Category: 50742-37-5

These common heterocyclic compound, 50742-37-5, name is (3-Phenoxyphenyl)methanamine, 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. Formula: C13H13NO

EXAMPLE 5 The procedure is carried out as described in Example 1(b) but with the use of 50 g (0.25 mol) of 3-phenoxybenzylamine and 25 g (0.255 mol) of cyclohexanone. Distillation leaves 41 g (0.147 mol) of N-cyclohexylidene(3-phenoxybenzylamine), corresponding to a yield of 58.7% of theory; b.p. 135-136 C./4 Pa. Analysis for C19 H21 NO (molecular weight 279.38): calculated: C 81.69% H 7.58% N 5.01% O 5.73% found: C 80.81% H 7.56% N 5.02% O 6.12%. NMR spectrum tau [ppm]: 2.6-3.2(m), 5.51(s), 7.65(m), 8.33(m) in the ratio of 9:2:4:6.

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

Reference:
Patent; Ciba-Geigy Corporation; US4231962; (1980); A;,
Ether – Wikipedia,
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Electric Literature of 50742-37-5, 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. 50742-37-5, name is (3-Phenoxyphenyl)methanamine, This compound has unique chemical properties. The synthetic route is as follows.

(3-Phenoxyphenyl)methanamine (1.55 g, 7.79 mmol) was taken up in 60 mL of IPA, and 15 mL of volatile material was removed by distillation. The mixture was cooled, and TEA (1.50 mL, 10.7 mmol) and 4-chloroquinazoline (1.20 g, 7.32 mmol) in 15 mL of IPA were added. The mixture was heated at reflux for 5.5 hr, and then stirred at room temperature overnight. Then, the volatile components were evaporated, and the residue was partitioned between DCM (3×70 mL) and 5% Na2C03 (40 mL). The combined organic phases were dried over Na2S04, filtered, and concentrated. SPE, eluting with 25% and then 55% EA/Hex, gave product fractions that were combined and concentrated to yield an orange solid. Recrystallization from EA/Hex gave a pink solid, and then from MeOH gave 1.29 g of a light pink solid. R 0.19 (50% EA/Hex); mp 146.5- 148.0 C; 1H NMR (CDC13) delta 8.66 (s, 1H), 7.83 (d, 1H, J=8.5 Hz), 7.77 (d, 1H, J=8.1 Hz), 7.71 (m, 1H), 7.42 (m, 1H), 7.30 (m, 3H), 7.10 (m, 2H), 7.04 (br s, 1H), 6.99 (m, 2H), 6.90 (m, 1H), 6.44 (m, IH, NH), 4.84 (m, 2H, AB); C NMR (CDC13) delta 159.5, 157.9, 157.0, 155.5, 149.6, 140.4, 132.9, 130.3, 130.0, 128.7, 126.3, 123.7, 122.6, 120.9, 119.2, 118.3, 117.9, 115.1, 45.1.

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

Reference:
Patent; WELLSTAT THERAPEUTICS CORPORATION; SIMPSON, David, M.; ZERBY, Dennis, Bryan; LU, Ming; VON BORSTEL, Reid, W.; LI, Rui; READING, Julian; WOLPE, Stephen; AMAN, Nureddin; WO2014/120995; (2014); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Some common heterocyclic compound, 50742-37-5, name is (3-Phenoxyphenyl)methanamine, molecular formula is C13H13NO, 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. name: (3-Phenoxyphenyl)methanamine

Example 17 – 3-[(Z)-2-Chloro-3,3,3-trifluoro-prop-1-enyl]-2,2-dimethyl-N-[(3-phenoxyphenyl) methyl]cyclopropanecarboxamide 55 A solution of 3-[(Z)-2-chloro-3,3,3-trifluoro-prop-1-enyl]-2,2-dimethyl-cyclopropanecarbonyl chloride (100mg, 1.1 eq) in toluene (6ml_) was added dropwise to a solution of (3- phenoxyphenyl)methanamine (170mg, 1 eq) and pyridine (68muIota_, 1 eq) in toluene (6ml_). The reaction mixture was stirred overnight at room temperature after which time TLC analysis showed the reaction had gone to completion. The reaction mixture was diluted with ethyl acetate (15ml_) and washed with water (2 x 10ml_) and brine (10ml_) before being dried over MgS04 and the solvent removed in vacuo. The residue was purified by flash chromatography (solvent 9: 1 hexane/ethyl acetate) to afford the product as a clear oil (86mg, 24 %). 1 H NMR deltaEta (CDCIs, 300 MHz): 7.22 (m, 3H), 7.04 (m, 2H), 6.94 (m, 3H), 6.84 (m, 2H), 5.78 (s, 1 H), 4.33 (ddd, J= 20.7, 15.0, 5.7 Hz, 2 H), 1.99 (m, 2 H), 1.21 (s, 3H), 1.19 (s, 3H); ESI-MS 424.2 [MH]+..

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 50742-37-5, its application will become more common.

Reference:
Patent; REDX PHARMA LIMITED; THOMPSON, William; JACKSON, Peter; LINDSAY, Derek; SCREEN, Thomas; MOLTON, Benjamin; URCH, Christopher; WO2013/136073; (2013); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

These common heterocyclic compound, 50742-37-5, name is (3-Phenoxyphenyl)methanamine, 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. Safety of (3-Phenoxyphenyl)methanamine

To a solution of 3-phenoxybenzylamine described in Preparation Example 4 (33mg, 0.167mmol) and benzothiazole-6-carboxylic acid (30mg, 0.167mmol) in tetrahydrofuran (1 mL) were added benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate (89mg, 0.20mmol) and triethylamine (28mul, 0.20mmol), and the solution was stirred at room temperature for 17 hours. The solvent was evaporated, the residue was purified by NH silica gel column chromatography (hexane : ethyl acetate), and the title compound (37mg, 62%) was obtained as a colorless oil. 1H-NMR Spectrum (CDCl3) delta(ppm) : 4.68(2H, d, J=6.0Hz), 6.50(1H, brs), 6.94(1H, dd, J=2.0, 8.0Hz), 7.02-7.04(3H, m), 7.11-7.15(2H, m), 7.31-7.37(3H, m), 7.88(1H, dd, J=1.6, 8.8Hz), 8.18(1H, d, J=8.8Hz), 8.49(1H, d, J=1.6Hz), 9.13(1H, s).

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

Reference:
Patent; Eisai Co., Ltd.; EP1669348; (2006); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 50742-37-5, name is (3-Phenoxyphenyl)methanamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 50742-37-5

Typical procedure: To a stirred solution of the amine (1.0 equiv) and the aldehyde (1.0 equiv) in dichloroethane (0.2 M) was added acetic acid (5.0 equiv). The solution was stirred for 18 h, then sodium triacetoxyborohydride (1.2 equiv) was added and the mixture was stirred for 1 h. The appropriate isocyanate (1.5 equiv) was added and the mixture was stirred for an additional 4 h before being quenched with a saturated aqueous solution of sodium bicarbonate. The layers were separated and the aqueous layer was extracted three times with dichloromethane. The organic layers were combined and dried over magnesium sulfate, filtered and concentrated under reduced pressure. The crude was purified on silica gel.

The synthetic route of 50742-37-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Chiasson, Jean-Franois; Boulet, Louise; Brideau, Christine; Chau, Anh; Claveau, David; Cote, Bernard; Ethier, Diane; Giroux, Andre; Guay, Jocelyne; Guiral, Sebastien; Mancini, Joseph; Masse, Frederic; Methot, Nathalie; Riendeau, Denis; Roy, Patrick; Rubin, Joel; Xu, Daigen; Yu, Hongping; Ducharme, Yves; Friesen, Richard W.; Bioorganic and Medicinal Chemistry Letters; vol. 21; 5; (2011); p. 1488 – 1492;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 50742-37-5, 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. 50742-37-5 name is (3-Phenoxyphenyl)methanamine, 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.

C) 3-oxo-2-(3-phenoxybenzyl)isoindoline-5-carbonitrile Under nitrogen atmosphere, a mixture of methyl 2-(bromomethyl)-5-cyanobenzoate (100 mg), 1-(3-phenoxyphenyl)methanamine (94 mg), DIEA (0.082 mL) and THF (7 mL) was stirred at 50C for 6 hr, and then overnight at room temperature, and the reaction mixture was concentrated under reduced pressure. To the residue was added water, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (123 mg). MS (API+), found: 341.2 (M+1)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (3-Phenoxyphenyl)methanamine, and friends who are interested can also refer to it.