cyclopropylmethyl bromide (18. 1 g, 0.13 mol), K2CO3 (18. 5 g) , then dissolved in 199. 5 g DMF and reacted at 85 C for 2 h with stirring. TLC monitoring until the reaction was complete. the reaction solution was filtrated , concentrated with CH2Cl2 , then for liquid extraction added CH2Cl2 , H2O into concentrated solution . The organic phase was dried and concentrated with anhydrous MgSO4 to give 31 g of a pale yellow 3-cyclopropylmethylenedioxy-4-(difluoromethoxy)benzaldehyde solution.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (Bromomethyl)cyclopropane, and friends who are interested can also refer to it.

Reference:
Patent; KPC PHARMACEUTICALS, INC.; SONG, LIMING; YANG, ZHAOXIANG; WANG, XIAN; LI, JIANFENG; (8 pag.)CN106146296; (2016); 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. 630-17-1, name is 1-Bromo-2,2-dimethylpropane, A new synthetic method of this compound is introduced below., Recommanded Product: 1-Bromo-2,2-dimethylpropane

EXAMPLE 15 O-Methyl P-neopentylphosphonite Magnesium turnings, 8.38 g, were crushed in 40 ml of anhydrous ether and 3.0 ml of neopentyl bromide added. Mild heating was used to initiate the reaction. Once the reaction started, the heat was removed. Then a solution of 47 g of neopentyl bromide dissolved in 80 ml of ether was added dropwise over 90 minutes. The rate of the addition was such that the reaction mixture was kept at a gentle reflux. After the addition was complete the reaction was refluxed for an additional 30 minutes and allowed to cool to room temperature and stir overnight. The Grignard solution prepared above was added dropwise over 100 minutes to a solution of 93.4 g of phosphorous trichloride in 240 ml of anhydrous ether which was cooled to -65 C. The reaction temperature was kept at or below -55 C. during the addition. The reaction solution was allowed to warm to room temperature over 90 minutes. After one hour of stirring at room temperature the reaction solution was cooled by an ice and water bath and a solution of 76.2 g of methanol and 165.9 g of pyridine was added dropwise over 90 minutes. The reaction temperature did not exceed 20 C. during the addition. After 30 minutes of additional stirring the cooling bath was removed and the reaction was allowed to stand at room temperature over the weekend. The reaction solution was vacuum filtered through Celite, the filter cake rinsed with 800 ml of ether and the filtrate concentrated to yield 43.2 g of a pale yellow oil. A vacuum of 3 Torr was pulled on the sample for 3 hours to remove the residual trimethyl phosphite. Yield was 12.6 g of a yellow liquid.

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; Rohm and Haas Company; US5272128; (1993); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 1646-54-4, 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. 1646-54-4 name is 1,4-Dibromo-2,3,5,6-tetramethylbenzene, 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.

To a 3L four necked round bottom flask fitted with refluxedcondenser and mechanical stirrer, were added 1,4-dibromotetramethylbenzene (30 g, 102.73 mmol), pridine(1250 ml) and water (180 ml). The reaction mixture was heated at100 C with constant stirring. To this reaction mixture, KMnO4(82.5 g, 522.15 mmol) was added in small aliquots in 45 min. Aftercomplete addition the reaction mixture was refluxed for next 5 h.The hot solution was filtered to remove MnO2 from reactionmixture and the solvent concentration of at vacuo. To the residualsolid were added water (1500 ml) and NaOH (70 g). The reactionmixture was stirred and heated at 100 C. KMnO4 (82.5 g,522.15 mmol) was added in small aliquots in 1 h. The reactionmixture was refluxed for next 5 h. Excess of KMnO4 was destroyedby caution addition of ethanol (60 ml). The hot solutionwas filteredto separate MnO2. The filtrate was acidified with aqueous HCl (5N).After solvent was removed under reduced pressure, colorlesscompound obtained. Acetonewas added to this solution and stirredfor 40 min. It was filtered to remove NaCl and filtrate wasconcentrated under reduced pressure to obtain 20 g (47%) product.The colorless powder from acetone .13C NMR (Acetone-d6, 75 MHz)deltad 116.41m (CBr), 138.39 (C-COOH), 165.87 (C]O).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,4-Dibromo-2,3,5,6-tetramethylbenzene, and friends who are interested can also refer to it.

Reference:
Article; Bandyopadhyay, Arkasish; Halim, Md. Ershad; Hossain, Md. Elius; Shinmyozu, Teruo; Journal of Molecular Structure; vol. 1213; (2020);,
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. 1435-51-4, name is 1,3-Dibromo-5-fluorobenzene, A new synthetic method of this compound is introduced below., Application In Synthesis of 1,3-Dibromo-5-fluorobenzene

General procedure: A solution of m-tolylmagnesium bromide 26, prepared from 416 muL of 3-bromotoluene and 83 mg of magnesium turnings in anhydrous THF (3 mL), was added dropwise under inert atmosphere to a solution of 5-bromovaleronitrile (400 muL, 3.43 mmol) in anhydrous THF (3 mL). The mixture was stirred at room temperature for 1 h, quenched with a saturated aqueous solution of NaHCO3 (3 mL) and extracted with dichloromethane (3 * 10 mL). The combined organic layers were dried over anhydrous sodium sulphate, filtered and concentrated under reduced pressure. The crude residue was purified by silica gel column chromatography (dichloromethane/methanol 95:5) to provide the compound 7 as a yellow oil (225 mg, 38% yield). Rf = 0.40 (dichloromethane/methanol 95:5). 1H NMR: delta 1.63-1.71 (m, 2H), 1.79-1.87 (m, 2H), 2.37 (s, 3H), 2.60-2.66 (m, 2H), 3.80-3.86 (m, 2H), 7.18-7.29 (m, 2H), 7.51-7.54 (m, 1H), 7.61-7.62 (m, 1H). 13C NMR: delta 20.0, 21.7, 22.1, 27.4, 50.1, 123.3, 126.8, 128.3, 130.5, 138.1, 140.4, 166.2. MS (ESI) m/z [M+H]+ Calcd for C12H16N+: 174.13. Found: 174.2.

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; Matera, Carlo; Quadri, Marta; Sciaccaluga, Miriam; Pome, Diego Yuri; Fasoli, Francesca; De Amici, Marco; Fucile, Sergio; Gotti, Cecilia; Dallanoce, Clelia; Grazioso, Giovanni; European Journal of Medicinal Chemistry; vol. 108; (2016); p. 392 – 405;,
Bromide – Wikipedia,
bromide – Wiktionary

460-00-4, name is 1-Bromo-4-fluorobenzene, 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. COA of Formula: C6H4BrF

General procedure: This compound was synthesized by the same method as that reported in our previous works.[8], 8(a), 8(b), [9] and 9(a) Compound 7a was prepared by reacting compound 6 (4.0 g, 18.1 mmol) with 4-bromoanisole (3.4 g, 18.1 mmol) in the presence of Pd(PPh3)4 and Na2CO3 (6.40 g, 60 mmol) in tetrahydrofuran (80 mL containing 10% water) for 15 h at 70 C. The product 7a was purified by column chromatography on SiO2 using hexane as an eluent and 3.8 g obtained as a pale yellow solid in 78% yield.

The synthetic route of 460-00-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Pu, Shouzhi; Li, Hui; Liu, Gang; Liu, Weijun; Cui, Shiqiang; Fan, Congbin; Tetrahedron; vol. 67; 7; (2011); p. 1438 – 1447;,
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. 49764-63-8, name is 4,5-Dibromobenzene-1,2-diamine, A new synthetic method of this compound is introduced below., Recommanded Product: 4,5-Dibromobenzene-1,2-diamine

This compound was synthesized according to a modified literature procedure. 30 Cylcohexane octahydrate SM4 (1.17 g, 3.76 mmol), 4,5-dibromo benzene-1,2-diamine QZ-IB-8 (3.00 g, 11.3 mmol) were refluxed in 450 ml of glacial acetic acid (additional volume of glacial acetic acid was added because the solution was hard to stir), for 24 hours at 140 C. The solution was then filtered and the obtained powder was washed with 120 ml of hot glacial acetic acid and was then refluxed in 200 ml of 30 % nitric acid for 23 hours. The solution was filtered to yield 3.06 g (95 %) of greenish powder. (at)H (300 MHz, DMSO-d6) 88.97 (s, 6H). MALDI-TOF MS (MH+H) : m/z 853.5, 855.5, 857.5,859.5, 861.5, 863.5; calcd for C24H7Br6N6, 858.8. An amount of 1 g was sublimed under high vacuum (ca. 10-6 torr) at ca. 400 C. An amount of 252 mg of yellow solid was isolated. Anal. Calcd. for C24H6Br6N6: C, 33.61, H, 0.71, Br, 55.89, N, 9.80. Found: C, 33.74, H, 0.75, Br, 55.66, N, 9.55.

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; GEORGIA TECH RESEARCH CORPORATION; WO2005/123737; (2005); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 1435-52-5, A common heterocyclic compound, 1435-52-5, name is 1,4-Dibromo-2-fluorobenzene, molecular formula is C6H3Br2F, 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: 6.3 1,4-Di(4′-ethoxyphenyl)-2-fluorobenzene (7c): Starting with 6 (100 mg, 0.39 mmol), Cs2CO3 (190 mg, 0.50 mmol), Pd(PPh3)4 (3 molpercent), 4-ethoxyphenylboronic acid (64 mg, 0.39 mmol) and 1,4-dioxane (4 mL), 7c was isolated as a colorless solid (86 mg, 65percent). Mp 96-98 ¡ãC. 1H NMR (300 MHz, CDCl3): delta = 1.39 (t, J = 7.2 Hz, 6H, CH3), 3.99 (q, J = 6.89 Hz, 4H, OCH2), 6.85-6.91 (m, 4H, CH), 7.21-7.28 (m, 3H, CH), 7.36-7.50 (m, 4H, CH). 13C NMR (75 MHz, CDCl3): delta = 14.9 (2CH3), 63.6 (2OCH2), 106.8 (d, J = 22.0 Hz, C), 114.5 (d, J = 16.5 Hz, CH), 114.7 (CH), 115.0 (CH), 123.4 (d, J = 3.8 Hz, CH), 127.7 (CH), 128.0 (CH), 131.3 (C), 133.6 (CH), 133.9 (C), 144.1 (C), 159.2 (d, 1JCF = 247.0 Hz, C). 19F NMR (282 MHz, CDCl3): delta = -114.92. IR (ATR, cm-1): , 2935 (w), 2838 (w), 1897 (w), 1597 (m), 1474 (s), 1243 (s), 1180 (m), 1027 (s), 805 (s), 751 (m), 692 (m), 412 (w). GC-MS (EI, 70 eV): m/z (percent) = 336 (100) [M]+, 307 (22), 280 (32), 279 (15), 251 (14). HRMS (EI) calcd. for C22H21FO2 [M]+: 336.15201; found 336.15196.

The synthetic route of 1435-52-5 has been constantly updated, and we look forward to future research findings.

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;,
Bromide – Wikipedia,
bromide – Wiktionary