6621-59-6 Archives - Nitriles-buliding-blocks

9/3/21 News Brief introduction of 6621-59-6

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 6-Bromohexanenitrile, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 6621-59-6, name is 6-Bromohexanenitrile, 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 6621-59-6, Safety of 6-Bromohexanenitrile

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).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 6-Bromohexanenitrile, and friends who are interested can also refer to it.

Reference:
Article; Diaz, Jimena E.; Mollo, Maria C.; Orelli, Liliana R.; Beilstein Journal of Organic Chemistry; vol. 12; (2016); p. 2026 – 2031;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

9/2/21 News Extended knowledge of 6621-59-6

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

General procedure: TBAF in 1M THF was added to a starting solution of alkyl-substituted triazole (8a-c) or non-substituted triazole (7a) in dried THF. The mixture was stirred for 24-48 h at 60 C, and the solution was cooled to room temperature. The mixture was poured into ethyl acetate and water and extracted twice with ethyl acetate. The combined organic layers were dried with Na2SO4, filtered and concentrated. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to yield the desired compound.

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,
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September 1,2021 News The important role of 6621-59-6

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

Electric Literature of 6621-59-6, These common heterocyclic compound, 6621-59-6, name is 6-Bromohexanenitrile, 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: A round bottom flask is charged with propargyl derivative of 2-hydroxy benzaldehyde (320 mg, 2 mmol), 4-acetylcoumarin (376.36 mg, 2 mmol), acetyl chloride (2 mL), 2-bromoacetonitrile (1 mL) and BF3.OEt2 (.5ml) and kept under stirring for 3h at room temperature. The progress of the reaction was monitored by TLC analysis at regular intervals. After 3h, the mixture was quenched with cold water. The solid residue separated was collected and purified by passing it through a silica gel column. Elution of the column with petroleum ether (60-80 C) / ethyl acetate (9: 1 v/v) afforded coumarin amidoalkyne 1a.

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

Reference:
Article; Raj, P. Jithin; Bahulayan; Tetrahedron Letters; vol. 58; 22; (2017); p. 2122 – 2126;,
Nitrile – Wikipedia,
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Application of C6H10BrN

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.

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. 6621-59-6, name is 6-Bromohexanenitrile, A new synthetic method of this compound is introduced below., Safety of 6-Bromohexanenitrile

To a solution of 3-(1H-indol-3-yl)-4-(1-methyl-1H-indol-3-yl)furan-2,5-dione 39 (0.505?g, 1.48?mmol) in anhydrous DMF (20?mL) under nitrogen was added sodium hydride (60?wt% oil dispersion, 0.070?g, 1.77?mmol) and the mixture was stirred for 40?min at room temperature. 6-Bromohexane nitrile (0.30?mL, 0.38?g, 2.2?mmol) was then added and the reaction was stirred for a further 16?h. Water (40?mL) was then added and the mixture was extracted with ethyl acetate (3?*?30?mL). The combined organic layers were then washed with 1?M aqueous HCl (2?*?30?mL), followed by water (30?mL) and brine (30?mL) before being dried over anhydrous magnesium sulfate, filtered and the solvent evaporated under reduced pressure. The crude residue was purified using column chromatography on silica gel with 30% ethyl acetate/hexane to give desired product as a red solid (0.258?g, 40%): m.p. 78-79?C; numax/cm-1 (KBr) 3411, 2936, 2244, 1816, 1750, 1529, 1254, 1100, 741; deltaH (400?MHz, DMSO-d6) 1.27-1.35 [2H, m, C(4″)-H2], 1.56 [2H, quin, J 7.4, C(3″)-H2], 1.73 [2H, quin, J 7.4, C(5″)-H2], 2.44 [2H, t, J 6.9, C(2″)-H2], 3.89 (3H, s, CH3), 4.24 [2H, t, J 6.9, C(6″)-H2], 6.69-6.72 [2H, m, C(6′, 7′)-H], 6.79 [1H, t, J 7.6, C(6)-H], 7.01 [1H, d, J 8.15, C(7)-H], 7.07-7.13 [2H, m, (5, 5′)-H], 7.49 [1H, d, J 8.15, C(4′)-H], 7.54 [1H, d, 8.49, C(4)-H], 7.82 [1H, s, C(2)-H], 7.97 [1H, s, C(2′)-H]; deltac (75?MHz, DMSO-d6) 16.0 (CH2), 24.3 (CH2), 25.1 (CH2), 28.7 (CH2), 33.0 (CH3), 45.6 (CH2), 103.9 (C, aromatic C), 104.3 (C, aromatic C), 110.50 (CH, aromatic CH), 110.54 (CH, aromatic CH), 120.0 (CH, aromatic CH), 120.1 (CH, aromatic CH), 120.5 (CN), 121.4 (CH, aromatic CH), 121.5 (CH, aromatic CH), 122.1 (CH, aromatic CH), 122.2 (CH, aromatic CH), 125.0 (C, aromatic C), 125.7 (C, aromatic C), 127.0 (C, aromatic C), 127.9 (C, aromatic C), 132.9 (CH, aromatic CH), 134.3 (CH, aromatic CH), 135.9 (C, aromatic C), 136.7 (C, aromatic C), 166.3 (C=O), 166.5 (C=O); m/z (ESI+) 438.2 [(M+H)+ 12%]; HRMS (ESI+): Exact mass calculated for (C27H24N3O3)+ 438.1818. ;Found 438.1802.

Reference:
Article; Winfield, Hannah J.; Cahill, Michael M.; O’Shea, Kevin D.; Pierce, Larry T.; Robert, Thomas; Ruchaud, Sandrine; Bach, Stephane; Marchand, Pascal; McCarthy, Florence O.; Bioorganic and Medicinal Chemistry; vol. 26; 14; (2018); p. 4209 – 4224;,
Nitrile – Wikipedia,
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A new synthetic route of 6621-59-6

In a solution of compound MI (2 g; 4,767 mmol) and N, N-diisopropylethylamine (8,10 ml; 47,67 mmol) in acetonitrile (80 ml) 6-bromohexanenitrile (6,32 ml ; 47,67 mmol) was added. Reaction mixture was stirred at 80C for 21 hours. After evaporation of the solvent, mixture was diluted with dichlormethane and water. The organic layer was dried over NA2SO4. The solvent was then evaporated under reduced pressure and the compound was purified on a silica gel column, eluent CH2Cl2 : MeOH: NH40H = 90: 9: 1.5. 532 mg of the compound 19 was obtained. MS (m/z) : 515,70 [MH] +. IR (CM~L)/KBR : 3444,2973, 2937,2875, 2247 (C_N), 1712, 1637,1459, 1375,1352, 1307,1265, 1179,1139, 1090,1052, 1004,958, 901,860, 810,773, 750,705, 670. The macrolide 19 (532 mg; 1.034 mmole) was dissolved in 25 mL of absolute ethanol and HYDROGENATED in a reactor with the catalyst PTOZ (53 mg) under pressure of 40 atm of H2 for 24 hours. The reaction mixture was filtered and the solvent was evaporated under reduced pressure. 463 mg of the mixture was obtained. The mixture was purified on a silica gel column, eluent CH2CI2 : MeOH: NH40H=6: 1: 0.1 ; 180 mg of amine 21 was obtained. MS (M/Z) : 519.74 [MH] +. Indomethacin D10 (62 mg; 0.174 mmole) was dissolved in 10 mL of dry dichloromethane. Triethylamine (0.189 mL), 47 mg of 1-hydroxybenzotriazole, the compound 21 (90 mg; 0.174 mmole) and 1- (3-DIMETHYLAMINOPROPYL)-3-ETHYL- carbodiimide hydrochloride (133 mg) were added. The reaction mixture was stirred in an inert atmosphere at room temperature for 24 h. The solvent was then evaporated under reduced pressure and the compound was purified on a silica gel column in the solvent system CH2Cl2 : MeOH: NH40H = 90: 8: 1.105 mg of compound 22 was obtained; MS (M/Z) : 858. 81 [MH] +.

Reference:
Patent; PLIVA PHARMACEUTICAL INDUSTRY, INC.; WO2004/94449; (2004); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

New downstream synthetic route of 6-Bromohexanenitrile

General procedure: To a magnetically stirred solution of 131 mg isoindigo 1(0.5 mmol) in 3 cm3 DMF, 59.4 mg sodium methoxidesolution (1.1 mmol) was added in 2 cm3 DMF at roomtemperature. The reaction mixture stirred for 30 min, followedby the addition of the alkyl bromide (3 mmol) andthe reaction stirred for 6 h at 45 C. The mixture waspoured into 10 cm3 H2O, extracted with 20 cm3 CH2Cl2,dried (MgSO4), and the solvent was removed underreduced pressure. The residue was subjected to silica gelcolumn chromatography using hexane-ethyl acetate aseluent.

Reference:
Article; Khalili, Gholamhossein; Willis, Anthony C.; Keller, Paul A.; Monatshefte fur Chemie; vol. 149; 11; (2018); p. 2103 – 2111;,
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Simple exploration of 6621-59-6

The chemical industry reduces the impact on the environment during synthesis 6-Bromohexanenitrile. I believe this compound will play a more active role in future production and life.

Synthetic Route of 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.

Step a: A 3% solution of the respective iminoalditol in dry DMF was stirred with omega-bromohexanoic nitrile (2 equiv.) in the presence OfNa2CO3 (1.3 equiv.) at 40 0C for 72 h. Removal of the solvent and chromatographic purification (CHClj/MeOH 1 :1) gave the respective reaction products in yields ranging between 45 and 90 %.

The chemical industry reduces the impact on the environment during synthesis 6-Bromohexanenitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; TECHNISCHE UNIVERSITAeT GRAZ; WO2006/100586; (2006); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Share a compound : 6621-59-6

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.

Synthetic Route 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.

A mixture of 2 (200mg, 0.34mmol), 6-bromohexanenitrile (180mg, 1.0mmol) and powdered NaH (95%; 17mg, 0.67mmol) in dry DMF (2.0mL) was stirred at room temperature under nitrogen for 2.5h. Saturated Na2CO3 buffer (6mL) was added, and the mixture extracted with ethyl acetate (25mL). The organic layer was washed with buffer (4×5mL), dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel using cyclohexane: ethyl acetate (1:1) containing 1% Et3N to give 133mg (57%) of 6 as a white foam: 1H NMR (CDCl3): delta 7.83 (d, J=7.2Hz, 2H, H-2?, H-6?), 7.38 (d, J=7.8Hz, 2H, H-3?, H-5?), 6.69 (d, J=8.1Hz, 1H, H-1), 6.54 (d, J=8.1Hz, 1H, H-2), 4.35 (s, 1H, H-5), 4.05-3.85 (m, 1H, H-1?), 3.80-3.57 (m, 1H, H-1?), 3.05 (d, J=6.3Hz, 1H, H-9), 3.03 (d, J=12Hz, 1H, H-10), 2.98-2.79 (m, 1H, H-8), 2.69 (dd, J=11.7Hz, J=4.8Hz, 1H, H-16), 2.52 (s, 3H, H-7?), 2.40 (t, J=7.2Hz, 2H, H-5?), 2.32-2.17 (m, 4H, H-10, H-16, H-22), 2.15-2.00 (m, 1H, H-15), 1.98-1.50 (m, 9H, H-7, H-15, H-18, H-2?, H-4?), 1.43 (s, 3H, H-21), 1.33-1.28 (m, 2H, H-3?), 1.23 (s, 3H, H-20), 1.18-1.00 (m, 2H, H-8, H-17), 0.93-0.79 (m, 1H, H-23), 0.78-0.62 (m, 1H, H-17), 0.61-0.46 (m, 2H, H-24, H-25), 0.2-0.07 (m, 2H, H-24, H-25); HRMS m/z calcd for [M+H]+ 661.3306, found 661.3328; Anal. Calcd for C38H48N2O6S: C, 69.06; H, 7.32; N, 4.24; found: C, 69.32; H, 7.20; N, 4.34.

Reference:
Article; Srivastava, Shefali; Fergason-Cantrell, Emily A.; Nahas, Roger I.; Lever, John R.; Tetrahedron; vol. 72; 40; (2016); p. 6127 – 6135;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Share a compound : C6H10BrN

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

Electric Literature 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.

In a 250-mL round-bottom flask purged and maintained with an inert atmosphere of nitrogen was placed a solution of BnOH (3.22 g, 29.78 mmol, 1.00 equiv) in N,N- dimethylformamide (80 mL). This was followed by the addition of sodium hydride (2.05 g, 59.79 mmol, 2.00 equiv) in several batches at 0 C. The resulting solution was stirred for 30 minutes at 0 C in a water/ice bath. To this was added 6-bromohexanenitrile (5.2 g, 29.54 mmol, 1.00 equiv) in portions at 0 C. The resulting solution was allowed to react, with stirring, for an additional 3 hours at room temperature. The reaction was then quenched by the addition of 500 mL of water. The resulting solution was extracted with ethyl acetate (3×500 mL) and the combined organic layers were concentrated under vacuum. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (60: 1). This resulted in 1.06 g (18%) of 6-(benzyloxy)hexanenitrile as yellow oil.

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

Reference:
Patent; INNATE TUMOR IMMUNITY, INC.; O’MALLEY, Daniel; GAVAI, Ashvinikumar V.; GILL, Patrice; TARBY, Christine M.; WATTERSON, Scott Hunter; GONG, Hua; WILLIAMS, David K.; GHOSH, Shomir; ROUSH, William R.; (307 pag.)WO2019/14402; (2019); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

The important role of 6621-59-6

Application 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.