Month: March 2021

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. 3972-64-3, name is 1-Bromo-3-(tert-butyl)benzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of 1-Bromo-3-(tert-butyl)benzene

I. 2-Bromo-4-tert-butylbenzenesulfonic acid (1)To a cooled (0¡ã C.) solution of commercially available 1-bromo-3-tert-butylbenzene (42.6 g; 199 mmol) in anhydrous dichloromethane (800 mL) was added chlorosulfonic acid (15.9 mL; 239.0 mmol) dropwise. After addition was complete, the reaction was stirred at 0¡ã C. for an additional 30 minutes, allowed to gradually warm to room temperature and further stirred overnight. The reaction mixture was concentrated under reduced pressure to about 500 mL and washed with aqueous hydrochloric acid (20 mL; 20N). The organic layer was separated and dried over magnesium sulfate which resulted in formation of a white precipitate. Methanol (200 mL) was added to dissolve the precipitate. The organic solution was filtered and concentrated under reduced pressure to yield the title product as a white solid (53.0 g).

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

Reference:
Patent; Anderson, Eric C.; Biediger, Ronald J.; Chen, Jie; Dupre, Brian; Lory, Pedro; Market, Robert V.; Monk, Keith A.; Savage, Michael M.; Tennyson, Reginald; Young, Brandon M.; US2010/29753; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 626-40-4, name is 3,5-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 626-40-4, Computed Properties of C6H5Br2N

This example is a method for preparing 3,5-dibromo-3-methyl-4-aminoazobenzene, comprising the following steps:(1) Preparation of diazonium salt: Into a 100 mL beaker, add 5.0132 g of 3,5-dibromoaniline and 8 mL of 20% hydrochloric acid, 0Slowly add 1.5241 g of aqueous sodium nitrite solution to the suspension at 0-5 C. The suspension is cleared and urea is added to eliminate theAmount of nitrous acid, sodium acetate solids was adjusted to pH 5, and the resulting clear solution was placed in ice water for later use.(2) Preparation of sodium o-methylanilinyl methanesulfonate: Into a 50 mL round bottom flask was added 10 mL of water and 2.3534 g of AsiaAfter dissolving sodium bisulfite and sodium bisulfite, 0.7219 g of paraformaldehyde was added. After reacting at 60C for 35 minutes, 2.1413 g of the product was added dropwise.Methylaniline, the reaction was stopped after 2 h and a mixture of sodium o-anilino methanesulfonate was obtained.(3) Preparation of azobenzene compound: After the mixture obtained in step (2) is cooled to room temperature, the mixture is stirred under vigorous stirring.Slowly dropping into the diazonium salt obtained in step (1). At this time, the clarified diazonium salt solution gradually becomes dark red viscous liquid, and the temperature is controlled at 0-5 C.The reaction was completed after 6 h. Add 50 mL of 30% aqueous sodium hydroxide, the dark red viscous liquid becomes yellow turbid liquid, nitrogen gasUnder the protection of 50 C hydrolysis 7 h, after the end of the reaction with hydrochloric acid to adjust the pH value of about 8, the crude product was separated by thin layer chromatography to obtain the dye 3,5-Dibromo-3-methyl-4-aminoazobenzene 2.1402 g (yield 30%)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3,5-Dibromoaniline, and friends who are interested can also refer to it.

Reference:
Patent; Lingnan Normal University; Song Xiumei; Feng Zongcai; (9 pag.)CN105152963; (2017); B;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 49764-63-8, The chemical industry reduces the impact on the environment during synthesis 49764-63-8, name is 4,5-Dibromobenzene-1,2-diamine, I believe this compound will play a more active role in future production and life.

General procedure: Furoin 2 (1.0 mmol, 192 mg) and o-phenylenediamines(1.0 mmol) were dissolved in 3mL H2O. Amberlyst-15 (100 mg)wasadded, the mixture was then heated to reflux for 10 h and cooled toroom temperature. Ethyl acetate (10 mL) was added, the organicphase was washed with water (3 x 10 mL), dried over MgSO4, andconcentrated. The crude products were purified by column chromatography,affording 3a-h and Hit-01.

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, 4,5-Dibromobenzene-1,2-diamine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Zhang, Ning; Yu, Zhimei; Yang, Xiaohong; Zhou, Yan; Tang, Qing; Hu, Ping; Wang, Jia; Zhang, Shao-Lin; Wang, Ming-Wei; He, Yun; European Journal of Medicinal Chemistry; vol. 157; (2018); p. 37 – 49;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 1003-99-2, name is 2-Bromo-5-fluoroaniline, 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. Quality Control of 2-Bromo-5-fluoroaniline

00299] To a 2-L reactor equipped with a mechanic agitator, a condenser, a thermocouple, a baffle, and nitrogen inlet were charged 228 g of water, 200 g of 2-bromo- 5-fluoroaniline and 80 g of 4-nitrophenol. To this mixture was charged 96percent sulfuric acid in 10-30 min at 20-1200C. The mixture was heated to 135-1400C and 194 g of glycerol was charged into the reactor over two hours at 135-145¡ãC. The mixture was held at 135- 145¡ãC for 1 hour after the addition. The reaction mixture was cooled to below 20-500C and slowly transferred to a 5-L reactor containing 1 100 g of water and 121O g of toluene. The 2-L reactor was washed with 300 g of water and the wash was combined into the 5-L- 101 -USlDOCS 6425925V I Docket No. AM 102651 (361 19.379WO1)reactor. The pH of the contents in the 5-L reactor was adjusted to pH 8-10 by adding approximately 1233 g (1370 mL) ammonium hydroxide (28-30 percent NH3) at 20-400C. The mixture was stirred at room temperature for 15 min and the solid by-product was filtered off while the filtrate was retained. The filter cake was washed with 400 ml of toluene and the all the filtrate was combined and charged a 3-L reactor. About 500 ml of 8.5percent KOH solution was charged into the 3-L reactor and stirred for 10 min and bottom aqueous layer was spit off. A second portion of 500 ml of 8.5percent KOH solution was added and the mixture was stirred for 15 min and the bottom aqueous layer was split off. Water 500 ml was added and stirred for 15 min before the bottom aqueous layer was split off. The organic layer was heated to distill off about 100-200 ml of toluene to azeo tropically remove water. A clear solution will be obtained. Typical yield 178g real 8-bromo~5- fluoroquinoline, -75percent.[00300] Alternatively, 8-bromo-5-fluoroquinoline was prepared by adding a warm mixture containing 2-bromo-5-fluoroaniline (10Og, 1.0 eq), 4-nitrophenol (4Og, 0.54 eq), and glycerol (97 g, 2.0 eq) over 1.5 hours to sulfuric acid (267 ml) and water (1 14 mL) at 140-1500C. The initial mixture showed 37.8percent 4-nitrophenol by relative HPLC areapercent. Samples showed 4.7percent 4-nitrophenol immediately after adding 50percent of mixed starting materials and 5.0percent immediately after adding all of the materials. The yield upon workup was 87.5percent, with total impurities 0.29percent. Addition of less (0.46 eq, 34 g) 4-nitrophenol also successfully produced the intermediate of interest at acceptable yield.

The synthetic route of 2-Bromo-5-fluoroaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; WYETH; WO2008/67390; (2008); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 67567-26-4,Some common heterocyclic compound, 67567-26-4, name is 4-Bromo-2,6-difluoroaniline, molecular formula is C6H4BrF2N, 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.

Example 1; 2-(6-TERT-BUTYLPYRlDIN-3-YL)-N-((1 R)-1-(3.5-DIFLUORO-4-r(METHYLSULFONYL’)AMINOlPHENYL> ETHYL^-METHYLCYCLOPROPANECARBOXAMIDE; 1A^ N-(4-BROMO-2,6-DIFLUOROPHENYLMETHANESULFONAMIDE; To a solution of 4-bromo-2,6-difluoroaniline (3.0 g, 14.4 mmol) in pyridine (20 ml) was added methanesulfonyl chloride (2.23 ml, 28.8 mmol) at room temperature. Then the mixture was stirred at 50 0C for 6 hours. After cooing to room temperature, the mixture was concentrated in vacuo. The resulting residue was dissolved in THF (40 ml). To this solution was added 2M sodium hydroxide aqueous solution (40 ml) and the reaction was stirred at room temperature for 4 hours. The mixture was acidified with 2M HCI aqueous solution and extracted with EtOAc. The organic layer was washed with2M HCI aqueous solution and brine, dried over sodium sulfate and concentrated in vacuo, to give the title compound (4.05 g, 98%) as an orange solid.1H NMR (270 MHz, CDCI3) delta 3.22 (3H, s), 6.08 (1 H, br s), 7.17-7.24 (2H, m).MS (ESI) m/z 286 (M + H)+,284 (M – H)”.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromo-2,6-difluoroaniline, its application will become more common.

Reference:
Patent; PFIZER JAPAN INC.; PFIZER INC.; WO2007/129188; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 61326-44-1, 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. 61326-44-1, name is 1,1,2,2-Tetrakis(4-bromophenyl)ethene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(3) The third step: under argon protection, add to the double-mouth bottle4,4 ‘, 4 “, 4” -tetrabromostatrene,Dimethoxydianiline, palladium acetate, sodium tert-butoxide, tri-tert-butylphosphine,The reaction was stopped for 27 hours. The reaction was quenched. Saturated ammonium chloride solution was added and the mixture was extracted three times with dichloromethane. The organic layer was dried over anhydrous MgSO4. The crude product was purified by silica gel column chromatography ( Petroleum ether: dichloromethane: ethyl acetate = 6: 1: 0.5, v / v) to give a yellow solid which was recrystallized from tetrahydrofuran / petroleum ether. The product TPE-OMe-oo, the product of the formula is shown in formula (VII):

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, 1,1,2,2-Tetrakis(4-bromophenyl)ethene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Sun Yat-sen University; Shao Guang; Kuang Daibin; He Yanjian; Chen Jian; (17 pag.)CN105037179; (2017); B;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 18087-73-5, 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. 18087-73-5, name is 3-Bromoimidazo[1,2-b]pyridazine belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Compound 13 (2.5 g, 6.3 mmol) was added in 30 mL dioxane and 6 mL water, and the reaction stirred to dissolve. Then 3-bromo-imidazo [1,2-b] pyridazine (2.5 g, 12.6 mmol) , tetrakis (triphenylphosphine) palladium (0.73 g, 0.63 mmol), sodium carbonate (2.67 g, 25.2 mmol) were added into the reaction solution and refluxed under argon. The reaction was finished within 7 to 10 hours with TLC detection of the reaction progress. After cooled to room temperature, the reaction mixture was filtered through Celite, and the solvent was removal under reduced pressure and the residue was purified by column chromatography: gel (eluent petroleum ether / ethyl acetate). A pale yellow solid, yield: 65%. 1H NMR (DMSO-d6, 400 MHz, delta ppm): 9.53 (s, 1H), 8.69 (s, 1H), 8.66 (d, J = 4.4 Hz, 1H), 8.45 (s, 1H), 8.21 (dd, J = 13.8, 6.9 Hz, 2H), 7.66 (s, 1H), 7.42 (d, J = 8.4 Hz, 1H), 7.31 – 7.24 (m, 2H), 2.20 (s, 3H), 1.48 (s, 8H). ESI-MS m/z : 391.2 [M+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-Bromoimidazo[1,2-b]pyridazine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Hu, Liming; Cao, Tingting; Lv, Yongjuan; Ding, Yiming; Yang, Leifu; Zhang, Qiang; Guo, Mingzhou; Bioorganic and Medicinal Chemistry Letters; vol. 26; 23; (2016); p. 5830 – 5835;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 314084-61-2, These common heterocyclic compound, 314084-61-2, name is 2-Bromo-1,3-diethyl-5-methylbenzene, 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) Under a nitrogen atmosphere and at normal pressure, 7 g of malonic acid dinitrile dissolved in 3.5 ml of 1-methyl-2-pyrrolidone are added dropwise in the course of 30 minutes, at from 20 to 30C, to a mechanically stirred mixture of 12 g of sodium hydroxide (pellets) in 150 ml of dimethyl sulfoxide. Evacuation to from 10 to 30 mbar is carried out, and 79.1 g of solvent are distilled off at from 80 to 100C. After establishing normal pressure, 24 g (content 94.9%) of 2-bromo-1, 3-diethyl-5-methylbenzene are added, and the reaction mixture is heated to 130C. At that temperature, 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 added. The reaction mixture is stirred for from 2 to 3 hours at from 125 to 140C. A further 59.5 g of solvent are distilled off at from 20 to 60 mbar. 1.5 g of Hyflo and 75 ml of water are added to the residue which has been cooled to 50C. The reaction mixture is stirred vigorously for 10 minutes and then clarified by filtration over Hyflo. The filter is then washed with 50 ml of water. 23.3 g of 32% hydrochloric acid are added to the filtrate in the course of from 60 to 80 minutes, at from 20 to 25C, during the course of which the product crystallises out and the pH value falls to from 4.0 to 4.5. Suction filtration is carried out, followed by washing with 100 ml of water (divided into 2 portions). The product is dried in a vacuum drying cabinet for 16 hours at from 100 to 250 mbar. 20.6 g (content 97.9% ; yield 95. 1%) of 2- (2, 6-diethyl-4-methylphenyl) malonic acid dinitrile are obtained.

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 630-17-1, 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. 630-17-1, name is 1-Bromo-2,2-dimethylpropane, This compound has unique chemical properties. The synthetic route is as follows.

40 This method was used for the synthesis of neopentylphenyl sulfide, 5h.1-Bromo-2,2-dimethyl propane (3.02 g, 20 mmol), aqueousbenzenethiolate (20 mmol), and Aliquat 336 (0.033 mol equiv)were added to a 2-neck round-bottom flask under nitrogen. Themixture was heated at 70 C with vigorous stirring for 16 h. After themixture had cooled to room temperature, the organic layer wasseparated and the aqueous phase was extracted with two 20 mLportions of diethyl ether. The combined organic phases were washedwith 20 mL of 10% aqueous sodium chloride and dried overmagnesium sulfate. After removal of the solvent, the resulting residualoil was distilled using a Kugelrohr apparatus to give neopentyl phenylsulfide, bp 145-147 (0.1 mm. Hg).

The chemical industry reduces the impact on the environment during synthesis 1-Bromo-2,2-dimethylpropane. I believe this compound will play a more active role in future production and life.

Reference:
Article; O’Mahony, Graham E.; Eccles, Kevin S.; Morrison, Robin E.; Ford, Alan; Lawrence, Simon E.; Maguire, Anita R.; Tetrahedron; vol. 69; 47; (2013); p. 10168 – 10184;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 656-64-4, These common heterocyclic compound, 656-64-4, name is 3-Bromo-4-fluoroaniline, 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.

General procedure: (Z)-N-(3-Bromo-4-fluorophenyl )-N’-hydroxy-1H-indazole-7-carboximidamide (8a). To a solution of 7 (25 mg,0.105 mmol) in THF (1 mL) at 60 C was 3-bromo-4-fluoroaniline (20 L, 0.105 mmol) was added andstirred for 10 min. A solution of NaHCO3 (13 mg, 0.157 mmol) in water (1 mL) was added dropwiseand stirred at 60 C for 3 h. The mixture was extracted with EA and washed with brine. The organic layer was dried over MgSO4 and concentrated to obtain the crude mixture which was purified bycolumn chromatography (MPLC) to give compound 8a.

Statistics shows that 3-Bromo-4-fluoroaniline is playing an increasingly important role. we look forward to future research findings about 656-64-4.

Reference:
Article; Lee, Dong-Ho; Lee, Joo-Youn; Jeong, Jieun; Kim, Miok; Lee, Kyung Won; Jang, Eunseo; Ahn, Sunjoo; Lee, Chang Hoon; Hwang, Jong Yeon; Molecules; vol. 22; 11; (2017);,
Bromide – Wikipedia,
bromide – Wiktionary