Category: 6940-78-9

6940-78-9, The chemical industry reduces the impact on the environment during synthesis 6940-78-9, name is 1-Bromo-4-chlorobutane, I believe this compound will play a more active role in future production and life.

Production Example 1 Synthesis of dihydrate of Compound (I) Methanol (149 L), 7-hydroxy-1H-quinolin-2-one (14.87 kg), and potassium hydroxide (6.21 kg) were mixed in a reaction vessel, and the resulting mixture was stirred. After dissolution, 1-bromo-4-chlorobutane (47.46 kg) was added thereto, and the resulting mixture was stirred under reflux for seven hours. Thereafter, the mixture was stirred at 10 C. for one hour. The precipitated crystal was centrifuged and washed with methanol (15 L). The wet crystal was collected and placed in a tank. Water (149 L) was added thereto, followed by stirring at room temperature. After centrifugation, the result was washed with water (30 L). The wet crystal was collected and placed in a tank. After adding methanol (74 L), the mixture was stirred under reflux for one hour, cooled to 10 C., and then stirred. The precipitated crystal was centrifuged and washed with methanol (15 L). The separated crystal was dried at 60 C. to obtain 7-(4-chlorobutoxy)-1H-quinolin-2-one (15.07 kg).

The chemical industry reduces the impact on the environment during synthesis 1-Bromo-4-chlorobutane. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Sato, Tetsuya; Minowa, Takuya; Hoshika, Yusuke; Toyofuku, Hidekazu; US2015/86632; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

6940-78-9, Name is 1-Bromo-4-chlorobutane, 6940-78-9, belongs to chlorides-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.

50 g of 7-hydroxy-1H-quinolin-2-one and 400 mL of ethanol and 62.7 g of triethylamine were charged into a 1 L three-necked reaction flask and heated to 60 C,Then 159.5 g of 1-bromo-4-chlorobutane was added dropwise,The temperature was raised to 80 C and the reaction was kept at reflux for 2 hours.The reaction was stopped,Cooled to 10 C,Stirred for 1 hour,The crude product was collected by filtration and then recrystallized from 500 ml of methanol. After heating to reflux, the mixture was cooled to room temperature, stirred for 1 hour, filtered, rinsed with cold methanol 50 mL and dried at 60 C under normal pressure to give 72.0 g. G, yield: 92.2%, HPLC purity 99.5% (1: 2.0)

Statistics shows that 1-Bromo-4-chlorobutane is playing an increasingly important role. we look forward to future research findings about 6940-78-9.

Reference:
Patent; SHANDONG CHUANGCHENG PHARMACEUTICAL CO., LTD; Guo, Ming; Ma, Juliang; Liu, Huaizhen; (6 pag.)CN106008337; (2016); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

A common compound: 6940-78-9, name is 1-Bromo-4-chlorobutane, belongs to chlorides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 6940-78-9

After 7-hydroxy-lH-quinolin-2-one (10 g) and DMF (50 ml) were heated to approximately 30C, an aqueous potassium carbonate solution (potassium carbonate: 8.6 g, water: 10 ml) was added. After the mixture was stirred at 30 to 40C for about 15 minutes, l-bromo-4-chlorobutane (14.3 ml) was added and stirred at approximately 40C for 5 hours. Water (100 ml) was added dropwise over a period of 30 minutes or more while the temperature was maintained at 30C or more. After the mixture was stirred at approximately 30C for 30 minutes, stirring was continued at 10C or less for 1 hour, after which the precipitated crystals were collected by filtration. After methanol (100 ml) was added to the precipitated crystals, the mixture was stirred under reflux to ensure dissolution. This solution was cooled and stirred at 30 to 40C for 30 minutes and then at 5C or less for about 1 hour, after which the precipitated crystals were collected by filtration. The crystals were dried at 60C to obtain 7- (4-chlorobutoxy) -lH-quinolin-2-one as white powder. Yield: 12.3 g ^I-NMR (300 MHz; CDC13) oppm; 1.95-2.05 (4H, m) , 3.64 (2H, t, J = 6.0Hz), 4.10 (2H, t. J = 5.5 Hz), 6.56 (1H, d, J = 9.5 Hz), 6.80 (1H. dd, J = 9.0 Hz, 2.5 Hz), 6.84 (1H, d, J = 2.5 Hz), 7.45 (1H, d, J = 9.0 Hz), 7.73 (1H, d, J = 9.5 Hz), 12.45 (1H, brs).

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, 6940-78-9, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; OTSUKA PHARMACEUTICAL CO., LTD.; SHINHAMA, Koichi; UTSUMI, Naoto; SOTA, Masahiro; FUJIEDA, Shigeo; OGASAWARA, Shin; WO2013/15456; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 6940-78-9, name is 1-Bromo-4-chlorobutane, This compound has unique chemical properties. The synthetic route is as follows., 6940-78-9

A. Preparation of the intermediate compounds; Example AlA; a) Preparation of intermediate 1; To a stirred solution of Grignard reagent at 5C, prepared from Mg turnings (0.14 mol) and l-bromo-4-chlorobutane (0.14 mol) in diethylether (150 ml), was added dropwise a solution of 2-naphthylcarboxaldehyde (0.0935 mol) in TEtaF (150 ml). After the mixture was stirred for 4 hours at 5C a solution of ammonium chloride (10% aqueous) was added slowly. The organic layer was separated, washed with brine, dried over EPO magnesium sulfate, filtered, and the solvent was evaporated. The residue was purified by column chromatography over silica gel (eluent: cyclohexane/EtOAc : 90/10 ; 15-40 mum). The pure fractions were collected and the solvent was evaporated. Yield : 8.2 g of intermediate 1 (35%).

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; JANSSEN PHARMACEUTICA N.V.; WO2007/435; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

6940-78-9, A common heterocyclic compound, 6940-78-9, name is 1-Bromo-4-chlorobutane, molecular formula is C4H8BrCl, 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.

NaH (0.31 g, 7.7 mmol, 2.0 eq.,60% in mineral oil) was washed three times with 5 mL of n-hexane. The suspension was decanted after each wash and n-hexane traces were removed under reduced pressure. Anhydrous DMF (15 mL) was then added and the suspension was stirred for 5 min. A solution of 1,2,5,6-Di-O-isopropylidene-alpha-D-glucofuranose (4, 1.00 g, 3.8 mmol, 1.0 eq.) in anhydrous DMF (15 mL) was then added dropwise. After stirring for 30 min under nitrogen flow, a solution of 1-bromo-4-chlorobutane (2.63 g, 15.4 mmol,4.0 eq.) in anhydrous DMF (5 mL) was added dropwise and the mixture was vigorously stirred for 24 hours at 40 C. The reaction mixture was then diluted in CH2Cl2 (150 mL) and washed with 0.3 N HCl (5 ¡Á 100 mL). The organic layer was dried over MgSO4 and filtered. The solvent was evaporated under reduced pressure and the residue was purified by column chromatography (CH2Cl2:EtOAc 9:1) to give 5 (0.81 g, 60% yield) as a pale yellow oil. 1H-NMR (CDCl3) delta (ppm) = 5.87 (d, J = 3.7 Hz, 1H, -CH-),4.53 (d, J = 3.8 Hz, 1H, -CH-), 4.32-4.24 (m, 1H, -CH-), 4.12-4.06 (m, 2H, -CH2-), 4.00-3.95 (m, 1H,-CH-), 3.86-3.44 (m, 5H, -CH-, -O-CH2-, -CH2-Cl), 1.84-1.60 (m, 4H, -CH2-CH2-), 1.49, 1.41, 1.34,1.31 (4 s, 12H, 4 ¡Á -CH3); 13C-NMR (CDCl3) delta (ppm) = 111.76, 108.98, 105.25, 83.05, 82.12, 81.21,72.34, 69.54, 67.39, 44.76, 29.26, 26.99, 26.80, 26.77, 26.21, 25.34; ESI-MS (ion trap): m/z 351 [M+H]+. Anal. calcd. for C16H27ClO6: C, 54.78; H, 7.76 Found: C, 54.69; H, 7.71.

The synthetic route of 6940-78-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Mattarei, Andrea; Carraro, Massimo; Azzolini, Michele; Paradisi, Cristina; Zoratti, Mario; Biasutto, Lucia; Molecules; vol. 19; 10; (2014); p. 15900 – 15917;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

6940-78-9, Adding some certain compound to certain chemical reactions, such as: 6940-78-9, name is 1-Bromo-4-chlorobutane, 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 6940-78-9.

Step 1 Synthesis of 1-(4-Chlorobutyl)-1,5,6,7-tetrahydroindol-4-one To a solution of 1,5,6,7-tetrahydroindol-4-one (10.0 g, 74.0 mmol) in acetone (300 mL) was added powdered sodium hydroxide (3.26 g, 81.4 mmol) and the mixture stirred at ambient temperature for 0.25 h. 1-Bromo-4-chlorobutane (9.38 mL, 81.4 mmol) was then added and the resulting mixture stirred at ambient temperature for 7 h after which time TLC (ethyl acetate:dichloromethane 1:1) showed complete reaction. The reaction was gravity filtered to remove salts, and the filtrate concentrated to dryness under vacuum. The resulting residue was dissolved in dichloromethane (200 mL) and gravity filtered again to remove more salts. The filtrate was then washed with water, dried with sodium sulfate, filtered and the solvent removed under vacuum to yield an oil. Flash chromatography using 6 in. of silica gel in a 5.5 cm column eluding with 1:1 followed by 2:1 ethyl acetate:hexane on half of the residue yielded 9.0 g of an oil which contained ~6.0 g of pure product (72%) and ~3.0 g of acetone aldol condensation product (4-hydroxy-4-methyl-2-pentanone). The oil was taken to the next step without further purification.

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 6940-78-9.

Reference:
Patent; Spectrum Pharmaceuticals, Inc.; US6770638; (2004); B2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

6940-78-9, name is 1-Bromo-4-chlorobutane, belongs to chlorides-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. 6940-78-9

Example Al l; a. Preparation of intermediate 75; A solution of l-bromo-4-chlorobutane (22.25 ml, 0.19 mol) in diethyl ether (100 ml) was added dropwise (under N2 atmosphere) to a suspension of activated Mg turnings (4.67 g, 0.19 mol) in diethyl ether (100 ml). Some crystals of iodine were also added. The temperature in the flask increased, and the orange colour turned to white. Once the addition of l-bromo-4-chlorobutane was completed, the reaction was cooled in an ice- bath and 2-naphthalenecarboxaldehyde (20.00 g, 0.13 mol) was added dropwise as a solution in THF (200 ml, dry). The reaction mixture was stirred in the ice-bath for 4 hours. Then the mixture was quenched with NH4Cl 1 N. Both phases were separated. The organic layer was washed with brine, dried (MgSO4), filtered and the solvent was evaporated. The residue was purified by flash chromatography (eluent: n- hexane/EtOAc 20:1). The desired fractions were collected and the solvent was evaporated, yielding intermediate 75.

Statistics shows that 6940-78-9 is playing an increasingly important role. we look forward to future research findings about 1-Bromo-4-chlorobutane.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2008/68266; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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 6940-78-9 as follows. 6940-78-9

Methanol (149 L), 7-hydroxy-1H-quinolin-2-one (14.87kg), and potassium hydroxide (6.21 kg) were mixed and stirred.After dissolution, 1-bromo-4-chlorobutane (47.46 kg) was further added thereto and the resulting mixture was stirred under reflux for seven hours. Thereafter, the mixture was stirred at 10C forone hour. The precipitated crystal was centrifuged and washed with methanol (15 L). The wet crystal was collected and placed ina tank. Water (149 L) was added thereto, followed by stirring atroom temperature. After centrifugation, the resulting solid was washed with water (30 L). The wet crystal was collected andplaced in a tank. After adding methanol (74 L), the mixture was stirred under reflux for one hour, cooled to 10C, and thenstirred. The precipitated crystal was centrifuged and washed withmethanol (15 L). The separated crystal was dried at 60C to obtain 7-(4-chlorobutoxy)-1H-quinolin-2-one (15.07 kg).

According to the analysis of related databases, 6940-78-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; OTSUKA PHARMACEUTICAL CO., LTD.; YAMASHITA, Hiroshi; SATO, Tetsuya; MINOWA, Takuya; HOSHIKA, Yusuke; TOYOFUKU, Hidekazu; YAMAGUCHI, Tatsuya; SOTA, Masahiro; KAWANO, Shuuji; NAKAMURA, Takayuki; ETO, Ryohei; IKEBUCHI, Takuma; MORIYAMA, Kei; ITO, Nobuaki; WO2013/162046; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

6940-78-9, 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. 6940-78-9 name is 1-Bromo-4-chlorobutane, 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 A4; a. Preparation of intermediate 19; A solution of l-bromo-4-chlorobutane (22.25 ml, 0.19 mol) in diethyl ether (100 ml) was added dropwise (under N2 atmosphere) to a suspension of activated Mg turnings (4.67 g, 0.19 mol) in diethyl ether (100 ml). Some crystals of iodine were also added. The temperature in the flask increased, and the orange colour turned to white. Once the addition of l-bromo-4-chlorobutane was completed, the reaction was cooled in an ice- bath and 2-naphthalenecarboxaldehyde (20.00 g, 0.13 mol) was added dropwise as a solution in THF (200 ml, dry). The reaction mixture was stirred in the ice-bath for 4 hours. Then the mixture was quenched with NH4Cl 1 N. Both phases were separated. The organic layer was washed with brine, dried (MgSO4), filtered and the solvent was evaporated. The residue was purified by flash chromatography (eluent: n- hexane/EtOAc 20:1). The desired fractions were collected and the solvent was evaporated, yielding intermediate 19.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-4-chlorobutane, and friends who are interested can also refer to it.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2008/68272; (2008); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

A common compound: 6940-78-9, name is 1-Bromo-4-chlorobutane, belongs to chlorides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 6940-78-9

A solution of 1-bromo-4-chlorobutane (22.25 ml, 0.19 mol) in diethyl ether (100 ml) was added dropwise (under N2 atmosphere) to a suspension of activated Mg turnings (4.67 g, 0.19 mol) in diethyl ether (100 ml). Some crystals of iodine were also added. The temperature in the flask increased, and the orange colour turned to white. Once the addition of 1-bromo-4-chlorobutane was completed, the reaction was cooled in an ice-bath and 2-naphthalenecarboxaldehyde (20.00 g, 0.13 mol) was added dropwise as a solution in THF (200 ml, dry). The reaction mixture was stirred in the ice-bath for 4 hours. Then the mixture was quenched with NH4Cl 1 N. Both phases were separated. The organic layer was washed with brine, dried (MgSO4), filtered and the solvent was evaporated. The residue was purified by flash chromatography (eluent: n-hexane/EtOAc 20:1). The desired fractions were collected and the solvent was evaporated, yielding intermediate 19.

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, 6940-78-9, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Guillemont, Jerome Emile Georges; Dorange, Ismet; Lancois, David Francis Alain; Villalgordo-Soto, Jose Manuel; Ferdinand, Yvan Rene; Motte, Magali Madeleine Simone; Andries, Koenraad Jozef Lodewijk Marcel; Koul, Anil; US2010/63026; (2010); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics