Category: 7745-91-7

Application 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

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. category: bromides-buliding-blocks

General procedure: 1-Aryl-4-nitro-1H-imidazoles were prepared following the general procedure we have developed in our laboratory [23] with some slight modifications. Equimolar amount of aniline derivative was treated with 1,4-dinitro-1H-imidazole in aqueous methanol at ambient temperature in the dark for several hours until complete disappearance of 1,4-dinitro-1H-imidazole monitored by TLC. In some cases, the mixture was heated under reflux to complete the reaction. On cooling, the desired crude 1-aryl-4-nitro-1H-imidazoles separated from the mixture by precipitation. After filtration and recrystallization the pure product was obtained. Yields, solvents used for recrystallization and specific data are given below in the respective sections. Further details are available on request.

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

Reference:
Article; Trunz, Bernadette Bourdin; Jdrysiak, Rafa?; Tweats, David; Brun, Reto; Kaiser, Marcel; Suwi?ski, Jerzy; Torreele, Els; European Journal of Medicinal Chemistry; vol. 46; 5; (2011); p. 1524 – 1535;,
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., HPLC of Formula: 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

Application 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.

Method 8; JV-(3-Bromo-4-methylphenylV3-(trifluoromethyl>)benzaniide3-(Trifluoromethyl)benzoyl chloride (0.78 ml, 5.2 mmol) was added to a stirring solution of 3-bromo-4-methylaniline (0.74 g, 4.0 mmol) and triethylamine (1.65 ml, 12 mmol) in 15 ml DCM. The mixture was stirred at 25 0C for 4 h. The reaction mixture was washed with 1 N HCl, 10 % NaOH, water and brine. The combined organics were dried and concentrated under reduced pressure. The resulting residue was used without further purification; m/z 359

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; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/79791; (2006); A1;,
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.

450 mL of water, 50.0 g (0.268 mol) of 2-bromo-p-toluidine,100 mL (1.102 mol) of concentrated hydrochloric acid was added and heated to 90 C. with stirring.Subsequently, the mixture was stirred at the same temperature for 1 hour, then cooled to room temperature, and further cooled to -10 C. with an ice water bath. Next, an aqueous solution prepared by dissolving 22.3 g (0.323 mol) of sodium nitrite in 70 mL of water was added dropwise at a temperature not exceeding 5 C., followed by stirring at 5 C. or lower for 30 minutes, filtration with an aid, diazonium An aqueous solution of salt was obtained.Next, 67.0 g (0.403 mol) of potassium iodide (Wako Pure Chemical Industries, Ltd.) and 230 mL of water were added to a 1 L four-necked round bottom flask equipped with a stirrer, Erlin condenser, 1 L dropping funnel and thermometer The mixture was placed in a water bath and stirred at 10 C. Next, after the aqueous solution of the diazonium salt was dropped, the water bath was removed to return to room temperature, the temperature was further increased to 40 C., and the mixture was stirred for 4 hours. The obtained reaction solution was returned to room temperature again, 300 mL of DCM was added and the mixture was transferred to a 2 L separatory funnel, then the aqueous layer was separated and extracted with 250 mL of DCM. Next, the DCM layers were combined, washed with 250 mL of 20% sodium thiosulfate aqueous solution, 250 mL of saturated aqueous multilayer water, three times with 250 mL of water, dried with magnesium sulfate, then removed by suction filtration of magnesium sulfate, The solvent was distilled off under reduced pressure. Subsequently, the resulting crude oil was purified by silica gel column chromatography using n-heptane as a developing solvent to obtain 73.5 g (yield 92.2%) of the desired iodide.

Statistics shows that 3-Bromo-4-methylaniline is playing an increasingly important role. we look forward to future research findings about 7745-91-7.

Reference:
Patent; YAMAGATA UNIVERSITY; CHEMIPRO KASEI KAISHA LIMITED; KIDO, JUNJI; SASABE, HISAHIRO; TAKAHASHI, JUN; NAGAI, NAGAI; (723 pag.)JP2018/90561; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products 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.

(d) 3-Bromo-4-methylphenol 25 g (134 mmol) of 2-bromo-4-aminotoluene are placed in 400 ml of 1M sulfuric acid in a round-bottomed flask, and the mixture is then cooled to 0 C. 13 g (190 mmol) of sodium nitrite dissolved in 30 ml of water are added, followed by addition of 21 ml of concentrated sulfuric acid. The mixture is refluxed for 4 hours. It is then extracted with ethyl ether. The organic phase is dried over magnesium sulfate, filtered and then evaporated. The residue obtained is purified by chromatography on a column of silica eluted with a mixture of heptane and ethyl acetate (90/10) to give 12.1 g (48%) of the expected product in the form of a brown oil.

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:
Patent; Bernardon, Jean-Michel; Biadatti, Thibaud; US2003/195259; (2003); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route 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.

C. (l,3-Dihvdw-l-hvdwxy-2,l-benzoxabowl-6-yl)-phenyl-carbamic acid t- butvl ester (59); (3-Bromo-4-methyl-phenyl)-phenyl-amine (54); [0321] To a mixture of iodobenzene (4.4 g, 21.56 mmol), 3-bromo-4- methylbenzamine (4.0 g, 21.56 mmol) and DMSO (50 mL) were added in sequence copper (I) iodide (0.82 g, 4.31 mmol), L-proline (0.99 g, 8.61 mmol) and NaOBu-t (4.14 g, 43.13 mmol) under N2. The mixture was stirred at 50 0C for 48 hbefore poured onto ice (100 g) and extracted with EtOAc (100 mL x 3). The extracts were dried over Na2SO4 and the residue after rotary evaporation was purified by column chromatography to give 1.2 g of compound 54 (21.2%). 1HNMR (300 MHz, DMSO): delta 8.19 (s, 1 H), 7.27-7.15 (m, 4 H), 7.05-7.01 (m, 2 H), 6.97 (dd, Ji = 8.4, J2 = 2.4 Hz, 1 H), 6.85 (m, 1 H) and 2.23 (s, 3 H) ppm.

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:
Patent; ANACOR PHARMACEUTICALS, INC.; ORR, Matthew; JENKS, Matthew; WO2011/19612; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route 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: Aniline derivative was added to a vessel containing HCl 37% (0.5ml) and the mixture was stirred in ice bath at 0-5C. Then, NFSPI 10 was added to the mixture and grinded at room temperature for the times shown in Table2 to produce the related diazonium salt. The phenolate compound was added slowly to the mixture to produce the desired azo dye at 0-5C. After completion of the reaction, ethyl acetate was added to the reaction mixture and stirred thoroughly. Then, poly ionic compound 9 was filtered off and the crude azo dye was isolated by evaporation of ethyl acetate. For more purification, crude product was recrystallized from ethanol/H2O. The products were characterized by their FT-IR, 1H-NMR and 13C-NMR spectra.

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; Valizadeh, Hassan; Shomali, Ashkan; Ghorbani, Jalal; Noorshargh, Saeideh; Dyes and Pigments; vol. 117; (2015); p. 64 – 71;,
Bromide – Wikipedia,
bromide – Wiktionary

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. Quality Control of 3-Bromo-4-methylaniline

Intermediate 28A: 5-Bromo-2-iodo-4-methylaniline A solution of 3-bromo-4-methylaniline (5.00 g, 26.9 mmol), N-iodosuccinimide (4.53 g, 20.2 mmol) and bis(pyridine)iodonium tetrafluoroborate (2.70 g, 7.26 mmol) in DCM (100 mL) was stirred at room temperature overnight. The mixture was diluted with DCM, washed sequentially with saturated aqueous NaHSO3 and water, and dried and concentrated. The residue was purified by column chromatography on silica gel, eluting with EtOAc-hexanes (sequentially 1%, 2% and 3%), to provide 5-bromo-2-iodo-4-methylaniline as a yellow solid (5.27 g, 63% yield). Mass spectrum m/z 312, 314 (M+H)+. 1H NMR (500 MHz, CDCl3) delta 7.49 (d, J=0.6 Hz, 1H), 6.94 (s, 1H), 4.17-3.91 (br.s, 2H), and 2.25 (s, 3H).

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

Reference:
Patent; Batt, Douglas G.; Bertrand, Myra Beaudoin; Delucca, George; Galella, Michael A.; Ko, Soo Sung; Langevine, Charles M.; Liu, Qingjie; Shi, Qing; Srivastava, Anurag S.; Tino, Joseph A.; Watterson, Scott Hunter; US2014/378475; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference 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.

[0240] To a cooled solution of 3-bromo-4-methylaniline (20 g, 107.5 mmol) in nitrobenzene (11.1 rriL, 107.5 mmol) and glycerol (19.6 mL, 268.8 mmol) at 0 C was added cone. H2SO4 (48 mL, 2.4 vol per g) slowly over a period of 24 min. The reaction temperature was gradually increased to 150 C, and the reaction mixture was stirred at 150 C for 6 hrs. Then it was allowed to cool down to r.t, poured into crushed ice, and extracted with Ethyl Acetate (3 x 500 mL). Combined organic layers were washed with water (300 mL), brine (300 mL), dried over anhydrous sodium sulfate and concentrated under reduced pressure. The resultant crude compound was purified by column chromatography (100-200 silica) using 20% Ethyl Acetate in Hexane as eluent to afford 15 g (63% yield) of isomeric mixture of 7-bromo-6-methylquinoline Int-1 and 8-bromo-7- methylquinoline Int-1 A as a brown solid. The isomeric mixture of compound Int-1 and Int-IA (13 g) was separated by prep-HPLC purification to afford 5 g (21% yield) of Compound Int-1. (0689) MS (ESI) m/z 223.98 [M+H] . (0690) [0241] Int-1 : 1H NMR (400 MHz, CDC13): delta 8.87-8.84 (dd, J = 4.0 Hz, 1.2 Hz, 1H), 8.329-8.301 (d, J = 11.2 Hz, 1H), 8.27 (s, 1H), 7.97 (s, 1H), .53-1.51 (dd, J = 5.6 Hz, 5.2 Hz, 1H), 2.5 (s, 3H).

Statistics shows that 3-Bromo-4-methylaniline is playing an increasingly important role. we look forward to future research findings about 7745-91-7.

Reference:
Patent; ACTAVALON, INC.; DNEPROVSKAIA, Elena, V.; HOLZWARTH, Michael, S.; RYCHNOVSKY, Scott, D.; (184 pag.)WO2018/85348; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary