Category: 5332-06-9

Adding a certain compound to certain chemical reactions, such as: 5332-06-9, name is 4-Bromobutanenitrile, belongs to nitriles-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 5332-06-9, category: nitriles-buliding-blocks

Step 1: tert-butyl 4-(3-cyanopropyl)-3-methylpiperazine-1-carboxylate To the stirred solution of tert-butyl 3-methylpiperazine-1-carboxylate (prepared according to procedure reported in US200876758A1, 2008, 5 g, 24.97 mmol) in N,N-dimethylformamide (50 ml) were added potassium carbonate (17.25 g, 125 mmol) and 4-bromobutanenitrile (2.98 ml, 30.0 mmol) at 25 C. The resulting solution was stirred at 25 C. for 16 h. The progress of the reaction was monitored by TLC. After completion of the reaction water (100 ml) was added and extracted with dichloromethane (3*60 ml). The combined extract was washed with brine (25 ml) and dried over sodium sulphate, filtered and concentrated to give crude compound. The crude compound was purified by column chromatography over silica gel (100-200) using 15% ethyl acetate in hexane to obtain the title compound (5 g, 75%). 1H NMR (400 MHz, CDCl3) delta 3.66-3.62 (m, 2H), 3.16-3.13 (m, 1H), 2.85-2.66 (m, 3H), 2.41-2.14 (m, 5H), 1.81-1.74 (m, 2H), 1.72 (s, 9H), 1.00 (d, J=6.4 Hz, 3H).

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

Reference:
Patent; LUPIN LIMITED; Jana, Gourhari; Kurhade, Sanjay Pralhad; Jagdale, Arun Rangnath; Kukreja, Gagan; Sinha, Neelima; Palle, Venkata P.; Kamboj, Rajender Kumar; US2015/152118; (2015); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 5332-06-9, The chemical industry reduces the impact on the environment during synthesis 5332-06-9, name is 4-Bromobutanenitrile, I believe this compound will play a more active role in future production and life.

Reference Example 1 4-(p-tolylamino)butanenitrile p-Toluidine (10.407 g, 97.116 mmol) was dissolved in anhydrous acetonitrile and, after adding potassium carbonate (49.9 g, 361.272 mmol), stirred at room temperature for 10 minutes. After slowly adding 4-bromobutyronitrile (10.1 mL, 101.972 mmol) to the resultant reaction mixture, reaction was carried out at 100 C. for 2 days. The mixture was cooled to room temperature and the produced solid was removed by filtering. The filtrate was concentrated under reduced pressure. A target compound (13.23 g, 78.2%) was yielded. A target compound was used in the next step without further purification. 1H NMR (CDCl3, 300 MHz) delta 7.04 (d, J=8.0 Hz, 2H), 6.57 (d, J=8.3 Hz, 2H), 3.62 (s, 1H, NH), 3.29 (q, J=6.3 Hz, 2H), 2.47 (t, J=7.0 Hz, 2H), 2.28 (s, 3H), 1.96 (t, J=6.8 Hz, 2H).

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-Bromobutanenitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Korea Institute of Science and Technology; US2011/319619; (2011); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 5332-06-9, 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. 5332-06-9, name is 4-Bromobutanenitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of ethyl 2-(benzylamino)acetate (50 g, 258.7 mmol) and K2C03 (71.5 g, 517.5 mmol) in MeCN (500 mL) was added 4-bromobutyronitrile (28.7 mL, 284.6 mmol)dropwise. The mixture was heated to 80 C for 12 h under a nitrogen atmosphere. After cooling to room temperature, the mixture was filtered and concentrated in vacuo. The crude residue was purified by silica gel chromatography (petroleum ether / EtOAc = 5 : 1) to give the title compound (56 g, 83%) as light yellow oil. ?H NMR (400 IVIFIz, CDC13) 7.37 – 7.28 (m, 5H),4.18 (q, J 7.2 Hz, 2H), 3.80 (s, 2H), 3.32 (s, 2H), 2.80 (t, J= 6.4 Hz, 2H), 2.47 (t, J= 7.2 Hz,2H), 1.87 – 1.77 (m, 2H), 1.29 (t, J= 7.2 Hz, 3H).

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

Reference:
Patent; GENENTECH, INC.; CONSTELLATION PHARMACEUTICALS, INC.; CYR, Patrick; BRONNER, Sarah; ROMERO, F. Anthony; MAGNUSON, Steven; TSUI, Vickie Hsiao-Wei; MURRAY, Jeremy M.; WAI, John; LAI, Kwong Wah; WANG, Fei; CHEN, Kevin X.; (351 pag.)WO2017/205538; (2017); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 5332-06-9, name is 4-Bromobutanenitrile, A new synthetic method of this compound is introduced below., SDS of cas: 5332-06-9

After 4-bromobutanenitrile (1.48 g, 10 mmol) was dissolved in acetonitrile (30 mL), sodium iodide (6 g, 40 mmol) was added thereto, and the mixture was stirred for 70 minutes at 60C. After the temperature was lowered to room temperature, water (30 mL) was added to the reaction material, and the result was extracted with ethyl acetate (30 mLx2). Excess iodine was removed by washing the organic layer with a 1% aqueous sodium thiosulfate solution, and the organic layer was washed with salted water, dried with anhydrous magnesium sulfate, and concentrated under reduced pressure to give a target compound (1.86 g, 95%). 1H-NMR (300 MHz, CDCl3) delta 2.13 (m, 2H), 2.53 (t, J=13.8Hz, 2H), 3.30 (t, J=13Hz, 2H)

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; Korea Research Institute of Chemical Technology; SON, Jong Chan; KIM, Bong Jin; KIM, Jae Hak; LEE, Ill Young; YUN, Chang Soo; LEE, Sang Ho; LEE, Chong Kgo; (98 pag.)EP2781519; (2014); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 5332-06-9, name is 4-Bromobutanenitrile, This compound has unique chemical properties. The synthetic route is as follows., category: nitriles-buliding-blocks

To a stirred solution of 7,8-dimethoxy-2,3,4,5-tetrahydro-1H-benzo[d]azepine20 (11) (1.36 g, 6.6 mmol) and 4-bromobutyronitrile (0.98 g, 6.6 mmol) in DMF (40 mL), NaI (1.00 g, 6.6 mmol) and K2CO3 (2.75 g, 19.9 mmol) were added and the mixture was stirred at 60 C overnight. The solvent was removed under reduced pressure and the residue was diluted with H2O (150 mL) and extracted with ethyl acetate (3 × 100 mL) to give 4-(7,8-dimethoxy-4,5-dihydro-1H-benzo[d]azepin-3(2H)-yl)butanenitrile (1.66 g, 92%) as a yellow oil. 1H NMR (CDCl3) d: 6.64 (s, 2H), 3.85 (s, 6H), 2.86-2.82 (m, 4H), 2.63-2.59 (m, 4H), 2.58 (t, J = 6.8 Hz, 2H), 2.47 (t, J = 6.8 Hz, 2H), 1.84 (tt, J = 6.9 Hz, 6.9 Hz, 2H). This material (1.58 g, 5.7 mmol) was used without further purification and dissolved in dry THF (20 mL) for the following reaction. A solution of LiAlH4 (0.65 g, 17.1 mmol) in dry THF (20 mL) was added dropwise at 0 C. The mixture was stirred at rt overnight under N2. The mixture was cooled to 0 C and quenched by adding H2O (1 mL), 10% aqueous NaOH (2 mL), and H2O (2.5 mL) successively. The inorganic salts were washed with EtOAc and filtered. The filtrate was evaporated under reduced pressure to give 12 (1.18 g, 75%) as yellow oil. 1H NMR (CDCl3) d: 6.64 (s, 2H), 3.85 (s, 6H), 2.87-2.83 (m, 4H), 2.72 (t, J = 6.9 Hz, 2H), 2.64-2.60 (m, 4H), 2.48 (t, J = 6.9 Hz, 2H), 1.57-1.45 (m, 4H).

According to the analysis of related databases, 5332-06-9, the application of this compound in the production field has become more and more popular.

Reference of 5332-06-9, The chemical industry reduces the impact on the environment during synthesis 5332-06-9, name is 4-Bromobutanenitrile, I believe this compound will play a more active role in future production and life.

Piperidine (3 equiv.) and toluene (5.5 volumes based on 4-bromobutanenitrile weight) were mixed and heated to 55-60 C. To this mixture, 4-bromobutanenitrile (1 equiv.) was added slowly while keeping temperature below 80 C. Note the addition is exothermic and the exotherm is addition-controlled. A white solid was observed to crystallize during the addition (piperidine hydrobromide). After complete addition, the reaction was stirred at 55-60 C. for an additional 1 hour. Progress of the reaction was monitored by 1H NMR in CDCl3 by sampling from the slurry, filtering, and evaporating solvent. After reaction is finished, the mixture was cooled to 10-20 C. and stirred for 1 hour. Solids were removed by filtration, and the cake washed with toluene (2×1.5 volumes based on 4-bromobutanenitrile weight). The combined filtrates were evaporated under vacuum (15-50 mmHg) at 40-50 C. until 120-200% of the theoretical weight was obtained. The solution was again filtered to remove remaining piperidine hydrobromide solids. The filtrate was then further evaporated under vacuum (15-50 mmHg) at 40-50 C. until no more solvent distilled. 1H NMR in CDCl3 was done to quantify residual amount of toluene for correction in next step and to verify that there was no residual piperidine present.

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-Bromobutanenitrile, other downstream synthetic routes, hurry up and to see.

Synthetic Route of 5332-06-9,Some common heterocyclic compound, 5332-06-9, name is 4-Bromobutanenitrile, molecular formula is C4H6BrN, 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 2-methoxy-phenylpiperazine (8 g), K2CO3 (2.5 eq) and 4-bromobutyronitrile (1.05 eq) in CH3CN (150 mL) was refluxed for 10 h. After filtration and concentration in vacuo, the residue is taken up in AcOEt (1000 ml), washed with H2O, the organic layer is washed with aqueous HCl (50 mL, 1 M). Then the acid layer is washed with AcOEt (2 x 20 ml) and neutralized with aqueous NH3 (28% in H2O) untill pH 11. Extraction is carried out with AcOEt, the organic layer is dried with Na2SO4 and concentrated in vacuo. The residual solid is cristallized in hexane to give the title compound (6.8 g, 75%, mp 74C). 1H NMR (200 MHz, CDCl3) delta 1.80-1.94 (m, 2H), 2.43-2.57 (m, 4 H), 2.62-2.67 (m, 4 H), 3.09 (m, 4 H), 3.87 (s, 3 H), 6.85-7.04. 13C NMR (50 MHz, CDCl3) delta 14.9, 22.7, 50.5, 53.2, 55.3, 56.3, 111.1, 118.1, 119.8, 120.9, 122.9, 141.1, 152.2.

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

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. 5332-06-9, name is 4-Bromobutanenitrile, A new synthetic method of this compound is introduced below., Product Details of 5332-06-9

Dissolve ethyl imidazole-2-carboxylate (200 mg, 1.43 mmol) in 5 ml of N,N-dimethylformamide, add cesium carbonate (931 mg, 2.85 mmol) for 0.5 h, and add 4-bromobutyronitrile (317 mg , 2.14mmol), warmed to 80 for 2h, the reaction was completed by TLC, stopped the reaction, cooled to room temperature, diluted with water, extracted with ethyl acetate (3¡Á20ml), combined organic layers, washed with saturated brine, anhydrous sodium sulfate Dry, filter and concentrate to obtain crude product. Purified by column chromatography (PE:EA=3:1) to give a pale yellow liquid, ie compound 1-(3-cyanopropyl)-1H-imidazole-2-carboxylic acid ethyl ester 19b (260mg, yield 88.1%) .

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; Sichuan University; Li Guobo; Wang Zhenling; (40 pag.)CN111187218; (2020); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 5332-06-9, name is 4-Bromobutanenitrile, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 5332-06-9

To a stirred solution of 100 mg (0.26 mmol) of 1′-[(6-chloro-1H-indol-3-yl)carbonyl]-3H-spiro[2-benzofuran-1,4′-piperidine] (the preparation of which has been described in example 69) in 5 ml DMF was added 11.5 mg (0.28 mmol) NaH (60% in oil). The mixture was stirred at RT for 30 min. and then 35 mg (0.26 mmol) of 4-bromo-butyronitrile was added. The mixture was stirred for two days at RT and then poured onto water and extracted with ethyl acetate. The combined organic phases were dried over Na2SO4 and concentrated in vacuo. Flash chromatography (EtOAc/Hx, 2:1; SiO2) afforded 99 mg (88%) of 4-[6-chloro-3-(1’H,3H-spiro[2-benzofuran-1,4′-piperidin]-1′-ylcarbonyl)-1H-indol-1-yl]butanenitrile as a white solid. ES-MS m/e (%): 434(M+H+).

According to the analysis of related databases, 5332-06-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bissantz, Caterina; Grundschober, Christophe; Ratni, Hasane; Rogers-Evans, Mark; Schnider, Patrick; US2007/27173; (2007); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Some common heterocyclic compound, 5332-06-9, name is 4-Bromobutanenitrile, molecular formula is C4H6BrN, 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. Recommanded Product: 4-Bromobutanenitrile

Preparation of 4-[2-(4-Nitro-phenyl)-6-oxo-4-thioxo-6H-1-oxa-3b,5-diaza-cyclopenta[a]pentalen-5-yl]-butyronitrile (Compound 35) A solution of 4-bromo-butyronitrile (300 mg, 2.02 mmol) and sodium azide (263 mg, 4.05 mmol) in acetone (10 ml) is refluxed for 12 hours under nitrogen atmosphere, cooled to room temperature, filtered, and the solvent is removed under vacuum to give 4-azido-butyronitrile as a colorless liquid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5332-06-9, its application will become more common.

Reference:
Patent; Gelder, Joel M. Van; Klein, Joseph Y.; Basel, Yochai; Reizelman, Anat; Tchilibon, Susanna; Mouallem, Orly; US2008/39456; (2008); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts