Category: quinolines-derivatives

Synthetic Route of 37873-29-3, These common heterocyclic compound, 37873-29-3, name is 5,7-Dimethyl-8-hydroxyquinoline, 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: The zinc complexes (Zn(HPB)(Me2q) and Zn(HPB)(CNq)) were obtained by reacting 0.5 g (2.36 mM) 2-(2-hydroxyphenyl)benzoxazole (HPB) and 0.41 g (2.36 mM) 5,7-dimethyl-8-hydroxyquinoline (Me2q) or 0.403 g (2.36 mM) 2-carbonitrile-8-hydroxyquinoline with 0.52 g (2.36 mM) zinc acetate (ligands and metal) at 1:1:1 molar ratio in acetonitrile, respectively. Details ofthe synthesis process for the preparation of metal complexes can be found in our previous publication [34]. The re-crystallized materials were further purified by vacuum sublimation technique. The chelates gave orange-yellow and orange fluorescence under UV light, respectively (Scheme 1).

Statistics shows that 5,7-Dimethyl-8-hydroxyquinoline is playing an increasingly important role. we look forward to future research findings about 37873-29-3.

Reference of 13669-51-7, These common heterocyclic compound, 13669-51-7, name is Quinolin-3-ylmethanol, 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.

3-(Chloromethyl)quinoline hydrochloride MDE 32004 To a solution of quinolin-3-ylmethanol MDE 32002 (0.26 g, 1.63 mmol) in dry CH2Cl2 (10 mL) at 0 C. under N2 in a 25 mL round-bottomed flask equipped with a magnetic stirrer was added dropwise SOCl2 (2.4 mL, 33.1 mmol) and the mixture was stirred for 1 h at RT. The volatiles were then removed at 40 C. under vacuum and the residue was taken up in CH2Cl2 (20 mL) before concentration back to dryness at 40 C. under vacuum (done 3 times) to give 3-(chloromethyl)quinoline hydrochloride MDE 32004 as an off-white solid (301 mg, 85% yield). MW: 214.09; Yield: 85%; Off-white solid; Mp ( C.): 192.1 1H-NMR (CD3OD, delta): 5.10 (s, 2H, CH2), 8.01-8.06 (m, 1H, ArH), 8.24-8.26 (m, 1H, ArH), 8.31 (d, 1H, J=8.4 Hz, ArH), 8.39 (d, 1H, J=8.4 Hz, ArH), 9.32 (s, 1H, ArH), 9.41-9.42 (m, 1H, ArH). 13C-NMR (CD3OD, delta): 42.3, 121.5, 130.3, 130.7, 131.9, 134.5, 136.8, 138.6, 146.5, 147.8. MS-ESI m/z (% rel. Int.): 178 ([MH]+, 35Cl, 100), 180 ([MH]+, 37Cl, 32).

The synthetic route of 13669-51-7 has been constantly updated, and we look forward to future research findings.

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. 104239-97-6, name is (4aR,4bS,6aS,7S,9aS,9bS,11aR)-4a,6a-Dimethyl-2-oxo-2,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-indeno[5,4-f]quinoline-7-carboxylic acid, A new synthetic method of this compound is introduced below., name: (4aR,4bS,6aS,7S,9aS,9bS,11aR)-4a,6a-Dimethyl-2-oxo-2,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-indeno[5,4-f]quinoline-7-carboxylic acid

3-Oxo-4-aza-5alpha-androst-ene-17beta-carboxylic acid (50 gram) and toluene (750 ml) were mixed together and heated at azeotropic reflux condition for 30 to 60 minutes. (Trace amount of water was removed azeotropically). The resulting solution was cooled to 25 to 35 degree C. under nitrogen atmosphere. Pyridine (6.3 ml) was added to the cooled solution, which was then stirred for about 15 minutes. Then, thionyl chloride (14.0 ml) was added slowly for over 20 minutes. The resulting reaction mixture was maintained at 25-35 C. temperature for about 2-3 hours and then ammonia gas was passed through the reaction mixture till the reaction was completed (8 to 10 hrs). After the completion of the reaction mixture was filtered and washed with toluene (100 ml). The resulting compound was dried for 1-2 hours. The resultant wet material was slurried in water (500 ml) for about 2 hours. Filtered the solid and washed with water (50.0 ml) to get the reaction mass pH up to 6.5 to 7.5. The filtered compound was dried at 70-75 C.

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.

Synthetic Route of 63149-33-7, 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. 63149-33-7 name is 8-Hydroxy-1,2,3,5,6,7-hexahydropyrido[3,2,1-ij]quinoline-9-carbaldehyde, 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.

Sensor 1 was prepared by the reaction of 8-hydroxyjulolidine-9-carboxaldehyde (0.22 muL, 1.0 mmol) and furan-2-carbohydrazide (0.13 g, 1.0 mmol) in ethanol. Two drops ofHCl were added into the reaction solution, which was stirredfor 2 days at room temperature. A yellow precipitate was filtered,washed several times with cold ethanol, and dried invacuum. Yield: 0.29 g (89%). The 1H NMR spectra wererecorded in DMSO-d6, and the descriptions of the signalsinclude: s = singlet, d = doublet, t = triplet and m = multiplet(400 MHz, 25 C): delta = 11.82 (s, 1H), 11.66 (s, 1H), 8.29 (s,1H), 7.91 (d, 1H), 7.22 (d, 1H), 6.68 (d, 2H), 3.16 (m, 4H),2.48 (m, 4H), 1.84 (m, 4H); 13C NMR (100 MHz, CD3CN,25 C): delta = 154.91, 153.72, 151.35, 145.75, 128.56, 115.23,112.31, 106.07, 49.61, 26.82, 21.23. IR (KBr, nu cm-1) = 3209(m), 2938 (m), 2839 (m), 2361 (m), 2160 (m), 1627 (m), 1590(s), 1507 (s), 1461 (m), 1349 (m), 1292 (s), 1174 (s), 1086(m), 1013 (m), 968 (m), 844 (m), 744 (s), 662 (s). Anal. calcdfor C18H19N3O3: C, 66.45; H, 5.89; N, 12.91%. Found: C,66.27; H, 5.94; N, 12.83%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 8-Hydroxy-1,2,3,5,6,7-hexahydropyrido[3,2,1-ij]quinoline-9-carbaldehyde, and friends who are interested can also refer to it.

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. 3279-90-1, name is 6-Bromo-3,4-dihydro-1H-quinolin-2-one, A new synthetic method of this compound is introduced below., Application In Synthesis of 6-Bromo-3,4-dihydro-1H-quinolin-2-one

Under nitrogen protection,100mL three bottles,The compound 6-bromo-3,4-dihydroquinolin-2 (1H) -one (2.5 g, 11.06 mmol)And N, N-dimethylformamide (2.5 g, 11.06 mmol) were dissolved in dry tetrahydrofuran (50 mL) and cooled to -78 C.A solution of tert-butyllithium (24.1 mL, 38.7 mmol, 1.6 M in pentane) was slowly added dropwise,After completion of the dropwise addition, the reaction was continued at -78 C for 4 hours,Acetic acid (2.5 mL) was added and the temperature was slowly warmed to room temperature.The reaction solution was diluted with ethyl acetate (100 mL) and washed successively with saturated sodium bicarbonate solution and brine. The organic phase was dried, filtered and concentrated to give 2-oxo-1,2,3,4-tetrahydroquinoline-6-carbaldehyde (0.6 g) in 30% yield.

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.

Adding a certain compound to certain chemical reactions, such as: 14548-51-7, name is 7-Bromo-3,4-dihydroquinolin-2(1H)-one, belongs to quinolines-derivatives 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 14548-51-7, Product Details of 14548-51-7

Pd(PPh3)4 (102 mg, 0.088 mmol) was added to a degassed solution of 7-bromo-3,4-dihydro-1H- quinolin-2-one (100 mg, 0.442 mmol), 1 ,3-dimethyl-5-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2- yl)pyridin-2-one (prepared using described procedure in U520130053362, 165 mg, 0.664 mmol), and C52CO3 (288 mg, 0.885 mmol) in DME (5 mL) and water (0.5 mL). The resulting mixture washeated to 80 C for 5 h and then cooled to rt. The mixture was diluted with saturated NaHCO3 (20 mL) and EtOAc (20 mL), and the aqueous phase was extracted with EtOAc (3 x 20 mL). The combined organic phases were dried over Mg504, filtered, and evaporated under reduced pressure. The material was purified by flash chromatography on silica gel using a mixture of DCM and MeOH as eluent to provide Intermediate 3 (56 mg, 47%). 1H NMR (500 MHz, MeOD) O 7.78(d, J = 2.5 Hz, 1H), 7.70 (dd, J = 2.5, 1.1 Hz, 1H), 7.24 (d, J = 7.8 Hz, 1H), 7.15 (dd, J = 7.8, 1.9 Hz, 1H), 6.98 (d, J = 1.8 Hz, 1H), 3.65 (5, 3H), 3.01 -2.94 (m, 2H), 2.62-2.56 (m, 2H), 2.22- 2.17 (m, 3H). MS (ESI) [M+H] 269.3.

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, 7-Bromo-3,4-dihydroquinolin-2(1H)-one, other downstream synthetic routes, hurry up and to see.

Related Products of 553-03-7,Some common heterocyclic compound, 553-03-7, name is 3,4-Dihydroquinolin-2(1H)-one, molecular formula is C9H9NO, 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.

3,4-Dihydro-2 (lH)-quinolinone (1.0 g, 6.70 mmol) is dissolved in 20 mL of concentrated sulfuric acid at-10C, and then 5 mL of water is added slowly to the solution. After 5 minutes, 61% nitric acid (0.5 mL, 6.70 mmol) is added dropwise to the solution. The reaction mixture turns from yellow to dark red, and eventually solidifies. After 1 hour, water (50 mL) is added slowly at-10C and precipitate appears. The solution is poured into a separatory funnel, extracted with ethyl acetate (20 mL x 2) and washed with saline (20 mL). The organic layers are collected and dried over MgS04. Solvent is removed and the title compound is obtained as a pale yellow solid (1.0 g, 76%) ; 1H NMR (300 MHz, DMSO) 8 10.66 (s, 1H), 8.08-8. 01 (m, 2H), 6.96 (d, 1H), 2.98 (t, 2H), 2.49 (dd, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,4-Dihydroquinolin-2(1H)-one, its application will become more common.

Related Products of 22246-16-8,Some common heterocyclic compound, 22246-16-8, name is 6-Nitro-3,4-dihydroquinolin-2(1H)-one, molecular formula is C9H8N2O3, 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 6 6-nitro-1-(2-(pyrrolidin-1-yl)ethyl)-3,4-dihydroquinolin-2(1H)-one A suspension of 6-nitro-3,4-dihydroquinolin-2(1H)-one (230 mg, 1.06 mmol), 1-(2-chloroethyl)pyrrolidine hydrochloride (234 mg, 1.37 mmol) and potassium carbonate (440 mg, 3.18 mmol) in 5 mL DMF was stirred at room temperature for 4 days. After this time, the mixture was poured into 20 mL H2O then extracted with 2*30 mL CH2Cl2. The organic layers were combined together, washed with brine (20 mL) and concentrated. Product was subjected to flash chromatography on the biotage using 5% 2M NH3 in MeOH/CH2Cl2 to give a yellow solid. Yield: 218 mg of yellow solid (71%). 1H NMR (CDCl3) delta: 8.14 (dd, J=2.7, 9 Hz, 1H), 8.06 (d, J=2.4 Hz, 1H), 7.20 (d, J=9.0 Hz, 1H), 4.13 (t, J=7.5 Hz, 2H), 3.00 (t, J=6.9 Hz, 2H), 2.73-2.68 (m, 4H), 2.63-2.60 (m, 4H), 1.82-1.78 (m, 4H). MS (ESI): 290.2 (M+1, 100%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6-Nitro-3,4-dihydroquinolin-2(1H)-one, its application will become more common.

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 5234-86-6 as follows. Quality Control of 2,3,4,6,7,11b-Hexahydro-1H-pyrazino[2,1-a]isoquinoline

General procedure: To a stirred solution of compound 16 (500 mg, 2.7 mmol) in DCM (50 mL), cyclohexanecarbonyl chloride (532 L, 4.0 mmol) was added at 0 C. The mixture was stirred at room temperature overnight. The reaction was quenched with NaHCO3 (aq.), extracted with DCM (50 mL ¡Á 3). The organic phases were then processed in the usual way and chromatographed (1:1 petroleum ether/ EtOAc) to afforded compound 19 (350 mg, 43%) as white solid.

According to the analysis of related databases, 5234-86-6, the application of this compound in the production field has become more and more popular.

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 3279-90-1 as follows. Safety of 6-Bromo-3,4-dihydro-1H-quinolin-2-one

00104] A solution of 6-bromo-3,4-dihydroquinolin-2(lH)-one, 13 (10.0 g, 44.2 mmol) in THF (25 mL) was added to stirred solution of 60% NaH (3.53 g, 88.4 mmol) in THF (100 mL) at 0 C and the mixture was stirred for 30 min. A solution of 2-(4-(bromomethyl)phenyl)-l,l, l,3,3,3- hexafluoropropan-2-ol, 2 (18.4 g, 55.3 mmol) in THF (25 mL) was added and the mixture was slowly heated to 65 C overnight. The progress of the reaction was monitored by TLC (TLC system: 30 % EtO Ac/Pet ether, Rf value: 0.45). [00105] After completion of the reaction, the reaction mixture was poured into ice cold water and extracted with ethyl acetate (2 x 200 mL). The combined organic layers were dried over anhydrous sodium sulfate and the solvent was removed under reduced pressure to afford crude product. The crude product was washed with pet ether followed by dichloromethane to afford 6- bromo- l-(4-(l,l, l,3,3,3-hexafluoro-2-hydroxypropan-2-yl)benzyl)-3,4-dihydroquinolin-2(lH)-one, 14. LC/MS calc M+H 482, obs 482; lH NMR (400 MHz, DMSO-d6) delta: 8.65 (s, 1 H), 7.61 (d, 2 H, J = 8.4 Hz), 7.47 (d, 1 H, J= 2.0 Hz), 7.35-7.30 (m, 3 H), 6.85 (d, 1 H, J= 8.4 Hz), 5.17 (s, 2 H), 2.98 (t, 2 H, J= 6.8 Hz), 2.71 (m, 2 H).

According to the analysis of related databases, 3279-90-1, the application of this compound in the production field has become more and more popular.