Author: Jessica.F

Application of 1435-52-5, 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. 1435-52-5, name is 1,4-Dibromo-2-fluorobenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a stirred solution of 1,4-dibromo-2-fluorobenzene (Combi-Blocks, 1000 g, 3938 mmol) in ethylene glycol (5100 mL), NMP (500 mL) was added at rt under nitrogen atmosphere. Then potassium tert-butoxide (1547 g, 1378 mmol) was added in portion over 45 min at 5 C and the resulting mixture was heated to 90 C for 16 h. Completion of the reaction was monitored by HPLC. The reaction mixture was cooled to rt and diluted with water (2000 mL) and stirred for 15 min at rt. The resultant solid was filtered and washed with ethylene glycol (300 mL x 2). To the filtrate, water (16000 mL) was added. The mixture was cooled to 10 C and stirred 1 h at the same temperature to get solid. The solid was filtered and washed with water (1000 mL x 2), pet ether (3 X 1000 mL) and dried. This solid was mixed with toluene and toluene was evaporated. This process was repeated 3 times (3 X 500 mL) to give the title compound. Yield: 78% (910 g, White solid). 1H NMR (400 MHz, CDCl3): delta 7.41 (d, J = 8.0 Hz, 1H), 7.06-7.00 (m, 2H), 4.14 (t, J = 4.0 Hz, 2H), 4.01 (q, J = 3.6 Hz, 2H). LCMS: (Method A) 296.0 (M+H), Rt. 3.97 min, 98.16% (Max). HPLC: (Method A) Rt. 3.67 min, 99.53% (Max), 99.38% (220nm).

The synthetic route of 1,4-Dibromo-2-fluorobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASCENEURON S. A.; QUATTROPANI, Anna; KULKARNI, Santosh S.; GIRI, Awadut Gajendra; KOEK, Johannes Nicolaas; (64 pag.)WO2017/144635; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 10269-01-9, 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 10269-01-9 as follows.

General procedure: Various amines (2.00mmol) were dissolved in absolute alcohol (15mL) and then potassium carbonate (2.00mmol) was added. The mixture was stirred for 45min at room temperature. Compound 4 (1.00mmol) and potassium iodide (0.25mmol) were added and the mixture stirred and refluxed overnight. Then the mixture was poured into water (50mL), extracted with ethyl acetate to give the crude product. The crude product was purified by column chromatography using petroleum ether and ethyl acetate. 6-Chloro-2-methoxy-N-(3-bromobenzyl)acridin-9-amine (LXL-4): Yield 69%; mp 156-159 C; 1H NMR (400 MHz, CDCl3): delta 8.08 (d, 1H, J = 1.8 Hz), 7.99 (d, 1H, J = 9.4 Hz), 7.91 (d, 1H, J = 9.3 Hz), 7.61 (s, 1H), 7.45 (d, 1H, J = 7.8 Hz), 7.39 (dd, 1H, J = 9.4, 2.6 Hz), 7.28 (dd, 2H, J = 6.6, 2.7 Hz), 7.22 (t, 1H, J = 7.7 Hz), 7.09 (d, 1H, J = 2.5 Hz), 4.76 (s, 2H), 3.76 (s, 3H); 13C NMR (101 MHz, CDCl3): delta 156.43, 149.09, 148.15, 146.93, 141.72, 134.92, 131.49, 130.99, 130.55, 130.38, 128.33, 125.88, 125.25, 124.99, 123.62, 123.13, 118.57, 116.52, 99.04, 55.39, 53.87; HR-MS(ESI): calcd. for C21H16BrClN2O [M+H]+ 427.0213; found: 427.0224.

According to the analysis of related databases, 10269-01-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Lang, Xu-Liang; Sun, Qin-Sheng; Chen, Yu-Zong; Li, Lu-Lu; Tan, Chun-Yan; Liu, Hong-Xia; Gao, Chun-Mei; Jiang, Yu-Yang; Chinese Chemical Letters; vol. 24; 8; (2013); p. 677 – 680;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 858121-94-5, 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. 858121-94-5, name is 4-(Bromomethyl)-1,1-difluorocyclohexane belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 4-(bromomethyl)-1 ,1-difluorocyclohexane (600 mg, 0.0028 mol, Intermediate 3) in Lambda/,/V-dimethylformamide (6 mL), sodium azide (549 mg, 0.0084 mol) was added at 26 C. The reaction mixture was heated to 100 C and stirred for 16 h at the same temperature. Upon completion, the reaction mixture was used for the next step without any further purification.1H NMR (400 MHz, CDCI3) 53.18 (t, J = 6.6 Hz, 2H), 2.17-1.98 (m, 2H), 1.85-1.57 (m, 5H), 1.37- 1.20 (m, 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-(Bromomethyl)-1,1-difluorocyclohexane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; ALEMPARTE-GALLARDO, Carlos; ENCINAS, Lourdes; ESQUIVIAS PROVENCIO, Jorge; (206 pag.)WO2019/34729; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 6274-57-3, name is 1-(4-Bromophenyl)-N,N-dimethylmethanamine, 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 6274-57-3, name: 1-(4-Bromophenyl)-N,N-dimethylmethanamine

Example 39 Preparation of Compound 73 (0279) (0280) To 4?-bromobenzyldiethylamine (0.3 g, 1.23 mmol) in anhydrous THF (10 mL) at -78 C. under N2 was added 2.5 M n-butyllithium in hexanes (0.5 mL, 1.23 mmol) and then followed by the addition of 1,2-dihydro-4-methyl-1-phenyl-2-quinolone (0.3 g, 1.25 mmol) in THF (10 mL). The mixture was stirred at -78 C. for 1 hour and HOAc (0.5 mL) was added. The mixture was stirred at room temperature for another hour and then concentrated to dryness in vacuo. The residue was dissolved in CH2Cl2 (10 mL) and then followed by the addition of 1-(methylthio)-7,8-dihydro-6H-thiazolo[5,4,3-ij]quinolin-9-ium tosylate (0.484 g, 1.23 mmol) and triethylamine (0.56 mL). The mixture was stirred at room temperature for 2 hrs and concentrated to dryness in vacuo. The residue was dissolved in MeOH (5 mL) and then added dropwise to a solution of NaI (2 g) in water (50 mL). The orange precipitate (42 mg) was collected by suction filtration and dried to a constant weight.

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:
Patent; BIOTIUM, INC.; Mao, Fei; Cheung, Chingying; Leung, Wal-Yee; Windler, Sarah Lynn; Roberts, Lori M.; (76 pag.)US2016/24067; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 4117-09-3, 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 4117-09-3 as follows.

General procedure: To 35.2 mL of 1,3-diaminopropane (422 mmol) at 0 C and under argon was added dropwise 5-bromopent-1-ene (5.0 mL, 42.2 mmol). The solution was stirred at 0 C one hour, and two additional hours at room temperature. The reaction mixture was then partitioned between AcOEt (250 mL), brine (40 mL), saturated aqueous NaHCO3 (40 mL), and H2O (40 mL). The aqueous layer was extracted with AcOEt and the combined organic extracts were dried over Na2SO4, filtered, and concentrated in vacuo. Purification by flash column chromatography on SiO2 with CHCl3/MeOH/NH4OH gradients afforded pure alkyl diamine 1 (5.64 g, 94%)

According to the analysis of related databases, 4117-09-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Decroos, Christophe; Bowman, Christine M.; Christianson, David W.; Bioorganic and Medicinal Chemistry; vol. 21; 15; (2013); p. 4530 – 4540;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 444-14-4, name is 2-Bromo-4,6-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 444-14-4, HPLC of Formula: C6H4BrF2N

Commercially available bromodifluoroaniline (11) is treated with di-tert-butyldicarbonate to give protected aniline 12. Alkylation of aniline 12 gives the N-ethyl derivative 13, which is converted to the lithium derivative by metal halogen exchange, and added to the Boc-protected aziridine 3a under copper catalysis, yielding intermediate 14. The acetal protecting group is removed and the resulting diol 15 is converted to epoxide 16 using well-known procedures.

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:
Patent; ELAN PHARMACEUTICALS, INC.; WO2005/87752; (2005); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 22385-77-9, The chemical industry reduces the impact on the environment during synthesis 22385-77-9, name is 1-Bromo-3,5-di-tert-butylbenzene, I believe this compound will play a more active role in future production and life.

1-Bromo-3,5-tert-butylbenzene (2.50 equivalents, CAS: 22385-77-9) in dry THF is added dropwise to activated magnesium turnings suspended in dry THF under N2 atmosphere. After addition, the mixture is refluxed for a few hours until 1-bromo-3,5-tert-butylbenzene (CAS: 22385-77-9) is consumed completely and the mixture becomes dark brown. The resulting Grignard reagent is slowly added to cyanuric chloride (1.00 equivalent in dry toluene, CAS: 108-77-0) at room temperature (RT) (the cyanuric chloride was previously prepared in another flask). After addition, the mixture is refluxed overnight and cooled to RT. The crude product 2- chloro-4,6-bis(3,5-di-tert-butylphenyl)-1 ,3,5-triazine is extracted with DCM/brine and recrystallized from EtOH/DCM (20:1 ) to yield a white solid.

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-3,5-di-tert-butylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CYNORA GMBH; SZAFRANOWSKA, Barbara; PINGEL, Patrick; BERGMANN, Larissa; AMBROSEK, David; KASPAREK, Christian; (0 pag.)WO2019/162332; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 2255-80-3,Some common heterocyclic compound, 2255-80-3, name is 4-Bromo-7-methylbenzo[c][1,2,5]thiadiazole, molecular formula is C7H5BrN2S, 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.

4-Bromo-7-methylbenzo[c][l,2,5]thiadiazole (0.25 g, 1.1 mmol) was dissolved in AcOH (12 ml) and H2SO4 (1.7 ml). [CAUTION: Exothermic]. The solution was then treated with chromium (VI) oxide (1.5 g) portionwise and stirred for 30 mins. The reaction was then poured onto ice and allowed to warm to room temperature. The aqueous layer was then extracted with DCM (3 x 30 ml). The aqueous layer was left overnight and the precipitate filtered and washed with water (3 x 2 ml) to afford the title compound as a white solid (0.085 g, 30 %); vmax(thin film) 3100 – 3300 (broad – OH), 1682 (C=O), 1680, 1525, 1312, 1289, 1193 cm-1; deltaH(500 MHz, (CD3)2CO) 8.31 (IH, d, / 8, Ar-H), 8.15 (1eta, d, / 8, Ar-H), 2.09 (1eta, s, CO2H); deltaC (126 MHz, (CDs)2CO) 165.1 (C=O), 154.8 (C=N), 152.6 (C=N), 134.7 (Ar-C), 132.6 (Ar-Q, 124.2 (ipso-Ar-Q, 120.1 (ipso-Ai-Q; m/z (ES”) 259 ([81Br]M”), 257 ([79Br]M”); HRMS (ES”) Found M”, 256.90248 (C7H279BrN2O2S requires 256.90258).

The synthetic route of 2255-80-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UNIVERSITY OF DURHAM; WO2009/34396; (2009); A2;,
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. 314084-61-2, name is 2-Bromo-1,3-diethyl-5-methylbenzene, A new synthetic method of this compound is introduced below., Application In Synthesis of 2-Bromo-1,3-diethyl-5-methylbenzene

Into an oven-dried 35 ml_ carousel reaction tube fitted with a magnetic stirrer bar was added the palladium source, APhos (4-di-ferf-butylphoshanyl-N,N-dimethyl-aniline, 0 – 20 mol%), 1 ,2,4,5- tetrahydropyrazolo[1 ,2-d][1 ,4,5]oxadiazepine-7,9-dione (1.2 equiv.) and K3PO4 (2.1 equiv.) under an atmosphere of N2 gas. A solution of 2-bromo-1 ,3-diethyl-5-methyl-benzene (DEMBB, 1 equiv.) and mesitylene (0.25 equiv. as an internal standard) in 1 ,4-dioxane (1 – 3 ml) was purged of oxygen by bubbling with N2 gas for 20 mins and then transferred to the reaction tube which was then placed immediately into the pre-heated carousel at 1 10 C and stirred for 6 h. Sampling procedure: A small aliquot of the reaction mixture was quenched with HCI (aq, 1 M) and extracted into EtOAc. The conversion was determined by NMR spectroscopy and/or GC analysis against mesitylene as an internal standard, or 1 , 3, 5-trimethoxybenzene as an external standard. The above general procedure (example 3) was used to obtain the results referred to in Table 2 below. (0136) Table 2 – Summary of results comparing differing palladium catalysts with the APhos ligand

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; SYNGENTA PARTICIPATIONS AG; MORRIS, James, Alan; SALE, David, Alexander; SHAFIR, Alexandr; GONU, Mallikharjuna; BILAL, Iffat; (27 pag.)WO2019/110613; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 6911-87-1, name is 4-Bromo-N-methylaniline, 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 6911-87-1, Recommanded Product: 6911-87-1

General procedure: A 25 mL oven-dried Schlenk tube was sequentially added N-methylaniline 1 or aniline 4 (0.2 mmol), Ethyl Bromodifluoroacetate 2a (81.2 mg, 0.4 mmol), DMF (1ml) and H2O (1 mL) was added under air. The reaction mixture was stirred for 6 h at 110. The solution was then diluted with ethyl acetate (20 mL), washed with brine (10 mL), extracted with ethyl acetate (3*5 mL), dried over anhydrous Na2SO4, filtered and evaporated under vacuum. The crude reaction mixture was purified by column chromatography (silica gel, ethyl acetate/petroleum ether) yielded the desired product 3 or 5.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromo-N-methylaniline, and friends who are interested can also refer to it.

Reference:
Article; Xu, Zhuo-Wei; Xu, Wen-Yi; Pei, Xiao-Jun; Tang, Fei; Feng, Yi-Si; Tetrahedron Letters; vol. 60; 18; (2019); p. 1254 – 1258;,
Bromide – Wikipedia,
bromide – Wiktionary