Tag: M.W=200-300

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. 2576-47-8, name is 2-Bromoethylamine hydrobromide belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 2-Bromoethylamine hydrobromide

A solution of bromoethylamine hydrobromide (4.2 g, 20 mmol) in 10 mL water was treated successively with benzenesulfonyl chloride (2.61 mL, 20 mmol) and a solution of sodium carbonate (6.5 g, 30 mmol) in 20 mL water. The reaction mixture was stirred at ambient temperature for 16h. Diethyl ether and water were added, the two layers were separated and the organic layer was dried (MgSO4) and concentrated to dryness. Purification on a Redisep cartridge using a gradient 0-100 % of DCM/cyclohexane as eluent provided the title compound. Yield: 3.5 g (66%). LC-MS (Method 4): Rt 2.81 min, m/z no molecular ion observed

The synthetic route of 2576-47-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARGENTA DISCOVERY LTD; WO2008/96128; (2008); A1;,
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Adding a certain compound to certain chemical reactions, such as: 89359-54-6, name is 9-Bromo-1-nonene, 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 89359-54-6, category: bromides-buliding-blocks

EXAMPLE 4 Sodium hydride (343 mg, 14 mmol) was added to a stirring solution of 1-methylthymine (2.00 g, 14 mmol) in dimethylsulfoxide (40 ml). After 15 minutes, 9-bromo-1-nonene (2.93 g, 14 mmol, available from Alfebro) was added and the resulting mixture stirred for 20 hours. The reaction was poured into water (40 ml) and extracted with three 50 ml aliquots of dichloromethane. The organic layers were combined, washed with water (40 ml) and saturated aqueous salt solution (20 ml). After drying the washed organic layers over sodium sulfate, the solvent was evaporated, leaving a colorless oil, 3-(8-nonenyl)-1-methylthymine, which solidified upon standing (2.76 g, 73% yield).

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, 9-Bromo-1-nonene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Cell Therapeutics, Inc.; US5807862; (1998); A;; ; Patent; Cell Therapeutics, Inc.; US6043250; (2000); A;; ; Patent; Cell Therapeutics, Inc.; US6100271; (2000); A;,
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33070-32-5, name is 5-Bromo-2,2-difluorobenzodioxole, 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. Recommanded Product: 5-Bromo-2,2-difluorobenzodioxole

Preparation 33 5-Bromo-2,2-difluoro-4-methoxybenzo[d][1,3]dioxole A solution of LDA was prepared from diisopropylamine (4.2 g, 41 mmol) and n-BuLi (2.5 M; 15.4 mL, 38 mmol) in dry tetrahydrofuran (100 mL). The solution was cooled to -70 C. and treated in portions with 5-bromo-2,2-difluorobenzo[d][1,3]dioxole (7.0 g, 30 mmol). After 2 h at -70 C., trimethylborate (4.3 g, 41 mmol) was added in portions, stirred at -70 C. for 1.5 h and then allowed to warm to ambient overnight. The mixture was cooled to -30 to -40 C. and treated carefully with 28% peracetic acid. The mixture was stirred for 30 min at -30 C., warmed to 5-10 C., treated with 10% NaHSO3 (100 mL) solution and stirred for 20 min. The mixture was acidified by addition of 6 M HCl and diluted with saturated NaCl solution (75 mL). The mixture was extracted ethyl acetate (2*100 mL) and the combined extracts were washed with saturated NaCl (50 mL), dried (Na2SO4) and rotary evaporated. The crude phenol was dissolved in dry DMSO (50 mL), treated with 95% NaH (750 mg, 30 mmol) and stirred for 30 min to produce a clear solution. Methyl iodide (5.0 g, 35 mmol) was added in portions, and the mixture was stirred for 20 h at 20 C. An additional 200 mg NaH were added and stirring was continued for 1 h more. The mixture was poured into water (100 mL) and extracted diethyl ether (2*75 mL). The combined extracts were washed with water (2*20 mL), with saturated NaCl (20 mL), dried (Na2SO4) and evaporated. The crude material was purified by chromatography on silica with a 0-20% ethyl acetate-hexane gradient to afford the title compound as a clear liquid (2.5 g, 31%): 1H NMR (400 MHz, CDCl3) delta 7.25 (d, J=8.5 Hz, 1H), 6.63 (d, J=8.5 Hz, 1H), 4.13 (s, 3H); 19F NMR (376 MHz, CDCl3) delta -49.66; EIMS m/z 266.

The synthetic route of 33070-32-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dow AgroSciences LLC; Eckelbarger, Joseph D.; Epp, Jeffrey B.; Fischer, Lindsey G.; Lowe, Christian T.; Petkus, Jeff; Roth, Joshua; Satchivi, Norbert M.; Schmitzer, Paul R.; Siddall, Thomas L.; US2014/274701; (2014); A1;,
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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. 626-40-4, name is 3,5-Dibromoaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 3,5-Dibromoaniline

2-Trifluoromethylbenzoyl chloride (68.0mL, 0.462 mmol) and 3,5-dibromoaniline (96.0 mg, 0.383 mmol) were stirred in THF (2.0 mL) for 1 h.The reaction was then diluted with H2O (~20 mL) and sonicated, and the resulting precipitate was filtered, rinsed with H2O, collected, sonicated with sat. NaHCO3(~10 mL), filtered, rinsed with H2O, and collected.Flash chromatographic purification over silica (4:1-2:1 hexanes:EtOAc gradient elution) afforded 2-trifluoromethyl-N-(3,5-dibromophenyl)benzamide (216) as a white solid (143 mg, 88%).1H-NMR (500 MHz,d6-DMSO)d10.87 (s, 1H), 7.92 (d,J=1.7 Hz, 2H), 7.85-7.88 (m, 1H), 7.79-7.84 (m, 1H), 7.72-7.76 (m, 2H), 7.58 (t,J=1.7 Hz, 1H);13C-NMR (125 MHz,d6-DMSO)d166.00, 141.39, 135.26 (q,J=2.0 Hz), 132.73, 130.52, 128.53, 128.49, 126.45 (q,J=4.7 Hz), 125.85 (q,J=31.4 Hz), 123.63 (q,J=274 Hz), 122.44, 120.88; ESI-TOF 421.8996m/z[MH]+, C14H9Br2F3NO requires 421.8997; RP-HPLC: 95% pure.

The synthetic route of 626-40-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Connelly, Stephen; Mortenson, David E.; Choi, Sungwook; Wilson, Ian A.; Powers, Evan T.; Kelly, Jeffery W.; Johnson, Steven M.; Bioorganic and Medicinal Chemistry Letters; vol. 27; 15; (2017); p. 3441 – 3449;,
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Related Products of 699-03-6, 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. 699-03-6, name is 1-(4-Bromophenyl)-N-methylmethanamine, This compound has unique chemical properties. The synthetic route is as follows.

a) 4-(4-Methylaminomethyl)phenyl-4-hydroxycyclohexanone-ethylene ketal A solution of 94 g (0.47 mol) of 4-bromo-(N-methyl)-benzylamine in 460 ml of dry tetrahydrofuran is combined first with 300 ml (0.48 mol) of a 1.6 molar solution of n-butyl lithium in hexane and then with 52.5 g (0.48 mol) of trimethylchlorosilane, under a nitrogen atmosphere and at to -25 C. The reaction mixture is stirred for a further 15 minutes at this temperature and then cooled to -75 C. Then another 320 ml (0.51 mol) of a 1.6 molar solution of n-butyllithium in hexane are added so that the temperature does not exceed -70 C. The mixture is stirred for a further 20 minutes at -75 C. and then, within 20 minutes, mixed with a solution of 76 g (0.47 mol) of 1,4-cyclohexanedione-monoethylene ketal in 200 ml of tetrahydrofuran, whilst the temperature should not exceed -65 C. The reaction mixture is then stirred first for 30 minutes at -70 C. and then without external cooling until a temperature of +20 C. is reached. It is then decomposed in ice cold aqueous ammonium chloride solution and extracted several times with methylene chloride. The combined organic extracts are dried with sodium sulphate, the solvent is eliminated and the residue remaining is recrystallized from diisopropylether. 77 g (59% of theory) of 4-(4-methylaminomethyl)phenyl-4-hydroxycyclohexanone-ethylene ketal are obtained, melting point 95-97 C.

The chemical industry reduces the impact on the environment during synthesis 1-(4-Bromophenyl)-N-methylmethanamine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Karl Thomae GmbH; US5726205; (1998); A;,
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Related Products of 327-52-6, These common heterocyclic compound, 327-52-6, name is 1-Bromo-2,4,5-trifluorobenzene, 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.

20.0 g (61.7 mmol) of (S)-3-((benzyloxycarbonyl)amino)-4-(methoxy (methyl)amino)-4-oxobutanoic acid methylester obtained in Step 1-2(3) was put in a flask filled with nitrogen, and 80 mL of dry THF was added and dissolved. 16.26 g (77 mmol) of the compound of Chemical Formula 2 was added thereto. The mixture was cooled to -10C, and 77.1 mL (154 mmol) of 2 M isopropyl magnesium chloride was added thereto over a period of 2 hours. The temperature of the mixture was raised to room temperature, and stirred for 12 hours. The reaction mixture was cooled to -10C, and 50 mL of 6N hydrochloric acid was added dropwise over a period of 2 hours. 200 mL of ethyl acetate was added for phase-separation. After phase-separation, the organic layer was washed with saturated sodium hydrogen carbonate and dried over magnesium sulfate, followed by concentration under reduced pressure to give 22 g of residual concentrate (yield 90.2%). It was used in the next step without further purification. 1H NMR(300MHz, CDCl3)delta7.65(m, 1H), 7.35(m, 5H), 6.98(m, 1H), 5.90(d, 1H), 5.18-5.08(m, 1H. s, 2H), 3.64(s, 3H), 2.97(dd, 2H)

The synthetic route of 327-52-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DAEWOONG PHARMACEUTICAL CO., LTD.; CHOI, Soo Jin; LEE, Byung Goo; OH, Seong Soo; KIM, Yong Tae; EO, Jin Yong; KIM, Hung Sop; WO2012/148246; (2012); A2;,
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Adding a certain compound to certain chemical reactions, such as: 58971-11-2, name is 3-Bromophenethylamine, 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 58971-11-2, Product Details of 58971-11-2

Di-tert-butyl dicarbonate (0.30 g, 1.38 mmol) and triethylamine (0.44 mL, 3.13 mmol) were added to a stirred solution of [2-(3-bromophenyl)ethyl]amine (0.25 g, 1.25 mmol) in tetrahydrofuran (2 mL) and the mixture was stirred at room temperature. After 3 hours ethyl acetate and water were added to the mixture. The organic layer was washed with brine, dried (Na2SO4) and evaporated. Purification of the residue by flash chromatography (8:2 hexanes/ethyl acetate) gave the title compound (0.29 g, 77%) as a solid.LRMS (m/z): 300/302 (M+1)+.1 H NMR (400 MHz, CHLOROFORM-d) delta ppm 1.44 (s, 9 H) 2.75-2.80 (m, 2 H) 3.36-3.41 (m, 2 H) 4.56 (br. s., 1 H) 7.10-7.20 (m, 2 H) 7.35 – 7.40 (m, 2 H)

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, 3-Bromophenethylamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Almirall, S.A.; Vidal Juan, Bernat; Forns Berenguel, Maria Pilar; Castillo Mcquade, Marcos; Erra Sola, Montserrat; Mir Cepeda, Marta; EP2441755; (2012); A1;,
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Application of 203302-95-8, 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. 203302-95-8, name is 4-Bromo-3,5-difluoroaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of cyclopropylamine (33 muL, 0.47 mmol) was added Et3N (200 muL, 1.41 mmol), followed by dropwise addition of acid chloride in anhydrous CH2Cl2. The solution was stirred for 2 h at room temperature, then it was washed successively with 10 % HCl, 5 % NaOH, water and brine, dried over anhydrous MgSO4, filtered and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel to afford compounds 7a (85 %) as a white solid.

The synthetic route of 4-Bromo-3,5-difluoroaniline has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yang, Shao-Mei; Huang, Zhi-Ning; Zhou, Zhong-Shi; Hou, Jin; Zheng, Man-Yi; Wang, Li-Juan; Jiang, Yu; Zhou, Xin-Yi; Chen, Qiu-Yue; Li, Shan-Hua; Li, Fu-Nan; Archives of Pharmacal Research; vol. 38; 10; (2015); p. 1761 – 1773;,
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Reference of 61613-22-7, 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. 61613-22-7, name is 2-Bromo-N-phenylaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a vacuum dried 250 ml three-neck round bottom flask was added compound 9-1 (16 g),Anhydrous tetrahydrofuran (120 ml) was added and stirred under argon atmosphereThe temperature of the mixture was lowered to -78.Butyllithium (56.75 ml) was added slowly and stirred at the same temperature for 1 hour.Xanthone (15.18 g) was added at the same temperature and stirred for 12 hours.After concentration under reduced pressure, the residue was extracted with chloroform (320 ml) to obtain 8 g of the title compound.

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

Reference:
Patent; Dae Joo Electronic Materials Co., Ltd.; Park Jeong-gyu; Jang Sun-uk; Lee Hyeon-seok; Kim Min-yeong; Jeon Yeong-min; (29 pag.)KR2017/126059; (2017); A;,
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These common heterocyclic compound, 58458-10-9, name is 3-Amino-2-bromobenzotrifluoride, 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. category: bromides-buliding-blocks

An ice-cold solution of NaNO2 (0.15 g) in water (0.5 mL) is added to a mixture of 2-bromo-3-trifluoromethyl-aniline (0.48 g), concentrated H2SO4 (2 mL), and water (1.8 mL) at ca. 5 C. The mixture is stirred in the cooling bath for 20 min and then poured into a solution of KI (0.56 g) and I2 (0.56 g) in water (0.5 mL). After gas evolution ceases, the mixture is heated to 40 C. and stirred at this temperature for 1 h. The mixture is cooled to room temperature and aqueous Na2SO3 solution is added. The resulting mixture is extracted with ethyl acetate, and the combined extracts are dried (Na2SO4) and concentrated. The solvent is evaporated and the residue is chromatographed (cyclohexane/ethyl acetate 95:5?90:10) to give the title compound.

The synthetic route of 3-Amino-2-bromobenzotrifluoride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ECKHARDT, Matthias; US2014/221349; (2014); A1;,
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