Category: 6621-59-6

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. 6621-59-6, name is 6-Bromohexanenitrile, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 6621-59-6

1. 6-(4-Chloro-phenoxy)-hexanenitrile 6-Bromohexanenitrile (2.65 mL, 20 mmol) and 4-chlorophenol (2.57 g, 20 mmol) were dissolved in DMF (50 mL). After addition of K2CO3 (5.53 g, 40 mmol) the mixture was stirred at 95 C. for 3 h. The solvent was evaporated under reduced pressure and the residue was partitioned between water (80 mL) and Et2O (200 mL). The org. layer was separated, washed with pH 7 phosphate buffer solution (1*50 ml), dried over Na2SO4, filtered and the solvent was removed under reduced pressure to give the title compound, pure enough for further reactions. Yield: 4.10 g, 92% 1H-NMR (CDCl3): 1.58-1.90 (m, 6H), 2.38 (t, J=6.9 Hz, 2H), 3.94 (t, J=6.1 Hz, 2H), 6.81 (d, J=8.9 Hz, 2H), 7.22 (d, J=8.9 Hz, 2H).

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 6621-59-6.

Reference:
Patent; Murthi, Krishna K.; Kostler, Roland; Smith, Chase; Brandstetter, Tilman; Kluge, Arthur F.; US2008/200523; (2008); A1;,
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6621-59-6, name is 6-Bromohexanenitrile, belongs to nitriles-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. SDS of cas: 6621-59-6

6-[5-(1-methyl-2-pyrrolidinyl)-2-pyridinyl]hexanenitrile (6). A stirred mixture of 6-aminonicotine (0.62 g, 3.5 mmol) and NaH (80% in mineral oil, 0.16 g, 5.25 mmol) in dry toluene (20 mL) was refluxed for 2 h and then cooled to room temperature. 6-Bromohexane-nitrile (0.65 g, 3.7 mmol) was added and the reaction was left at ambient temperature over night. The solvent was evaporated and the residue was chromatographed [silica gel, CHCl3/MeOH/NH4OH (18:3:0.1)] to afford 0.40 g (41%) of 6; IR (film): 2270 cm-3 (CN); 1H-NMR (CDCl3, 270 MHz) delta 7.95 (d, J=2.5 Hz, 1H), 7.47 (dd, J=2.5, 8.5 Hz, 1H), 6.39 (d, J=8.5 Hz, 1H), 4.49 (m, 1H), 3.36-3.16 (m, 3H), 2.90 (t, J=9 Hz, 1H), 2.36 (t, J=7 Hz, 2H), 2.29-2.19 (m, 1H), 2.19-2.06 (m, 1H), 2.14 (s, 3H), 2.00-1.50 (m, 9H); 13C NMR (CDCl3, 68 MHz) delta 158.2, 147.4, 136.5, 126.4, 119.4, 106.9, 68.5, 56.7, 41.7, 40.0, 34.3, 28.7, 26.0, 25.0, 22.1, 16.7;

The synthetic route of 6621-59-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Independent Pharmaceutica AB; US6656469; (2003); B1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 6621-59-6, name is 6-Bromohexanenitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 6621-59-6

General procedure: A solution of the corresponding precursor (4-chlorobutyronitrile for compounds 1, 5-chlorovaleronitrile for compounds 3 and 6-bromohexanenitrile for compounds 6) (2.5 mmol) in dimethylformamide (1 mL) was added during 1.5 h to a mixture of the arylamine (2.5 mmol), Cs2CO3(2.5 mmol) and KI (5 mmol) in dimethylformamide (2.5mL). The mixture was stirred at the indicated temperature and time. After completion of the reaction, as indicated by TLC, the mixture was treated with ethyl ether (50 mL) and water (10 mL). The aqueous phase was separated and extracted with ethyl ether (30 mL). The combined organic layers were dried over anhydrous sodium sulfate and filtered. The solvent was evaporated in vacuo. The crude product was purified by column chromatography (silica gel, hexane:DCM).

The synthetic route of 6621-59-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Diaz, Jimena E.; Mollo, Maria C.; Orelli, Liliana R.; Beilstein Journal of Organic Chemistry; vol. 12; (2016); p. 2026 – 2031;,
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Related Products of 6621-59-6, A common heterocyclic compound, 6621-59-6, name is 6-Bromohexanenitrile, molecular formula is C6H10BrN, 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.

Preparation of 2-(5-Cyanopentyl)malonic Acid Di-tert-butyl Ester (2021050) Potassium tert-butoxide (13.5 g, 0.12 mol) followed by di-tent-butyl malonate (21.6 g, 0.10 mol) was added portionwise to stirred tetrahydrofuran (200 mL) then 6-bromohexanenitrile (18.0 g, 0.10 mol) was added to the resultant yellow slurry. The mixture was subsequently stirred at room temperature for 48 h before being quenched with citric acid (30 g) in water (150 mL) and extracted with dichloromethane (3*200 mL). The combined organic fractions were dried (MgSO4) and the solvent was removed under reduced pressure to afford 2-(5-cyanopentyl)malonic acid di-tert-butyl ester (2021050) (32.3 g, 100%) as a clear oil.

The synthetic route of 6621-59-6 has been constantly updated, and we look forward to future research findings.

Application of 6621-59-6,Some common heterocyclic compound, 6621-59-6, name is 6-Bromohexanenitrile, molecular formula is C6H10BrN, 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 4Preparation of (R)-4-trimethylammonio-3-[3-[6-(2-phenylethoxy)hex-l- yl]ureido]butyrate Inner SaltPreparation of the intermediate -^-phenylethoxylhexanitrile[0077] Sodium hydride (60% in oil, 1.38 g, 34.38 mmol) was suspended in N,N- dimethylformamide (45 mL) with ice cooling under N2. 2-Phenylethanol (3.43 mL, 28.65 mmol) was added over approx. 5 minutes. After stirring for a further 30 minutes, 6- bromohexanenitrile (4.56 mL, 34.38 mmol) was introduced dropwise. Following complete addition, the mixture was allowed to come to room temperature and was stirred for 19h. Thereafter it was heated to 500C for 3h, then at room temperature for an additional 18h. Water (200 mL) and ethyl acetate (200 mL) were added. The phases were separated and the aqueous phase extracted further with ethyl acetate (2 x 100 mL). The combined organic phases were dried (MgSO4), filtered and evaporated to give a pale, yellow free flowing oil. Chromatography over SiO2 (isohexane-20% ethyl acetate/isohexane gradient) gave the title compound as a colorless oil (1.55 g, 25%). LCMS: Rt = 3.01 min, m/z = 217.92, 154.67, 145.79. 1H NMR (400 MHz, CDCl3): 7.24-7.1 1 (m, 5H), 3.55 (t, J= 7.07 Hz, 2H), 3.37 (t, J = 6.32 Hz, 2H), 3.35 (t, J= 6.57 Hz, 2H), 2.80 (t, J= 7.07 Hz, 2H), 2.23-2.20 (m, 3H), 1.62- 1.40 (m, 10H).

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

Reference:
Patent; DARA BIOSCIENCES, INC.; MIDDLEMISS, David; INGOLD, Kenneth, J.; WO2010/8473; (2010); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 6621-59-6, 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. 6621-59-6, name is 6-Bromohexanenitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: K2CO3, KOH and TBAB were added to a solution of each triazole compound (7a-c) in ACN. Each solution was stirred for 30 min at room temperature; alkyl bromide was added, and the reaction proceeded for 3-24 h at room temperature. The solid was filtered and then washed with diethyl ether. The solvent of the filtrate was removed in vacuo and purified by silica gel column chromatography (hexane/ethyl acetate) to yield the desired compound or crude mixture, which were reacted in the next step of deprotection.

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

Reference:
Article; Lee, Sun-Mi; Yoon, Kyoung Bin; Lee, Hyo Jeong; Kim, Jiwon; Chung, You Kyoung; Cho, Won-Jea; Mukai, Chisato; Choi, Sun; Kang, Keon Wook; Han, Sun-Young; Ko, Hyojin; Kim, Yong-Chul; Bioorganic and Medicinal Chemistry; vol. 24; 21; (2016); p. 5036 – 5046;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 6621-59-6, A common heterocyclic compound, 6621-59-6, name is 6-Bromohexanenitrile, molecular formula is C6H10BrN, 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.

6-Bromocapronitrile (1.19ml, 9.00mmol) and 3-buten-1-ol (946ul, H .Ommol) were added to a stirred solution of potassium hydroxide (6.16g, 110mmol) and tetra-butylammonium bromide (434mg, 1.35mmol) in water (6ml) and dichloromethane (2ml). The reaction was stirred at room temperature for 4 days and then washed with diethyl ether (2x50ml). The combined organics were washed with water (3x30ml), dried (magnesium sulphate) and the solvent removed in vacuo to furnish the title compound as a colourless oil, 1.48g. LRMS: m/z 168 [M+H]+.

The synthetic route of 6621-59-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER LIMITED; WO2007/107828; (2007); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts