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. 26177-44-6, name is (4-Bromophenyl)methanamine hydrochloride, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H9BrClN

A slightly yellow solution of 2,5-difluoro-4-(trifluoromethyl)aniline (10.0 ml; 76.708 mmol) in MeCN (90 ml) was treated with copper(ll) bromide (17.133 g; 76.708 mmol), and the green heterogeneous mixture was heated to 45C. A solution of tert-butyl nitrite (10.0 ml; 84.379 mmol) in MeCN (20 ml) was then added dropwise over 30 min., and the resulting mixture was further stirred at 45C for 2h30. The dark-green heterogeneous reaction mixture was allowed to cool to rt, and was directly purified by FC (DCM). After concentration to dryness under reduced pressure, the expected product 1-bromo-2,5-difluoro-4-trifluoromethyl- benzene was obtained as an orange oil (10.290 g; 51 %). LC-MS: tR = 1.07 min.; [M+H]+: no ionisation.

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; ACTELION PHARMACEUTICALS LTD; WO2008/78291; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 3722-78-9, 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. 3722-78-9 name is 8-Bromochroman, 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 22 Trans-2-[4-(3,4-dihydro-2H-chromen-8-yl)-1,2,3,6-tetrahydropyrid-1-yl]-5-fluoroindan-1-ol Prepared using, in succession, the methods described in Examples 18 and 19, but using 8-bromo-3,4-dihydro-2H-chromene in Step 1 of Example 18, and using 2-bromo-5-fluoro-indan-1-one in Step 2 of Example 18.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 8-Bromochroman, and friends who are interested can also refer to it.

Reference:
Patent; Adir et Compagnie; US5958927; (1999); A;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 24596-19-8, name is 4-Bromo-2,6-dimethylaniline, 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. category: bromides-buliding-blocks

4-Bromo-2,6-dimethylaniline (6.00 g, 30 mmol) was suspended in 48% HBr aqueous solution (20 mL), NaNO 2 (2.28 g, 33 mmol) dissolved in water at -10 C. was added and stirred for 1 hour And sulfamic acid (0.58 g, 6 mmol) was added. This was treated with FeSO 4 .7H 2 O (4.17 g, 15 mmol) in 48% HBr aqueous solution (20 mL) and heated gradually to 80 C., and the mixture was stirred at 80 C. for 1 hour. Water was added to the mixture, the mixture was extracted with hexane, and the organic phase was dried with anhydrous Na 2 SO 4, then the solvent was removed under reduced pressure. Purification with medium pressure (silica gel, hexane) gave 2,5-dibromo-m-xylene (6.19 g, 72% yield).

The synthetic route of 4-Bromo-2,6-dimethylaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; National University University of Tokyo; Hanaoka, Kenjiro; Urano, Yasuteru; Takahashi, Shoudai; (48 pag.)JP2018/90536; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 1435-54-7, 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. 1435-54-7, name is 1,3-Dibromo-2-fluorobenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 2: 2-(3,5-dibromo-4-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane To a solution of 1,3-dibromo-2-fluorobenzene (1.43 g, 5.63 mmol) in n-heptane (100 mL) was added Pin2B2 (953 mg, 3.75 mmol), cycloocta-1,5-diene iridium salt (63 mg, 0.094 mmol) and 2,6-diisopropyl-N-(pyridin-2-ylmethylene)aniline (37 mg, 0.14 mmol). The mixture was refluxed for 4 h under N2, cooled to rt, quenched with water, extracted with EA (3*50 mL). The combined organic layer was washed with brine, dried over Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by column chromatography eluted with PE: EA=80:1 to give 2-(3,5-dibromo-4-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1.046 g, yield 49%) as solid.

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, 1,3-Dibromo-2-fluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Anacor Pharmaceuticals, Inc.; Eli Lilly and Company; Akama, Tsutomu; Balko, Terry William; Defauw, Jean Marie; Plattner, Jacob J.; White, William Hunter; Winkle, Joseph Raymond; Zhang, Yong-Kang; Zhou, Yasheen; US2013/131016; (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. 5279-32-3, name is 5,6-Dibromobenzo[d][1,3]dioxole, A new synthetic method of this compound is introduced below., Safety of 5,6-Dibromobenzo[d][1,3]dioxole

A stirred solution of 5,6-dibromobenzo[d][1,3]dioxole S6 (400 mg, 1.43 mmol) in toluene (15 mL) was cooled at -78 C, and freshly distilled furan (0.51 mL, 7.15 mmol) was added to the solution. n-BuLi (1.38 M in THF, 1.14 mL, 1.57 mmol) was added dropwise to the resulting solution over 5 minutes at -78 C. The reaction mixture was stirred for 10 additional minutes before it was warmed up to -40 C. Stirringwas continued for another 2 hours before water (20 mL) was added to quench the reaction. The organic layerwas separated and the aqueous layer was extracted with Et2O (4 x 10 mL). The combined organic extracts were washed with brine (20 mL), dried over Na2SO4, and concentrated in vacuo. Purification by column chromatography on silica gel, eluting with PET/Et2O (80:20), afforded 5,8-dihydro-5,8-epoxynaphtho[2,3-d][1,3]dioxole S7 (241 mg, 1.28 mmol, 90 %) as a white crystalline solid.

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:
Article; Antien, Kevin; Viault, Guillaume; Pouysegu, Laurent; Peixoto, Philippe A.; Quideau, Stephane; Tetrahedron; vol. 73; 26; (2017); p. 3684 – 3690;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 41825-73-4, 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. 41825-73-4, name is 2-Bromo-4,6-dimethylaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Preparation of catalyst: 10mL flask was charged with a stirrer, Pd(OAc)2 (0.02mmol, 2mol%), ligand (Sym-Phos, PPh3, PhPCy2, S-Phos) (0.04mmol, 4mol%) and 1mL of THF. The flask was evacuated, backfilled with argon, and the reaction mixture was stirred for 10min at ambient temperature. Such prepared catalyst was used in the coupling reactions. Similarly were prepared catalysts based on PdCl2 complexes. Reaction setup. A round-bottom flask containing magnetic stir bar was charged with 15mL of 0.3% aqueous solution of SDS and base (3mmol). Then aryl halide (1mmol) dissolved in a minimum amount of THF, arylboronic acid or its derivative (1.5mmol) and the pre-catalyst (see above) were added. The flask was placed in to the oil bath (kept at 60C) and reaction mixture was stirred for next 16h. The product was filtered or extracted with methylene chloride or (3¡Á10mL), then combined organic layer was dried over MgSO4, filtered, solvent was evaporated and the product was isolated by column chromatography. Yields: 63-99%.

The synthetic route of 2-Bromo-4,6-dimethylaniline has been constantly updated, and we look forward to future research findings.

Reference:
Article; Demchuk, Oleg M.; Kap?on, Katarzyna; Mazur, Liliana; Strzelecka, Dorota; Pietrusiewicz, K. Micha?; Tetrahedron; vol. 72; 42; (2016); p. 6668 – 6677;,
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. 40422-70-6, name is 1-Bromo-3-(2-bromoethyl)benzene, A new synthetic method of this compound is introduced below., Safety of 1-Bromo-3-(2-bromoethyl)benzene

General procedure: Thiourea (7 mmol) was dissolved in 13.5 mL ethanol and the appropriate alkylbromide (7 mmol) was added. The mixture was stirred and heated under reflux for 2 h after which the reaction became homogenous. The reaction was allowed to cool to room temperature and the ethanol solvent was removed under reduced pressure. A solution of NaOH (10.5 mmol) in 8.75 mL water was added to the residue, and the reaction mixture was heated under reflux (120 C) for 2 h. The reaction was subsequently cooled to room temperature and aqueous H2SO4 (15%) was added. The mercaptan separated as oil droplets and was extracted to diethylether (30 mL). The organic phase was washed twice with water, dried over anhydrous Na2SO4 and removed under reduced pressure. This yielded the desired mercaptans which were used without further purification for the synthesis of 1, 3 and 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:
Article; Mostert, Samantha; Mentz, Wayne; Petzer, Anel; Bergh, Jacobus J.; Petzer, Jacobus P.; Bioorganic and Medicinal Chemistry; vol. 20; 24; (2012); p. 7040 – 7050;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 1311265-74-3, A common heterocyclic compound, 1311265-74-3, name is 1-Bromo-3-cyclopropyl-5-fluorobenzene, molecular formula is C9H8BrF, 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.

Step B: A resealable glass pressure tube was charged with 2′-amino-l’,2,2-trimethyl-6-(4,4,5,5- tetramethyl-l,3,2-dioxaborolan-2-yl)spiro[chroman-4,4′-imidazol]-5′( H)-one (50 mg, 0.13 mmol), 1- bromo-3-cyclopropyl-5-fluorobenzene (28 mg, 0.13 mmol), dichloro[l,l’- bis(diphenylphosphino)ferrocene]palladium (II) dichloromethane adduct (5.3 mg, 0.0065 mmol), 20% aqueous Na2C03 (241 mu, 0.45 mmol), and 1 ,4-dioxane (1.3 mL, 0.13 mmol). The reaction mixture was sparged with N2 for 5 minutes, capped, and stirred at 90C for 90 minutes and allowed to cool to room temperature. The mixture was then diluted with EtOAc (10 mL) and washed with water (2 mL). The organic layer was separated, dried (MgSC^), filtered and concentrated in vacuo. The residue obtained was passed through a silica plug eluting with 5% MeOH/DCM to provide the semi pure product. This was then purified by preparative TLC eluting with 7% MeOH/DCM. The product isolated was filtered through a 45 muMu filter and concentrated in vacuo. The residue obtained was crystallized from DCM/Et20 to provide 2′-amino-6-(3-cyclopropyl-5-fluorophenyl)-r,2,2-trimethylspiro[chroman-4,4′-imidazol]- 5′(l’H)-one (14 mg, 0.036 mmol, 27% yield) as a solid. NMR (400 MHz, CDC13) delta 7.36 (d, J=8.61 Hz, 1H), 6.95 -6.87 (m, 4H), 6.63 (d, J=10.96Hz, 1H), 3.19 (s, 3H), 2.56 (d, J=13.03 Hz, 1H), 1.97 (d, J=14.08Hz, 1H), 1.94-1.88 (m, 1H), 1.52 (s, 3H), 1.41 (s, 3H), 1.02-0.97 (m, 2H), 0.73-0.69 (m, 2H); LCMS (APCI+) m/z 394 (M+H)+. Example 79 3-(2′-amino-1^2,2-trimethyl-5′-oxo-r,5′-dihydrospiro[chroman-4,4′-imidazole]-6-yl)-5- bromobenzonitrile

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; ARRAY BIOPHARMA INC.; HUNT, Kevin, W.; RIZZI, James, P.; COOK, Adam; WO2011/72064; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 3722-78-9,Some common heterocyclic compound, 3722-78-9, name is 8-Bromochroman, molecular formula is C9H9BrO, 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.

8-Bromochromane (17) was prepared from commercial 2,6-dibromophenol according to the literature procedure [Kerrigan, F.; Martin, C; Thomas, G.H. Tetrah. Lett. 1998, 39, 2219]. To 8-bromochromane (17) (0.1 8 g, 0.84 mmol) in dry tetrahydrofuran (2 mL) at -78 C under argon 2.5 M n-BuLi in hexanes (0.34 ml, 0.85 mmol) was added slowly. The reaction was stirred at this temperature for 30 min and then S02 (g) was bubbled through the solution for 3 minutes. The reaction was stirred at -78 C then warmed to room temperature and the solvent was evaporated. The residue was dissolved in 2 ml of DCM and NCS (0.1 12 g, 0.84 mmol) was added at r.t. , the reaction mixture stirred for 1 h, then diluted with 15 mL DCM, washed with water, brine, dried over sodium sulfate and the solvent was removed under vacuum. The residue was purified by column chromatography on silica gel (eluent petroleum ether-ethyl acetate, 3: 1 ) to give 0.054 g (30%) of compound 18. Compound was unstable under GCMS and LCMS conditions. NMR (CDCI3) delta: 7.78-7.75 (m, 1H), 7.39-7.36 (m, 1H), 6.95 (t, J=7.8 Hz, 1 H), 4.46 (t, J=5.4 Hz, 2H), 2.88 (t, J=6.5 Hz, 2H), 2.16-2.09 (m, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 8-Bromochroman, its application will become more common.

Reference:
Patent; LATVIAN INSTITUTE OF ORGANIC SYNTHESIS; JIRGENSONS, Aigars; LOZA, Einars; CHARLTON, Michael; FINN, Paul William; RIBAS DE POUPLANA, Lluis; SAINT-LEGER, Adelaide; (76 pag.)WO2016/129983; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 629-03-8, The chemical industry reduces the impact on the environment during synthesis 629-03-8, name is 1,6-Dibromohexane, I believe this compound will play a more active role in future production and life.

Preparation of 6-Bromohex-1-ene 1,6-Dibromohexane (30 mL, 48 g) was placed in a PTFE reactor vessel along with a magnetic stirrer bar. The reactor was set up with a 3 mm O.D. outlet tube connected to the cover assembly. The dibromide was heated to 150 C. and hexamethylphosphorous triamide (HMPTA; ca. 3 mL) was added through a second tube attached to the cover assembly, by means of a syringe. The vessel contents were then heated to 200 C. and HMPTA (42 mL) was added dropwise through the syringe. The crude product distilled through the exit tube and was collected in chilled flasks, then redistilled to give 6-bromohex-1-ene (15.6 g, 49%). 1 H NMR (CDCl3; 200 MHz): delta1.56, m, 2H, CH2; 1.85, m, 2H, CH2; 2.10, m, 2H, CH2; 3.41, t, J=7 Hz, 2H, CH2 Br; 4.85-5.10, m, 2H, =CH2; 5.80, m, 1H, =CH, in agreement with that reported by Kenneth J.

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, 1,6-Dibromohexane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Commonwealth Scientific and Industrial Research Organisation; US5932075; (1999); A;,
Bromide – Wikipedia,
bromide – Wiktionary