Category: 2475-80-1

Reference of 2475-80-1, 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 2475-80-1 as follows.

To 2-nitro-5-methoxy-benzoic acid (4 g, 20.3 mmol) in 35 mL of methanol was added trimethylsilyldiazomethane (35 mL, 70 mmol, 2 M in dichloromethane) at RT dropwise. The mixture was stirred at RT for 10 h. To the mixture was added several drops of acetic acid. The resulting solution was concentrated in vacuo to give a brown solid. To this intermediate was added 150 mg of Pd/C (10%). The mixture was stirred under 40 psi of hydrogen gas for 5 h. The mixture was filtered and washed with dichloromethane. The filtrate was concentrated m vacuo to give a dark red oil. To this aniline intermediate were added 30 mL of ethanol and 5 mL of concentrated HCl. To this mixture at 00C was dropwise added a solution of sodium nitrite (5.6 g, 81.2 mmol) in 15 mL of water to form the diaza salt. After 1 h at 00C, to the resulting dark red solution was slowly added sodium azide (8.6 g, 132 mmol) in 15 mL of water. After 1 h at O0C, the slurry was filtered and washed with saturated sodium carbonate solution and water to give the azide as a red solid. The same DIBALH reduction procedure as described above gave the benzyl alcohol as a dark red oil. To this oil in 100 mL of dichloromethane was added PCC (8 g) at O0C. The mixture was stirred at RT for 4 h and purified by Biotage (2-20% ethyl acetate in hexane) to give the aryl azide aldehyde intermediate as a light yellow solid. To a solution of this intermediate (1.1 g, 6.3 mmol), malononit?le (423 mg, 0 40 mL, 6 4 mmol) and 15 mL of dichloromethane was added a solution of pipe?dine (145 mg, 0.17 mL, 1.7 mmol) in 5 mL of dichloromethane. After 2 h at RT, the mixture was filtered and the solid was washed with dichloromethane to give the tricycle as a brown solid. To this intermediate (0.66 g, 2 9 mmol) m 10 mL of DME and 20 mL of dichloromethane was added DIBALH (7.04 mL, 7.04 mmol, 1 M in hexane) at – 780C The mixture was stirred at -780C for 3 days. The mixture was then quenched with water and saturated Rochelle’s salt (200 mL) at -780C. The aqueous layer was then extracted with 30% isopropyl alcohol in chloroform. The combined fractions were dried with sodium sulfate and concentrated in vacuo. The residue was purified by RP-HPLC to give a light yellow solid A similar homologation sequence described in EXAMPLE 86 gave the intermediate enamide. To a slurry of this enamide (18 mg) in 150 mL of methanol was added p-toluenesulfonylhydrazide (400 mg). The mixture was heated at reflux overnight. After removing the solvent, the residue was purified by RP-HPLC to give a pale yellow solid. Following the similar hydrolysis and demethylation procedures as described for the preparation of EXAMPLE 86, the desired compound was obtained as a white solid 1H NMR (CD3OD, 500 MHz) delta 8.50 (1H, d), 8.47 (1H, d), 8.00 (1H, d), 7.84 (1H, s), 7.52 (1H, t), 7.34 (1H, dd), 7.29 (1H, d), 7.11 (1H, t), 3.50 (2H, t), 3.06 (2H, t); LCMS m/z 378 (M++1).

According to the analysis of related databases, 2475-80-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK & CO., INC.; WO2006/52555; (2006); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 2475-80-1, 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. 2475-80-1, name is Methyl 2-amino-5-methoxybenzoate, This compound has unique chemical properties. The synthetic route is as follows.

Methyl 2-amino-5- (methyloxy) benzoate (20.22 g, 0.112 mol) was dissolved in toluene in a 500 mL single neck flask,Triethylamine (22.58 g, 0.223 mol) was addedIsopropylsulfamoyl chloride (16.82 g, 0.117 mol),80 reaction 1h.The reaction was completed, extracted with water, the organic phase was collected, the aqueous phase was extracted with ethyl acetate, the combined organic phase was washed with saturated sodium bicarbonate,And dried over anhydrous sodium sulfate,The solvent was distilled off under reduced pressure to give 29.50 g of methyl 5- (methyloxy) -2 – ((N-isopropylsulfonyl) amino) benzoate in a yield of 91.7%.

The chemical industry reduces the impact on the environment during synthesis Methyl 2-amino-5-methoxybenzoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Guizhou University; Yue Yi; Zhao Chunshen; Zhou Zhixu; Liu Li; Huang Zhuyan; Teng Minggang; (14 pag.)CN106478548; (2017); A;,
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. 2475-80-1, name is Methyl 2-amino-5-methoxybenzoate, A new synthetic method of this compound is introduced below., Safety of Methyl 2-amino-5-methoxybenzoate

The MicroKans were washed once with DCE prior to addition of reagents. A solution of 1,3-diisopropylcarbodiimide (0.1 M) and 1-hydroxy-7-azabenzotriazole (0.2 M) in NMP (0.75 mL/MicroKan) was prepared. The solution was added to the MicroKans in a round bottom flask, and the mixture was degassed. The round bottom flask was put on a shaker for two hours. Then methyl 2-amino-5-methoxybenzoate (0.4 M) was added. The flask was heated to 70 C. for 48 hours, and the MicroKans were washed with DMF (3×), 8:1:1 THF/H2O/AcOH (2×), and THF (3×) to afford 9D-1.

The synthetic route of 2475-80-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kick, Ellen K.; Lawrence, R. Michael; Fink, Brian E.; Misra, Raj N.; Vite, Gregory D.; US2006/135619; (2006); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 2475-80-1,Some common heterocyclic compound, 2475-80-1, name is Methyl 2-amino-5-methoxybenzoate, molecular formula is C9H11NO3, 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) A solution of butyl lithium in hexane (2.5M, 18.5 ml) was added to a stirred solution of 1,5-dimethyl-tetrazole (4.55 g) in dry tetrahydrofuran (100 ml) at 0. After 30 minutes methyl 2-amino-5-methoxybenzoate (2.8 g) was added and stirring was continued for 3 hours. The reaction mixture was poured into water (200 ml), acidified with hydrochloric acid (5N) to pH 1, and extracted with dichloromethane (3*100 ml). The extract was dried over anhydrous magnesium sulphate and evaporated. The residue was recrystallized from industrial methylated spirit to give the novel compound 1-(2-amino-5-methoxyphenyl)-2-(1-methyl-1H-tetrazol-5-yl)ethanone, m.p. 170-172.

The synthetic route of 2475-80-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; The Boots Company Plc; US4659718; (1987); A;,
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. 2475-80-1, name is Methyl 2-amino-5-methoxybenzoate, A new synthetic method of this compound is introduced below., Application In Synthesis of Methyl 2-amino-5-methoxybenzoate

The product is obtained by reacting 4.00 g (22 mmol) methyl 2-amino-5-methoxy-benzoate with 5 equivalents of ethylmagnesium bromide in dichloromethane at -78 C.?RT. Brown oil. Yield: 4.47 g (97%).

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; Boehringer Ingelheim International GmbH; US2006/189605; (2006); A1;,
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. 2475-80-1, name is Methyl 2-amino-5-methoxybenzoate, A new synthetic method of this compound is introduced below., SDS of cas: 2475-80-1

Example 27 Synthesis scheme for the compound of formula IA2 A mixture of 6,6-dimethyl-8-oxo-3,4,5,6,7,8-hexahydro-2H-benzo[0][ l ,4]thiazine-3- carboxylate (0.54 g, 1.0 equiv) and 3 drops of DMF in dichloromethane ( l OmL) was cooled at – 10~0C. Oxalyl chloride (0.51 g, 2.0 equiv) was added dropwise into the mixture at – 10~0C, the mixture was kept at -10~0C for another 1 hour with stirring. The solution was concentrated under reduced pressure to give (R)-ethyl 8-chloro-6,6-dimethyl-3,5,6,7-tetrahydro-2H- benzo[¡ê][l ,4]thiazine-3-carboxylate as yellow oil. The residue was diluted with ethanol (1 1 niL, 20 vol), methyl 2-amino-5-methoxybenzoate (0.72 g, 2.0 equiv) was added into the (R)-ethyl 8- chloro-6,6-dimethyl-3,5,6,7-tetrahydro-2H-benzo[Z)][ l ,4]thiazine-3-carboxyIate solution, the resulting mixture was kept at 20~30C for 20 hour with stirring. The solution was concentrated under reduced pressure. The residue was purified by column chromatography (mobile phase: DCM/MeOH = 100/1-20/1) to give (¡ê)-methyl 2-((3-((2-ethoxy-2-oxoethyl)amino)-5,5- dimethylcyclohex-2-en-l -ylidene)amino)-5-methoxybenzoate.

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; ELKIMIA; ABOU-KHALIL, Elie; RAEPPEL, Stephane; RAEPPEL, Franck; WO2013/181741; (2013); A1;,
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. 2475-80-1, name is Methyl 2-amino-5-methoxybenzoate, A new synthetic method of this compound is introduced below., Safety of Methyl 2-amino-5-methoxybenzoate

Step A: To a solution of (3a.R, 5R, 6aS) -5- (2- (trifluoromethyl) phenyl ) hexahydrocyclopenta [c] yrrole-2 { 1 ) -carbonyl chloride (0.100 g, 0.315 mmol) in THF (1.8 raL) was added i-Pr2NEt (0.041 g, 0.315 mmol ) and methyl 2-amino-5-methoxybenzoate (0.057 g, 0.315 mmol) . The resulting solution was heated at 68 C for 18 h. The reaction was diluted with 0 (30 mL) and extracted with EtOAc (4 x 30 mL) . The combined organic extracts were concentrated under reduced pressure. The resulting residue was chroraatographed over silica gel (0% to 100% EtOAc in hexanes) to give methyl 5-methoxy-2- ( (3ai?, 5R, 6aS) -5- (2- (trifluoromethyl ) henyl ) octahydrocyclopenta [ c] yrrole-2- carboxamido) benzoate as a white film (94.9 mg, 65%): 1H NMR (500 MHz, CDClj) delta 10.27 (s, 1H) , 8.59 (d, J= 9.5 Hz, 1H) , 7.60 (d, J= 8.0 Hz, 1H) , 7.55-7.46 (m, 3H) , 7.30-7.26 (m, 1H) , 7.13 (dd, J = 9.5, 3.5 Hz, 1H) , 3.92 (s, 3H> , 3.81 (s, 3H) , 3.76-3.72 (m, 2H) , 3.59-3.48 (m, 3H) , 2.93-2.85 (m, 2H) , 2.41-2.33 (m, 2H) , 1.68-1.60 (ra, 2H) ; MS (ESI+ ) m/z 463 E + H]*.

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; THE TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK; PETRUKHIN, Konstantin; CIOFFI, Christopher; JOHNSON, Graham; DOBRI, Nicoleta; FREEMAN, Emily; CHEN, Ping; CONLON, Michael; ZHU, Lei; WO2014/152018; (2014); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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 2475-80-1 as follows. 2475-80-1

EXAMPLE 52 2′-Carboxy-4′-methoxyoxanilic acid 1-ethyl 2′-methyl ester. 58 6-Amino-m-anisic acid methyl ester (4.7 g, 0.0283 mole) is condensed with 3.48 ml (0.0311 mole) of ethyl oxalyl chloride in a manner similar to example 3, giving 5.27 g of the title compound, m.p. 129-133C., after crystallization from ethanol. Elemental Analysis for C13 H15 NO6: Calc’d: C, 55.51; H, 5.38; N, 4.98. Found: C, 55.72; H, 5.38; N, 5.37.

According to the analysis of related databases, 2475-80-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; American Home Products Corporation; US3966965; (1976); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics