Category: 6940-78-9

Reference of 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.

Compound (1) 7-hydroxy-2-quinolone (10.0 g, 62 mmol), 120 ml of ethanol and potassium carbonate (19.0 g, 138 mmol) were added in a 500ml reaction bottle .Compound (II) 1-bromo-4-chlorobutane (12.0 g, 70 mmol) was added with stirring, the temperature was raised to reflux and stirred for 2 hours. 100 ml of water and the compound (IV) 1-(benzo[b]thiophen-4-yl) piperazine hydrochloride (15.0 g, 59 mmol) were added, and the mixture was stirred under reflux for 9 hours. Part of the solvent was distilled off, cooled to 50 C, 40 ml of ethyl acetate was added and stirred for 0.5 hour, then continued to cooled down below 20 C, after filtration under reduced pressure, the filter cake was washed three times with 20 ml of ethanol, and then dried in a blast oven at 70 C for 3 hours. Brexpiprazole (Compound V) 14.5 g was obtained in a molar yield of 54%, which was substantially the same as the molar yield of 55% of the method described in Scheme 2.

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

Reference:
Patent; Hangzhou Xin Bosi Bio-pharmaceutical Co., Ltd.; Du Huanda; Ding Jiansheng; Ye Xinjie; Wang Zhenyu; Chen Yu; Wang Wanqing; Han Lu; Liu Yanhua; (8 pag.)CN105061414; (2019); B;,
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Application of 6940-78-9, 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.

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 hours. 1-Bromo-4-chlorobutane (9.38 mL, 81.4 mmol) was then added and the resulting mixture stirred at ambient temperature for 7 hours 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.

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; HELTON, David; FICK, David; US2009/264443; (2009); A1;,
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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. Computed Properties of C4H8BrCl

Add potassium carbonate (9.42 g) in water (10ml) in round bottom flask and stirred for 10-15 min at 30-35C. To this add DMF (50ml) and 7-Hydroxy quinolin-2(lH)-one (10g), heated the resulting mixture to 35-40C and stirred for 10-15 min. To this added 1-Bromo-4-chloro butane (21.29 g) and stirred the reaction mass for 6-8 hours at 35-40C, added water (20ml) drop wise over a period of 30-40 minutes and stirred the reaction mass for 30-40 min at 35-40C. Cooled the reaction mass to 10C, filtered and washed with methanol (20 ml) and DM water (20 ml) at 25-30C to obtain wet material. Yield: 11.0 g, HPLC purity- 95.8%; Dimer Impurity: 1.49% To the resulting wet material (11.0 g), methanol (200ml) was added at 25-30C and heated to reflux till complete dissolution. To this added AMBER LITE IR 120 H (10g) at 65-70C and stirred for 1-1.5 hours at reflux temperature. Filtered the resulting mixture through hyflo at 60-65C and cooled the filtrate to 5-10C and stirred for 30 minutes. Filtered the material, washed with methanol (10 ml) and dried at 60-65C for 5-8 hours. Yield: 8.0 g, HPLC purity: 97.3%; Dimer impurity: 0.027%.

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; JUBILANT GENERICS LIMITED; BANSAL, Deepak; MISHRA, Himanchal; MISHRA, Vaibhav; SRIVASTAVA, Alka; VIR, Dharam; (24 pag.)WO2017/216661; (2017); A1;,
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Electric Literature of 6940-78-9, 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. 6940-78-9, name is 1-Bromo-4-chlorobutane belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 9; Preparation 7-CBQ by a Reaction of 7-HQ with 1-bromo-4-chlorobutane in 2-propanol in Presence of About 47% sodium hydroxide solution; A mixture of 7-hydroxy-3,4-dihydro-2(1H)-quinolinone (4 g, 0.024 mole) and 1-bromo-4-chlorobutane (8.6 ml, 12.75 g, 0.073 mole, 3 eq.) in 2-propanol (20 ml) was refluxed followed by addition of mixture of about 47% aqueous sodium hydroxide solution (2.5 g, 0.029 mole, 1.2 eq.) and 2-propanol (4 ml). Reflux was continued for 2 hours. The hot reaction mixture was filtered, and the solvent and an excess of 1-bromo-4-chlorobutane were removed to dryness in vacuum. 2-propanol (12.5 ml) was added to the residue thus obtained and the mixture was refluxed to obtain a solution, followed by addition of a solution of 47% aqueous sodium hydroxide to produce a pH of about 10-11. The mixture was set aside at 10-15 C. for 6 hours. A colorless precipitate was collected by filtration, washed with cold mixture of water and 2-propanol (1:3, 7 ml) and water (10 ml). The solid was dried under reduced pressure at 50 C. overnight to obtain 7-(4-chlorobutoxy)-3,4-dihydro-2(1H)-quinolinone (5.55 g) in 89.2% yield, having a purity of 98.2% (by HPLC).

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

Reference:
Patent; Naddaka, Vladimir; Brand, Michael; Davidi, Guy; Klopfer, Eyal; Gribun, Irina; Arad, Oded; Kaspi, Joseph; US2006/79689; (2006); A1;,
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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. 6940-78-9, name is 1-Bromo-4-chlorobutane, A new synthetic method of this compound is introduced below., HPLC of Formula: C4H8BrCl

31 g of NaH (1.292 mol) was dissolved in 140 ml of DMF in batches under nitrogen blanket and ice bath.Weigh out 3-methyl-6-azauracil 14g (0.110mol),Dissolved in DMF in batches,After stirring for 1 hour,Add 1-bromo-4-chlorobutane 20g,The reaction continued overnight at room temperature.The reaction mixture was then added to ice water and extracted twice with EA.The combined organic phases were washed with brine.It was dried over anhydrous sodium sulfate and concentrated.The residue was purified by silica gel column chromatography.Obtaining a solid product2-(4-Chlorobutyl)-4-methyl-1,2,4-triazin-3,5(2H,4H)-dione (CD-5)9g (0.041mol, yield: 72%)

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; Central South University; Zhong Shian; Peng Wei; Chen Jian; Liu Hui; Li Xiufang; Li Jianbing; Tang Rongdi; (16 pag.)CN108440505; (2018); A;,
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Chlorides – an overview | ScienceDirect Topics

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. 6940-78-9, name is 1-Bromo-4-chlorobutane, A new synthetic method of this compound is introduced below., Recommanded Product: 1-Bromo-4-chlorobutane

To a solution of 7-Hydroxy-3,4-dihydrocarbostyril (100 g) and 1-Bromo-4-chlorobutane (245 g) in N,N-Dimethylformamide (500 ml) potassium carbonate (100 g) was added and stirred for 10-15 hours at ambient temperature. After completion of the reaction water (1500 ml) and Toluene (500 ml) was added and stirred. The organic layer was separated and evaporated to dryness to give residue. Cyclohexane (1000 ml) was added to the residue and stirred and filtered to give 7-(4-Chlorobutoxy)-3,4-dihydrocarbostyril (Yield 90% and HPLC purity 97%).

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; PHARMATHEN S.A.; KOFTIS, Theocharis, V.; SONI, Rohit, Ravikant; ACHARYA, Hitarth, Harshendu; PATEL, Kandarpkumar, Hasmukhbhai; AHIRRAO, Manoh, Devidas; WO2013/20672; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 6940-78-9, name is 1-Bromo-4-chlorobutane, A new synthetic method of this compound is introduced below., Safety of 1-Bromo-4-chlorobutane

General procedure: K2C03 (1.0 eq.) and the dihaloalkane (XIII, 1.0 eq.) were added to a solution of the appropriatethio-derivative XIV (1.0 eq.) in DMF (0.5 mL per mmcl XIII). The reaction mixture was stirred under nitrogen atmosphere for 5 h at rt. The crude reaction mixture was filtered and concentrated under reduced pressure. Sat. aq. NaHCO3 solution (1.0 mL per mmol XIII) was added and the mixture extracted with Et20 (3 x 1.0 mL per mmol XIII). The combined organic layers were evaporated on silica. Pure compound XV was obtained by column chromatography using theTeledyne ISCO apparatus (cyclohexane:EtOAc). The title compound was obtained according to the General Procedure VIII (Step 1) starting from1-bromo-4-chlorobutane (8.57 g, 50.0 mmol) and thiophenol (5.51 g, 50.0 mmol). Colorless liquid(8.06 g, 80%). 1H NMR (400 MHz, CDCI,) 6 1.79 – 1.88 (m, 2H), 1.91 – 1.99 (m, 2H), 2.98 (t, i = 7.1Hz, 2H), 3.57 (t, J = 6.5 Hz, 2H), 7.17 – 7.24 (m, 1H), 7.28 – 7.34 (m, 2H), 7.35 – 7.39 (m, 2H). MS(ESI) m/z: non-ionizable compound under routine conditions used.

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; FONDAZIONE ISTITUTO ITALIANO DI TECNOLOGIA; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; UNIVERSITA’ DEGLI STUDI DI PARMA; PIOMELLI, Daniele; PIZZIRANI, Daniela; BACH, Anders; SCARPELLI, Rita; MELZIG, Laurin; MOR, Marco; (72 pag.)WO2015/173169; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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

The solution of isobutyronitrile (0.7 g, 10 mmol) in THF (20 mL) was cooled to -80 C and LDA (Lithium diisopropylamide) solution (2.0 M in hexane, 6 mL, 12 mmol) was added over 10 min. The solution was stirred 30 min, and then a solution of 1-bromo-5-chloropentane (1.8 g, 10 mmol) in THF (10 mL) was added over 5 min. After stirring for 90 min, 6 N HCl (6 mL) was added slowly and the temperature allowed to rise to rt. The residue was concentrated under reduced pressure and EtOAc (20 mL) was added. The separated organic layer was washed with water (10 mL). The organic solvent was dried with Na2SO4 and concentrated in vacuo to give the crude product. Purification by column chromatography (petroleum ether (60-90 C)/EtOAc) gave 1.5 g of 2,2-dimethyl-7-chloroheptanenitrile (88%) as a colorless oil. 1H NMR (400 MHz, CDCl3) delta 3.57 (t, J = 6.6 Hz, 2H), 1.92-1.72 (m, 2H), 1.58-1.44 (m, 6H), 1.36 (s, 6H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6940-78-9, its application will become more common.

Reference:
Article; Liu, Peng; Xu, Xing; Chen, Lili; Ma, Lei; Shen, Xu; Hu, Lihong; Bioorganic and Medicinal Chemistry; vol. 22; 5; (2014); p. 1596 – 1607;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 6940-78-9, These common heterocyclic compound, 6940-78-9, name is 1-Bromo-4-chlorobutane, 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.

To a solution of 1, 5,6, 7-TETRAHYDROINDOL-4-ONE (10.0 g) in DMSO (100 mL) was added powdered sodium hydroxide (3.26 g) and the mixture was stirred at ambient temperature for 0.25 hours. 1-BROMO-4-CHLOROBUTANE (9. 38 mL) was then added and the resulting mixture stirred at ambient temperature for 7 hours after which time TLC (ethyl acetate: dichloromethane 1: 1) showed complete reaction. The reaction was poured into ice cold water (250 mL) and stirred for 0.5 hours. An oil separated and was isolated with a separatory funnel. The aqueous layer was extracted with dichloromethane (50 ML). The oil was dissolved with dichloromethane (25 mL) and the combined organics were dried with sodium sulfate, filtered and the solvent removed under vacuum. Flash chromatography (ethyl acetate: hexane, 1: 1 to 2: 1) yielded an oil (6.0 g) as the titled compound.

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

Reference:
Patent; CENOMED, INC.; WO2005/30148; (2005); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 6940-78-9, name is 1-Bromo-4-chlorobutane, belongs to chlorides-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 6940-78-9, Computed Properties of C4H8BrCl

Thiophenol (1.0 g, 9.1 mmol) was added toa solution of NaOH (0.36 g, 9.1 mmol) in a mixture solvent of EtOH and H2O (1: 1 (v/v), 65 mL) with vigorous stirring. After 10 min, 1-bromo-4-chlorobutane (1.15 mL, 10.0 mmol) was added and the mixture was reacted at room temperature for 8 h. The volatile species were removed under reduced pressure. The residue was then extracted with Et2O (320 mL) and the combined organic layers were dried over anhydrous Na2SO4 and concentrated to dryness to give 1.5 g of (4-chlorobutylsulfanyl)benzene as a yellow oil (7.5 mmol, 82%). Next, AgOTf (1.8 g, 7.0 mmol) was added to a solution of (4-chlorobutylsulfanyl)benzene (1.4 g, 7.0 mmol) in ClCH2CH2Cl (30 mL) and reacted at room temperature in the darkness for 8 h. The gray precipitates were removed and the solution was treated with anhydrous Na2SO4 and filtered. The filter cake was washed by ClCH2CH2Cl (35 mL). The combined filtrates were concentrated under reduced pressure to give a viscous yellow oil, which was further washed by Et2O to provide 2.1 g of [PhS(CH2)4][OTf] (2l) as a white solid (6.7 mmol, 96%). Mp 44-45 C. 1H NMR (400 MHz, CDCl3) d 7.80 (dm, J7.1 Hz, 2H),7.72-7.63 (m, 3H), 4.20 (dt, J13.4, 7.0 Hz, 2H), 3.69 (dt, J12.3,6.1 Hz, 2H), 2.59-2.52 (m, 4H). 19F NMR (376 MHz, CDCl3) d 78.3(s, 3F). 13C NMR (126 MHz, CDCl3) d 134.1 (s), 131.3 (s), 129.8 (s),125.9 (s), 120.7 (q, J320.3 Hz), 48.5 (s), 29.1 (s). IR (KBr): 3093,3015, 2957, 2878, 2287, 1582, 1484, 1447, 1423, 1266, 1223, 1160,1078, 1030, 1001, 894, 876, 749, 686, 638, 573, 517 cm1. ESI-MS (m/z): 165.1 ([M]). Anal. Calcd for C11H13F3O3S20.5H2O: C 40.86, H4.36; Found: C 40.60, H 4.45.

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-Bromo-4-chlorobutane, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Wang, Xiao-Yan; Song, Hai-Xia; Wang, Shi-Meng; Yang, Jing; Qin, Hua-Li; Jiang, Xin; Zhang, Cheng-Pan; Tetrahedron; vol. 72; 47; (2016); p. 7606 – 7612;,
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