Month: September 2021

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 955959-84-9 as follows. COA of Formula: C18H11BrO

In a 250mL flask, 4-(4′-bromophenyl)dibenzo[b,d]furan (10g) and tetrahydrofuran (90mL) were mixed and stirred under nitrogen atmosphere and cooled to -78°C. At -78°C, n-butyllithium (18.8ml, 2.5M in n-hexane) was added and stirred for 2 hours. After 2 hours, trimethyl borate (16g) was added and the reaction was equilibrated to room temperature overnight. The reaction was monitored by thin layer chromatography. Upon completion of the reaction, 2N hydrochloric acid solution (60mL) was added and stirred for 1 hour. It was quenched with water (50mL) and extracted with ethyl acetate (70mL). The organic layer was extracted with water (3x50mL) and dried over anhydrous sodium sulfate. Following this, the ethyl acetate layer was evaporated to dryness under vacuum rotavap to get 4-(dibenzofuran-4-yl)phenylboronic acid (5g).

According to the analysis of related databases, 955959-84-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; e-Ray Optoelectronics Technology Co., Ltd.; Ban, Ruman; Huang, Helong; Yao, Zhengcong; Xie, Bowei; Chen, Huixu; (34 pag.)CN105585555; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 7745-91-7, These common heterocyclic compound, 7745-91-7, name is 3-Bromo-4-methylaniline, 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.

450 mL of water, 50.0 g (0.268 mol) of 2-bromo-p-toluidine,100 mL (1.102 mol) of concentrated hydrochloric acid was added and heated to 90 C. with stirring.Subsequently, the mixture was stirred at the same temperature for 1 hour, then cooled to room temperature, and further cooled to -10 C. with an ice water bath. Next, an aqueous solution prepared by dissolving 22.3 g (0.323 mol) of sodium nitrite in 70 mL of water was added dropwise at a temperature not exceeding 5 C., followed by stirring at 5 C. or lower for 30 minutes, filtration with an aid, diazonium An aqueous solution of salt was obtained.Next, 67.0 g (0.403 mol) of potassium iodide (Wako Pure Chemical Industries, Ltd.) and 230 mL of water were added to a 1 L four-necked round bottom flask equipped with a stirrer, Erlin condenser, 1 L dropping funnel and thermometer The mixture was placed in a water bath and stirred at 10 C. Next, after the aqueous solution of the diazonium salt was dropped, the water bath was removed to return to room temperature, the temperature was further increased to 40 C., and the mixture was stirred for 4 hours. The obtained reaction solution was returned to room temperature again, 300 mL of DCM was added and the mixture was transferred to a 2 L separatory funnel, then the aqueous layer was separated and extracted with 250 mL of DCM. Next, the DCM layers were combined, washed with 250 mL of 20% sodium thiosulfate aqueous solution, 250 mL of saturated aqueous multilayer water, three times with 250 mL of water, dried with magnesium sulfate, then removed by suction filtration of magnesium sulfate, The solvent was distilled off under reduced pressure. Subsequently, the resulting crude oil was purified by silica gel column chromatography using n-heptane as a developing solvent to obtain 73.5 g (yield 92.2%) of the desired iodide.

Statistics shows that 3-Bromo-4-methylaniline is playing an increasingly important role. we look forward to future research findings about 7745-91-7.

Reference:
Patent; YAMAGATA UNIVERSITY; CHEMIPRO KASEI KAISHA LIMITED; KIDO, JUNJI; SASABE, HISAHIRO; TAKAHASHI, JUN; NAGAI, NAGAI; (723 pag.)JP2018/90561; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 399-94-0, name is 1-Bromo-2,5-difluorobenzene, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 399-94-0

A tetrahydrofuran (30 ml) solution of 1-bromo-2,5-difluorobenzene (1.08 ml, 9.60 mmol) was stirred at -78C, followed by the addition of a hexane solution (7.32 ml, 11.5 mmol) of n-butyl lithium. To the reaction mixture was added a tetrahydrofuran (10 ml) solution of 4-pyridinecarboxyaldehyde(0.764 ml, 8.00 mmol) at -78C. The resulting mixture was stirred at the same temperature for 30 minutes. After the temperature of the reaction mixture was raised to room temperature, diethyl ether was added thereto. The resulting mixture was washed with a saturated aqueous solution of sodium bicarbonate. The organic layer was dried over anhydrous sodium sulfate and then filtered. The filtrate was concentrated under reduced pressure. The residue thus obtained was subjected to flash silica gel chromatography. The fraction obtained from the hexane:ethyl acetate=7:3 eluate was concentrated under reduced pressure. The solid thus obtained was washed with diisopropyl ether and then collected by filtration to give the title compound (1.15 g, 5.20 mmol, 65%) as a white powder. 1H-NMR (400MHz, CDCl3) delta: 4.25 (1H,brs), 6.09 (1H,s), 6.89-7.05(2H,m), 7.14-7.23 (1H,m), 7.34 (2H,d, J=5.4Hz), 8.44(2H,d,J=5.4Hz).

According to the analysis of related databases, 399-94-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1640366; (2006); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 327-51-5, name is 1,4-Dibromo-2,5-difluorobenzene, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C6H2Br2F2

1,4-dibromo-2,5-difluorobenzene (1.36 g, 5mmol), potassium carbonate (1.04 g, 7.5mmol), and palladium acetate (56 mg, 0.25mmol) were taken under argon atmosphere, and DMAc (15 mL) was added and suspended. Into this mixture, a pivalic-acid-toluene solution (1.0M, 1.5 mL, 1.5mmol) and a tri-cyclohexyl phosphine toluene solution (0.6M, 833 **L, 0.5mmol), 2-(2-methylpropyl) thiazole (2.1 mL, 15mmol) was added, and it agitated at 100 degrees C for 20 hours. The mixed solvent (2:1) of chloroform and hexane was added to the reaction mixture after ending reaction, and it filtered using alumina. Silica gel column chromatography (eluate: hexane/ethyl acetate) refined the rough product obtained by condensing a filtrate, and it obtained the target 5-(4-bromo-2,5-difluorophenyl)-2-(2-methylpropyl) thiazole as a brown oily matter (414 mg, 25%).

According to the analysis of related databases, 327-51-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TOSOH CORPORATION; SAGAMI CHEMICAL RESEARCH INSTITUTE; Aihara, Hidenori; kikuchi, Mai; Hachiya, Hitoshi; Watanabe, Makoto; (39 pag.)JP2017/66069; (2017); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 10269-01-9, A common heterocyclic compound, 10269-01-9, name is (3-Bromophenyl)methanamine, molecular formula is C7H8BrN, 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: (c) A solution of Boc2O (1.29g, 5.91mmol) in CH2Cl2 (10ml) was added to a suspension of 4-bromobenzylamine (1.00g, 5.38mmol) and Et3N (0.60g, 5.91mmol) in CH2Cl2 (10ml) for 5min at 0C with a CaCl2 tube. The reaction mixture was stirred overnight at room temperature. Then, H2O (50ml) was added to the mixture, and the organic layer was separated. The aqueous layer was extracted with CHCl3 (50ml×3). The combined organic layer was washed with H2O (50ml×1) and then brine (50ml×1), dried over Na2SO4 (anhyd), filtered, and concentrated under reduced pressure to afford (4-bromobenzyl)carbamic acid tert-butyl ester (1.63g, quant. y.) as a colorless solid.

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; Tashima, Toshihiko; Murata, Hiroaki; Kodama, Hidehiko; Bioorganic and Medicinal Chemistry; vol. 22; 14; (2014); p. 3720 – 3731;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 67567-26-4, name is 4-Bromo-2,6-difluoroaniline, 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. Application In Synthesis of 4-Bromo-2,6-difluoroaniline

1b) A suspension of 416 g of 4-bromo-2,6-difluoroaniline, 752 g of benzyl bromide and 608 g of potassium carbonate in 2 l of acetonitrile is refluxed for 48 hours. The mixture is subsequently evaporated in a rotary evaporator, the residue is dissolved in toluene and extracted with hydrochloric acid (10%), the toluene phase is evaporated in a rotary evaporator, and the product is stirred into heptane and stirred with silica gel for about 4.5 hours, filtered with suction and evaporated in a rotary evaporator, giving dibenzyl(4-bromo-2,6-difluorophenyl)amine, yield 85.6%.

The synthetic route of 4-Bromo-2,6-difluoroaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck Patent GmbH; US6716491; (2004); B2;,
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. 627871-16-3, name is 5-Bromo-4-fluoro-2-methylaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 627871-16-3

5-bromo-4-fluoro-2-methylaniline (1) (20g, 98 mmol) was dissolved in anhydrous l-methyl-2-pyrrolidinone (10 mL), and copper (I) cyanide (17.6g, 196 mmol) was added. The reaction was heated to about 180 C for 3 about 3 hours, cooled to room temperature, and water (300 mL) and concentrated ammonium hydroxide (300 mL) added. The mixture was stirred for about 30 minutes, then extracted with ethyl acetate (3 x 200 mL). The combined extracts were dried over magnesium sulfate, and the solvent was removed under reduced pressure. The oily residue was washed with hexanes (2 x 100 mL), and the solid dissolved in dichloromethane and loaded onto a silica gel column. Eluting with 0 to 25% ethyl acetate in hexanes gradient provided 5-amino-2-fluoro-4- methylbenzonitrile. LC/MS (m/z:151 M+1).

The synthetic route of 627871-16-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GILEAD SCIENCES, INC.; ALLEVA, Jennifer, Lynne; DEMPAH, Kassibla, Elodie; FARAND, Julie; NOTTE, Gregory; (128 pag.)WO2018/169742; (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. 3975-77-7, name is 2-Bromo-1,3,5-tri-tert-butylbenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 2-Bromo-1,3,5-tri-tert-butylbenzene

A solution of bromo-2,4,6-tri-tert-butylbenzene (?supermesityl bromide, Mes*Br?, 326mg, 1.00mmol) in pentane (1.5mL) and THF (0.7mL) was cooled to-60C under argon gas cover for the injection of nBuLi (1.13mmol) in hexane (0.50mL). After one hour at rt, the supernatant was withdrawn from the precipitated 2,4,6-tri-tert-butylphenyllithium (Mes*Li), which was then washed with dry pentane (2×1mL). The subsequent addition of anhydrous Et2O (0.6mL) dissolved Mes*Li partially, and the entailing treatment with 2,2,6,6-tetramethylpiperidine (HTMP, 0.034mL, 28mg, 0.2mmol) consumed a corresponding portion of Mes*Li. The mixture was treated with the enone 10 (80mg, 0.30mmol) and kept at-60C for 1h, whereafter Mes*Li had been dissolved entirely. The solution was transferred to an NMR tube (5mm) and observed until 10 (deltaH=6.54ppm) had vanished (24h). The tube should be cooled in ice during the final addition of D2O (0.10mL). The resultant mixture was diluted with aqueous HCl (2M, 2mL) and Et2O (5mL). The acidic aqueous layer was shaken with Et2O (2×5mL) and discarded. The combined Et2O phases were washed with distilled water (3×3mL), dried over Na2SO4, filtered, and concentrated to leave a mixture (108mg) of 19, Mes*H, and partially (81%) deuteriated enone 10 in a 10:68:22M ratio. Analytically pure 19 had mp 202-203C (from 10mL of ethanol). (0032) IR (KBr) nu 3566 (very sharp O-H), 2961, 2870, 1595, 1485, 1474, 1458, 1362, 754cm-1. (0033) 1H NMR (CDCl3, 400MHz) delta 0.94 (s, 9H, 3×Me-1?), 1.04 (d, 4J=1.2Hz, 1H, OH), 1.25 (s, 3H, 5?-Mea), 1.31 (s, 18H, 2×meta-CMe3), 1.35 (s, 3H, 3-Mea), 1.40 (s, 3H, 3-Meb), 1.43 (s, 3H, 1-Mea), 1.49 (s, 3H, 1-Meb), 1.52 (s, 3H, 5?-Meb), 1.90 (d, 2J=15.2Hz, 1H, 4?-Ha), 2.70 (d, 2J=15.2Hz, 1H, 4?-Hb), 5.40 (d, 4J=1.2Hz, 1H, alpha-H), 7.12 (m, 1H, 4-H), 7.14 (m, 1H, 7-H), 7.18 and 7.19 (2m, 2H, 5-/6-H), 7.24 (d, 4J=1.7Hz, 2H, 2×ortho-H), 7.28ppm (t, 4J=1.7Hz, 1H, para-H), assigned through the NOESY correlations 3-Mea+b ? alpha-H ? 4?-Ha ? 4?-Hb ? ortho-H ? meta-C(CH3)3 ? para-H; 1-Mea ? 1-Meb ? HO ? ortho-H; 5?-Mea ? ortho-H ? 5?-Meb ? HO ? 1-Meb ? meta-C(CH3)3; (0034) 13C NMR (CDCl3, 100.6MHz) delta 26.3 (qsept, 1J=125.5Hz, 3J=4.9Hz, 3×Me-1?), 26.7 (qm, 1J=ca. 124 Hz, 5?-Meb), 31.2 (qm, 1J=124.5Hz, 1-Mea), 31.5 (qsept, 1J=125Hz, 3J=4.9Hz, 2×meta-CMe3), 32.30 and 32.32 (2 qm, 1J=126Hz, 1-Meb and 3-Meb), 33.2 (qm, 1J=126Hz, 3-Mea), 35.0 (quat, 2×meta-CMe3), 37.2 (qm, 1J=126.0Hz, 5?-Mea), 37.8 (quat, C-5?), 40.5 (quat, C-2?), 46.3 (quat, C-1), 48.7 (tm, 1J=124Hz, CH2-4?), 49.3 (quat, C-3), 81.3 (quat, C-3?), 120.0 (dt, 1J=153Hz, 3J=6.5Hz, C-para), 120.3 (dt, 1J=152Hz, 3J=6.5Hz, 2×C-ortho), 122.3 (dd, 1J=156Hz, C-7), 122.6 (dd, 1J=156Hz, C-4), 126.3 (dd, 1J=158Hz, 3J=7.4Hz, C-5), 126.8 (dd, 1J=158Hz, 3J=7.4Hz, C-6), 128.6 (dm, 1J=140.6Hz, C-alpha), 147.1 (quat, C-3a), 148.0 (quat, C-7a), 150.6 (sept, 3J=3.7Hz, 2×C-meta), 152.1 (quat, C-ipso), 154.1ppm (quat, C-2), assigned through the coupling constants, comparison with 13b, and the selective {1H} decoupling experiment {CH2 and all CH3} ? C-1 as a d with 3J=8Hz (trans to alpha-H), C-2 as a d with 2J=3.8Hz to alpha-H, C-ipso as a t with 3J=ca. 6 Hz, C-meta as a. Anal. calcd for C37H56O (516.9): C, 85.98; H, 10.92. Found: C, 85.93; H, 10.83.

The synthetic route of 3975-77-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Knorr, Rudolf; Schmidt, Barbara; Freudenreich, Johannes; von Roman, Therese; Tetrahedron; vol. 74; 52; (2018); p. 7466 – 7471;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 7051-34-5, name is (Bromomethyl)cyclopropane, 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. Product Details of 7051-34-5

[>^CO2Et[1,3] Dithiane-2-carboxylic acid ethyl ester (1.29 g, 6.71 mmol) and bromomethyl-cyclopropane (0.99 g, 7.38 mmol) dissolved in dry DMF (1 mL), was added slowly to a stirred suspension of NaH (60 % in mineral oil, 268 mg, 6.71 mmol) in dry toluene (2 mL). The mixture was stirred at room temperature overnight and LC-MS showed completion of the reaction. The reaction was quenched with H2O, diluted with EtOAc. The organic layers were washed with H2O and dried with MgSO^ The solution was filtered and concentrated in vacuo to give desired product, 2-cyclopropylmethyl-[l,3]dithiane-2-carboxyIic acid ethyl ester, as yellow oil (1.49 g, 91%). LC-MS (ESI+): m/e = 247.0 [M+l]+ (exact ms: 246.07).

The synthetic route of (Bromomethyl)cyclopropane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ANADYS PHARMACEUTICALS, INC.; WO2008/82725; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 203302-95-8, name is 4-Bromo-3,5-difluoroaniline, 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 203302-95-8, Safety of 4-Bromo-3,5-difluoroaniline

In a re-sealable tube, to a solution of 4-bromo-3,5-difluoroaniline (500 mg; 2.40 mmol)[CAS 203302-95- 8] and N,N-disopropylethylamine (0.50 mL; 2.88 mmol) in tetrahydrofuran (5 mL) was added bromoacetonitrile (0.19 mL; 2.76 mmol). The tube was sealed and the solution was stirred at 80 C for 16 hours. The solvent was evaporated and the residue was purified by column chromatography (silica gel; petroleum ether:ethyl acetate; 2: 1; v/v) to afford 2-(4-bromo-3,5-difluoro-anilino)acetonitrile (160mg) as a light yellow solid. MS m/z (+ESI): 244.9, 246.9 [M+H]+. ‘H-NMR (400 MHz, CDC13) delta ppm: 6.32 – 6.37 (m, 2H), 4.26 – 4.31 (m, 1H), 4.10 (d, J = 6.8 Hz, 2H).

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, 4-Bromo-3,5-difluoroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BASILEA PHARMACEUTICA INTERNATIONAL AG; LANE, Heidi; RICHALET, Florian; EL SHEMERLY, Mahmoud; (169 pag.)WO2018/2220; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary