Tag: M.W=200-300

Reference of 327-52-6, 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 327-52-6 as follows.

In a 5L dry reaction flask, dried 1.5kg of tetrahydrofuran and 40g of 2-chloropropane were added, and the temperature was raised to microfluidic (60C), then, 5 ml of isopropylmagnesium chloride was added dropwise to initiate the reaction, after the reaction is stable, the remaining 2-chloropropane 350g was slowly added drop wise, and the temperature was controlled to maintain micro reflux (68-72), and reflux was added dropwise for 2 hours (until complete reaction of magnesium chips, if any magnesium chips were left, 2-chloropropane was added. ), cooled to room temperature after the reaction, in a 30L reactor, 1.3kg of dried tetrahydrofuran, 1.3kg of toluene and 682g of trifluorobromobenzene were added, and the nitrogen protection of the reaction solution was lowered to a temperature of -25C, the temperature is controlled below -20C, and 2kg of isopropylmagnesium chloride was added dropwise, the incubation reaction was completed for one hour after dropping, monitored by HPLC, cuprous chloride 24g was added, then , heated and stirred for 30 minutes, a solution of 0.5 kg of a solution of compound 3 (512 g) in toluene was added dropwise, the reaction was carried out from minus 5C to minus 2C for 16 hours, monitored by HPLC, kg of saturated aqueous ammonium chloride solution (quenching effect) was added dropwise below 5C, the temperature was controlled below 10C, and about 1.5 kg of 3N hydrochloric acid was added dropwise to adjust the pH to approx 4. The aqueous phase was extracted once with 0.5L of toluene, the organic phases were combined and washed once with diluted aqueous ammonia (concentrated aqueous ammonia 100g watered with 0.5kg) and washed twice with 0.5kg semi-saturated brine, the aqueous phase was combined and extracted once with 0.5kg toluene, and toluene was distilled under reduced pressure at 45-55C, when the reaction liquid becomes a paste, 2 kg of water was added, concentration was continued until the distilled out solvent was water. 1kg of methanol was added, beaten overnight, and filtered, filter cake was washed twice with water, and the product was dried by blowing at 65C to obtain Compound 4 (720g) as a pale yellow powder in a yield of 85%.

According to the analysis of related databases, 327-52-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Heding (Nanjing) Pharmaceutical Co., Ltd.; Li Wensen; (18 pag.)CN107540575; (2018); A;,
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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. 69321-60-4, name is 2,6-Dibromotoluene, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C7H6Br2

n-BuLi in hexanes (2.5 M; 8.1 mL, 20 mmol) was added dropwise to a solution of 1,3-dibromo-2-methylbenzene (4.8 g, 19 mmol) in THF (50 mL) at -78 C. at such a rate as to keep the internal reaction temperature below -60 C. After stirring for 30 minutes, tert-butyl (R)-4-methyl-1,2,3-oxathiazolidine-3-carboxylate 2,2-dioxide (5.01 g, 21.1 mmol) was added in portions, and the reaction was stirred for a further 30 minutes before being allowed to warm to 0 C. over 2 hours. Aqueous citric acid (1N; 40 mL) was added at 0 C., and the mixture was stirred for 15 min before it was extracted with EtOAc (2*100 mL). The combined organic layers were concentrated under reduced pressure. The residue was stirred in HCl in dioxane (4N; 30 mL) at room temperature for 1 hour and then concentrated. The resulting residue was dissolved in water (100 mL) and extracted with diethyl ether (2*60 mL). The aqueous layer was then basified by addition of Na2CO3 and extracted with DCM (3*100 mL). The combined DCM extracts were dried over Na2SO4, filtered and concentrated to dryness. The crude product was purified by flash silica chromatography, elution gradient 0 to 10% MeOH in DCM. Product fractions were concentrated to dryness to afford (R)-1-(3-bromo-2-methylphenyl)propan-2-amine (2.6 g, 60%) as a brown oil. 1H NMR (500 MHz, DMSO-d6, 27 C.) 1.1 (3H, d) 2.34 (3H, s) 2.64 (1H, dd) 2.77 (1H, dd) 3.08 (1H, ddd) 7.05 (1H, t) 7.15 (1H, d) 7.45 (1H, d). NH2 was not observed. m/z: ES+ [M+H]+ 228.

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 69321-60-4.

Reference:
Patent; AstraZeneca AB; YANG, Bin; VARNES, Jeffrey Gilbert; SCOTT, James Stewart; MOSS, Thomas Andrew; O’DONOVAN, Daniel Hillebrand; NISSINK, Johannes Wilhelmus Maria; HUGHES, Samantha Jayne; BARLAAM, Bernard Christophe; (83 pag.)US2017/305909; (2017); A1;,
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Reference of 1435-51-4, A common heterocyclic compound, 1435-51-4, name is 1,3-Dibromo-5-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.

Sodium hydride (9.9 g, 0.414 mol, 95% dry) was added in portions to a stirred solution of benzyl alcohol (41.0 g, 0.394 mol) in THF (1.0 L) at room temperature under a nitrogen atmosphere and stirred for 1 h. To this solution was added dropwise 1,3-dibromo-5-fluorobenzene (100.0 g, 0.394 mol). After stirring overnight, the mixture was partitioned with H2O (600 mL) and EtOAc (4*600 mL). The combined organic extracts were dried (Na2SO4), filtered and concentrated in vacuo. Flash chromatography on silica gel eluding with hexanes afforded the sub-title compound (101.3 g, 75%) as a yellow oil. 1H NMR (300 MHz, CDCl3) delta7.30-7.48 (m, 5H), 7.18 (s, 1H), 7.06 (s, 2H), 4.99 (s, 2H).

The synthetic route of 1435-51-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Inghardt, Tord; Johansson, Anders; Svensson, Arne; US2004/19033; (2004); A1;,
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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. 345965-54-0, name is 1-(4-Bromophenyl)cyclopropanamine, This compound has unique chemical properties. The synthetic route is as follows., category: bromides-buliding-blocks

A solution of 1-(4-bromophenyl)-cyclopropylamine (Intermediate 116, 244.0 mg, 1.15 mmols) and benzyl bromide (255.0 mg, 1.50 mmols) in 4 mL DMF was stirred at 85 C. for 6 hours, cooled to room temperature and stirred overnight. The solution was diluted with H2O and the pH adjusted to 8-9 with aqueous NaOH. The solution was extracted with EtOAc and the combined organic layers were washed with H2O and saturated aqueous NaCl, dried (MgSO4) and concentrated under reduced pressure. Column chromatography (5-10% EtOAc-Hexanes) afforded 110 mg (32%) of the N-benzyl amine. 1H NMR (CDCl3) delta: 7.48 (2H, d, J=8.4 Hz), 7.30-7.23 (7H, m), 3.68 (2H, s), 1.07 (2H, m), 0.93 (2H, m); and 100 mg (22%) of the N,N-dibenzyl amine, 1H NMR (CDCl3) delta: 7.55 (2H, d, J=8.3 Hz), 7.40-7.19 (12H, m), 3.61 (4H, s), 0.87 (2H, m), 0.71 (2H, m).

According to the analysis of related databases, 345965-54-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Allergan Sales, Inc.; US6313107; (2001); B1;,
Bromide – Wikipedia,
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Application of 608-30-0,Some common heterocyclic compound, 608-30-0, name is 2,6-Dibromoaniline, molecular formula is C6H5Br2N, 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 18 4-tert-butyl-N-(2,6-dibromophenyl)benzamide: 2,6-Dibromoaniline (1.0 g, 3.98 mmol) was dissolved in dioxane (20 mL) and treated with diisopropylethylamine (1.39 mL, 7.96 mmol) followed by 4-tert-Butylbenzoyl chloride (1.70 g, 7.96 mmol). The solution was warmed to 60 C. and stirred overnight. The mixture was concentrated under reduced pressure and the residue was re-dissolved in ethyl acetate (50 mL). The organic solution was washed with 10% HCl (2*50 mL), saturated sodium carbonate (50 mL) and saturated sodium chloride (50 mL). The organic layer was dried (magnesium sulfate), filtered, and concentrated under reduced pressure. The residue was purified by flash silica gel chromatography, eluding with 20% acetone/hexane to yield 1.33 g (81%) of product. MS (ESI) m/z 409.9772; HPLC Method B, purity 92.3% at 210-370 nm, 10.4 min.; 89.7% at 232 nm, 10.4 min.; HRMS: calcd for C17H17Br2NO+H+, 409.97496; found (ESI, [M+H]+), 409.9772.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,6-Dibromoaniline, its application will become more common.

Reference:
Patent; Wyeth; US2006/264631; (2006); A1;,
Bromide – Wikipedia,
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402-43-7, name is 1-Bromo-4-(trifluoromethyl)benzene, 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: 1-Bromo-4-(trifluoromethyl)benzene

General procedure: The aryl halide (5.0 mmol), arylboronic acid (7.5 mmol), base (10.0 mmol), the calculated amount of thiourea, Pd and H2O (5 mL) were added to a flask containing a magnetic stir bar under air. The flask was sealed with a rubber septum and the contents were stirred at the specified temperature for the appropriate period of time. Upon completion, the reaction mixture was extracted using Et2O (3 10 mL). The solvent was removed on a rotary evaporator and the residue was purified by flash chromatography on silica gel to afford the desired product. The coupling products were characterized by 1H NMR and 13C NMR spectroscopy (see the Supporting Information). The identities of the products were confirmed by comparison with literature spectroscopic data.

The synthetic route of 402-43-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Chen, Wei; Lu, Xiao-Yan; Xu, Bei-Hua; Yu, Wei-Guo; Zhou, Zi-Niu; Hu, Ying; Synthesis; vol. 50; 7; (2018); p. 1499 – 1510;,
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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. 1559-88-2, name is 3-Bromo-1,2,4,5-tetrafluorobenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 1559-88-2

i-Bromo-2,3,5,6-tetrafluorobenzene (1.59 ml, 12.71 mmol) was dissolved in dry diethyl ether (30 ml) under a nitrogen atmosphere. Then magnesium (350 mg, 14.41 mmol) and a fewgranules of 12 were added. 1,2-Dibromoethane (0.011 ml, 0.13 mmol) was added and the final mixture stirred at room temperature for one hour. Tert-butyl 3-formylazetidine-1-carboxylate (2.55 g, 13.34 mmol) dissolved in dry diethyl ether (20 ml) was added dropwise plus 15 ml of dry tetrahydrofuran and the final mixture stirred for one hour at room temperature. The reactionmixture was quenched by adding saturated ammonium chloride solution and extracted with ethyl acetate. The pooled organic phase was washed with brine and dried (Na2SO4), filtered and finally evaporated to dryness. The crude product (4.58 g) was further purified by flash column chromatography on silica gel (iso-octane:ethyl acetate, 100:0 to 70:30) to give the title compound (2.8 g, 8.35 mmol). MS mlz (rel. intensity, 70 eV) 335 (M+, 1), 280 (36), 217 (17),189 (67), 57 (bp).

The synthetic route of 1559-88-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; INTEGRATIVE RESEARCH LABORATORIES SWEDEN AB; PETTERSSON, Fredrik; SONESSON, Clas; (79 pag.)WO2016/185032; (2016); A1;,
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Related Products of 49764-63-8, The chemical industry reduces the impact on the environment during synthesis 49764-63-8, name is 4,5-Dibromobenzene-1,2-diamine, I believe this compound will play a more active role in future production and life.

General procedure: A solution of 3 (1.87g, 10mmol) and o-phenylenediamine derivatives (10mmol) in methanol (80mL) was stirred at 65C for 4h, then cooled to room temperature and filtered to give a yellow powder.

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, 4,5-Dibromobenzene-1,2-diamine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Lu, Xing; Wu, Yi-Ming; Yang, Jing-Mei; Ma, Feng-E.; Li, Liang-Ping; Chen, Sheng; Zhang, Ye; Ni, Qing-Ling; Pan, Ying-Ming; Hong, Xue; Peng, Yan; European Journal of Medicinal Chemistry; vol. 151; (2018); p. 226 – 236;,
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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. 393-36-2, name is 4-Bromo-3-(trifluoromethyl)aniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 393-36-2

Preparation of 3-trifluoromethyl-4-vinylaniline 4-Bromo-3-(trifluoromethyl)aniline (4.0 g, 16.7 mmol) was dissolved in isopropanol (20 mL), water (10 mL), and t-butylamine (5 mL). To the solution, potassium(trifluoro)vinylborate (4.0 g, 29.9 mmol), PdCl2(dppf)2·2-dichloromethane complex (300 mg, 0.37 mmol) were added. The resulting mixture was stirred under argon atmosphere at 80C for 20 hours and then concentrated. The residue was partitioned between water and ethyl acetate, and the organic layer was washed with saturated brine and concentrated under reduced pressure. The resulting product was purified by silica-gel column chromatography (n-hexane: ethyl acetate = 6:1) to give 3-trifluoromethyl-4-vinylaniline (2.475 g, 79%) as a light-yellow oil. 1H-NMR (270MHz, CDCl3) delta (ppm): 3.84 (2H, s), 5.20 (1H, dd, J=1.8, 10.9Hz), 5.56 (1H, d, J=17.1Hz), 6.78 (1H, dd, J=10.9, 17.1Hz), 6.88-7.04 (2H, m), 7.48 (1H, d, J=8.4Hz).

The synthetic route of 393-36-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CHUGAI SEIYAKU KABUSHIKI KAISHA; The University of Tokyo; EP1921078; (2008); A1;,
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Synthetic Route of 502496-36-8, 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. 502496-36-8, name is 3-Bromo-5-fluoro-2-methylaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A solution of 123 (250 mg, 0.46 mmol) and 3-bromo-5-fluoro-2-methylaniline 165 (112 mg, 0.55 mmol) in acetonitrile was added cesium carbonate (307 mg, 0.936 mmol). The reaction was degassed and purged with nitrogen for 10 min. Pd(dppf)Cl2 (16 mg, 0.0234 mmol) was added to the reaction. The reaction was degassed and purged with nitrogen for another 10 min. The reaction was heated to 90 C. under sealed condition for overnight. The reaction mixture was allowed to cool to room temperature, diluted with chloroform. The organic layer was filtered through celite plug and concentrated to get the crude. The crude was purified through flash chromatography by using 100-200 mesh silica gel. The compound was eluted in 12% ethyl acetate in hexane as half white solid 166.

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

Reference:
Patent; ARRIEN PHARMACEUTICALS LLC; Vankayalapati, Hariprasad; Yerramreddy, Venkatakrishnareddy; Gangireddy, Paramareddy; Appalaneni, Rajendra P.; US2014/315909; (2014); A1;,
Bromide – Wikipedia,
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