Category: 103273-01-4

Reference of 103273-01-4, A common heterocyclic compound, 103273-01-4, name is 2-Bromo-4-(tert-butyl)aniline, molecular formula is C10H14BrN, 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 a mixture of 2-bromo-4- tert-butylaniline (Compound 1-1, 16.8 g, 74 mmol) and CuCN (13.29 g, 148 mmol) in a 250 mL round-bottom flask was added NMP (N-methylpyrrolidone, 100 mL) . The mixture was heated to reflux under nitrogen until TLC analysis showed full conversion of the starting material. The mixture was cooled to room temperature and the solvent was removed under vacuum. To the residue was added aq. NH40H at 0 C. Ethyl acetate was used for extraction (three times) . The combined organic phase was dried over anhydrous MgSC>4, filtered, and evaporated under vacuum. The residue was purified by flash chromatography (ethyl acetate : hexanes = 1:10) to provide the aminobenzonitrile Compound 1-2 as a yellow solid (10.8 g, 84% yield) . 1H NMR (400 MHz, CDC13) delta 7.39- 7.33 (m, 2H) , 6.70 (d, J = 8.4 Hz, 1H) , 4.32 (br, 2H, NH2), 1.25 (s, 9H) ; 13C NMR (100 MHz, CDC13) delta 147.48, 141.15, 131.77, 128.56, 118.22, 115.32, 95.63, 34.02, 31.21. HRMS (ESI-TOF) m/z Calcd for C11H15N2+ [M+H] + 175.1230, found 175.1235.

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; THE SCRIPPS RESEARCH INSTITUTE; YU, Jin-Quan; (107 pag.)WO2016/123361; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 103273-01-4, name is 2-Bromo-4-(tert-butyl)aniline, 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. Product Details of 103273-01-4

Example 7; N-{4-[7-tert-Butyl-5-(6-methoxy-2-oxo-1,2-dihydro-pyridin-3-yl)-quinoxalin-2-yl]-3-chloro-phenyl}-methanesulfonamide (I-12); step 1-; A microwave vial was charged with 58 (587 mg, 2.57 mmol), 5-fluoro-2-methoxy-pyridin-3-ylboronic acid (59, 660 mg, 3.86 mmol), Pd(PPh3)4 (148 mg, 0.12 mmol), Na2CO3 (818 mg, 7.8 mmol) and MeOH (0.7 mL)/DCM (3.5 mL), sealed and irradiated in a microwave synthesizer at 115 C. for 2 h. The reaction mixture was cooled to RT and diluted with EtOAc. The organic layer was washed with water, dried (MgSO4), filtered and concentrated. The crude residue was purified by SiO2 chromatography eluting with an EtOAc/hexane gradient to afford 460 mg (65%) of 60 as a brown oil.

The synthetic route of 2-Bromo-4-(tert-butyl)aniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; de Vicente Fidalgo, Javier; Li, Jim; Schoenfeld, Ryan Craig; Talamas, Francisco Xavier; Taygerly, Joshua Paul Gergely; US2010/311760; (2010); 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. 103273-01-4, name is 2-Bromo-4-(tert-butyl)aniline, This compound has unique chemical properties. The synthetic route is as follows., Safety of 2-Bromo-4-(tert-butyl)aniline

Prepared according to a modified literature procedure.14 To a solution of 2-bromo-4-(tert-butyl)aniline (11) (684 mg, 3.00 mmol, 1.0 eq.) in acetonitrile (6 mL) at room temperature, was added methyl acrylate (675 muL, 7.50 mmol, 2.5 eq.), palladium acetate (135 mg, 0.6 mmol, 20 mol %), tri-o-tolylphosphine (640 mg, 2.10 mmol, 0.7 eq.) and triethylamine (1.67 mL, 12.0 mmol, 4.0 eq.).The reaction was heated to reflux for 9 hours, cooled to room temperature and concentrated under reduced pressure. The crude residue was dissolved in ethyl acetate, washed with water and the aqueous phase extracted with ethyl acetate. The combined organic phases were dried over magnesium sulphate and the solvent removed under reduced pressure. Purification by flash chromatography on silica gel (SiO2, petroleum ether 30-40: EtOAc 9:1-4:1) afforded the title compound as a yellow solid (531 mg, 2.28 mmol, 76 % yield).

According to the analysis of related databases, 103273-01-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Buckingham, Faye; Calderwood, Samuel; Checa, Begona; Keller, Thomas; Tredwell, Matthew; Collier, Thomas Lee; Newington, Ian M.; Bhalla, Rajiv; Glaser, Matthias; Gouverneur, Veronique; Journal of Fluorine Chemistry; vol. 180; (2015); p. 33 – 39;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 103273-01-4, 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. 103273-01-4, name is 2-Bromo-4-(tert-butyl)aniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 2: Synthesis of 2-(tert-butyl)-6-aminophenanthridine 35.7 g (190 mmol) 2-(1,3,2-dioxaborinan-2-yl)benzonitrile, 31.9 g (158 mmol) 2-bromo-4-(tertbutyl)aniline, 3.6 g (3.16 mmol) tetrakis(triphenylphosphine) palladium(0) and 59.0 g (427 mmol) K2CO3 were heated to reflux in a 2 L flask containing 400 ml toluene and 300 mL ethanol. The reaction mixture was heated for 19 hours under constant N2 purge. HPLC of the reaction mixture indicated consumption of the starting aniline. The mixture was cooled and then filtered to remove the base. The base was washed with EtOAc to remove trace organic. The combined filtrate was evaporated down to give impure oil. The oil was purified on a column of silica using 95/5/0.05 CH2Cl2/MeOH/NH4OH as eluent to obtain separation. The product fractions were evaporated of solvent and the resultant residue recrystallized from CH2Cl2/hexanes to yield 14.0 g of the target compound as white solids (35.5% yield, confirmed by GC-MS).

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, 2-Bromo-4-(tert-butyl)aniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Universal Display Corporation; Knowles, David; Lin, Chun; Mackenzie, Peter; Tsai, Jui-Yi; Walters, Robert W.; Beers, Scott; Brown, Cory S.; Yeager, Walter; (85 pag.)US9281483; (2016); B2;,
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. 103273-01-4, name is 2-Bromo-4-(tert-butyl)aniline, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 2-Bromo-4-(tert-butyl)aniline

Step 2: Synthesis of 2-(t-butyl)-6-amino-phenanthridine 35.7 g (190 mmol) 2- (1,3,2- I-dioxa barley-2-yl) benzonitrile, 31.9 g (158 mmol) 2- bromo -4- (t- butyl) aniline, 3.6g ( 3.16 mmol), tetrakis (triphenyl a) palladium (0) and 59.0 g (427 mmol) K2CO3, and toluene was heated to reflux at 400 2 ? flask containing 300 ethanol. The reaction mixture was heated under a constant N2 washed for 19 hours. HPLC of the reaction mixture indicates the consumption of the starting aniline. The mixture was cooled, and the base was removed by filtration. The base was washed with EtOAc to remove traces of organic matter. The combined filtrate was distilled to give the impure oil. Purification using a 95/5 / 0.05 CH2Cl2 / MeOH / NH4OH as eluent to give an oil on a silica column to remove. Evaporation of the solvent and the product fractions, the resulting residue was recrystallized from CH2Cl2 / hexane to give the (also identified with 35.5% yield, GC-MS) 14.0 g of the target compound as a white solid.

According to the analysis of related databases, 103273-01-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; UNIVERSAL DISPLAY CORPORATION; NOLIS, DAVID B; LIN, CHOOK; MCKINSEY, PETER BODON; CHAI, CHUI LEE; WALTERS, ROBERT W; PIERS, SCOTT A; BROWN, CORY S; IGOR, WALTER H; (101 pag.)KR2016/30582; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 103273-01-4, These common heterocyclic compound, 103273-01-4, name is 2-Bromo-4-(tert-butyl)aniline, 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.

99.7 g (0.437 mol) of Intermediate 41 and 997 ml of tetrahydrofuran were added. 100.2 g (0.454 mol) of Intermediate 122 was dissolved in 506 ml of tetrahydrofuran and then, was slowly added thereto, followed by stirring for about 2 hours. After finishing the reaction, solvents were removed by distillation under a reduced pressure. The resultant product was extracted using EA and a sodium carbonate aqueous solution, and water was removed with MgSO4. Solvents were removed by distillation under a reduced pressure, and the resultant product was solidified to obtain 155.6 g (86.4%) of ivory Intermediate 123.

The synthetic route of 103273-01-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SAMSUNG DISPLAY CO., LTD.; LAPTO CO., LTD.; BAE, Sung-soo; CHO, Hwanhee; OH, Eu-gene; JEONG, Hyein; KIM, Gyuri; HAN, Kap-jong; KIM, Namho; KIM, Hyejeong; MAENG, Juwan; PARK, Yongpil; YOON, Jeunghun; (531 pag.)US2019/181358; (2019); 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. 103273-01-4, name is 2-Bromo-4-(tert-butyl)aniline, A new synthetic method of this compound is introduced below., Application In Synthesis of 2-Bromo-4-(tert-butyl)aniline

2-Bromo-4-tert-butyl-phenylamine (162 g, 0.71 mol) was added dropwise to H2SO4 (410 mL) at room temperature to yield a clear solution. This clear solution was then cooled down to -5 to -10 C. A solution of KNO3 (82.5 g, 0.82 mol) in H2SO4 (410 mL) was added dropwise while the temperature was maintained between -5 to -10 C. Upon completion, the reaction mixture was poured into ice/water and extracted with EtOAc. The combined organic layers were washed with 5% Na2CO3 and brine, dried over Na2SO4 and concentrated. The residue was purified by a column chromatography (EtOAc/petroleum ether 1/10) to give 2-bromo-4-tert-butyl-5-nitro-phenylamine as a yellow solid (152 g, 78%).

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; Vertex Pharmaceuticals Incorporated; US2012/309758; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 103273-01-4, name is 2-Bromo-4-(tert-butyl)aniline, 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. Product Details of 103273-01-4

30.0 g (157.88 mmol) 2-bromo-4-tert-butylaniline, 34.6 g (157.88 mmol) 4-bromobenzoyl chloride And 300 mL THF was added and stirred at room temperature for 3 hours. After the reaction is completed, the solvent is distilled off under reduced pressure. Solidification with diisopropyl ether (IPE) gave 42.6 g (yield: 72.3%) of a white solid compound (intermediate (37)).

The synthetic route of 2-Bromo-4-(tert-butyl)aniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Raepto Co., Ltd.; Seok Mun-gi; Go Byeong-su; Im Cheol-su; Kim Hyeon-a; Kim Gyu-sik; Park Yong-pil; Han Gap-jong; Oh Yu-jin; (37 pag.)KR102059550; (2019); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 103273-01-4,Some common heterocyclic compound, 103273-01-4, name is 2-Bromo-4-(tert-butyl)aniline, molecular formula is C10H14BrN, 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.

Step 2: Synthesis of 2-amino-3′,5-di-t-butylbiphenyl 3-t-butylphenylboronic acid (4.0 g, 22.4 mmol), 2-bromo-4-t-butylaniline (4.3 g, 18.7 mmol), palladium(II) acetate (0.11 g, 0.468 mmol), triphenylphosphine (0.5 g, 1.8 mmol) and was added 2 M solution of potassium carbonate in 25 of ethylene glycol dimethyl ether in the 36 . The reaction mixture was heated under reflux for 18 hours. Cool the reaction to room temperature, and separating the aqueous phase from the organic phase. The aqueous phase was extracted with ethyl acetate. The organic extracts were combined, dried over magnesium sulfate, filtered and concentrated. It was purified by column chromatography using 20% ethyl acetate and hexane the crude product as an eluent. Collected as a pure product of 2-amino-3 ‘, 5-di -t- butyl biphenyl (3.0 g, 57% yield) of a white solid, and its NMR is consistent with the proposed structure.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Bromo-4-(tert-butyl)aniline, its application will become more common.

Reference:
Patent; UNIVERSAL DISPLAY CORPORATION; NOLIS, DAVID B; LIN, CHOOK; MCKINSEY, PETER BODON; CHAI, CHUI LEE; WALTERS, ROBERT W; PIERS, SCOTT A; BROWN, CORY S; IGOR, WALTER H; (101 pag.)KR2016/30582; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary