Category: 14227-17-9

These common heterocyclic compound, 14227-17-9, name is 2,4,6-Trimethoxyaniline, 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. HPLC of Formula: C9H13NO3

Intermediate 4 (100 mg) was added to 3 MI of POCl3 at 0 C. 2,4, 6- TNMETHOXYBENZENAMINE (0.13 g) was added and the reaction mixture was stirred for 3 to 5 days. The ice bath was allowed to melt during the first couple of hours. After that, the POC13 suspension was dropped to 200 ml of vigorously stirred diisopropyl ether. The solid material was filtered off and washed with diisopropyl ether. The residue was immediately stirred in ETOAC/SATURATED aqueous NAHCO3 (1/1) (200 ML) for 1 hour. The EtOAc was dried using brine and NA2SO4 successively and evaporated. The residue was purified by preparative TLC using CH2CI2/MEOH (95/5) as the eluent or by precipitation in CH2CLZ/MEOH. Yield: 0.01 g of compound 36 (8%).

The synthetic route of 2,4,6-Trimethoxyaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; ARTS, Theodora, Joanna, Francisca; JANSSEN, Graziella, Maria, Constantina; JANSSEN, Herwig, Josephus, Margareta; JANSSEN, Jasmine, Josee, Werner; JANSSEN, Paul, Peter, Maria; JANSSEN, Maroussia, Godelieve, Frank; WO2004/74266; (2004); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 14227-17-9, A common heterocyclic compound, 14227-17-9, name is 2,4,6-Trimethoxyaniline, molecular formula is C9H13NO3, 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.

EXAMPLE U N-(2,4,6-Trimethoxyphenyl)-2-bromoacetamide In a process analogous to Example T using 2,4,6-trimethoxyaniline in place of 2,6-diisopropylaniline, the title compound is obtained as a solid; mp 160-161 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; Warner-Lambert Company; US5208224; (1993); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 14227-17-9, A common heterocyclic compound, 14227-17-9, name is 2,4,6-Trimethoxyaniline, molecular formula is C9H13NO3, 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.

Method C A solution of Intermediate 7 (584 MG,-1. 63 MMOL) in DICHLOROMETHANE (10 mL) was added dropwise at 20C within 10 minutes to a stirred solution of dicyclohexylcarbodiimide (DCC; 370 mg, 1.79 mmol) and pyridine (265 mg, 3.35 MMOL) in dichloromethane (10 mL). The mixture was stirred at 20C for a further 24 hours, followed by addition of DMAP (4.0 mg, 33 PMOL) in one single portion. Subsequently, a solution of Intermediate 1 (358 mg, 1.95 MMOL ; freshly distilled by bulb-to-bulb distillation directly before use) in dichloromethane (5 mL) was added to the stirred mixture at 20C within 10 minutes, and stirring was continued for a further 3 days at 20C (formation of a precipitate). The mixture was then washed with water (2 x 25 mL), the organic layer was separated,. and the aqueous wash solutions were extracted with dichloromethane (2 x 20 mL) in the same order as they had been used for workup. The organic extracts were combined and dried over anhydrous sodium sulphate (remaining solids that did not dissolve in neither phase were filtered off along with the sodium sulphate), the solvent was removed under reduced pressure (rotary evaporator, 800 MBAR/40C), and the residue was dried in vacuo (10 mbar, 20C, 30 minutes) and then purified by column chromatography (column diameter, 3.5 cm; column length, 70 cm; SILICA GEL (15-40, UM, Merck 1.15111), 250 g; eluent, ethyl acetate/n-hexane 55: 45 (V/V)). The relevant fractions (TLC, ethyl acetate/n- hexane 55: 45 (V/V), RF = 0.42) were combined, the solvent was removed under reduced pressure (rotary evaporator; 350 to 150 mbar, 40C), and the residue was dried in vacuo (0.01 mbar, 20C, 1 hour) to give 454 mg of an oil which was dissolved in diethyl ether (8 mL). The resulting solution was then kept undisturbed at 4C for 2 days and AT-20C for a further 4 days (formation of a precipitate). The crystalline solid was isolated by decantation, washed with n- pentane (3 mL), and dried in vacuo (0.01 mbar, 20C, 4 hours) to give 5- [ (3, 5,5, 8, 8-pentamethyl-5, 8-disila-5, 6,7, 8-TETRAHYDRO-2-NAPHTHYL) METHYLL-N-(2, 4, 6- trimethoxyphenyl) furan-2-carboxamide in 37% yield as a colourless crystalline solid (318 mg, 607, UMOL) ; mp 139 C. ANAL. CALCD FOR C28H37NO5SI2 : C, 64. 21; H, 7.12 ; N, 2.67. Found: C, 64. 2; H, 7.1 ; N, 2.7.

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; AMEDIS PHARMACEUTICALS LTD.; WO2004/45625; (2004); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

These common heterocyclic compound, 14227-17-9, name is 2,4,6-Trimethoxyaniline, 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. COA of Formula: C9H13NO3

Intermediate 4 (100 mg) was added to 3 MI of POCl3 at 0 C. 2,4, 6- TNMETHOXYBENZENAMINE (0.13 g) was added and the reaction mixture was stirred for 3 to 5 days. The ice bath was allowed to melt during the first couple of hours. After that, the POC13 suspension was dropped to 200 ml of vigorously stirred diisopropyl ether. The solid material was filtered off and washed with diisopropyl ether. The residue was immediately stirred in ETOAC/SATURATED aqueous NAHCO3 (1/1) (200 ML) for 1 hour. The EtOAc was dried using brine and NA2SO4 successively and evaporated. The residue was purified by preparative TLC using CH2CI2/MEOH (95/5) as the eluent or by precipitation in CH2CLZ/MEOH. Yield: 0.01 g of compound 36 (8%).

The synthetic route of 2,4,6-Trimethoxyaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; ARTS, Theodora, Joanna, Francisca; JANSSEN, Graziella, Maria, Constantina; JANSSEN, Herwig, Josephus, Margareta; JANSSEN, Jasmine, Josee, Werner; JANSSEN, Paul, Peter, Maria; JANSSEN, Maroussia, Godelieve, Frank; WO2004/74266; (2004); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 14227-17-9, A common heterocyclic compound, 14227-17-9, name is 2,4,6-Trimethoxyaniline, molecular formula is C9H13NO3, 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.

EXAMPLE U N-(2,4,6-Trimethoxyphenyl)-2-bromoacetamide In a process analogous to Example T using 2,4,6-trimethoxyaniline in place of 2,6-diisopropylaniline, the title compound is obtained as a solid; mp 160-161 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.