Month: February 2021

Related Products of 41841-16-1,Some common heterocyclic compound, 41841-16-1, name is Methyl 2-(4-bromophenyl)acetate, molecular formula is C9H9BrO2, 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 diisopropylamine (2.2 g, 21.8 mmol) in THF (20 mL), was added n-BuLi in hexane (13.7 mL, 21.8 mmol) at -78 C, stirred for 1 hour at -78 C and 12 hours at RT, again cooled to -78 C, added a solution of methyl 2-(4-bromophenyl) acetate (2 g, 8.7 mmol) in THF (10 mL) followed by methyl iodide (1.61 g, 11.35 mmol) at -78 C. The reaction mixture was stirred at -78 C for 1 h and 12 h at room temperature. The reaction mass was quenched with saturated aq. ammonium chloride solution (10 mL) and extracted with ethyl acetate (2 x 10 mL). The combined organic layers were washed with water (2 x 15 mL), dried over sodium sulphate and then concentrated under reduced pressure. The residue was purified using column chromatography (silica gel, 2 % ethyl acetate in hexane) to afford Methyl 2-(4-bromophenyl)propanoate (38) as pale yellow liquid (1.4 g, 66 %); 1H NMR (400 MHz, CDCl3) delta 7.44 (d, J = 8.4 Hz, 2H), 7.18 (d, J = 8.4 Hz, 2H), 3.67 (t, J = 7.6 Hz, 3H), 3.64 (s, 1H), 1.48 (d, J = 7.2 Hz, 3H); 13C NMR (100 MHz, CDCl3) delta 174.48, 139.49, 131.73, 129.27, 121.10, 52.14, 44.88, 18.47; IR (KBr) numax 2980.61, 2951.96, 1736.40 cm-1; ESI-MS: m/z 242.9 (M+H)+.

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

Reference:
Article; Bhatthula, Bharath kumar goud; Kanchani, Janardhan reddy; Arava, Veera reddy; Subha; Tetrahedron; vol. 75; 7; (2019); p. 874 – 887;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 79669-50-4, name is methyl 5-bromo-2-methyl-benzoate, belongs to esters-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 79669-50-4, Application In Synthesis of methyl 5-bromo-2-methyl-benzoate

To a I OL five necked flask fitted with condenser, stirrer bar, N2 inlet and bubbler was added methyl-5-bromo-2methylbenzoate (500.0 g, 2.18 mol, 1.0 eq.) and Nbromosuccinimide (Fluorochem, 388.5 g, 2.18 mol, 1.0 eq.)to a stirring solution of 1,2-dichloroethane (1.9 L). Themixture was heated to 90 C (oil bath). Azobisisobutyronitrile (5.0 g, 0.03 mol, 0.014 eq.) was dissolved into DCE (100 mL) and 20 mL was added into a dropping funnel. This was added slowly when the reaction mixture reached 85 C. When the violent reflux and foaming ceased, the remaining 80 mL was added in one portion to the reaction mixture and left to stir at 90 C for 1 hr. NMR showed the reaction to be complete with around 11% of starting material stillremaining. The reaction mixture was then cooled to room temperature using cardice in the oil bath and once the internal temperature had fallen to -30C, the reaction mixture was quenched with water (2.OL). After 5 minutes, two identical reaction mixtures were combined, transferred to a separating funnel and the organic layer was collected. The aqueous layer was extracted again using DCM (2 x 2.OL). All the organic layers were combined and washed with water (2L) andbrine (2L), dried with MgSO4, filtered and concentrated under vacuo to give an orange liquid (1.397 kg, 104%, from 2 x 500g runs).

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, methyl 5-bromo-2-methyl-benzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; OTSUKA PHARMACEUTICAL CO., LTD.; READER, Michael; WILSHER, Nicola Elizabeth; SAUNDERS, Mark Henry; BAGULEY, Paul Anthony; LINDLEY, Colin Thomas; MELLING, Robert Craig; ADAMCZYK, Bozena Ewa; SCARATI, Mirka; (117 pag.)WO2018/193410; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 609-12-1,Some common heterocyclic compound, 609-12-1, name is Ethyl 2-bromo-3-methylbutanoate, molecular formula is C7H13BrO2, 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: Benzenesulfonamide (1.2mmol), ethyl alpha-bromophenylacetate or ethyl pheny-lacetate (2.4mmol), and toluene (4mL)werecombinedinasealedtubeequippedwith astirbar.Themixturewasstirredat50Cfor10min,TiCl4 (1.8 mmol) was added, andthereactionmixturewasheatedto115C.Afteravariableperiodoftimethe mixturewasdilutedwithH2O (10mL)toremovetheexcessofTiCl4, filtered,andextracted withAcOEt(3¡Á15mL). The combined organic layers were dried over anhydrous Na2SO4 and thesolventwasevaporatedinvacuo.Crudecompoundswere purified by flash column chromatography (silicagel;cyclohexane=AcOEt 8:2). 2-Bromo-3-methyl-N-(phenylsulfonyl)butanamide (4a). Yellowish oil, 98% yield. IR (KBr)3590, 3530, 3236, 2970, 2876, 1719, 1450, 1352, 1174, 1085, 865 cm-1; 1H NMR (CDCl3) d 0.93(d, 3H, J 6.3 Hz, CH3), 0.96 (d, 3H, J 6.9 Hz, CH3), 2.21 (octuplet, 1H, CH3CHCH3), 4.10 (d, 1H, J5.7 Hz, CHBr), 7.56 (t, 2H, J 8.1 Hz, CH Ar), 7.67 (t, 1H, J 7.8 Hz, CH Ar), 8.07 (d, 2H, J 7.2 Hz,CH Ar), 8.91 (broad s, 1H, NH); 13C NMR (CDCl3) d 18.8 (CH3), 20.2 (CH3), 32.5 (CH3CHCH3),58.2 (CHBr), 128.5 and 129.0 (CH Ar), 134.3 (CS Ar), 137.7 (CH Ar), 166.0 (CONH); Anal calcdfor C11H14BrNO3S: C 41.26; H 4.41; N 4.37; found C 41.23; H 4.43; N 4.36 %.

The synthetic route of 609-12-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ammazzalorso, Alessandra; Tricca, Maria Luisa; Bruno, Isabella; De Filippis, Barbara; Di Matteo, Mauro; Fantacuzzi, Marialuigia; Giampietro, Letizia; Maccallini, Cristina; Mollica, Adriano; Amoroso, Rosa; Synthetic Communications; vol. 45; 22; (2015); p. 2546 – 2554;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Some common heterocyclic compound, 150529-73-0, name is Methyl 2-(3-bromophenyl)acetate, molecular formula is C9H9BrO2, 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. Computed Properties of C9H9BrO2

Step (vi); Methyl 3-cyanophenylacetate; [Show Image] The compound 10.65g (46.5mmol) obtained in step (v) and zinc cyanide 3.44g (29.3mmol) were dissolved in DMF 120ml and stirred at room temperature for 30 minutes under an atmosphere of nitrogen. Thereto was added tetrakis(triphenylphosphine)palladium 2.15g (1.86mmol) and the mixture was refluxed at 90C for 3 hours under an atmosphere of nitrogen. After lowering the temperature and filtration over Celite, the filtrate was concentrated. The residue was extracted with ethyl acetate, washed with 2N aqueous ammonia (50ml) and saturated brine. The organic layer was dried over anhydrous magnesium sulfate and concentrated. The residue was purified by column chromatography (SiO2 200g, eluent : Hexane/EtOAc=9/ 1) to give the object compound 4.28g as a pale yellow oil. Yield 53% 1H NMR (CDCl3) delta 7.52 (4H, m), 3.72 (3H, s), 3.67 (2H, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 150529-73-0, its application will become more common.

Reference:
Patent; Dainippon Sumitomo Pharma Co., Ltd.; AstraZeneca AB; EP1939202; (2008); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 294190-18-4,Some common heterocyclic compound, 294190-18-4, name is Methyl 3-amino-5-chloro-2-methylbenzoate, molecular formula is C9H10ClNO2, 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.

[01783] Step 1 : Synthesis of methyl 3-(((l r,4r)-4-((tert- butoxycarbonyl)amino)cyclohexyl)amino)-5-chloro-2-methylbenzoate[01 784] To a stirred solution of methyl 3-amino-5-chloro-2-methyl benzoate (5.0 g, 25 mmol) and tert-butyl (4-oxocyclohexyl)carbamate (6.95 g, 32.6 mmol) in 25 ml of dichloroethane, was added acetic acid (9.0 mL, 450.75 mmol) at room temperature. The reaction mixture was cooled and sodium triacetoxyborohydride (22.8 g, 108 mmol) was added and the mixture stirred at room temperature overnight. The mixture was neutralized with sat. NaHC03 and extracted with DCM. The combined organic phases were dried over a2S04, concentrated under reduced pressure and the product isomers separated by silica gel (100-200) column chromatography to give the less polar as m-isomer, methyl 3-((( l s,4s)-4-((tert- butoxycarbonyl)amino)cyclohexyl)amino)-5-chloro-2-methylbenzoate (5.2 g, 52%) and the more polar title compound /rara-isomer, methyl 3-(((l r,4r)-4-((tert- butoxycarbonyl)amino)cyclohexyl)amino)-5-chloro-2-methylbenzoate (3.5 g, 35%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 3-amino-5-chloro-2-methylbenzoate, its application will become more common.

Reference:
Patent; EPIZYME, INC.; EISAI CO., LTD.; KUNTZ, Kevin, Wayne; CHESWORTH, Richard; DUNCAN, Kenneth, William; KEILHACK, Heike; WARHOLIC, Natalie; KLAUS, Christine; ZHENG, Wanjun; WO2012/142513; (2012); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 2033-24-1,Some common heterocyclic compound, 2033-24-1, name is 2,2-Dimethyl-1,3-dioxane-4,6-dione, molecular formula is C6H8O4, 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.

2,4,5-Trifluorophenylacetic acid (2-1) (11.4 g, 60 mmol) was dissolved in THF (60 mL) and 1,1′-carbonyldiimidazole (10.7 g, 66 mmol) was added over 5 min. The mixture was warmed to 51 C, Meldrum’s acid (9.51 g, 66 mmol) was added, and the mixture was aged for 3 h. The reaction mixture was diluted with IPAc (60 mL) and water (60 mL), and the pH was adjusted to 2.4 with concentrated hydrochloric acid (11.5 mL). The aqueous layer was separated, and the orgnic layer was washed at 36 C with 0.1 N HCl (60 mL). The organic layer was concentrated, flushed with IPAc, and the residue was slurried in 2:1 heptane/IPAc (70 mL). the mixture was cooled over an ice-bath, then filtered, rinsing the solid with 2:1 heptane/IPAc. After drying, the Meldrum’s acid adduct was obtained as a solid (15.1 g) in 80% yield. The Meldrum’s acid adduct (22.1 g, 70 mmol) and the triazole hydrochloride 1-4 (16.0 g, 70 mmol) were sluuried in IPAc (220 mL) and N,N-diisopropylethylamine (12.8 mL) was added. After aging for 3.5 h at 85 C, water (175 mL) was added and the mixture was transferred to a separatory funnel with a 40-mL rinse with IPAc. The aqueous layer was separated and the organic layer was washed with water (100 mL). The organic layer was partially concentrated under reduced pressure to give a 65 g of solution of the ketoamide 2-3 in IPAc. n-Heptane (30 mL) was added at roo temperature, followed by seed crystals of ketoamide. Additional heptane (20 mL) was added dropwise, and the mixture was stirred overnight. Additional heptane (50 mL) was added slowly and after aging for 2 h, the solids were filtered and washed with 2.2:1 heptane/IPAc (30 mL). After drying, the ketoamide 2-3 was obtained in 92% yield (26.3 g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,2-Dimethyl-1,3-dioxane-4,6-dione, its application will become more common.

Reference:
Patent; MERCK & CO., INC.; WO2004/83212; (2004); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 1732-09-8, The chemical industry reduces the impact on the environment during synthesis 1732-09-8, name is Dimethyl octanedioate, I believe this compound will play a more active role in future production and life.

Adipinsuredimethylester wurde kontinuierlich in Rieselfahrweise mit Rckfhrung (Verhltnis Zulauf / Rckfhrung = 10/1) bei einer Belastung von 0,5 kg/(l*h), einem Druck von 240 bar und Reaktionstemperaturen von 200 C bzw. 220 C in einem senkrechten Rohrreaktor, der mit 200 ml des Vergleichskatalysators gefllt war, hydriert. Die Versuchsdauer betrug insgesamt 14 Tage. GC-analytisch wurde im Reaktoraustrag bei 200 C bzw. 220 C Esterumstze von 92% bzw. 96%, Hexandiol-Anteile von 48 % bzw. 58 % und Methanol-Gehalte von 25 % bzw, 28 % detektiert. Nach Ausbau war der Katalysator zwar noch voll erhalten, die mechanische Stabilitt hatte aber deutlich nachgelassen. Seitendruckfestigkeit und Abrieb sind in Tabelle 1 zusammengestellt. Die Versuchsergebnisse sind in Tabelle 2 zusammengefat.

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, Dimethyl octanedioate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BASF AKTIENGESELLSCHAFT; EP1218326; (2004); B1;,
Ester – Wikipedia,
Ester – 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. 83-27-2, name is Diethyl 2-(sec-butyl)malonate, A new synthetic method of this compound is introduced below., name: Diethyl 2-(sec-butyl)malonate

A. 3-sec-Butyl-6-fluoro-4-hydroxyl-2(1H)-quinolinone The title compound was prepared from 4-fluoroaniline (10 g, 80 mmol) and diethyl sec-butylmalonate by the method used in Example 1. Reaction time was 5 d. MS (ES+): m/z 236.0 (M+H); 1H NMR (DMSO-d6) delta 11.2 (bs, 1H, OH), 9.95 (bs, 1H, NH), 7.60 (d, 1H, ArH), 7.31-7.20 (m, 2H, ArH), 3.13 (m, 1H, CH), 1.9 (m, 1H, CH), 1.6 (m, 1H, CH), 1.2 (d, 3H, CH3), 0.7 (m, 3H, CH3).

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; Andrews,III, Clarence Webster; Freeman, George Andrew; Hopkins, Andrew Lee; US2003/69271; (2003); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 22223-49-0, A common heterocyclic compound, 22223-49-0, name is Methyl 2-amino-3-methylbenzoate, molecular formula is C9H11NO2, 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.

A solution of sodium nitrite (1.9 g, 27.6 mmol) in water (5 ml) was added dropwise to an ice-cooled solution of methyl 2-amino-3-methyl benzoate (U.S. Pat. No. 4,657,893 preparation II) (4.14 g, 25 mmol) in acetic acid (50 ml). This solution was then added dropwise to a solution of tert-butyl mercaptan (2.26 g, 25 mmol) in ethanol (70 ml) and stirred at room temperature. The pH of the mixture was adjusted to 5.5 using saturated sodium carbonate solution and the mixture poured into brine. This mixture was extracted with ethyl acetate, the combined organic extracts dried (Na2SO4), concentrated under reduced pressure and the residue azeotroped with dichloromethane and heptane. The residue was dissolved in dimethyl sulphoxide (40 ml) and added dropwise to a suspension of potassium tert -butoxide (14.05 g, 126 mmol) in dimethyl sulphoxide (150 ml), and the reaction stirred at room temperature for 2 hours. The reaction was poured carefully into 1N hydrochloric acid, and extracted with ethyl acetate. The combined organic extracts were washed with 1N hydrochloric acid, dried (Na2SO4) and evaporated under reduced pressure. The product was slurried with isopropanol, sufficient dichloromethane added for complete dissolution, and the solution allowed to evaporate. The resulting solid was filtered off, washed with isopropanol to afford the title compound as an off-white solid. Microanalysis found: C, 59.26; H, 3.73; N, 17.28. C8H6N2O2 requires C, 59.31; H, 3.51; N, 17.42%. aa0-5aa Mpt. 230-233 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.

Reference:
Patent; Barber, Christopher Gordon; Bunnage, Mark Edward; Harvey, John Wilson; Mathias, John Paul; US2005/20611; (2005); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 14062-19-2, name is Ethyl p-Tolylacetate, belongs to esters-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 14062-19-2, HPLC of Formula: C11H14O2

Compounds (XIV) may be produced by reacting a compound (XIII) with tetrahydro-2H-pyran-4-one. The reaction may be effected in an organic solvent generally not having any influence on the reaction, in the presence of a base with cooling at -78C to -20C. For the base, preferred are organometal amides such as lithium hexamethyldisilazide and lithium diisopropylamide; and for the solvent, preferred are tetrahydrofuran and diethyl ether.

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, Ethyl p-Tolylacetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; YAMANOUCHI PHARMACEUTICAL CO. LTD.; EP1367058; (2003); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics