Tag: M.W=100-200

Electric Literature of 36865-41-5, 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. 36865-41-5, name is 1-Bromo-3-methoxypropane belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 5-bromo-2-methoxy-phenol (67.00 g, 330.00 mmol, 1.00 eq) and 1- bromo-3-methoxy-propane (100.99 g, 660.00 mmol, 2.00 eq) in DMF (300.00 mL) was added K2C03 (136.83 g, 990.00 mmol, 3.00 eq). The mixture was stirred at 25 C for 8 h. Desired product was observed on LC-MS. The reaction mixture was concentrated in vacuo and extracted with ethyl acetate (4OmL*3). The crude product was purified by flash column (Petroleum ether/Ethyl acetate=5/1) to give 4-bromo-1-methoxy-2-(3- methoxypropoxy)benzene (90.00 g, 327.11 mmol, 99.12 % yield) as a colorless oil. LC-MS:EW6 108-59-P 1Z (M+H=274.9, M+2+H=276.9)

The synthetic route of 1-Bromo-3-methoxypropane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NEWAVE PHARMACEUTICAL INC.; CHEN, Yi; (81 pag.)WO2018/22282; (2018); A1;,
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Application of 24332-20-5, These common heterocyclic compound, 24332-20-5, name is 1,1,2-Trimethoxyethane, 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 2 Concentrated hydrochloric acid (0.84 ml) was added to a stirred mixture of 2-methoxyacetaldehyde dimethyl acetal (12.6 g) and water (59 ml) and the resultant solution was heated to 40 C. for 2 hours. The solution was cooled to ambient temperature and basified to pH8 by the addition of a saturated aqueous sodium bicarbonate solution. The mixture so obtained was added to a stirred suspension of 6-amino-4-(3′,4′-difluoroanilino)quinazoline hydrochloride (6.4 g) in a mixture of glacial acetic acid (1.26 g) and ethanol (750 ml). Sodium cyanoborohydride (2.64 g) was added and the mixture was stirred at ambient temperature for 16 hours. The mixture was evaporated and the residue was partitioned between methylene chloride and water. The organic phase was dried (MgSO4) and evaporated. The residue was purified by column chromatography using increasingly polar mixtures of methylene chloride and methanol as eluent. There was thus obtained 4-(3′,4′-difluoroanilino)-6-(2-methoxyethylamino)quinazoline (5.2 g, 69%), m.p. 150-153 C.; NMR Spectrum: (CD3 SOCD3 +CD3 CO2 D) 3.33 (s, 3H), 3.43 (t, 2H), 3.63 (t, 2H), 7.5 (m, 5H), 7.96 (m, 1H), 8.56 (s, 1H); Elemental Analysis: Found C, 61.1; H, 4.9; N, 16.5; C17 H16 F2 N4 O 0.2H2 O requires C, 61.1; H, 4.95; N, 16.8%.

The synthetic route of 24332-20-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zeneca Limited; US5942514; (1999); A;,
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Electric Literature of 2930-05-4,Some common heterocyclic compound, 2930-05-4, name is 2-((Benzyloxy)methyl)oxirane, molecular formula is C10H12O2, 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: In a typical procedure, an admixture comprising of a solid cata-lyst (20 mg), an aryloxy epoxide (1 mmol) and an amine (1 mmol)were taken in a 5 mL screw capped vial and stirred vigorously fora given time period (monitored by TLC) under solvent free con-dition. At the end of the reaction, products amino alcohols wereobtained as viscous liquids or solids. Therefore, the reaction mix-ture was repeatedly washed with methanol (3 mL) and centrifuged.Methanol from the combined organic layer was evaporated underreduced pressure to get crude amino alcohol. A small sample of thecrude product was subjected to HPLC to find out regioselectivity,while rest of the reaction mixture was subjected to flash columnchromatography (hexane/ethyl acetate, 90:10) to get the majorregioisomer in pure form. The purified product was characterizedby1H and13C NMR, FTIR, Microanalysis and characterization datafor all the ring opening products are given in supporting informa-tion. The residue obtained from centrifugation was dried in air (1 h)and then in oven at 100C for 3 h to get back the catalyst (>97%recovery) for further use.

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

Reference:
Article; Shah, Arpan K.; Prathap, K. Jeya; Kumar, Manish; Abdi, Sayed H.R.; Kureshy, Rukhsana I.; Khan, Noor-ul H.; Bajaj, Hari C.; Applied Catalysis A: General; vol. 469; (2014); p. 442 – 450;,
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Synthetic Route of 707-07-3, 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. 707-07-3, name is (Trimethoxymethyl)benzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: 2-Nitroaniline derivative (1 mmol) was added to a mixture of indium powder (574 mg, 5.0 mmol for 2-nitroaniline, 918 mg 8.0 mmol for 1,2-dinitroarene), and acetic acid (0.572 mL, 10 mmol) in ethyl acetate (2 mL), followed by the addition of trimethyl orthoester (2.0 mmol) in ethyl acetate (3 mL for 2-nitroaniline; 8 mL for 1,2-dinitroarene). The reaction mixture was stirred at reflux under a nitrogen atmosphere. After the reaction was completed, the reaction mixture was diluted with ethyl acetate (30 mL), filtered through Celite, poured into 10% NaHCO3 (30 mL), and then extracted with ethyl acetate (30 mL×3). The combined organic extracts were dried over MgSO4, filtered, and concentrated. The residue was eluted with ethyl acetate/hexane (v/v=10/90) for 2-phenylbenzimidazole derivatives or methanol/dichloromethane (v/v=1/99) for 2-methylbenzimidazole derivatives through a silica gel column to give the corresponding benzimidazoles. The structures of the benzimidazoles were characterized by 1H NMR, 13C NMR, FTIR, and GC-MS, and were mostly known compounds. HRMS data were reported in addition for unknown compounds.

The synthetic route of (Trimethoxymethyl)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kim, Jaeho; Kim, Jihye; Lee, Hyunseung; Lee, Byung Min; Kim, Byeong Hyo; Tetrahedron; vol. 67; 41; (2011); p. 8027 – 8033;,
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5961-59-1, name is 4-Methoxy-N-methylaniline, belongs to ethers-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Application In Synthesis of 4-Methoxy-N-methylaniline

An activated carbon supported platinum catalyst (Pt / C, 0.06 mg platinum, 0.0003 mmol, 0.1 mol%) was added to a 10 mL Schlenk tube,After evacuation of argon, add 1 mL of solvent (toluene).Under argon protection, to the above system,Separately, phenylsilane (78.9 mg, 0.75 mmol) was added successively,III-3 (R2 = p-methoxyphenyl, R3 = methyl) (41.2 mg, 0.3 mmol) and formic acid (27.6 mg, 0.6 mmol).The reaction was carried out at 80 C with stirring for 15 hours.After completion of the reaction, 3 mL of ethyl acetate was added to the system,The reaction was quenched with aqueous sodium hydroxide (3 mol / L, 3 mL)Ethyl acetate (3 x 10 mL), the organic phase was separated,Dried over anhydrous Na2SO4, filtered,The solvent was removed by rotary evaporation.The residue was purified by column chromatography on ethyl acetate / petroleum ether = 1: 100 mixed solvent,The product was isolated and purified to give the target product IV-333.6 mg in 74% yield.

The synthetic route of 5961-59-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hubei Engineering College; Zhu Lei; Wang Liansheng; Li Bojie; Li Wei; Fu Boqiao; (21 pag.)CN106892826; (2017); A;,
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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. 93919-56-3, name is (4-(Trifluoromethoxy)phenyl)methanamine, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 93919-56-3

To a solution of lithium 1 -methyl-3 -(4-methyl-piperazin- 1 -yl)- lH-indazole-6- carboxylate (88mg, 0.32 mmol) in anhydrous DMF (5mL) was added EDC (73mg, 0.38mmol) and etaOBt (51mg, O.38mmol). The mixture was stirred for 10 min. then Et3N (0.1 ImL, 0.80mmol) and 4-trifluoromethoxybenzylamine (O.O58mL, 0.38 mmol) were added. The mixture was heated at 50 0C for 15 hr. The mixture was allowed to cool, diluted with ethyl acetate (50 mL) and washed with aqueous sodium bicarbonate (25 mL). The aqueous layer was extracted with ethyl acetate (50 mL) and the combined organic layers were dried over anhydrous sodium sulfate and concentrated in vacuo. Chromatography on silica yielded the title compound (28mg, 20%). m/z (M+eta) = 448.46

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 93919-56-3.

Reference:
Patent; FOREST LABORATORIES HOLDINGS LIMITED; WO2008/61109; (2008); A2;,
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These common heterocyclic compound, 538-86-3, name is (Methoxymethyl)benzene, 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. SDS of cas: 538-86-3

Commercially available from Sigma-Aldrich is benzyl methyl ether, PhCH2OCH3. To 100 ml of diethyl ether in a Parr pressure vessel, 3.62 g (0.032 moles) of potassium t-butoxide is added with stirring. To this suspension 2 ml (0.016 moles) of benzyl methyl ether is slowly added. Oxygen is removed from the flask by alternating cycles (10) of inert gas pressurization and venting. The stirred solution is then exposed to 80 psi NO gas at room temperature for 24 hours. When the reaction is complete, i.e. no more NO gas was consumed, then the head space is purged of NO gas and the tan solid filtered and washed with ether. The UV-vis spectrum of this material has a peak at 258 nm and it yields a positive Greiss reaction. The crude tan product is analyzed for NO release. A solution is made of 6.7 mg of the tan product in 0.1 ml of 10 mM NaOH. In a reactor vessel containing 3 ml of pH 7.4 buffer is injected the 0.1 ml of the tan product solution. The tan product generates 0.13 mg of NO over a 79 minute time period.

The synthetic route of (Methoxymethyl)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Arnold, Ernst V.; Doletski, Blaine G.; Raulli, Robert E.; US2005/203069; (2005); A1;,
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Application of 707-07-3, 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 707-07-3 as follows.

4-Methylbenzenesulfonic acid (3.1 g, 16 mmol) was converted to N1-benzyl-4-bromobenzene-1,2-diamine (45 g, 160 mmol).And 500 mL of dichloromethane and o-trimethyl benzoate30 mL is added to the mixed solution and reacted for about 40 hours at room temperature under nitrogen. After the reaction was completed, the organic layer was concentrated under reduced pressure, washed with 40% methanol / water and sodium hydrogencarbonate / water, and dried to obtain a product. (22.3 g, yield 40%)

According to the analysis of related databases, 707-07-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SFC Ltd.; Ryu Se-jin; Sim So-yeong; Lee Sang-hae; (51 pag.)KR102030388; (2019); B1;,
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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. 7664-66-6, name is 4-Isopropoxyaniline, A new synthetic method of this compound is introduced below., Recommanded Product: 4-Isopropoxyaniline

A mixture of 4-bromo-2-fluoro-l-nitrobenzene (0.39, 1.36 mmol), 4-(propan-2-yloxy)aniline (0.229,1 .43 mmol) and K2C03 (0.38 g, 2.73 mmol) in DMF (3 mL) was stirred at 90 C for 5h. Then thereaction mixture was diluted with EtOAc and washed with 5% aq. LiCI solution. The organic phasewas dried over Na2504, filtered, and concentrated in vacuo. The residue was purified by SiC2 columnchromatography (hexanes I EtOAc from 30:1 to 20:1) to give 0.43g (90%) of the product as orangesolid.1H NMR (500 MHz, CDCI3) O 9.37 (5, 1H), 8.04 (d, 1H), 7.12-7.17 (m, 3H), 6.93-6.97 (m, 2H), 6.81 (dd, 1H), 4.56 (sep, 1H), 1.36 (d, 6H).

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; ARISAN THERAPEUTICS INC.; PLEWE, Michael; BROWN, Eric; GANTLA, Vidyasagar; HENKEL, Gregory; MCCORMACK, Kenneth; SOKOLOVA, Nadzeda V.; SHIN, Young-Jun; (147 pag.)WO2018/13430; (2018); A2;,
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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. 103-50-4, name is Benzyl ether, A new synthetic method of this compound is introduced below., COA of Formula: C14H14O

6-{2-[2-(2-{2-[2-(2-hydroxyethoxy)ethoxy]ethoxy}-ethoxy)-ethoxy]-ethoxy}-hexanoic acid ethyl ester (4). Substantially monodispersed benzyl ether 3 (1.03 g, 2.0 mmol) was dissolved in 25 ml ethanol. To this solution was added 270 mg 10% Pd/C, and the mixture was placed under a hydrogen atmosphere and stirred for four hours, at which time TLC showed the complete disappearance of the starting material. The reaction mixture was filtered through Celite 545 to remove the catalyst, and the filtrate was concentrated in vacuo to yield the monodispersed compound 4 as a clear oil (0.67 g, 79%). FAB MS: m/e 425 (M+H), 447 (M+Na).

The synthetic route of 103-50-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nobex Corporation; US6867183; (2005); B2;,
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