Author: Jessica.F

Synthetic Route of 7051-34-5,Some common heterocyclic compound, 7051-34-5, name is (Bromomethyl)cyclopropane, molecular formula is C4H7Br, 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.

To a stirred solution of 4-fluoro-3-hydroxybenzonitrile (10.0 g, 78.74 mmol) in dry DMF (100 mL), K2C03 (21.73 g, 157.4 mmol) was added followed by addition ofcyclopropyl methyl bromide (12.85 g, 94.48 mmol). The reaction mixture was heated at 90C for 4 h. The progress of the reaction was monitored by TLC. After completion of the reaction, the reaction mixture was quenched with cold water and precipitated solid wasfiltered, washed with pentane to afford XII. Yield: 12 g, 94%; ?H NMR (400 MHz, CDC13) 7.28-7.11 (m, 3H), 3.90 (d, J= 7.1 Hz, 2H), 1.32-1.29 (m, 1H), 0.76-0.63 (m, 2H), 0.45-0.32 (m, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (Bromomethyl)cyclopropane, its application will become more common.

Reference:
Patent; CV6 THERAPEUTICS (NI) LIMITED; SPYVEE, Mark; LEWIS, Michael; (300 pag.)WO2018/98204; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 18599-22-9, A common heterocyclic compound, 18599-22-9, name is 4-Bromo-3,3,4,4-tetrafluorobut-1-ene, molecular formula is C4H3BrF4, 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.

4-Bromo-3,3,4,4-tetrafluoro-1-butene (8.7 g, 42 mmol), anthracene (5.0 g, 28 mmol), and toluene (100 g) were put into a 300 mL pressure resistant reaction container and reacted at 150 C. for 24 hours. Subsequently, after cooling to room temperature, the resultant was concentrated using a rotary evaporator. Methanol (50 g) was added to the concentrate, followed by stirring. The precipitated solid was subjected to filtration. Then, the filtrate was dried under a reduced pressure to obtain an intermediate 4b (6.0 g, yield=55.6%).

The synthetic route of 18599-22-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TOKYO OHKA KOGYO CO., LTD.; IKEDA, Takuya; SHIOSAKI, Masahiro; ARAI, Masatoshi; KOMURO, Yoshitaka; (170 pag.)US2019/361345; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products 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.

To mixture of l,3-dibromo-5-fluorobenzene (LXXXV) (100 g, 393 mmol) and N’,N’-dimethylethane-l,2-diamine (173 g, 1.97 mol, 214 mL) was added t-BuOK (88 g, 787 mmol) in one portion at 25C under N2. The mixture was stirred at 25C for 30 min, then heated to 110C and stirred for 11.5 h. The mixture was cooled to 25C and concentrated in reduced pressure at 45C. The residue was purified by silica gel chromatography (column height: 250 mm, diameter: 100 mm, 100-200 mesh silica gel, PE/EtOAc = 2: 1, Rf = 0.6) to give N:-(3- bromo-5-fluorophenyl)-N2,N2-dimethylethane-l,2-diamine (LXXXVI) (30 g, 114.9 mmol, 29.2% yield) as a yellow oil. ESIMS found for Ci0Hi4BrFN2 mlz 261.1 (M+H).

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

Reference:
Patent; SAMUMED, LLC.; KC, Sunil Kumar; WALLACE, David Mark; CAO, Jianguo; CHIRUTA, Chandramouli; HOOD, John; (254 pag.)WO2017/23993; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 626-39-1, 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 626-39-1 as follows.

Synthesis of Compound 1: Anhydrous DMF (10 mL) was purged with N2 and then transferred via a cannula into a three-neck round bottomed flask charged with 1, 3, 5-tribromobenzene (1.00 g, 3.17 mmol) and bis (pinacolato) diboron (2.54 g, 9.53 mmol) . Potassium acetate (1.87 g, 19.0 mmol) and Pd(dppf)Cl2 (0.087 g, 0.12 mmol) were then quickly added into the flask. The resulting mixture was stirred vigorously and heated at 90 C for 24 hours. After cooling down to room temperature, deionized water (120 mL) was added. Black precipitate was collected by filtration, and washed with deionized water three times, which was dried under vacuum (98% yield) .

According to the analysis of related databases, 626-39-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; YAGHI, Omar, M.; ZHANG, Yuebiao; DENG, Hexiang; WO2015/157239; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 556-96-7,Some common heterocyclic compound, 556-96-7, name is 1-Bromo-3,5-dimethylbenzene, molecular formula is C8H9Br, 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: A glassvial was charged with [Pd(IPr*me)(acac)Cl],neat amine (1.1 mmol), and the arylhalide (1 mmol) in dry 1,4-dioxane (1 mL) under an atmosphere of argonand sealed with a screw cap fitted with aseptum. LiHMDS (1.1 mmol) was subsequently injected at roomtemperature under argon, the reaction mixture was then refluxed at 110 for 3 h, After this time, dioxane was evaporated, the crude product wasdissolved in CH2Cl2. The solution was filtered on a padof silica covered with Celite, and thepad was eluted with CH2Cl2. After chromatography onsilica gel, the pure complex was obtained.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-3,5-dimethylbenzene, its application will become more common.

Reference:
Article; Tian, Xiabing; Lin, Jing; Zou, Sheng; Lv, Junwei; Huang, Qingfei; Zhu, Jin; Huang, Shuping; Wang, Qiwei; Journal of Organometallic Chemistry; vol. 861; (2018); p. 125 – 130;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 22385-77-9, name is 1-Bromo-3,5-di-tert-butylbenzene, 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. Recommanded Product: 22385-77-9

A solution of diisopropylamine (8.33 mL,59.5mmol) in THF (20 mL) was treated with n-BuLi (36.1 mL,1.65M in hexane, 59.5 mmol), and the resulting solution of lithium diisopropylamide (LDA) was added to a solution of ferrocenyl phenyl sulfoxide (6) (12.3 g, 39.7mmol) in THF (100 mL) at -78 °C. After stirring at -78 °C for 30 min, the resulting solution was transferred to a suspension of ZnCl2 (16.2 g, 119 mmol) in THF (100 mL) at -78 °C. After stirring at -78 °C for 1 h, the reaction mixture was warmed to room temperature, where stirring was maintained for 1 h. The resulting solution was added to a solution of 1-bromo-3,5-di-t-butylbenzene (10.7 g, 39.7mmol) and [Pd(PPh3)4] (2.30 g, 1.99 mmol) in THF (50 mL). The reaction mixture was heated at 60 °C for 10 h, and then the reaction was quenched with a saturated aqueous sodium hydrogen carbonate solution. The reaction mixture was extracted with Et2O, and the combined organic phases were washed with water and dried over MgSO4. After filtration, the filtrate was evaporated to remove the solvent under reduced pressure. The obtained residue was purified by column chromatography on silica gel (hexane/ethylacetate 1:1) to give 7 (16.8 g, 33.7mmol, 85percent).

The synthetic route of 1-Bromo-3,5-di-tert-butylbenzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sakagami, Michiyasu; Sasamori, Takahiro; Sakai, Heisuke; Furukawa, Yukio; Tokitoh, Norihiro; Bulletin of the Chemical Society of Japan; vol. 86; 10; (2013); p. 1132 – 1143;,
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. 10016-52-1, name is 2,8-Dibromodibenzo[b,d]furan, A new synthetic method of this compound is introduced below., HPLC of Formula: C12H6Br2O

A mixture of 10 g (30.7 mmol) of 2,8-dibromodibenzo[b,d]furan, 6.07 g (30.7 mmol) of [1,1?-biphenyl]-2-ylboronic acid, 0.35 g (0.3 mmol) of Pd(Ph3)4, 30.7 ml of 2M Na2CO3, 80 ml of EtOH and 160 ml of toluene was degassed and placed under nitrogen, and then heated to reflux for 12 hrs. After the reaction finished, the mixture was allowed to cool to room temperature. Subsequently, the solvent was removed under reduced pressure, and the crude product was purified by column chromatography, yielding 6.8 g of 2-([1,1?-biphenyl]-2-yl)-8-bromodibenzo[b,d]furan as white solid (55.5%). 1H NMR (CDCl3, 400 MHz): chemical shift (ppm) 8.19(s, 1H), 7.88-7.81 (m, 5H), 7.74-7.72 (s, 2H), 7.52-7.39 (m, 7H)

The synthetic route of 10016-52-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LUMINESCENCE TECHNOLOGY CORPORATION; Yen, Feng-Wen; Chuang, Li-Chieh; (84 pag.)US2020/111971; (2020); 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. 176317-02-5, name is 1-Bromo-2,3,4-trifluorobenzene, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 176317-02-5

EXAMPLE 4 This Example illustrates the preparation of 1,1-bis(4-trifluoromethoxyphenyl)-2-(2H-tetrazol-2-yl)propanol (compound no. IX, Table I). A proportion (ca. 25 cm3) of a solution of 4-bromotrifluoromethoxybenzene (45.79 g) in dry tetrahydrofuran (200 cm3) was added to a gently stirred mixture of magnesium turnings (4.56 g) and dry tetrahydrofuran and a crystal of iodine under a nitrogen atmosphere. When the exothermic reaction had commenced the temperature of the mixture was maintained at the reflux temperature by the careful addition of the remaining 4-bromotrifluorobenzene followed by heating the mixture for a further hour at the reflux temperature. The mixture was cooled to the ambient temperature and stirred under a nitrogen atmosphere whilst a solution of methyl 2-(2H-tetrazol-2-yl)propionate (13.95 g) in dry tetrahydrofuran (60 cm3) was added dropwise, followed by heating the mixture at the reflux temperature for 30 minutes. The mixture was cooled and poured into water (500 cm3) and the resultant mixture acidified with 2N hydrochloric acid (250 cm3) and extracted with diethylether (3*400 cm3). The extracts were combined, dried over anhydrous magnesium sulphate and concentrated by evaporation of the solvents under reduced pressure to give a residual oil (30.5 g). This was subjected to purification by chromatography on a silica gel column using a mixture of n-hexane (4 parts by volume) and ethyl acetate (1 part by volume), and thereafter by h.p.l.c. of the fractions containing the product using the same eluant, to yield 1,1-bis(4-trifluoromethoxyphenyl)-2-(2H-tetrazol-2-yl)propanol (10.0 g), which crystallized on standing to a white solid, m.p. 68-70 C. Nmr (CDCl3) delta: 1.55 (d, 3H); 4.8 (s, 1H); 6.1 (q, 1H); 7.4 (m, 8H); 8.4 (s, 1H).

According to the analysis of related databases, 176317-02-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Imperial Chemical Industries PLC; US4831047; (1989); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 10016-52-1, name is 2,8-Dibromodibenzo[b,d]furan, 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 10016-52-1, Product Details of 10016-52-1

2,8-Dibromodibenzofuran (1) (0.5 g, 1.53 mmol), 3,6-di-tert-butyl-9H-carbazole (2) (1.30 g, 4.66 mmol), Pd(OAc)2 (0.02 g, 0.096 mmol), tri-tert-butylphosphine solution (1.0 M in toluene) (0.06 g, 0.29 mmol), potassium tert-butoxide (0.29 g, 3.02 mmol) and 20 ml of dry toluene were heated at 110 C for 24 h under nitrogen. After cooling, the reaction mixture was diluted with ethyl acetate and the organic phase was washed with water and brine. After being dried over NaSO4 and filtered, the solvent was removed and the residue was purified by column chromatography using nhexane/ ethylacetate (7:1) as an eluent and crystallized from the eluent mixture of solvents to obtain DBO as white solid (0.54 g, yield: 49%); m.p. 155-156 C. 1H NMR (400 MHz, CDCl3, ppm): delta 8.10 (d, 3H, J 2.1 Hz, Ar), 8.02 (d, 1H, J 2.1 Hz, Ar), 7.85 (d, 1H, J 8.6 Hz, Ar), 7.68 (d, 1H, J 8.6 Hz, Ar), 7.60e7.50 (m, 3H, Ar), 7.47-7.38 (m, 5H, Ar), 7.26e7.20 (m, 3H, Ar), 7.17 (s, 1H, Ar), 1.40 (s, 36H, 12 -CH3). 13C NMR (75.4 MHz, CDCl3, ppm): delta 156.9, 154.8, 142.8, 139.9, 133.1, 127.8, 126.3, 125.6, 123.9, 123.6, 123.1, 120.9, 119.4, 116.2, 112.7, 111.9, 109.1, 34.7, 32.1. MS (APCI, 20 V), m/z: 724 ([M+H]+). Elemental analysis: calcd (%) for C52H54N2O: C 86.38, H 7.53, N 3.87, O 2.21; found C 86.43, H 7.54, N 3.81.

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:
Article; Gudeika, Dalius; Volyniuk, Dmytro; Grazulevicius, Juozas V.; Skuodis, Eigirdas; Yu, Sian-Yin; Liou, Wei-Tong; Chen, Li-Yin; Shiu, Yi-Jiun; Dyes and Pigments; vol. 130; (2016); p. 298 – 305;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 24358-62-1,Some common heterocyclic compound, 24358-62-1, name is 1-(4-Bromophenyl)ethylamine, molecular formula is C8H10BrN, 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 193A 1-bromo-4-(1-isocyanatoethyl)benzene The title compound was prepared using the procedure described in Example 61A using 1-(4-bromophenyl)ethylamine instead of 5-aminoisoquinoline.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-(4-Bromophenyl)ethylamine, its application will become more common.

Reference:
Patent; Abbott Laboratories; US6933311; (2005); B2;,
Bromide – Wikipedia,
bromide – Wiktionary