Category: 7745-91-7

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 7745-91-7 as follows. Quality Control of 3-Bromo-4-methylaniline

A suspension of 3-bromo-4-methylaniline (184 mg, 1.0 mmol), 2-(tributylstannyl)- 1,3-oxazole (430 mg, 1.2 mmol), CuO (8 mg, 0.1 mmol) and Pd(PPh3)4 (115 mg, 0.1 mmol) in dioxane (2 mL) was stirred at 100 C for 3 hours under argon atmosphere on microwave synthesizer. The crude product was purified by prep-HPLC (MeCN/10 mM NH4HCO3) to give 4-methyl-3-(1,3-oxazol-2-yl)aniline (92 mg, 52%) as an oil. ES-MS m/z: 175.2 [M + H]+. LC- MS Purity (254 nm): > 99%; tR = 1.31 min.

According to the analysis of related databases, 7745-91-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LYSOSOMAL THERAPEUTICS INC.; SKERLJ, Renato, T.; LANSBURY, Peter, T.; GOOD, Andrew, C.; BOURQUE, Elyse Marie, Josee; (134 pag.)WO2016/73889; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 7745-91-7, 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. 7745-91-7, name is 3-Bromo-4-methylaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: 3-(trifluoromethyl) benzoic acid (511mg, 2.69mmol) was stirred in a solvent of 58 dimethyl formamide (10mL).The reaction solution was added with 59 HATU (1.12g, 2.96mmol), 72 DIPEA (890mul, 5.37mmol) and the appropriate substituted aromatic amine (500mg, 2.69mmol), followed by stirring for about 8h at room temperature. The reaction mixture was diluted with ethyl acetate and washed with a saturated aqueous sodium bicarbonate solution and saline. The organic layer thus obtained was dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The resulting mixture was concentrated to give the crude product, which was purified by silica gel column chromatography (eluting with 0-5% EtOAc in 82 petroleum ether) to afford the 110 product as a white solid (815mg, 84%). 1H NMR (400MHz, Methanol-d4) delta 8.27 (s, 1H), 8.21 (d, J=8.4Hz, 1H), 8.06 (d, J=1.8Hz, 1H), 7.91 (d, J=7.4Hz, 1H), 7.75 (t, J=8.0Hz, 1H), 7.59 (dd, J=8.3, 1.8Hz, 1H), 7.30 (d, J=8.4Hz, 1H), 2.40 (s, 3H). MS m/z: 358.12 ([M+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-Bromo-4-methylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Wang, Qi; Dai, Yang; Ji, Yinchun; Shi, Huanyu; Guo, Zuhao; Chen, Danqi; Chen, Yuelei; Peng, Xia; Gao, Yinglei; Wang, Xin; Chen, Lin; Jiang, Yuchen; Geng, Meiyu; Shen, Jingkang; Ai, Jing; Xiong, Bing; European Journal of Medicinal Chemistry; vol. 163; (2019); p. 671 – 689;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 7745-91-7, These common heterocyclic compound, 7745-91-7, name is 3-Bromo-4-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.

General procedure: To a well stirred solution of compound 6a or 6b (0.2 g, 1 Eq.) in absolute ethanol (10 mL), the appropriately substituted anilines(1.1 Eq) was added and the reaction mixture was refluxed for 2-3 h until TLC showed full consumption of starting materials. The excess of solvent was evaporated under reduced pressure to yield the crude solids, which were further purified by recrystallization with methanol to afford the desired title compounds (7-43).

The synthetic route of 7745-91-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Cherukupalli, Srinivasulu; Chandrasekaran, Balakumar; Kry?tof, Vladimir; Aleti, Rajeshwar Reddy; Sayyad, Nisar; Merugu, Srinivas Reddy; Kushwaha, Narva Deshwar; Karpoormath, Rajshekhar; Bioorganic Chemistry; vol. 79; (2018); p. 46 – 59;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 7745-91-7,Some common heterocyclic compound, 7745-91-7, name is 3-Bromo-4-methylaniline, molecular formula is C7H8BrN, 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: The substituted amines (2mmol) and triethylamine were taken in THF (20mL) and anhydrous potassium carbonate was added (600mg) to it. A solution of 3 (2mmol), in THF (10mL) was added drop wise with stirring for 30min. The reaction mixture was refluxed for 10h. After completion of the reaction (TLC), the reaction mixture was then desolventized in rotavapor and the compound is extracted in dichloromethane. The dichloromethane layer was washed with water and dried over anhydrous Na2SO4 and further desolventization in rotary evaporator to get the desired compound. Structure verification data for novel compounds are documented in Supplementary File.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Bromo-4-methylaniline, its application will become more common.

Reference:
Article; Prashanth; Madaiah; Revanasiddappa; Veeresh; Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy; vol. 110; (2013); p. 324 – 332;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 7745-91-7, A common heterocyclic compound, 7745-91-7, name is 3-Bromo-4-methylaniline, molecular formula is C7H8BrN, 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.

Example 2; (3’R,4’S,5’S,6’R,7S)-1-[(4-ethylphenyl)methyl]-6′-hydroxymethyl-3′,4′,5′,6′-tetrahydro-spiro[furo[3,4,f]indole-7(5H),2′-[2H]pyran]-3′,4′,5′-triol; 1) Synthesis of (3-bromo-4-methylphenyl)-(2,2-diethoxyethyl)-amine; [Show Image] Under a nitrogen stream, a mixture of 3-bromo-4-methyl-phenylamine (4.94 g, 26.55 mmol), bromoacetaldehyde diethyl acetal (6.80 g, 34.50 mmol), triethylamine (5.37 mL, 38.53 mmol) and ethanol (10.3 mL) was stirred for 2 hours at 150C using a microwave apparatus. The resultant solution was cooled to room temperature, and then water was added thereto. The resultant mixture was extracted with dichloromethane. The organic layer was dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The resulting residue was purified by silica gel flash column chromatography (developing solution = ethyl acetate:n-hexane (1:10)), to thereby obtain the titled compound (6.43 g, 80%). 1H-NMR (CDCl3) delta: 1.17-1.28 (6H, m), 2.27 (3H, s), 3.18-3.77 (6H, m), 3.80 (1H, bs), 4.61-4.68 (1H m), 6.49 (1H, dd, J = 2.47, 8.23 Hz), 6.83 (1H, d, J = 2.47 Hz), 6.99 (1H d, J = 8.23 Hz).

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; CHUGAI SEIYAKU KABUSHIKI KAISHA; EP2048152; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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,
bromide – Wiktionary

Electric Literature of 7745-91-7, 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. 7745-91-7, name is 3-Bromo-4-methylaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

57.62 g (0.3 mol, 1 eq) of 3-bromo-4-methylaniline are added to a solution of 75.8 g (0.344 mol, 1.15 eq) of di-tert-butyl dicarbonate in 580 mL of 2N sodium hydroxide solution. The reaction medium is refluxed for one hour and stirred at room temperature for 4 hours. The reaction medium is filtered and the solid is washed with water until the filtrate is neutral, and then dried. 90.33 g of tert-butyl (3-bromo-4-methylphenyl)carbamate are obtained in solid form.Crude yield > 100%

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

Reference:
Patent; GALDERMA RESEARCH & DEVELOPMENT, S.N.C.; WO2006/18326; (2006); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 7745-91-7, These common heterocyclic compound, 7745-91-7, name is 3-Bromo-4-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.

[00236] A suspension of 3 -bromo-4-methylaniline (184 mg, 1.0 mmol), 2-(tributylstannyl)- 1,3-oxazole (430 mg, 1.2 mmol), CuO (8 mg, 0.1 mmol) and Pd(PPli3)4 (1 15 mg, 0.1 mmol) in dioxane (2 mL) was stirred at 100 C for 3 hours under argon atmosphere on microwave synthesizer. The crude product was purified by prep-HPLC (MeCN/10 mM NH4HCO3) to give 4-methyl-3-(l,3-oxazol-2-yl)aniline (92 mg, 52%) as an oil. ES-MS m/z: 175.2 [M + H]+. LC- MS Purity (254 nm): > 99%; tR= 1.31 min.

The synthetic route of 7745-91-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LYSOSOMAL THERAPEUTICS INC.; SKERLJ, Renato, T.; LANSBURY, Peter, T.; GOOD, Andrew, C.; BOURQUE, Elyse Marie, Josee; (253 pag.)WO2016/73891; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 7745-91-7, 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. 7745-91-7 name is 3-Bromo-4-methylaniline, 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.

Example 46A N-(3-Bromo-4-methylphenyl)-3-tert-butylbenzamide 285 mg (1.53 mmol) of 3-bromo-4-methylaniline, 300 mg (1.68 mmol) of 3-tert-butylbenzoic acid and 698 mg (1.83 mmol) of HATU were dissolved in 3 ml of DMF, 0.32 ml (1.83 mmol) of N,N-diisopropylethylamine were added and the mixture was stirred at RT for 16 h. The reaction was then stirred into 20 ml of 0.1 M aqueous sodium hydroxide solution and extracted with ethyl acetate. The organic phase was washed with water and saturated sodium chloride solution, dried over sodium sulphate, filtered and concentrated under reduced pressure. Drying of the residue gave 490 mg (88% of theory) of the title compound. 1H NMR (400 MHz, DMSO-d6, delta/ppm): 10.26 (s, 1H), 8.10 (d, 1H), 7.76 (d, 1H), 7.67 (dd, 1H), 7.63 (d, 1H), 7.46 (t, 1H), 7.33 (d, 1H), 2.33 (s, 3H), 1.34 (s, 9H). LC/MS (Method 3, ESIpos): Rt=1.35 min, m/z=347 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Bromo-4-methylaniline, and friends who are interested can also refer to it.

Reference:
Patent; BAYER INTELLECTUAL PROPERTY GMBH; SUessMEIER, Frank; LOBELL, Mario; GRUeNEWALD, Sylvia; HAeRTER, Michael; BUCHMANN, Bernd; TELSER, Joachim; JOeRIssEN, Hannah; HEROULT, Melanie; KAHNERT, Antje; LUSTIG, Klemens; LINDNER, Niels; US2013/190290; (2013); A1;,
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. 7745-91-7, name is 3-Bromo-4-methylaniline, A new synthetic method of this compound is introduced below., Computed Properties of C7H8BrN

3-Bromo-4-methylaniline (30.4 g) was dissolved in methanol (210 mL), pyridine (43 mL) and iodine (68.4 g) were added, and the mixture was stirred at 25C for two hours. A 20% aqueous sodium thiosulfate solution (150 mL) and water (30 mL) were added to the reaction solution and the mixture was stirred at 25C for one hour. Washing with methanol/water (1/1, 100 mL) resulted in the target compound (19.1 g).

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; Chugai Seiyaku Kabushiki Kaisha; F. Hoffmann-La Roche AG; EBIIKE, Hirosato; AOKI, Toshihiro; CHIBA, Takashi; KOCHI, Masami; NAKAMA, Kimitaka; NIIZUMA, Satoshi; NISHII, Hiroki; OHWADA, Jun; SHIMAMURA, Hiroyuki; SUGE, Aiko; NAKANISHI, Yoshito; KOBAYASHI, Natsuki; (594 pag.)EP3312172; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary