Month: June 2021

Adding a certain compound to certain chemical reactions, such as: 615-55-4, name is 3,4-Dibromoaniline, belongs to bromides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 615-55-4, Quality Control of 3,4-Dibromoaniline

Preparation of 6,7-Dibromo-1,4-dihydro-2,3-quinoxalinedione (Method D) 3,4-Dibromo-(trifluoroacetamido)benzene. To 30 mL of trifluoroacetic anhydride (Aldrich used as received) was added 10.0 g (39.8 mmol) of 3,4-dibromoaniline (Lancaster, used as received) in portions at 0 C. with stirring. The resultant mixture was stirred at room temperature for 2.5 h, then poured into ice-H2 O (about 300 mL) with stirring. The solid was collected by vacuum filtration, washed with H2 O (5*20 mL), and dried at 40 C. under 1 mmHg for 16 h to give 13.0 g (94%) of 3,4-dibromo-(trifluoroacetamido)benzene as an off-white powder, which was used for the next reaction without further purification. 1 H NMR (DMSO-d6): 11.474 (s, 1H), 8.098 (s, 1H), 7.935 (d, 1H, J=8.7 Hz), 7.607 (d, 1H, J=8.7 Hz).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

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 55289-36-6,Some common heterocyclic compound, 55289-36-6, name is 3-Bromo-2-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.

A mixture of 3-Bromo-2-methyl-phenylamine (15.6 g, 0.084 mol), NH2OH*H2SO4 (71.25 g, 0.5 mol), conc. HCl (8.8 mL) in H2O (90 mL) is slowly added to a solution of chloral hydrate (15.2 g, 0.09 mol), Na2SO4 (71.25 g, 0.44 mol) in H2O (255 mL) then stirred at 35 C. for 1 h, 52 C. for 1.5 h, 75 C. for 1 h. After the reaction, the mixture is filtered and the solid is dried under vacuum to give product. Yield: 18 g (83%)

The synthetic route of 55289-36-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Boehringer Ingelheim International GmbH; ENGELHARDT, Harald; GIANNI, Davide; MANTOULIDIS, Andreas; SMETHURST, Christian; US2014/296229; (2014); 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. 69038-76-2, name is 4-Bromo-N1-methylbenzene-1,2-diamine, This compound has unique chemical properties. The synthetic route is as follows., Formula: C7H9BrN2

c. 6-bromo-1-methyl-1,4-dihydro-quinoxalin-2,3-dione 360 mg (4.12 mmol) of oxalic acid dichloride are placed in 30 ml of o-dichlorobenzene and comb ined batchwise with 760 mg (3.8 mmol) of 5-bromo-2-methylamino-aniline at 60 C. Then the mixture is stirred for 30 minutes at 60 C. and for 60 minutes at 130 C. After cooling the crystalline product is suction filtered and washed with ether. Yield: 650 mg (67.7% of theory), Rf value: 0.3 (silica gel; methylene chloride/ethanol=19:1).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 69038-76-2.

Reference:
Patent; Boehringer Ingelheim Pharma KG; US6200976; (2001); B1;,
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. 2924-09-6, name is 5-Bromo-2-fluoroaniline, A new synthetic method of this compound is introduced below., Product Details of 2924-09-6

General procedure: A Schlenk tube was charged with Oxone (0.398 g, 0.648mmol) and trifloroacetic acid (0.099 mL, 1.296 mmol) in anhydrous dioxane (2 mL) under argon. To this mixture was added 2-fluoroaniline (0.06 g, 0.54 mmol), and the reaction mixture was heated to 90 C under argon until starting material was consumed. As the reaction progressed, the color turned from lightred to dark red. The mixture was then cooled to room temperature and washed with a saturated aqueous sodium bicarbonate.The mixture was extracted with EtOAc (2 × 20 mL) and the combined organic layers were dried over Na2SO4. After filtering andremoval of the solvent under reduced pressure in vacuo, theresidue was purified by silica gel (100-200 mesh) column chromatography(hexane-EtOAc, 9:1), to afford a pale-brown solid(65%) of 2-hydroxy-N-trifluoroacetanilides from 2-fluoroaniline(2a).

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; Venkateswarlu, Vunnam; Balgotra, Shilpi; Aravinda Kumar; Vishwakarma, Ram A.; Sawant, Sanghapal D.; Synlett; vol. 26; 9; (2015); p. 1258 – 1262;,
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., category: bromides-buliding-blocks

To a 500-mL 3-necked round-bottom flask,was placed a solution of 2-bromo-4-tert-butylaniline (1.38 g,6.05 mmol) in dioxane/water(120 mL) then Pd(OAc)2 (135 mg,0.60 mmol),2-ethenyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1.41g,9.15 mmol),PCy3.HBF4 (440 mg,1.19 mmol),and K3P04 (3.81 g,17.97 mmol) were added under nitrogen. The reaction was stirred for 12 h at 110C,quenched by the addition of water,and extracted with EtOAc. The organic extracts were combined and concentrated underreduced pressure. The residue was purified by column chromatography eluting withEtOAc/petroleum ether (1:80) affording 436mg (41%) of the title compound as a colorless oil.Mass Spectrum (LCMS,ESI pos): Calcd. for C12H18N: 176.1 (M+H); Found: 176.1.

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

Reference:
Patent; PROTEOSTASIS THERAPEUTICS, INC.; MUNOZ, Benito; BASTOS, Cecilia, M.; PARKS, Daniel; KOMBO, David; (301 pag.)WO2017/62581; (2017); 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. 61326-44-1, name is 1,1,2,2-Tetrakis(4-bromophenyl)ethene, A new synthetic method of this compound is introduced below., Computed Properties of C26H16Br4

General procedure: A mixture of 1-(4-bromophenyl)-1,2,2-triphenylethylene (1) (200 mg, 0.48 mmol) and 4-(2,2-diphenylvinyl)phenylboronic acid (8) (174 mg, 0.58 mmol) were dissolved in toluene (10 mL) under argon atmosphere. Aqueous solution of K2CO3 (2 ml, 2 M), tricaprylylmethyl ammoniumchloride (Aliquat® 336) (3 drops) and Pd(PPh)4 (10 mg) was added to the mixture. The reaction mixture was heated at 90 ºC overnight. After being cooled to room temperature, distilled water (5 mL) was added and extracted with dichloromethane (3×10 mL). Organic layer was dried over anhydrous Na2SO4. The solvent was removed under reduced pressure, the residue was purified using column chromatography (silica gel/ethyl acetate: petroleum ether 5:95) affoarded the compound 10 (240 mg, 85percent) as a white 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; Jana, Debabrata; Ghorai, Binay K.; Tetrahedron Letters; vol. 53; 50; (2012); p. 6838 – 6842;,
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. 656-64-4, name is 3-Bromo-4-fluoroaniline, A new synthetic method of this compound is introduced below., Safety of 3-Bromo-4-fluoroaniline

A solution of sodium nitrite (4.2 g , 60 mmol) was added drop-wise to a mixture of 3-bromo-4-fluoroaniline (11.2 g, 58.9 mmol) and concentrated HCl (30 mL, 0.36 M) at 0 0C over 30 min. The resulting clear solution was stirred for 45 min, and a solution of SnCl2*2H2O (27 g, 120 mmol) in concentrated HCl (30 mL) was added drop-wise at 0 0C over 1.5 h. The mixture was stirred for 18 h at room temperature. The resulting precipitate was collected by filtration and crystallized from ethanol to provide the title compound (6.2 g, 42 %) as a yellow powder: 1H NMR (300 MHz, DMSO-J6) delta 10.24 (s, 3H), 8.42 (s, IH), 7.36-7.30 (m, 2H), 7.03-6.98 (m, IH).

The synthetic route of 656-64-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ALBANY MOLECULAR RESEARCH, INC.; WO2009/89482; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 314084-61-2,Some common heterocyclic compound, 314084-61-2, name is 2-Bromo-1,3-diethyl-5-methylbenzene, molecular formula is C11H15Br, 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.

21.5 g of sodium ethanolat and 150 g of 1-methyl-2-pyrrolidone are mechanically stirred under a nitrogen atmosphere and at normal pressure. 7.3 g of malonic acid dinitrile are added thereto in portions. 58 g of diluent are distilled off at from 100 to 120C under reduced pressure (from 20 to 30 mbar). Under a nitrogen atmosphere and at normal pressure, 22.7 g of 2-bromo-1, 3-diethyl-5-methylbenzene are added at 110C. The reaction mixture is heated to 125C. At that temperature, a mixture of 0.13 g of TRIPHENYLPHOSPHINE, 0.1 g of a commercially available palladium (lI) chloride solution in concentrated hydrochloric acid (20% Pd content corresponding to 0.035 g of PALLADIUM (II) CHLORIDE in 0.071 g of concentrated hydrochloric acid) and 9.6 g of 1-methyl-2-pyrrolidone is added. The reaction mixture is heated at from 120 to 130C for 1 hour. A mixture of 0.13 g of triphenylphosphine, 0.1 g of a commercially available palladium (II) chloride solution in concentrated hydrochloric acid (20% Pd content corresponding to 0.035 g of palladium (li) chloride in 0.071 g of concentrated hydrochloric acid) and 9.6 g of 1-methyl-2-pyrrolidone is again added. The reaction mixture is stirred for 2 hours at from 120 to 130C. A gas chromatogram of a sample (1 ml of reaction mixture partitioned between 2 ml of 1 N hydrochloric acid and 2 ml of tert-butyl methyl ether) shows that the product (2- (2, 6-diethyl- 4-methylphenyl) malonic acid dinitrile) has not formed.

The synthetic route of 314084-61-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; WO2004/50607; (2004); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 7499-66-3, The chemical industry reduces the impact on the environment during synthesis 7499-66-3, name is 6-Bromonaphthalen-2-amine, I believe this compound will play a more active role in future production and life.

According to a known method described in a reference [L. C. Anderson et al., Journal of the American Chemical Society (J. Am. Chem. Soc.), vol. 65, p.241, 1943], a solution of 2-amino-6-bromonaphthalene (223 mg) obtained from commercially available 2-bromo-6-hydroxynaphthalene (TCI) in anhydrous THF (10 ml) was added with 30percent potassium hydride (191 mg, Ald) under ice cooling and stirred for 1 hour. The reaction mixture was cooled to -78° C. under argon atmosphere, added dropwise with-1.7 M solution of t-butyllithium in pentane (1.88 ml) over 10 minutes and stirred for 30 minutes. The reaction mixture was added dropwise with (iPrO)3B (0.92 ml) over 10 minutes, stirred for 30 minutes, then warmed to room temperature and further stirred for 3 hours. The reaction mixture was added with water (3 ml) and 0.5 M aqueous sulfuric acid (4 ml) and extracted with diethyl ether (100 ml.x.3). The organic layer was washed with saturated brine and dried, and then the solvent was evaporated under reduced pressure to obtain crude 6-amino-2-naphthaleneboronic acid (402 mg). According to the procedure described in the synthesis method of Compound of Example 001 (Preparation Method 4, Step d-1) with the modifications that the reaction was carried out for 13 hours, and the purification was performed by flash column chromatography (hexane:ethyl acetate=4:1), a solution of the above compound in ethanol (0.5 ml), Intermediate 3 (119 mg), 2 M aqueous sodium carbonate (1.5 ml) and (Ph3P)4Pd (61 mg) were reacted and treated to obtain the title compound (Compound No. 011, 129 mg).

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, 6-Bromonaphthalen-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shoda, Motoshi; Kuriyama, Hiroshi; US2004/44258; (2004); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

2695-47-8, name is 6-Bromo-1-hexene, belongs to bromides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. HPLC of Formula: C6H11Br

To a suspension of tosylamide (50.25 g, 293.5 mmol) and K2CO3 (17.28 g, 125.0 mmol) inDMSO (250 ml) was added 6-bromo-1-hexene (S3, 13.36 ml, 100.0 mmol) at room temperature.After stirring for 15 h at room temperature, the reaction mixture was filtered through a shortplug of Celite and partitioned between diethyl ether and H2O. The aqueous phases wereextracted twice with diethyl ether. The combined organic phases were washed with brine, driedover MgSO4, filtered and concentrated under reduced pressure. The residue was purified byflash column chromatography (20% EtOAc/hexane) to afford S4 (20.05 g, 78.15 mmol, 78%) asa yellow oil.

The synthetic route of 2695-47-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Orihara, Kensuke; Kawagishi, Fumiki; Yokoshima, Satoshi; Fukuyama, Tohru; Synlett; vol. 29; 6; (2018); p. 769 – 772;,
Bromide – Wikipedia,
bromide – Wiktionary