Tag: M.W=100-200

Reference of 7745-91-7, 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. 7745-91-7, name is 3-Bromo-4-methylaniline, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of Compound 1 (5 g, 26.87 mmol, 1 eq) in acetone (50 mL) was added benzoyl isothiocyanate (4.39 g 26.87 mmol, 3.62 mL, 1 eq) in acetone (10 mL) dropwise at 60 C. The mixture was refluxed at 60 C. for 4 hr. TLC (Petroleum ether/Ethyl acetate=5/1) showed Compound 1 was consumed and a main spot. The mixture was concentrated. The residue was purified by triturated with Petroleum ether (60 mL) and Ethyl acetate (6 mL). Compound 2 (8.77 g, 25.11 mmol, 93% yield) was obtained as white solid. 1H NMR (400 MHz, CDCl3) delta=12.58-12.23 (m, 1H), 9.20-9.02 (m, 1H), 8.01-7.85 (m, 3H), 7.72-7.64 (m, 1H), 7.60-7.54 (m, 3H), 7.30 (s, 1H), 2.46-2.40 (m, 3H).

The chemical industry reduces the impact on the environment during synthesis 3-Bromo-4-methylaniline. I believe this compound will play a more active role in future production and life.

Reference:
Patent; 1ST Biotherapeutics, Inc.; LEE, Jinhwa; KIM, Jae Eun; JO, Suyeon; LEE, Gwibin; LIM, Keonseung; PARK, A Yeong; KIM, Misoon; JUNG, Gyooseung; LIM, Seung Mook; LEE, Minwoo; YANG, Heekyoung; KIM, Hyonam; KIM, Hyeongjun; LI, Wanjun; FAN, Mingzhu; (82 pag.)US2019/100500; (2019); A1;,
Bromide – Wikipedia,
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Application of 3814-30-0, The chemical industry reduces the impact on the environment during synthesis 3814-30-0, name is (Bromomethyl)cyclopentane, I believe this compound will play a more active role in future production and life.

Under the protection of nitrogen, the future nalidamine derivative (0.1 mmol),Sodium metabisulfite (0.2mmol, 2.0equiv.), Tin powder (0.3mmol, 3.0equiv.),1,1′-bis (diphenylphosphino) ferrocene palladium dichloride (0.01mmol, 10mol%), 1,1′-bis (diphenylphosphine) ferrocene (0.02mmol, 20mol%) , Dipotassium hydrogen phosphate trihydrate (0.2 mmol, 2.0 equiv.), And tetrabutylammonium bromide (0.15 mmol, 1.5 equiv.) Were added to a reaction tube containing magnetons,After evacuation of nitrogen for three times, bromomethylcyclopentane (0.3 mmol, 3.0 equiv.) And DMSO (1.0 mL) were added, and the reaction system was heated to 100 C for 10 hours.After detecting the complete conversion of aryl iodide on the plate, the reaction system was cooled to room temperature, diluted with water, and extracted with ethyl acetate (10 mL * 3), dried over anhydrous sodium sulfate, filtered, concentrated, and purified by column chromatography. The desired product 3bd (77%).

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, (Bromomethyl)cyclopentane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; East China Normal University; Jiang Xuefeng; Meng Yingying; Wang Ming; (40 pag.)CN110563619; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 460-00-4,Some common heterocyclic compound, 460-00-4, name is 1-Bromo-4-fluorobenzene, molecular formula is C6H4BrF, 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.

30 g (0.26 mol) of indole in a 250 mL round bottom flaskAnd 44.8 g (0.26 mol) of 4-fluorobromobenzene,Potassium fluorine 29.8 g (0.51 mol),1.35 g (5 mmol) of 18-crown-6 and 300 ml of dimethyl sulfoxide were added and refluxed for 24 hours.After the reaction was completed, the reaction mixture was cooled to room temperature, extracted, and the organic layer was concentrated under reduced pressure, separated by column chromatography using hexane and ethyl acetate, and dried to obtain 47.6 g (68.3%) of the compound represented by Chemical Formula 11-a.

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-4-fluorobenzene, its application will become more common.

Reference:
Patent; SFC Ltd.; Che Jong-tae; Jeong Seong-uk; Park Ji-hui; Ryu Yeon-gwon; (47 pag.)KR101996648; (2019); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 114078-88-5, A common heterocyclic compound, 114078-88-5, name is 5-Bromo-1,2,3-triazine, molecular formula is C3H2BrN3, 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.

In a 10 mL dry sealed reaction tube, add 5-bromo-1,2,3-triazine 1a (15.9 mg, 0.10 mmol), DBN (37.3 mg, 0.30 mmol) in sequenceAnd 2-acetonitrile pyridine 6b (23.6 mg, 0.20 mmol). After nitrogen substitution three times, the solvent 1,4-dioxane (1.0 mL) was added, and the sealed reaction tube was placed at 70 C. for 4 h. The reaction was monitored by TLC. After the reaction was completed, it was extracted with dichloromethane (3 * 10 mL). The organic phase was dried over anhydrous sodium sulfate and concentrated in vacuo to obtain the target product 27c. For the single crystal structure, see FIG. 1.

The synthetic route of 114078-88-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chongqing University; Li Baosheng; Luo Han; Zhang Yuan; An Jiaoyu; Xu Mingchuan; Lu Qixing; Tang Zongyuan; Li Shanshan; (16 pag.)CN111004284; (2020); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 58534-95-5, 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 58534-95-5 as follows.

3-Bromo-2-fluoroaniline (10 g, 52.63 mmol) was dissolved in DCM (100 mL) under nitrogen atmosphere. Dry pyridine was added (6 mL, 73.68 mmol), followed by 2,5-difluorobenzenesulfonyl chloride (7.08 mL, 52.63 mmol) and the mixture was stirred at r.t. for 2 h. It was then diluted with DCM and washed with aqueous 0.5 N HCI (3 x 80 mL) and brine. The organic layer was dried over Na2S04 and evaporated to dryness. The solid was taken up with diethyl ether and stirred for 30 min. It was then filtered and dried at 40C under reduced pressure to give 17.8 g of A/-(3-bromo-2- fluoro-phenyl)-2,5-difluoro-benzenesulfonamide as a pale yellow solid (92%).HPLC: Rt: 6.28 min1H NMR (401 MHz, DMSO-d6) delta ppm 10.86 (s, 1 H), 7.50 – 7.73 (m, 4 H), 7.23 – 7.31 (m, 1 H), 7.12 (dt, J = 1.3, 8.1 Hz, 1 H)

According to the analysis of related databases, 58534-95-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NERVIANO MEDICAL SCIENCES S.r.l.; PULICI, Maurizio; TRAQUANDI, Gabriella; MARCHIONNI, Chiara; SCOLARO, Alessandra; COLOMBO, Nicoletta; WO2012/113774; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 64248-56-2, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 64248-56-2 name is 2-Bromo-1,3-difluorobenzene, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

A mixture of 2, 6-difluorobromobenzene (125.5 g, 650 mmol) in 98% sulphuric acid (250 ml) was cooled in an ice-water bath and then treated with a 1: 1 mixture of 98% sulphuric acid and fuming nitric acid (100 ml) added at such a rate that the internal temperature never exceeded 35C. Once addition was complete the reaction was stirred at ambient temperature for 3 h then poured onto ice. This mixture was diluted with water (final volume 5 1), the resulting solid collected by filtration, washed with water, then dried under vacuum over phosphorus pentoxide, to afford 2-bromo-1, 3-difluoro-4-nitrobenzene as a cream-coloured solid (145 g, 94%) : 1H NMR (360 MHz, CDCl3) 8 7.10-7. 15 (1H, m), 8.09-8. 16 (1H, m).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Bromo-1,3-difluorobenzene, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME LIMITED; WO2003/93272; (2003); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 21120-91-2, name is 7-Bromobicyclo[4.2.0]octa-1,3,5-triene, 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 21120-91-2, SDS of cas: 21120-91-2

To a solution of Formula 5 chemical (3.69g,5mmol) in 50mL dry DMF was added NaH(432mg,18mmol), the mixture was stirred at room temperature for 1h. And 7-bromobicyclo[4.2.0]octa-1,3,5-triene(Br-BCB)(2.75g,15mmol) was added to above solution via syringe. The mixture was heated to 60C and stirred overnight. After quenched with water, the mixture was poured into water to remove DMF. The residue was filtrated and the resulting solid was dissolved with dichloromethane, which was then washed with water. The solvent was removed under vacuum and the residue was extracted with dichloromethane. The product was then obtained by column chromatography on silica gel (65%yield).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 7-Bromobicyclo[4.2.0]octa-1,3,5-triene, and friends who are interested can also refer to it.

Reference:
Patent; ROHM AND HAAS ELECTRONIC MATERIALS LLC; DOW GLOBAL TECHNOLOGIES LLC; SPENCER, LIAM; LIU, CHUN; ZHU, MINRONG; MCDOUGAL, NOLAN T; FENG, SHAOGUANG; TREFONAS, PETER; DEVORE, DAVID D; TANG, ZHENGMING; FENG, JICHANG; SOKOLOV, ANATOLIY; (41 pag.)TW2016/25529; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 55289-36-6, These common heterocyclic compound, 55289-36-6, name is 3-Bromo-2-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.

Acetic anhydride (2.27 eqiv) was added to a cooled 0 C solution of bromomethylaniline (1.00 eqiv) in chloroform (1.5 mL/mol) while maintaining the temperature below 40 C. The reaction mixture was allowed to warm to room temperature and was maintained for 1 h. Potassium acetate (0.29 eq) and isoamyl nitrite (2.15 eqiv) was added and the reaction mixture was heated at reflux for 18 h. The volatiles were removed under reduced pressure. Water (0.65 L/mol) was added to the residue and the mixture was concentrated. Concentrated hydrochloric acid (1 L/mol) was added to the residue and the mixture was heated at 50 C for 2 h. The mixture was allowed to cool to room temperature and the pH was adjusted to 10 by the slow addition of a 50% aqueous sodium hydroxide solution. The mixture was diluted with water (0.65 L/mol) and was extracted with ethyl acetate (2 x 1.2 L/mol). The combined extracts were washed with brine (1 L/mol) and dried over anhydrous sodium sulfate. The organic solution was filtered through a plug of silica gel (ethyl acetate wash), concentrated, and the residue was triturated with heptane (1 L/mol). The solids were collected by filtration, rinsed with heptane, and dried in a vacuum oven.

The synthetic route of 55289-36-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Memory Pharmaceuticals Corporation; WO2004/29050; (2004); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 1073-39-8, 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. 1073-39-8, name is 3-Bromobicyclo[4.2.0]octa-1,3,5-triene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a mixture of 3-bromobicyclo[4.2.0]octa-1,3,5-triene (1 17 mg, 0.64 mmol) in THF (2 ml) was added dropwise n-BuLi (2.5 M in n-hexane) (0.25 ml, 0.64 mmol) at -78 C under N2. The reaction mixture was stirred at -78C for 30 min. 4-(benzyloxy)-2-methyl-3-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6- (benzyloxymethyl)-tetrahydro-2H-pyran-2-yl)benzaldehyde ((240 mg, 0.32 mmol) in THF (1 ml) was added dropwise at -78C. The reaction mixture was stirred at -78C for 1 h. Saturated NH4CI (aq) was added and the mixture was extracted with EA thrice. The combined extracts were washed with water, saturated brine and dried over anhydrous Na2S04, then concentrated and purified by chromatography on silica gel (1 :3 EA/PE) to (4-(benzyloxy)-2- methyl-3-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)- tetrahydro-2H-pyran-2-yl)phenyl)(1,2-dihydrocyclo-butabenzen-4-yl)methanol as a yellow oil. MS (ES) m/z: 875.5 [M+Na]+.

The synthetic route of 3-Bromobicyclo[4.2.0]octa-1,3,5-triene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; GAUL, Micheal; KUO, Gee-Hong; XU, Guozhang; LIANG, Yin; (218 pag.)WO2018/89449; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 18087-73-5, The chemical industry reduces the impact on the environment during synthesis 18087-73-5, name is 3-Bromoimidazo[1,2-b]pyridazine, I believe this compound will play a more active role in future production and life.

A solution of bromo compound (100 mg, 0.510 mmol, 1 equiv), Pd(PPh3)2Cl2 (10 mol%), Cul (5 mol%) and Triphenylphosphine (13.1 mg, 0.05 mmol, 10 mol%) in triethylamine (1.5 mL, 10.78 mmol, 21.1 equiv) was deoxygenated using argon gas. A deoxygenated solution of alkyne (254.6 mg, 0.612 mmol, 1.2 equiv) in DMF (4 mL) was slowly added over 10 minutes. The reaction was then moved to 50 C and allowed to run for 15 hrs. The reaction was the cooled to room temperature, diluted with ethyl acetate (150 mL) and washed with water (5 x 50 mL) and brine (1 x 50 mL). Combined organic layers were dried over anhydrous sodium sulphate, concentrated in vacuo and purified via column chromatography. Yield: 104.5mg, 38.4 % [0197] 1H NMR (500 MHz, DMSO-76) d 10.69 (s, 1H), 8.99 (d, J = 2.2 Hz, 1H), 8.73 (dd, J = 4.3, 2.2 Hz, 1H), 8.49 (d, j = 2.3 Hz, 1H), 8.28 – 8.24 (m, 2H), 8.19 (d, j= 2.5 Hz, 1H), 8.04 (d, j= 8.4 Hz, 1H), 7.70 (d, j= 8.5 Hz, 1H), 7.40 (ddd, j= 9.1, 4.5, 1.9 Hz, 1H), 3.56 (s, 2H), 2.80 (s, 3H), 2.41 (s, 8H), 2.21 (s, 3H). 13C NMR (126 MHz, DMS0 ) d 163.8, 162.7, 148.4, 145.6, 140.3, 139.1, 138.4, 137.7, 132.8, (0234) 131.8, 128.0, 127.8, 126.7, 124.0, 119.8, 117.8, 111.8, 95.2, 83.7, 57.8, 55.0, 52.8, (0235) 45.8, 40.5, 40.3, 40.2, 40.0, 39.8, 39.7, 39.5, 24.0.

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-Bromoimidazo[1,2-b]pyridazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PURDUE RESEARCH FOUNDATION; SINTIM, Herman O.; LAROCQUE, Elizabeth; NAGANNA, N; (98 pag.)WO2020/53812; (2020); A1;,
Bromide – Wikipedia,
bromide – Wiktionary