Tag: M.W=100-200

Related Products of 2688-84-8,Some common heterocyclic compound, 2688-84-8, name is 2-Phenoxyaniline, molecular formula is C12H11NO, 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.

Under nitrogen conditions,The Schlenk flask with the magnet was addedTris (dibenzylidene-BASE acetone) dipalladium (0.09 g,0.01 mmol,Purchased from Aneki Corporation),1,1′-binaphthyl-2,2′-bis diphenylphosphino(0.012 g, 2.0 mmol,Purchased from Aneki Corporation),2-trifluoromethanesulfonateCycloheptatrienone(0.53 g, 2.0 mmol),The 2-phenoxyaniline (0.44 g,2.4 mmol,From Aneki Corporation) and 4 ml of toluene.The mixture was stirred at 80 C for 24 hours,The reaction was terminated to room temperature,Filtered through a 10 cm column of silica gel,200 ml of dichloromethane.Finally, petroleum ether:Ethyl acetate = 10: 1 eluent to give the yellow product (0.48 g, 83% yield).

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

Electric Literature of 150-78-7, A common heterocyclic compound, 150-78-7, name is 1,4-Dimethoxybenzene, molecular formula is C8H10O2, 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.

Typical procedure: Bi(OTf)3 (0.0328 g, 0.05 mmol), [BMI][PF6] (0.5 g), anisole (0.108 g, 1 mmol), and acetic anhydride (0.102 g, 1 mmol) were stirred at 80 C for 30 min. After cooling, the reaction mixture was extracted by diethyl ether (2 × 40 mL). The ether layer was decanted, washed with water, aqueous NaHCO3, and brine, and dried over MgSO4. The solvent was then removed on a rotary evaporator. The residue was purified by flash chromatography (n-hexane/ethyl acetate = 9:1) to give 4-methoxyacetophenone (0.120 g, 80% yield).

The synthetic route of 150-78-7 has been constantly updated, and we look forward to future research findings.

Electric Literature of 707-07-3,Some common heterocyclic compound, 707-07-3, name is (Trimethoxymethyl)benzene, molecular formula is C10H14O3, 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: 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¡Á3). 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.

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

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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Some common heterocyclic compound, 7664-66-6, name is 4-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. Safety of 4-Isopropoxyaniline

Synthesis of compound 126.1. To a solution of 2.5 (0.30 g, 0.96 mmol, 1.0 eq) in dry CH3CN (5mL) were added 4-isopropoxyaniline (0.145g, 0.96mmol, l .Oeq), and DIPEA (0.49 mL, 2.88 mmol, 3. Oeq). Reaction mixture was allowed to stir at 100 C for 24 hours. After completion of the reaction, the mixture was cooled to room temperature. Water (10 mL) was added to the mixture and extracted with EtOAc. Organic layer was washed with brine, dried over sodium sulfate and concentrated under reduced pressure to give crude which was purified by column chromatography to afford compound 126.1 (0.300g, 73.15%). MS (ES): m/z = Ml A [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 7664-66-6, its application will become more common.

Reference:
Patent; NIMBUS LAKSHMI, INC.; MASSE, Craig E.; GREENWOOD, Jeremy Robert; ROMERO, Donna L.; HARRIMAN, Geraldine C.; WESTER, Ronald T.; SHELLEY, Mee; KENNEDY-SMITH, Joshua Jahmil; DAHLGREN, Markus; WO2015/131080; (2015); A1;,
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These common heterocyclic compound, 2752-17-2, name is 2,2′-Oxydiethanamine, 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. Recommanded Product: 2,2′-Oxydiethanamine

14.2) N,N’-(oxydiethane-2,1-diyl)bis(5-methoxy-4-nitro-1,3-benzothiazole-2-carboxamide) 3.03 g (6.5 mmol; 1.1 eq.) of bromo-tris-pyrrolidino-phosphonium hexafluorophosphate (PyBroP) is added to 1.5 g (5.9 mmol) of 5-methoxy-4-nitro-1,3-benzothiazole-2-carboxylic acid and 1.13 ml (6.5 mmol; 1.1 eq.) of diisopropylethylamine in solution in 100 ml of dichloromethane. The reaction mixture is maintained for 10 minutes under stirring at ambient temperature, then 0.31 g (2.9 mmol; 0.5 eq.) of 2.2′-oxybis(ethylamine) and a spatula tip’s worth of dimethylaminopyridine are added to the medium which is maintained under stirring for 18 hours at ambient temperature. The insoluble matter is filtered and the solvent is evaporated off under reduced pressure. The residue is then purified on a silica column (eluent:ethyl acetate/heptane: 4/1) and 250 mg of expected product (yield=8%) is obtained in the form of beige powder. MS-LC: MH+=577.11; r.t.=10.27 min.

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

Reference:
Patent; Galcera-Contour, Marie-Odile; Prevost, Gregoire; Sidhu, Alban; US2007/244186; (2007); A1;,
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Electric Literature of 54149-17-6, 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. 54149-17-6, name is 1-Bromo-2-(2-methoxyethoxy)ethane belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 66 Preparation of (4bR,8aR,9R)-N-(3-(2-(2-methoxyethoxy)ethoxy)pyridin-4-yl)-ll- methyl-6,7,8,8a,9,10-hexahydro-5H-9,4b-(epiminoethano)phenanthren-3-amine (66), hydrochloride salt Step 1. Synthesis of 4-chloro-3-(2-(2-methoxyethoxy)ethoxy)pyridine, A mixture of 4-chloropyridin-3-ol (100 mg, 0.772 mmol), l-bromo-2-(2- methoxyethoxy)ethane (141 mg, 0.772 mmol) and CS2CO3 (503 mg, 1.544 mmol) in dimethylacetamide (5 mL) was irradiated in a microwave at 120 C for two hours. The reaction mixture was cooled to room temperature and poured into 20 mL of water. The aqueous solution was extracted with ethyl acetate 3×20 mL. The organic layer was combined, was washed with brine (50 mL), was dried over anhydrous sodium sulfate, was filtered and was concentrated. The crude product was purified via flash column chromatography on silica gel to afford 4-chloro-3-(2-(2-methoxyethoxy)ethoxy pyridine (87.4 mg, 48.9%). MS (EI) for C10H14CINO3: 232.0 (MH+).

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, 1-Bromo-2-(2-methoxyethoxy)ethane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NEKTAR THERAPEUTICS; ANAND, Neel; AURRECOECHEA, Natalia; CHENG, Lin; DENG, Bo-liang; O’MAHONY, Donogh; MU, Yongqi; KROGH-JESPERSEN, Erik; (215 pag.)WO2016/182840; (2016); A1;,
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Synthetic Route of 78531-29-0,Some common heterocyclic compound, 78531-29-0, name is 1,3-Dimethoxypropan-2-amine, molecular formula is C5H13NO2, 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.

Intermediate 222: (4-((1,3-Dimethoxypropan-2-yl)amino)-3-nitrophenyl)methanol To a solution of (4-fluoro-3-nitrophenyl)methanol (16 g, 93 mmol) in THF (80 mL) was added 1,3- dimethoxypropan-2-amine (10 g, 84 mmol) and DIPEA (15 mL, 86 mmol). The mixture was split into seven portions and heated under microwave conditions at 100 C for 7 hours. The reaction mixture was partitioned between ethyl acetate (3 x 500 mL) and saturated aqueous sodium bicarbonate solution (750 mL). The organic layers were combined, washed with saturated brine (500 mL), and evaporated under reduced pressure. The sample was loaded in dichloromethane and purified SPE (silica, 100 g) using a gradient of 0-80% EtOAc in cyclohexane. The appropriate fractions were combined and evaporated under reduced pressure to give a the title compound (12.0 g, 44.4 mmol). LCMS (System B): tRET = 0.85 min, MH+ = 271. Less pure fractions were combined and evaporated. The sample was loaded in dichloromethane and purified by SPE (silica, 100 g) using a gradient of 0- 50 % EtOAc in cyclohexane. The appropriate fractions were combined and evaporated under reduced pressure to give the title compound (3.7 g, 13.69 mmol). LCMS (System J): tRET = 0.85 min, MH+ = 271.

The synthetic route of 78531-29-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; BIT, Rino Antonio; BROWN, John Alexander; HUMPHREYS, Philip G.; JONES, Katherine Louise; (240 pag.)WO2016/146738; (2016); A1;,
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Application of 4003-89-8, 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 4003-89-8 as follows.

Example 16: Benzoic acid 2-[3-(7-methoxy-1 ,2,3,4-tetrahydro-naphthalen-2-yl)-thioureido]-ethyl ester (compound 16); A solution of 7-methoxy-1 ,2,3,4-tetrahydro-naphthalen-2-ylamine (0.34 g) in toluene (10 ml) was treated with benzoic acid 2-isothiocyanato-ethyl ester (0.39 g, cf. Collect. Czech. Chem Commun. 1986, 51, 112-117), refluxed for 1 h and stirred at room tem- perautre overnight. Purification by Chromatography on silica gel yielded the product (0.32 g), m.p. 103-106 0C.

According to the analysis of related databases, 4003-89-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BASF SE; WO2008/145615; (2008); 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. 36865-41-5, name is 1-Bromo-3-methoxypropane, A new synthetic method of this compound is introduced below., HPLC of Formula: C4H9BrO

A solution of compound of Formula-Ill (lOOg) in toluene (600 ml) and Dimethylsulfoxide (60 ml) was added to potassium carbonate (185g) and l-Bromo-3-methoxypropane (130g) at 25-30C. The resulting reaction mixture was stirred at 85- 90C for 16h. After cooling, the solid was filtered and washed with water. The toluene layer of compound of Formula-IV was cooled to 0-5C and sodium borohydride (9gm) was added. To this reaction mixture methanol (50 ml) was added drop wise at 0-5C over a period of lh and stirred the reaction mixture at the same temperature for 2h. The reaction was quenched with dilute hydrochloric acid and stirred for 30 minutes. pH of the reaction mixture was adjusted to 7.0-7.5 with aq. Sodium hydroxide solution. Organic layer was separated and aqueous layer was extracted with toluene. Combined organic layers were dried and evaporated under reduced pressure to give compound of Formula- IV as residue. The residue was dissolved in dichloromethane and added to a solution of thionyl chloride in dichloromethane at 0-5C over a period of lh and stirred the reaction mixture at the same temperature for 2h. Dichloromethane was distilled under reduced pressure at 30-35C till no more distillate was collect. The compound was re-crystallized in hexanes to give tile compound as white solid. Yield: 125g; GC purity: 99%.

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; MYLAN LABORATORIES LIMITED; RAMA, Shankar; VADALI, Lakshmana Rao; MANUKONDA, Seshadri rao; POTLA, Venkata Srinivas Rao; VADLAMUDI, Mohana Vamsi Krishna; DASARI, Srinivasa Rao; WO2013/171767; (2013); A1;,
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Related Products of 36865-41-5, 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. 36865-41-5 name is 1-Bromo-3-methoxypropane, 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.

A mixture of 5-bromo-2-chloro-phenol (22.0 g, 106 mmol), l-bromo-3-methoxy-propane (19.5 g, 127 mmol) and K2C03 (30 g, 212 mmol) in DMF (50 mL) was heated at 50 C for 3 hrs. Then the mixture was partitioned between ethyl acetate and water. The organic layer was separated, dried over anhydrous Na2S04 and concentrated under reduced pressure to give crude 4-bromo-l-chloro-2-(3-methoxypropoxy)benzene (30.0 g), which was used directly in the next step without further purification

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-3-methoxypropane, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; HAN, Xingchun; JIANG, Min; YANG, Song; (109 pag.)WO2016/128335; (2016); A1;,
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