Month: July 2021

Synthetic Route of 3814-30-0, The chemical industry reduces the impact on the environment during synthesis 3814-30-0, name is (Bromomethyl)cyclopentane, I believe this compound will play a more active role in future production and life.

EXAMPLE 2 Preparation of 1-cyclopentylmethylimidazole Imidazole (6.8 g, 0.1 mol) was added to a solution of sodium (2.3 g, 0.1 mol) in dry ethanol (100 ml). This solution was stirred and heated to reflux when bromomethylcyclopentane (16.3 g, 0.1 mol) was added dropwise. Following the addition, the mixture was stirred and heated under reflux for 16 h. After cooling, the reaction mixture was filtered and the filtrate concentrated under reduced pressure. The residue was dissolved in 2 M-hydrochloric acid (150 ml) and the solution washed with ether. The aqueous solution was basified with 10 M-sodium hydroxide solution, and the product extracted with chloroform (3*50 ml). The extracts were combined, dried (MgSO4), and the solution concentrated to afford a yellow oil. The oil was purified using a silica gel column and elution with ethyl acetate/methanol (9:1). The product fractions were combined and concentrated under reduced pressure to afford 1-cyclopentylmethylimidazole (1.9 g), which was further purified by distillation, b.p. 68-69/0.125 mmHg.

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, (Bromomethyl)cyclopentane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Burroughs Wellcome Co.; US4317830; (1982); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 167355-41-1, 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. 167355-41-1, name is 6-Bromo-1,2,3,4-tetrahydronaphthalen-2-amine belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

DI-TERT-BUTYLDICARBONATE (575. 7 mg, 2. 64 mmol) in methylene chloride (5. 0 mL) is added in one portion to a solution of methylene chloride (7. 0 mL) at room temperature that contains (RAC)-6-BROMO-1, 2, 3, 4-tetrahydronaphthalen-2-ylamine (591. 6 mg, 2. 62 mmol) and triethylamine (1. 1 mL, 7. 89 MMOL). After stirring at room temperature for 19 h in air, the resulting amber solution is diluted with methylene chloride (25 mL), washed with a saturated aqueous solution of sodium chloride (2 x 50 mL), dried over magnesium sulfate, and evaporated to dryness under reduced pressure to give the title compound as a pale yellow solid. The purity of isolated 29 was >95%, as determined by 1H NMR spectroscopy, and was used without further purification. mp 107-108 C. H NMR (CDCl3) : No.1. 45 (s, 9H, C (CH3) 3), 1. 70 (m, 1H, H-3), 2. 04 (m, 1H, H-3), 2. 55 (dd, J= 16. 5 Hz, 8. 5 Hz, 1H, H-1), 2. 84 (pseudo t, J= 6. 5 Hz, 2H, H-4), 3. 05 (dd, J= 16. 5 Hz, 5. 0 Hz, 1H, H-1), 3. 94 (br, 1H, H-2), 4. 58 (br, 1H, NH), 6. 91 (d, J= 8. 0 Hz, 1H, H-8), 7. 22 (m, 2H, overlapping H-5 and H- 7). 13C NMR (CDCl3) : No.27. 1 (CH2, C-4), 28. 4 (C (CH3) 3), 28. 7 (CH2, C-3), 35. 6 (CH2, C-1), 46. 0 (CH, C-2), 79. 4 (C (CH3) 3), 119. 6 (C-Br, C-6), 128. 9 (CH, C-7), 131. 0 (CH, C-8), 131. 5 (CH, C-5), 133. 3 (C-8a), 137. 8 (C-4a), 155. 3 (NHCO2). LCMS m/z calcd. for C15H2OBRN02 ([M] +) 325 ; found 311 ([M – C4H7 + CH3CN] +, 22%), 270 ( [M-C4H7] +, 81%), 267 ( [M- C5H702 + CH3CN] +, 43%), 226 ([M-C5H702] +, 100%), 209 ([M – C5H10NO2]+, 94%).

The synthetic route of 6-Bromo-1,2,3,4-tetrahydronaphthalen-2-amine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WO2005/19228; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 3972-64-3, A common heterocyclic compound, 3972-64-3, name is 1-Bromo-3-(tert-butyl)benzene, molecular formula is C10H13Br, 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.

A 1. 6 M solution of nbutyllithium (0.85 mL, 1.36 mmol) was added to a solution of dicyclohexylamine (0.27 mL, 1.36 mmol) in toluene (5 mL). After stirring for 5 min, a mixture of cisltrans isomers of 2-methyl-cyclohexanecarboxylic acid 2- trimethylsilanyl-ethyl ester (269 mg, 1.11 mmol) was added. After stirring for 30 min, 1-bromo-3-tert-butyl-benzene (248 mg, 1.16 mmol) was added followed by the simultaneous addition of tri-tert-butylphosphonium tetrafluoroborate (31 mg, 107 /mol) and tris (dibenzylideneacetone) dipalladium (O)-chloroform adduct (51 mg, 49. 3, mol). The solution was placed into a preheated oil bath at 60 °C. After stirring for 20 h, the solution was diluted with 10percent aqueous hydrochloric acid, and extracted with diethyl ether. The combined organic extracts were dried over magnesium sulfate, filtered, and concentrated. The residue was flash chromatographed with 49: 1,24 : 1, and 23: 2 hexanes: ethyl acetate as the eluant to yield 375 mg (90percent yield) of a mixture of cisltrans isomers of 1- (3-tert-butyl-phenyl)- 2-methyl-cyclohexanecarboxylic acid 2-trimethylsilanyl-ethyl ester as a yellow oil. Method [2] Retention time 3.67 min by HPLC and 3.75 min by MS (M+Na=397). Method [2] Retention time 3.77 min by HPLC and 3.85 min by MS (M+Na=397).

The synthetic route of 3972-64-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELAN PHARMACEUTICALS, INC.; WO2005/87215; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 546115-65-5, name is 1-(3-Bromophenyl)cyclopropanamine, 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

General procedure: 3-(trifluoromethyl)benzene-l-sulfonyl chloride (0.66 mL, 4.1 mmol) was added into a mixture of (3-bromophenyl)methanamine hydrochloride (1.0 g, 4.5 mmol) and DIEA(1.6 mL, 9.0 mmol) in DCM (20 mL). The reaction was stirred at room temperature for approximately 3 hours and washed with IN HC1 (IX) and brine (2X). The organic layer was dried over sodium sulfate, filtered, and concentrated in vacuo. The residue was purified by silica gel chromatography (0 – 30% EtOAc/Hexanes) to afford the title compound (1.5 g, 96%). l NMR (CDC13) delta 8.05 (s, IH), 8.00 (d, IH), 7.82 (d, IH), 7.63 (t, IH), 7.35 (m, IH), 7.27 (s, IH), 7.12 (d, 2H), 5.25 (t, IH), 4.18 (d, 2H).

The synthetic route of 1-(3-Bromophenyl)cyclopropanamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VENENUM BIODESIGN LLC; HUANG, Chia-Yu; SHI, Dongchuan; KULTGEN, Steven G.; MCGUINNESS, Brian F; LETOURNEAU, Jeffrey J.; COLE, Andrew G.; BEASLEY, James R.; (358 pag.)WO2018/5801; (2018); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 30432-16-7, name is 1,4-Dibromo-2,3-bis(bromomethyl)but-2-ene, molecular formula is C6H8Br4, 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 30432-16-7

General procedure: Alkyl 4-hydroxy benzoate 2a,b (10 mmol) and potassium hydroxide (0.56 g, 10 mmol) were dissolved in absolute ethanol. 1,1,2,2-tetrayl-tetramethylene-tetrabromide (1) (1.00 g, 2.5 mmol) was then added into this solution. The reaction mixture was refluxed for 6 h. The mixture was cooled and filtrated. The white precipitate was filtered off and washed with H2O and crystallized from the appropriate solvent.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 30432-16-7, its application will become more common.

Reference:
Article; Er, Mustafa; De?irmencio?lu, Ismail; Tahtaci, Hakan; Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy; vol. 139; 1; (2015); p. 68 – 74;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 74586-53-1, 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. 74586-53-1, name is 3-Bromo-5-methylaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Preparative Example 1.1 N-(3-Bromo-5-methylphenyl)-4-(trifiuoromethyl)pyrimidin-2-amine A solution of 3-bromo-5-methylaniline (162.5 g, 874 mmol) in dioxane (2L) was prepared, and 2-chloro-4-(trifiuoromethyl)pyrimidine (182 g, 995 mmol) and methanesulfonic acid (97.5 g, 1.02 mol) were added sequentially. The resulting solution was heated to reflux overnight. The resulting mixture was cooled and concentrated under reduced pressure. The residue was diluted with water (2L), then adjusted to pH 7-8 with aqueous sodium bicarbonate solution, followed by extraction with EtOAc (2 x 2L) The organic layers were combined, washed with water (2 x 2 L), dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford N-(3-bromo-5-methylphenyl)-4-(trifiuoromethyl)pyrimidin-2-amine (200 g, 602 mmol) as a light yellow solid. MS ESI [M + 3]+ 334.0. NMR (400 MHz, CDCI3): delta 8.68 (d, / = 4.9 Hz, 1 H), 7.79 (s, 1 H), 7.30 (s, 2 H), 7.10-7.06 (m, 2 H), 2.36 (s, 3 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-5-methylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MERCK CANADA INC.; MACHACEK, Michelle R.; ROMEO, Eric T.; KATTAR, Solomon D.; CHRISTOPHER, Matthew; ALTMAN, Michael D.; NORTHRUP, Alan B.; ELLIS, John Michael; BOYLE, Brendan O’; DONOFRIO, Anthony; GRIMM, Jonathan; REUTERSHAN, Michael H.; CHILDERS, Kaleen Konrad; OTTE, Ryan D.; CASH, Brandon; DUCHARME, Yves; HAIDLE, Andrew M.; SPENCER, Kerrie; VITHARANA, Dilrukshi; WU, Lingyun; ZHANG, Li; ZHANG, Peng; BEAULIEU, Christian; GUAY, Daniel; WO2014/48065; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 138526-69-9, 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. 138526-69-9, name is 1-Bromo-3,4,5-trifluorobenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

In a 3000 L reactor, 201.6 kg of KOH was added,Pumped 253.2 kg of 3,4,5-trifluorobromobenzene and 1500 L of methanol,Close the reaction kettle, stirring up to 60 ,After 6 hours of reaction,Raw materials have been basically complete.The material into the crystallization pot with nitrogen into the pot,Stirring and cooling to -5 C,Insulation 5h filter,To give 2,3-difluoro-5-bromoanisole,Yield 92.0%Content of 99.2%. The methanol recovery in the filtrate can be reused.

The synthetic route of 1-Bromo-3,4,5-trifluorobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhejiang Linjiang Chemical Industry Co., Ltd.; Yi, Miao; Yin, Xin; Chen, Huanjun; Wang, Qijin; Xu, Xin; (8 pag.)CN106478377; (2017); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 6274-57-3, 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 6274-57-3 as follows.

a.; A solution of (4-bromobenzyl)dimethylarnine (120 g, 0.50 mole) in THF (2 L) was cooled to -78 0C and treated dropwise with n-BuLi (47 g, 0.728 mole). The reaction mixture was stirred for 1 hour and then butyl borate (194 g, 0.84 mole) was added dropwise. The reaction mixture was stirred for 1 hour, allowed to warm to 0 0C, and then quenched by the addition of water (1.5 L). The reaction mixture was washed with ether (2 x 1 L), and the aqueous layer taken on to the next step.

According to the analysis of related databases, 6274-57-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2007/18941; (2007); A2;,
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. 944718-31-4, name is 5-Bromo-1-methyl-1H-benzo[d][1,2,3]triazole, A new synthetic method of this compound is introduced below., Application In Synthesis of 5-Bromo-1-methyl-1H-benzo[d][1,2,3]triazole

Methyl-5-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)-7H-benzo[i/][l,2,3]triazoleTo a solution of 5-bromo-l-methyl-iH-benzo[Patent; BIOENERGENIX; MCCALL, John M.; ROMERO, Donna L.; KELLY, Robert C.; WO2012/119046; (2012); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 40161-54-4, These common heterocyclic compound, 40161-54-4, name is 1-Bromo-2-fluoro-4-(trifluoromethyl)benzene, 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.

(1) 1-[2-Fluoro-4-(trifluoromethyl)phenyl]butan-1-one To a solution of 1-bromo-2-fluoro-4-(trifluoromethyl)benzene (0.30mL, 2.1mmol) in THF (6mL) was added dropwise 1.5M butyllithium in THF (1.65 mL) at -78C. The mixture was stirred at -78C for 15 minutes, to which was added a solution of butyraldehyde (0.18 mL, 2.5 mmol) in THF (2 ml) at -78C. After stirring at -78C for 30 minutes, the mixture was treated with acetic acid (1 mL)/THF (2 mL), and then followed by water at room temperature. The organic layer was separated, and the aqueous layer was extracted with ether. The combined organic layers were washed with saturated brine. After drying over anhydrous sodium sulfate, the solvent was removed under reduced pressure to give 1-[2-fluoro-4-(trifluoromethyl)-phenyl]butanol.

Statistics shows that 1-Bromo-2-fluoro-4-(trifluoromethyl)benzene is playing an increasingly important role. we look forward to future research findings about 40161-54-4.

Reference:
Patent; Nippon Chemiphar Co., Ltd.; EP2277874; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary