Tag: M.W=100-200

These common heterocyclic compound, 2930-05-4, name is 2-((Benzyloxy)methyl)oxirane, 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. Computed Properties of C10H12O2

General procedure: Five-membered cyclic carbonates were synthesized from carbondioxide and the corresponding substrates (10 mmol) in the appropriatemolar ratios by using 5.83 mg (0.01 mmol) of Co(II)-1-mesityl-1,2,3-1H-triazole-4-carboxylate (Co-TCA) as a catalyst in combination with aco-catalyst (tetrabutylammonium bromide (TBAB), tetrabutylammoniumchloride (TBAC), DMAP (4-(dimethylamino)pyridine)and TBAI (tetrabutylammonium iodide)) which were transferred intothe reactor. The reactor was charged with the reaction mixture (catalyst,cocatalyst, and substrate) and was purged with CO2 for 3 times atroom temperature. The reactor was heated to 120 C in the oil bath andthen pressurized to 1 bar of CO2. After completion, the reactor wasslowly cooled to room temperature. The catalyst (Co-TCA) was directlyused for the consecutive reaction cycles to identify the further usabilityand stability of the catalyst. In addition, column chromatography wasexecuted to isolate the product from the reaction mixture using petroleumether/ethyl acetate mixture (3:1) as eluent. After performing thecolumn chromatography, the solvent was evaporated to obtain thetarget-isolated product and the yield. Then, the sample was analyzed by1H, 13C-NMR and FTIR (Figure S3, S5, S7, S9, S11, S13, S15, S17, S19,S21, S23, S25, S27) analysis.

The synthetic route of 2-((Benzyloxy)methyl)oxirane has been constantly updated, and we look forward to future research findings.

Reference:
Article; Suleman, Suleman; Younus, Hussein A.; Ahmad, Nazir; Khattak, Zafar A.K.; Ullah, Habib; Park, Jihae; Han, Taejun; Yu, Baoyi; Verpoort, Francis; Applied Catalysis A: General; vol. 591; (2020);,
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Adding a certain compound to certain chemical reactions, such as: 4393-09-3, name is (2,3-Dimethoxyphenyl)methanamine, belongs to ethers-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 4393-09-3, HPLC of Formula: C9H13NO2

EXAMPLE 30 2-[Trans-(4-aminocyclohexyl)amino]-6-[(2.3-dimethoxybenzyl)amino]-9-(2-propyl)purine dihydrochloride Scheme A, step b: 2-Chloro-6-[(2,3-dimethoxybenzyl)amino]-9-(2-propyl)purine 2-Chloro-6-[(2,3-dimethoxybenzyl)amino]-9-(2-propyl)purine is prepared from 2,6-dichloro-9-(2-propyl)purine (see Example 19 for preparation), 2,3-dimethoxybenzylamine, and triethylamine essentially as described above in Example 1, Scheme A, step b. Scheme A, step c: 2-[Trans-(4-aminocyclohexyl)amino]-6-[(2,3-dimethoxybenzyl)amino]-9-(2-propyl)purine dihydrochloride 2-[Trans-(4-aminocyclohexyl)amino]-6-[(2,3-dimethoxybenzyl)amino]-9-(2-propyl)purine dihydrochloride is prepared from 2-chloro-6-[(2,3-dimethoxybenzyl)amino]-9-(2-propyl)purine essentially as described in Example 1, Scheme A, step c.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Aventis Pharmaceuticals Inc.; US6479487; (2002); B1;,
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Electric Literature of 82830-49-7, These common heterocyclic compound, 82830-49-7, name is 2-Fluoro-1,4-dimethoxybenzene, 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.

To a -78 0C solution of 1,4-dimethoxy-2-fluorobenzene (1.56 g, 10 mmol) in THF (15 mL) was added n-BuLi (5.0 mL of 2.5 M hexanes solution, 12 mmol). The mixture was stirred for 30 minutes before slow . addition of acetaldehyde (0.79 mL, 14 mmol). The reaction mixture was stirred for an additional 30 minutes before the reaction was quenched by addition of methanol and saturated aqueous NH4CI. The reaction mixture was warmed to room temperature and extracted with EtOAc. The organic extract was concentrated and purified by Biotage chromatography (40 S column, 15% acetone/heptane) to afford 1- (2-fluro-3,6-dimethoxyphenyl)ethanol (1.57 g, 79%).To an ice cooled solution of 1-(2-fluoro-3,6-dimethoxyphenyl)ethanol (1.57 g, 7.84 mmol) in acetone _C23_inL)jw.as_sloMy-^jd^d_JLQDes r_eagej3tjpj?p_aj_ed_by addition ofjLdeltaJ. Q CrO3InJ .6 mL of concentrated H2SO4 to 4.7 mL of ice cold water). The mixture was stirred for 30 minutes before the cooling bath was removed and addition of isopropanol (2 mL). The resultant green precipitate was removed by filtration through djatomaceous earth, and the diatomaceous earth was washed with ethyl acetate (“EtOAc”). The filtrate was concentrated and redissolved in EtOAc, washed with saturated aqueous NaHCO3, saturated aqueous NaCI, concentrated, and purified by Biotage chromatography (40 S column, 8% acetone/heptane) to provide the title compound as a yellow oil (1.06 g, 68%).

Statistics shows that 2-Fluoro-1,4-dimethoxybenzene is playing an increasingly important role. we look forward to future research findings about 82830-49-7.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2008/65508; (2008); A1;,
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Electric Literature of 6298-96-0, A common heterocyclic compound, 6298-96-0, name is 1-(4-Methoxyphenyl)ethylamine, 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.

Preparation Example 174 To 713 mg of methyl 1-oxoindane-5-carboxylate were added 612 mg of (1S)-1-(4-methoxyphenyl)ethanamine, 0.23 ml of acetic acid, 600 mg of Molecular Sieves 4A, and 12 ml of toluene, followed by heating to reflux using a Dean-Stark type reflux device for 4 hours under reduced pressure (213 mbar). Then, 0.23 ml of acetic acid and 300 mg of Molecular Sieves 4A were added thereto, followed by heating to reflux using a Dean-Stark type reflux device for 4 hours under reduced pressure (213 mbar). The insoluble material was removed by filtration and the solvent was then evaporated under reduced pressure to obtain an intermediate product. To a solution of the obtained intermediate product in 13 ml of ethanol was added 161 mg of sodium borohydride under ice-cooling, followed by stirring for 1 hour under ice-cooling. The solvent was evaporated under reduced pressure, and to the obtained residue were added water, a saturated aqueous sodium hydrogen carbonate solution, and ethyl acetate to carry out a layer separation operation. The organic layer was washed with water and saturated brine in this order, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography to obtain 452 mg of methyl (1S)-1-{[(1S)-1-(4-methoxyphenyl)ethyl]amino}indane-5-carboxylate.

The synthetic route of 6298-96-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTELLAS PHARMA INC.; KOGA, Yuji; MAENO, Kyoichi; SATO, Ippei; IMAMURA, Yoshimasa; HANAZAWA, Takeshi; IIDA, Maiko; OHNE, Kazuhiko; IMAMURA, Kenichiro; WATANABE, Tsubasa; NOZAWA, Eisuke; SHIBATA, Hiroshi; US2014/88080; (2014); A1;,
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Related Products of 19500-02-8, The chemical industry reduces the impact on the environment during synthesis 19500-02-8, name is 3-Methoxy-2-methylaniline, I believe this compound will play a more active role in future production and life.

A. N-tert-butoxycarbonyl-3-methoxy-2-methylaniline. A solution of 44.4 g (344 mmol) of 3-methoxy-2-methylaniline and 75 g (344 mmol) of di-tert-butyl dicarbonate in 400 mL of THF was heated to maintain reflux for 4 hours. After concentrating at reduced pressure, the residue was taken up in ethyl acetate, washed with 1N citric acid, water and dried (MgSO4). After removing the solvent at reduced pressure, the residue was crystallized from hexane to give 64.5 g (84percent yield) of N-tert-butoxycarbonyl-3-methoxy-2-methylaniline, mp, 56¡ã-57¡ã C. Analysis for C13 H19 NO3: Calculated C, 65.80; H, 8.07; N, 5.90. Found C, 63.32; H, 7.83; N, 5.56.

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-Methoxy-2-methylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Eli Lilly and Company; US5684034; (1997); A;,
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Electric Literature of 2688-84-8, 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. 2688-84-8, name is 2-Phenoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: 1.0 equivalent of intermediate Bn-2 and172.5 g (3.0 eq.) of p-toluenesulfonic acid hydrate (PTSA*H2O) was mixed in 224 ml of a 1.3 M acetonitrile (ACN) solution and cooled to 5 C in an ice bath.41.7 g (2 equivalents) of sodium nitrite (NaNO2) was dissolved in 240 ml of water and added dropwise.After the completion of the dropwise addition, the ice bath at 5 C was maintained for 1 hour, and the aqueous solution of the diazonium salt after the reaction was treated with 100 g (2 equivalents) of potassium iodide (KI) in 300 ml of an aqueous solution, followed by extraction with ethyl acetate. The combined organic phases were washed with aq. 10% aqueous sodium sulphate and dried over sodium sulfate, and then filtered and evaporated. The chemical structural formula of the reactant An for synthesizing the intermediate Bn (especially referring to the intermediates B1 to B4) and the chemical structural formulas and yields of the intermediates Bn-1, Bn-2 and Bn are listed in Table 2-1.

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

Reference:
Patent; NICHEM FINE TECHNOLOGY CO., LTD.; LU, TAI-NI; WU, HUI-LING; SHIEH, SHWU-JU; CHEN, CHI-CHUNG; (84 pag.)TWI644912; (2018); B;,
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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. 7664-66-6, name is 4-Isopropoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 4-Isopropoxyaniline

Step 1 (4-isopropoxyphenyl)hydrazine hydrochloride To a stirred solution of 4-(propan-2-yloxy)aniline (5.0 g, 33.07 mmol, 1.00 equiv) in 2N hydrochloric acid (35 mL) at 0 C. was added dropwise a solution of sodium nitrite (2.4 g, 34.78 mmol, 1.05 equiv) in water (8 mL). The reaction mixture was stirred at 0-5 C. for 1 h. A solution of SnCl2.H2O (15 g, 66.37 mmol, 2.01 equiv) in 12N hydrochloric acid (20 mL) was then added dropwise at 0-5 C. The resulting mixture was stirred at room temperature overnight. The precipitates was collected by filtration to give 4.7 g (70%) of crude (4-isopropoxyphenyl)hydrazine hydrochloride as a purple solid. The product was used in the next step without further purification.

The synthetic route of 7664-66-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Epizyme, Inc.; Chesworth, Richard; Mitchell, Lorna Helen; Shapiro, Gideon; US2014/315961; (2014); A1;,
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Synthetic Route of 450-91-9, 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 450-91-9 as follows.

Under an ice bath condition, 4-fluoro-2-methoxyaniline (Intermediate 102) (15 g, 106.4 mmol, 1.0 eq) was added dropwise to a concentrated sulfuric acid (150 mL) while controlling the temperature around 0C during the course of addition. After the forming solid was dissolved completely, potassium nitrate (11 g, 106.4 mmol, 1.0 eq) was added portionwise and the reaction was continued for 1 hour under this condition. The reaction was poured into ice water and the pH was adjusted to basic by sodium hydroxide. A vast amount of solid was precipitated out which was filtered and washed with water, petroleum ether, dried in air to give 4-fluoro-2-methoxy-5-nitroaniline as a brown solid (18 g, yield: 77%). LCMS (ESI): m/z 187 [M + H]+.

According to the analysis of related databases, 450-91-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Guangzhou Bebetter Medicine Technology Co., Ltd.; CAI, Xiong; QIAN, Changgeng; WENG, Yunwo; LIU, Bin; WANG, Yanyan; LIN, Mingsheng; LI, Junqi; QING, Yuanhui; YOU, Huajin; ZHOU, Shiqing; XUE, Weicai; (76 pag.)EP3345900; (2018); A1;,
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Related Products of 20012-63-9,Some common heterocyclic compound, 20012-63-9, name is 2-(Benzyloxy)aniline, 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.

A solution of this acid chloride in dry methylene chloride (65 ml) was added to a stirred mixture of 2-benzyloxyaniline [3.0 g; prepared as described by Barber et al., J. Chem. Soc., (1961), 2828], pyridine (1.36 g) and dry methylene chloride (65 ml) at 0 C. The mixture was stirred at 10 C. for 2 hours and then was allowed to stand at room temperature overnight. The mixture was washed twice with water and the methylene chloride solution was then dried over magnesium sulphate and evaporated under diminished pressure. The resulting solid was recrystallized from ethanol to give 1-benzyl-2′-benzyloxy-1H-tetrazole-5-carboxanilide (3.1 g), m.p. 140-142 C.

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)aniline, its application will become more common.

Reference:
Patent; May & Baker Limited; US4442115; (1984); A;,
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Electric Literature of 1836-62-0, A common heterocyclic compound, 1836-62-0, name is 2-(2-Methoxyphenoxy)ethylamine, molecular formula is C9H13NO2, 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: Et3N (4.3 mmol) and 97% EtOCOCl (4.3 mmol) in dry CHCl3(25 mL) were added to a solution of the suitable carboxylic acid 24a,24b or 25 (4.3 mmol) at 0 C. After 30 min at 0 C under stirring asolution of the suitable amine (2-phenoxyethanamine, 2-(2-methoxyphenoxy)ethanamine [37], 2-(2,6-dimethoxyphenoxy)ethanamine [38], or 1-(2-methoxyphenyl)piperazine) (4.3 mmol)in dry CHCl3 (10 mL) was added and the reaction mixture was left atroom temperature for 3 h. The solution was washed with 2 N HCl and 2 N NaOH. The organic layer was dried over Na2SO4. After evaporation of the solvent the residue was purified by column chromatography eluting with cyclohexane/EtOAc (7:3).

The synthetic route of 1836-62-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Del Bello, Fabio; Bonifazi, Alessandro; Giorgioni, Gianfabio; Quaglia, Wilma; Amantini, Consuelo; Morelli, Maria Beatrice; Santoni, Giorgio; Battiti, Francisco O.; Vistoli, Giulio; Cilia, Antonio; Piergentili, Alessandro; European Journal of Medicinal Chemistry; vol. 168; (2019); p. 461 – 473;,
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