Tag: M.W=200-300

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. 112734-22-2, name is (4-Bromo-2-fluorophenyl)methanamine, A new synthetic method of this compound is introduced below., Formula: C7H7BrFN

Step c) 2-[(4-Bromo-2-fluorophenyl)methyl]-1,2,3,4-tetrahydro-1,3-dioxo-4-isoquinolinecarboxylic Acid Methyl Ester To a solution of 3-methoxyl-1-oxo-1H-2-benzopyran-4-carboxylic acid methyl ester (5.0 g, 21.37 mmol) in DMF (100 mL) were added 4-bromo-2-fluorobenzylamine (4.36 g, 21.37 mmol) and Et3 N (5.96 mL, 42.74 mmol). The mixture was stirred at 80 C. for 30 minutes, poured into H2 O (1500 mL), acidified with HCl (2N) and extracted with EtOAc. The organic extracts were dried over MgSO4. Evaporation and crystallization from acetone/hexane (after cooling to -20 C.) gave a white solid (7.6 g, 87.7%, m.p. 149-150 C.). 1 H NMR (DMSO-d6, 400 MHz): delta [3.67 (s), 4.0 (s), 3H, –CO2 Me, tautomeric], [5.06 (q), J=15.4 Hz, 5.30 (s), 2H, –NCH2 –, tautomeric], 5.4 (s), 1H, CH–CO2 Me, tautomeric], 7.07-8.43 (m, 7H, Ar–H, tautomeric). IR (KBr, cm-1): 1670 (CO), 1605 (CO). MS (+FAB): 406 (80, M+ +H), 374 (40, M+ –OCH3). Anal. Calcd.: C, 53.22; H, 3.23; N, 3.45. Found: C, 53.19; H, 2.98; N, 3.4.

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; American Home Products Corporation; US5068332; (1991); A;,
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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. 54962-75-3, name is 3-Bromo-5-(trifluoromethyl)aniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 3-Bromo-5-(trifluoromethyl)aniline

To a solution of 3-Amino-5-bromobenzotrifluoride (200mg) in pyridine (2mL) was added methane sulphonyl chloride (115mg) and one crystal of 4-(dimethyl- amino) pyridine. The mixture was stirred at room temperature for four hours then diluted with ethyl acetate (50mL) and washed with HCI .(2M, 50mL) and saturated sodium chloride solution (50mL). Organics were separated, dried over sodium sulphate, filtered, and solvent was removed under reduced pressure to yield N-(3- bromo-5-trifluoromethyl-phenyl) -methanesulfonamide (264mg). ¹H NMR (MeOD); 6 7.59 (s, 1 H), 7.58 (s, 1 H), 7.40 (s, 1 H), 7.00 (s, 1 H), 3.11 (s, 3H). MS m/z 318.9 (M+1).

The synthetic route of 54962-75-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AKZO NOBEL N.V.; WO2005/121106; (2005); A1;,
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Related Products of 28342-75-8,Some common heterocyclic compound, 28342-75-8, name is 1,5-Dibromo-2,4-difluorobenzene, molecular formula is C6H2Br2F2, 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.

A 200-ml three-necked flask was replaced with nitrogen. 207 mmol (8.78 g) of lithium chloride and 1.6 mmol (1.13 g) of bistriphenylphosphine palladium dichloride were added, and the flask was replaced with nitrogen again. Next, 80 ml of toluene and 20.7 mmol (5.62 g) of the compound A were added. Further, 62.1 mmol (15.0 g) of trimethyl-2-pyridyl tin were dropped, and the whole was refluxed under heat for 3 days in a stream of nitrogen. After the resultant had been left standing to cool, 150 ml of a saturated aqueous solution of potassium fluoride were added, and the whole was stirred for 30 minutes. A solid was removed by filtration, and the remainder was extracted with methylene chloride and a 5percent aqueous solution of sodium hydrogen carbonate. After that, sodium sulfate was added to an organic layer for dehydration. The solvent was removed under reduced pressure, whereby a brown solid was obtained. Ether was added to the resultant solid, and the solvent was removed by filtration, whereby 4.35 g of a compound B were obtained (78.3percent yield).

The synthetic route of 28342-75-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chuo University; Idemitsu Kosan Co., Ltd.; EP1961743; (2008); A1;,
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These common heterocyclic compound, 608-30-0, name is 2,6-Dibromoaniline, 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. Formula: C6H5Br2N

A. 4-Bromo-7-nitrobenzofurazan (422A) To a solution of 2,6-dibromoaniline (1.0 g, 4.0 mmol) in CHCl3 (8 mL) was added a suspension of mCPBA (70% by HPLC, 1.4 g, 8.0 mmol) in CHCl3 (8 mL) and the resulting mixture was stirred for 24 h at rt. The reaction mixture was diluted with CHCl3 and washed successively with 2% Na2S2O3 solution, 5% Na2CO3 solution and brine. The organic layer was dried over Na2SO4 and concentrated under reduced pressure to leave a solid, which was suspended, into DMSO (15 mL). To this suspension was added a solution of NaN3 (272 mg, 4.19 mmol) in DMSO (15 mL) at rt. The resulting mixture was stirred at rt until most of the nitrogen had evolved and was then quickly heated to 120 C. for 3 min. The reaction mixture was cooled and poured onto crushed ice (100 g). After standing for 1 h the precipitates were filtered off, dried in vacuo and redissolved in conc. H2SO4 (5 mL). To this solution was added a solution of NaNO3 (400 mg, 4.7 mmol) in 50% H2SO4 (1.6 mL) and the temperature was maintained at 60 C. After the addition was complete, the mixture was heated at 85 C. for 30 min, cooled to rt and poured onto crushed ice (40 g). EtOAc was added, the layers were separated and the aqueous layer was extracted with EtOAc. The combined organic layers were dried over Na2SO4 and concentrated under reduced pressure to leave a solid which was purified by flash chromatography (silica gel, EtOAc (20%) in hexanes) affording compound 422A (785 mg, 81%) as a tan solid.

The synthetic route of 2,6-Dibromoaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Salvati, Mark E.; Balog, James Aaron; Pickering, Dacia A.; Giese, Soren; Fura, Aberra; Li, Wenying; Patel, Ramesh N.; Hanson, Ronald L.; Mitt, Toomas; Roberge, Jacques Y.; Corte, James R.; Spergel, Steven H.; Rampulla, Richard A.; Misra, Raj N.; Xiao, Hai-Yun; US2004/77605; (2004); A1;; ; Patent; Salvati, Mark E.; Mitt, Toomas; Patel, Ramesh N.; Hanson, Ronald L.; Brzozowski, David; Goswami, Animesh; Chu, Linda Nga Hoong; Li, Wen-sen; Simpson, James H.; Totleben, Michael J.; He, Weixuan; US2005/119228; (2005); A1;,
Bromide – Wikipedia,
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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. 142808-15-9, name is 4-Bromo-2-fluorobenzotrifluoride belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: 4-Bromo-2-fluorobenzotrifluoride

0.4 g of t-butoxysodium, 13.7 mg of Pd2(dba)3, and 17.7 mg of 2-(dicyclohexylphosphino)-2′-(N,N-dimethylamino)biphenyl were added to 11 ml of toluene solution containing 1 g of the free form of the compound (F) obtained above and 0.73 g of 4-bromo-2-fluorobenzotrifluoride and the entire mixture was refluxed overnight under nitrogen atmosphere. After cooling to room temperature, the reaction mixture was poured into water and extracted with ethyl acetate. After being washed with water and dried with anhydrous magnesium sulfate, the organic layer was filtered and then vacuum-concentrated. The residue was purified by column chromatography (developing solution: mixed solvent of n-hexane and ethyl acetate) to obtain 0.54 g of the target compound. Viscous oil 1H-NMR(CDCl3, deltappm):1.08(t, 3H), 1.81-1.97(m, 4H), 2.04-2.23(m, 4H), 2.45(q, 2H), 3.97(t, 2H), 4.19(brs, 2H), 4.57(brt, 1H), 6.44-6.51(m, 2H), 6.76(d, 1H), 7.13(s, 1H), 7.16(d, 1H), 7.38(t, 1H)

The synthetic route of 142808-15-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NIPPON SODA CO., LTD.; HAMAMOTO, Isami; TAKAHASHI, Jun; YANO, Makio; KAWAGUCHI, Masahiro; HANAI, Daisuke; IWASA, Takao; EP1932844; (2015); B1;,
Bromide – Wikipedia,
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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. 51554-93-9, name is 1-Bromo-4-octylbenzene, A new synthetic method of this compound is introduced below., Safety of 1-Bromo-4-octylbenzene

Synthesis compound CM8a pursuant method of the International Publication No. 2012/086671.er the nitrogen gas ambient in the reaction vessel, was added 4-bromo – n – octyl benzene (250g) and tetrahydrofuran (dehydrated product, 2.5L) or less, cooled to -70 . Thereto was added dropwise 2.5 mole / L concentration of n – butyllithium – hexane solution (355 mL), to -70 stirred for 3 hours or less time. Then, after which the dropwise dissolved in tetrahydrofuran (dehydrated product, 400mL) in a compound CM8a (148g) added, warmed to room temperature and stirred at room temperature overnight. After the reaction mixture obtained was cooled to 0 , water (150 mL) with stirring. The obtained reaction mixture was concentrated under reduced pressure to remove the organic solvent. In the reaction mixture obtained was added hexanes (1L) and water (200 mL), separating operation to remove the aqueous layer. After the organic layer with water, washed with saturated brine obtained, dried over magnesium sulfate. The obtained mixture was filtered and the filtrate obtained was concentrated under reduced pressure to give a yellow oil of compound CM8b (330g).

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; SUMITOMO CHEMICAL COMPANY, LIMITED; YOSHIDA, SADAMU; KAKIMOTO, HIDENOBU; (125 pag.)TW2016/9758; (2016); A;,
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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. 113170-72-2, name is 3-Bromo-5-(trifluoromethyl)benzene-1,2-diamine, A new synthetic method of this compound is introduced below., Recommanded Product: 3-Bromo-5-(trifluoromethyl)benzene-1,2-diamine

Example 18 Preparation of 5-Bromo-7-trifluoromethyl-1,4-dihydro-2,3-quinoxalinedione The title compound was prepared using an adaptation of the method of Cheeseman, G. W. H., J. Chem. Soc. 1171 (1962). A mixture of diethyl oxalate (1.15 g, 7.91 mmol) and 1,2-diamino-3-bromo-5-trifluoromethylbenzene (200 mg, 0.95 mmol) was heated to reflux under N2 for 2 h. The reaction was allowed to cool to room temperature and the solid collected by vacuum filtration and rinsed with EtOH (15 mL). This white solid was dried in a drying pistol (0.05 torr, 78 C.) to yield 148.3 mg (60.7%). mp 301-304 (dec). 1 H NMR (d6 -DMSO) delta7.28 (s, 1H, ArH), 7.56 (s, 1H, ArH), 11.7 (br s, 2H, NH). 19 F NMR (C6 F6 external standard, delta-162.9) delta-57.97 (s). EIHRMS calc. for C9 H4 BrF3 N2 O2 307.9408, found 307.9411.

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 State of Oregon, acting by and through The Oregon State Board of Higher Education, acting for and on behalf of The Oregon Health Sciences University; The University of Oregon; The Regents of the University of California; US5514680; (1996); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 167355-41-1,Some common heterocyclic compound, 167355-41-1, name is 6-Bromo-1,2,3,4-tetrahydronaphthalen-2-amine, molecular formula is C10H12BrN, 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.

Di-tert-butyl dicarbonate (1.030 g, 4.719 mmol) was added to a stirred RT solution of 6-bromo-1,2,3,4-tetrahydro-naphthalen-2-ylamine (0.970 g, 4.290 mmol) in CH2Cl2 (100 mL). TEA (0.897 mL, 6.435 mmol) was added to the reaction and the mixture was stirred at RT until HPLC analysis showed complete consumption of starting material. The reaction was diluted with CH2Cl2, washed with saturated aqueous NaHCO3, dried over MgSO4 and concentrated in vacuo to afford the crude material. The crude was purified by flash column chromatography to yield the title compound. MS (APCI pos) 269 (M-t-Bu).

The synthetic route of 167355-41-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Amgen Inc.; Array Biopharma, Inc.; US2005/234044; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 4549-33-1, name is 1,9-Dibromononane, molecular formula is C9H18Br2, 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. HPLC of Formula: C9H18Br2

2,2,12,12-Tetramethyltridecanedioic acid diethyl ester (153). Under N2 atmosphere and at -78 C., a solution of lithium diisopropylamide (2 M in heptane/THF/ethylbenzene, 52.5 mL, 105 mmol) was added dropwise to a solution of ethyl isobutyrate (17.4 g, 150 mmol) in THF (50 mL). The mixture was stirred for 1 h and 1,9-dibromononane (151, 14.3 g, 50 mmol) was added, followed by DMPU (4.4 g, 34.3 mmol). The mixture was stirred for 30 min and the cooling bath was removed. After 30 min, the THF was evaporated under reduced pressure. The residue was diluted with saturated NH4Cl solution (300 mL) and extracted with ethyl acetate (3*100 mL). The combined organic layers was washed with brine (200 mL), 5% aqueous HCl (100 mL) and saturated NaHCO3 solution (50 mL), and dried over Na2SO4. The solvent was removed under reduced pressure and the residue was distilled in high vacuo to give 153 (14.0 g, 79%) as an oil. Bp 150-151 C./0.1 mmHg. 1H NMR (CDCl3): delta (ppm): 4.08 (q, J=7.2, 4H), 1.48-0.98 (m, 18H), 1.21 (t, J=7.2, 6H), 1.12 (s, 12H). 13C NMR (CDCl3): delta (ppm): 178.1, 60.0, 42.1, 40.7, 30.0, 29.4, 25.1, 24.8, 14.2.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4549-33-1, its application will become more common.

Reference:
Patent; Dasseux, Jean-Louis Henri; Oniciu, Carmen Daniela; US2004/192771; (2004); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 327-52-6, A common heterocyclic compound, 327-52-6, name is 1-Bromo-2,4,5-trifluorobenzene, molecular formula is C6H2BrF3, 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.

4.2 mL of 1-bromo-2,4,5-trifluorobenzene and 10.8 mL of tetrahydrofuran were added to 50 mL flask and the resulting reaction solution was cooled to 0 C. 15 mL of isopropylmagnesium chloride [2.0 M tetrahydrofuran solution] was dropped to the reaction solution under nitrogen atmosphere and stirred for 30 minutes to produce Grinard reagent. 1.95 g of (S)-t-butyl 2-(2-t-butoxy-2-oxoethyl)aziridine-1-carboxylate and 50 mL of tetrahydrofuran were added to another 250 mL flask and the resulting reaction solution was cooled to 0 C. And then, 778 mg of copper (I) bromide dimethylsulfide complex was added. 22.7 mL of the Grinard reagent produced under nitrogen atmosphere was dropped, and stirred for 6 hours while the reaction temperature was maintained at 0 C. After completing the reaction, 50 mL of ammonium chloride aqueous solution was dropped to the reaction solution; 100 mL of ethyl acetate and 50 mL of water were added and then stirred for 10 minutes. An organic layer was isolated, dehydrated with magnesium sulfate, and then concentrated under reduced pressure. A concentrated residue was isolated with column chromatography (n-hexane:ethyl acetate=20:1) and then concentrated under reduced pressure to obtain 2.62 g of a title compound. 1H NMR (CDCl3, 400 MHz) delta 7.02 (m, 1H), 6.87 (m, 1H), 5.11 (br, 1H), 4.07 (br, 1H), 2.82 (dd, 1H), 2.77 (dd, 1H), 2.45 (dd, 1H), 2.35 (dd, 1H), 1.44 (s, 9H), 1.35 (s, 9H)

The synthetic route of 327-52-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DONG-A PHARMACEUTICAL. CO., LTD; US2012/16126; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary