Category: 41406-00-2

These common heterocyclic compound, 41406-00-2, name is 3-Isopropoxyaniline, 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: C9H13NO

Thiophosgene (46 muL, 0.60 mmol) was added dropwise to a stirred solution of 3- isopropoxy aniline (82 mg, 0.543 mmol) and calcium carbonate (272 mg, 2.72 mmol) in DCM/H2O (1 : 1) (4 mL). This was stirred at room temperature for 1 h. The phases were separated and the organic layer was dried and concentrated in vacuo. The residue was dissolved in DMF (3 mL) and added to a stirred solution of N-[4-(4-acetylpiperazin-l- yl)phenyl]-2-hydrazino-2-oxoacetamide (Intermediate 21, 100 mg, 0.33 mmol) in DMF at 850C. This mixture was stirred at 850C for 1 h then EDAC (105 mg, 0.54 mmol) was added. The mixture was stirred at 1000C for a further 1 h then allowed to cool and treated with H2O (10 mL). The resulting precipitate was filtered and washed sequentially with DMSQ/MeCN/H2O (7:2:1) (5 mL) and ether (5 mL) to give the title compound as a white solid (12 mg, 8%); 1HNMR delta 10.90 (IH, s), 10.82 (s, IH), 7.67 (2H, d), 7.25 (2H, d), 7.10 (IH, d), 6.97 (2H5 d), 6.63 (IH, d), 4.59 (IH, m), 3.58 (4H, br. s), 3.15 (2H, m), 3.09 (2H, m), 2.04 (3H, s), 1.32 (3H, s), 1.30 (3H5 s); MS m/e MH+ 465.

The synthetic route of 3-Isopropoxyaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/64189; (2006); A1;,
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Synthetic Route of 41406-00-2, A common heterocyclic compound, 41406-00-2, name is 3-Isopropoxyaniline, molecular formula is C9H13NO, 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: 3-Chloro-4-fluoroaniline (172 mg, 1.18 mmol) was added to a solution of compound 13 (373 mg, 1.07 mmol) in isopropanol (10 ml) and stirred at reflux for 8 h. The mixture was cooled to room temperature and filtered, then the solid was washed with chill isopropanol (5 ml), treated with aqueous NaHCO3 (10 ml) and extracted with EtOAc/MeOH (20:1, 30 ml). The organic layer was washed with brine, dried over MgSO4, and concentrated. Chromatography of the residue on silica gel with DCM-MeOH (50/1, v/v) gave 416 mg (yield, 85%) of the title compound as white solid: 4.2.19 8-(3-Isopropoxyphenylamino)-1-(3-morpholinopropyl)oxazolo[4,5-g]quinazolin-2(1H)-one (5s) White solid, 416 mg, yield, 84%; Mp: 259-262 C; HRMS, ESI+, m/z: Calcd for C25H30F2N5O4 (M + H)+, 464.2292; found, 464.2285; 1H NMR (500 MHz, DMSO-d6) delta: 9.53 (1H, bs), 8.54 (1H, s), 8.24 (1H, s), 7.65 (1H, s), 7.50 (1H, s), 7.36 (1H, d, J = 8.6 Hz), 7.29 (1H, t, J = 8.1 Hz), 6.71 (1H, d, J = 8.6 Hz), 4.62 (1H, m), 3.99 (2H, t, J = 6.4 Hz), 3.41 (4H, m), 2.38 (2H, t, J = 6.5 Hz), 2.23 (4H, m), 2.00 (2H, p, J = 6.5 Hz), 1.31(6H, s); 13C NMR (125 MHz, DMSO-d6) delta:157.55, 157.07, 153.60, 152.99, 147.09, 146.34, 140.28, 131.12, 129.12, 114.34, 111.71, 110.01, 106.44, 100.33, 69.20, 65.92, 55.45, 53.25, 40.00, 22.86, 21.83.

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:
Article; Lin, Jinsheng; Shen, Wei; Xue, Jingwei; Sun, Juan; Zhang, Xue; Zhang, Can; European Journal of Medicinal Chemistry; vol. 55; (2012); p. 39 – 48,10;,
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Electric Literature of 41406-00-2,Some common heterocyclic compound, 41406-00-2, name is 3-Isopropoxyaniline, molecular formula is C9H13NO, 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 11 Preparation of 3′-iso-propoxy-2-methylbenzanilide A 13.6 g (0.1 mol) portion of o-methylbenzoic acid, 15.1 g (0.1 mol) of m-isopropoxyaniline and 10.1 g (0.1 mol) of triethylamine were dissolved in 100 ml of xylene. A 5.1 g (0.033 mol) amount of phosphorus oxychloride was added dropwise to the prepared solution with stirring at 90-100C. Stirring of the resulting solution was continued at 90-100C for 3 hours. The reaction mixture was cooled and washed with water, and the product was dried over anhydrous sodium sulfate. The xylene was removed to obtain 20.9 g (77.9%) of white prismatic crystals having a melting point of 92-94C.

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

Reference:
Patent; Kumiai Chemical Industry Co., Ltd.; US3937840; (1976); A;,
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Synthetic Route of 41406-00-2, 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. 41406-00-2, name is 3-Isopropoxyaniline, This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 86; N-[(2-Cyclohexyl-4-hydroxy-1-{3-[(1-methylethyl)oxy]phenyl}-6-oxo-1,6-dihydro-5-pyrimidinyl)carbonyl]glycine; 86a) 2-Cyclohexyl-6-hydroxy-3-{3-[(1-methylethyl)oxy]phenyl}-4(3H)-pyrimidinone; 1M Dimethylaluminium chloride in hexane (2.75 mL, 2.75 mmol) was added to a stirred solution of 3-isopropoxyaniline (0.378 g, 2.50 mmol) and cyclohexanecarbonitrile (0.328 g, 3.00 mmol) in toluene (2 mL) and the mixture stirred for 15 min at room temperature under nitrogen, then microwaved at 150 C. for 30 min. After cooling, the solvent was removed under reduced pressure and diethyl malonate (1.52 mL, 10.0 mmol) added, followed by 2-methoxyethanol (5 mL) and methanolic sodium methoxide (2.30 mL, 10.0 mmol) and the mixture refluxed under nitrogen for 18 h, then cooled and poured into water (70 mL). The mixture was washed with ether, then acidified to pH 1 with 6M aqueous hydrochloric acid and extracted again with ethyl acetate. The extracts were washed with water, brine, dried (MgSO4) and evaporated under reduced pressure. The residue was chromatographed (silica gel, 1-9% methanol/dichloromethane) and the product triturated with ether. The solid was collected, washed with ether and dried to give the title compound (0.117 g, 14%) as a white solid. 1H NMR (400 MHz, DMSO-d6) delta ppm 0.78-0.94 (m, 2 H) 1.04-1.17 (m, 1 H) 1.24 (d, J=6.06 Hz, 3 H) 1.28 (d, J=6.06 Hz, 3 H) 1.41-1.59 (m, 3 H) 1.59-1.84 (m, 4 H) 2.16 (tt, J=11.53, 3.16 Hz, 1 H) 4.66 (sept, J=5.98 Hz, 1 H) 5.30 (s, 1 H) 6.78-6.86 (m, 1 H) 6.91-6.96 (m, 1 H) 6.98-7.05 (m, 1 H) 7.40 (t, J=8.08 Hz, 1 H) 11.31 (br. s., 1 H).

The chemical industry reduces the impact on the environment during synthesis 3-Isopropoxyaniline. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Shaw, Antony N.; Duffy, Kevin J.; Tedesco, Rosanna; Wiggall, Kenneth; US2008/171756; (2008); A1;,
Ether – Wikipedia,
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Related Products of 41406-00-2, These common heterocyclic compound, 41406-00-2, name is 3-Isopropoxyaniline, 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: 3-Chloro-4-fluoroaniline (172 mg, 1.18 mmol) was added to a solution of compound 12 (300 mg, 1.07 mmol) in isopropanol (10 mL) and refluxed for 8 h. The mixture was cooled to room temperature and filtered, the solid was washed with chill isopropanol (5 mL), the residue was treated with aqueous NaHCO3 (10 mL) and extracted with EtOAc/MeOH (20:1, 30 mL). The organic layer was washed with brine, dried over Na2SO4, and concentrated. Purified by silica-gel column chromatography (DCM/MeOH, 40/1), Rf = 0.25. Drying gave 358 mg (yield, 86%) of the title compound as white solid.

Statistics shows that 3-Isopropoxyaniline is playing an increasingly important role. we look forward to future research findings about 41406-00-2.

Reference:
Article; Yin, Siyuan; Zhou, Liliang; Lin, Jinsheng; Xue, Lingjing; Zhang, Can; European Journal of Medicinal Chemistry; vol. 101; (2015); p. 462 – 475;,
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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. 41406-00-2, name is 3-Isopropoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. 41406-00-2

EXAMPLE 178 4-(3-Isopropoxyanilino)-6-methyl-2-(2-pyridinyl)pyrimidine The title compound was prepared from 4-chloro-6-methyl-2-(2-pyridinyl)pyrimidine (82.3 mg, 0.4 mmol) and 3-isopropoxyaniline (60.4 mg, 0.4 mmol) similar to Example 173 and was isolated as a white solid (88 mg, 69%). 1H NMR (CDCl3): 8.64 (d, J=4.2 Hz, 1H), 8.35 (d, J=8.1 Hz, 1H), 7.7 (t, J=8.1 Hz, 1H), 7.24 (m, 1H), 7.15 (m, 1H), 6.96 (s, 1H), 6.76 (m, 2H), 6.60 (d, J=8.1 Hz, 1H), 6.18 (m, 1H), 4.45 (m, 1H), 2.37 (s, 3H), 1.25 (d, J=6.0 Hz, 6H).

The synthetic route of 41406-00-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Cytovia, Inc.; US2003/69239; (2003); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

41406-00-2, A common compound: 41406-00-2, name is 3-Isopropoxyaniline, belongs to ethers-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

General procedure: 2-Hydroxynaphthalene-1-carboxylic acid or 1-hydroxynaphthalene-2-carboxylic acid (5.30 mmol) and appropriate alkoxyaniline (5.30 mmol) were suspended in 30 mL of dry chlorobenzene. Phosphorous trichloride (2.65 mmol) was added dropwise, and reacting mixture was heated in the microwave reactor for 15 min at 130 C using infrared flask-surface control of temperature. Solvent was evaporated in vacuum; residue solid was washed with 2M HCl and crystallized from aqueous ethanol. If necessary, column chromatography was used for further purification (mobile phase DCM:MeOH 19:1).

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, 3-Isopropoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Gonec, Tomas; Pospisilova, Sarka; Kauerova, Tereza; Kos, Jiri; Dohanosova, Jana; Oravec, Michal; Kollar, Peter; Coffey, Aidan; Liptaj, Tibor; Cizek, Alois; Jampilek, Josef; Molecules; vol. 21; 8; (2016);,
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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. 41406-00-2, name is 3-Isopropoxyaniline, A new synthetic method of this compound is introduced below., 41406-00-2

General procedure: 3-Hydroxynaphthalene-2-carboxylic acid (5.3 mmol) and the appropriate alkoxyaniline (5.3 mmol) were suspended in dry chlorobenzene (25 mL). Phosphorous trichloride (0.23 mL, 2.7 mmol) was added dropwise, and the reacting mixture was heated in the microwave reactor at maximal allowed power 500 W and 130C, using infrared flask-surface control of temperature, for 15 min. The solvent was evaporated under reduced pressure and the solid residue washed with 50 mL of 2 M HCl. The crude product was recrystallized from aqueous ethanol.

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:
Article; Gonec, Tomas; Zadrazilova, Iveta; Nevin, Eoghan; Kauerova, Tereza; Pesko, Matus; Kos, Jiri; Oravec, Michal; Kollar, Peter; Coffey, Aidan; O’Mahony, Jim; Cizek, Alois; Kralova, Katarina; Jampilek, Josef; Molecules; vol. 20; 6; (2015); p. 9767 – 9787;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem