Tag: M.W=100-200

Electric Literature of 106614-28-2, The chemical industry reduces the impact on the environment during synthesis 106614-28-2, name is Methyl 2,4-difluorobenzoate, I believe this compound will play a more active role in future production and life.

To a mixture of methyl 2,4-difluoro benzoate (1.0 g) in 1,4-dioxane (20 mL), 5-hydroxypyrrolo[2,3-b]pyridine (779 mg) and K3P04 (1.47 g) were added at 34C and heated to90C. The reaction mixture is stirred at the same temperature for 23 hours. K3P04 (396mg) was added at 90C to the reaction mixture and stirred for another 24 hours at thesame temperature. Cooled the reaction mixture to 32C and filtered on a celite bed.Washed the celite bed with ethyl acetate (20 mL) and evaporated the solvent in the filtrateto obtain crude product. The crude product was purified by column chromatography using60-120 silica gel mesh and 10-50% ethyl acetate- hexane as eluent to obtain the titlecompound as white solid. Yield: 588 mg; Purity by HPLC: 98.73%

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, Methyl 2,4-difluorobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; DR. REDDY?S LABORATORIES LIMITED; PEDDIREDDY, Subba Reddy; KOTTUR, Mohan Kumar; JURUPULA, Ramprasad; BAIG, Mohammed Azeezulla; CHAKKA, Ramesh; THIPPARABOINA, Rajesh; PEDDY, Vishweshwar; RAO, Pallavi; ORUGANTI, Srinivas; DAHANUKAR, Vilas Hareshwar; (88 pag.)WO2017/212431; (2017); A1;,
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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. 2051-59-4, name is 6-Chloro-2H-chromen-2-one belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of 6-Chloro-2H-chromen-2-one

General procedure: To a tube were added 1a (1.0 equiv), CF 3 SO 2 Na(4.0 equiv),K 2 HPO 4 , Acetone (2 mL). Then the tube was evacuated and backlledwith argon for three times. The tube around condensate water wasstirred at room temperature in argon with the irradiation of Xenon lampfor 12 h. After the reaction was nished, the mixture was washed withsaturated sodium chloride solution and then extracted with ethylacetate for three times. The combined organic layers were dried overNa 2 SO 4 and concentrated under reduced pressure, then puried bychromatography on silica gel.

The synthetic route of 2051-59-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Lin, Na; Li, Yaming; Hao, Xinyu; Jin, Kun; Zhang, Rong; Duan, Chunying; Journal of Fluorine Chemistry; vol. 214; (2018); p. 42 – 47;,
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Synthetic Route of 17435-72-2, 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. 17435-72-2, name is Ethyl 2-(bromomethyl)acrylate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 6 Synthesis of ethyl 2-Phenoxymethylacrylate A solution of ethyl 2-bromomethylacrylate (2.00 g, 10.4 mmol, ref: Villieras, J. and Rambaud, M. Synthesis, 1982, 914) and phenol(975 mg, 1.0 eq) in dry THF (20 ML) under N2 at 0 C. was treated with anhydrous K2CO3 (1.43 g, 1.0 mol eq).. No reaction was observed for 1 h.. anhydrous DMF (20 ML) was added and stirred for 2 h at 0 C. and for 1 h at room temperature.. After evaporation of DMF, water(100 ML) was added, and the reaction was extracted with ethyl acetate (100 ML*2).. The organic extract was washed with brine (100 ML), dried (anh. Na2SO4), filtered and concentrated.. Flash chromatography (40% CH2Cl2/hexanes) gave 1.712 g (80%) of the title compound. 1H-NMR (500 MHz, CDCl3) delta 7.30 (2H, yt, J=7.3 Hz), 6.99-6.96 (3H, m), 6.41 (1H, s), 6.01 (1H, s), 4.78 (2H, s), 4.27 (2H, q, J=7.33 Hz).

The synthetic route of Ethyl 2-(bromomethyl)acrylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LG Chem Investment Ltd.; US6747050; (2004); B1;,
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Electric Literature of 66315-16-0, The chemical industry reduces the impact on the environment during synthesis 66315-16-0, name is Methyl 3-amino-4-(methylamino)benzoate, I believe this compound will play a more active role in future production and life.

1-Methyl-2-(6-trifluoromethoxy-benzothiazol-2-ylamino)-1H-benzoimidazole-5-carboxylic acid methyl ester may be prepared from 3-amino-4-methylamino-benzoic acid methyl ester, 2-amino-6-(trifluoromethoxy)benzothiazole, 1,1?-thiocarbonyl-diimidazole, and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDC). 1,1?-Thiocarbonylimidazole may be added to a solution of 2-amino-6-(trifluoromethoxy)benzothiazole in DMF, and the reaction mixture stirred at 90-100 C. for a day. To this reaction mixture at room temperature is added EDC and stirred at 60 C. for 5 min. To this reaction mixture at room temperature is added 3-amino-4-methylamino-benzoic acid methyl ester and stirred at 90 C. The reaction mixture may then be cooled to room temperature, poured into ice-cold water and the solid collected by filtration. The crude product thus obtained may be purified by trituration with dichloromethan-methanol (9:1). LC/MS: m/z 423.8 (M+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, Methyl 3-amino-4-(methylamino)benzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; vTv Therapeutics LLC; Kassis, Jareer Nabeel; Attucks, Otis Clinton; Kostura, Matthew J.; (41 pag.)US2017/56413; (2017); A1;,
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Application of 40872-87-5,Some common heterocyclic compound, 40872-87-5, name is Methyl 3-amino-4-chlorobenzoate, molecular formula is C8H8ClNO2, 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 mixture of methyl 3-amino-4-chlorobenzoate (10 g, 54 mmol) and aqueous HC1 solution (12 M, 15 mL) in water (80 mL) at 0 C was added dropwise a solution of NaNO2 (4.5 g, 60 mmol) in water (18 mL) at 0 C. The reaction was stirred for 30 mm at 0 C and then added dropwise to a sluny of CuCN (4.9 g, 54 mmol) and KCN (6.0 g, 92 mmol) in water (40 mL), while maintaining the temperature between 5-10 C. The reaction mixture was stined at 10 C for 30 mm and then heated at 80 C for 1 h. After cooling, the mixture was extracted with DCM. The organic layer was washed with brine, dried over Na2504 and then concentrated to afford the title compound. MS: m/z = 196.0 (M + 1). ?H NMR (400 MHz, CDC13) oe 8.34 (d, J 2.0 Hz, 1H), 8.17-8.20 (m, 1H), 7.61 (d,J= 8.4 Hz, 1H), 3.96 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 3-amino-4-chlorobenzoate, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; STUMP, Craig A.; CHEN, Yi Heng; LIU, Ping; MENG, Dongfang; WU, Jane; LI, Chun Sing; QI, Zhiqi; (163 pag.)WO2016/161572; (2016); A1;,
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Adding a certain compound to certain chemical reactions, such as: 13831-03-3, name is tert-Butyl propiolate, belongs to esters-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 13831-03-3, COA of Formula: C7H10O2

The methyl 5-chloro-2-(3-fluorophenyl)nicotinate (1.00 g, 3.76 mmol) was combined with freshly prepared 2-[(aminooxy)sulfonyl]-l,3,5-trimethylbenzene (0.972 g, 4.52 mmol) ether solution in acetonitrile (20.0 rnL) at room temperature. The reaction was stirred for 24 hours and became a tan colored slurry. The slurry was added portion wise to a vigorously stirring suspension of tert-butyl propiolate (1.55 mL, 1 1.3 mmol), N,N-dimethylformamide (20.0 mL, 258 mmol) and potassium carbonate (2.60 g, 18.8 mmol) open to the air. After stirring for 15 minutes, the reaction was a dark red brown suspension. This was allowed to stir for 5 hours at room temperature. The reaction was taken up in ethyl acetate and decanted from the solids. The organic layer was washed with water, brine, dried over magnesium sulfate and concentrated to give the crude product as a reddish brown oil. The product was purified on silica gel eluting hexane: ethyl acetate gradient to give 3-tert-butyl 6-methyl 4- chloro-7-(3-fluorophenyl)pyrazolo[l,5-a]pyridine-3,6-dicarboxylate (0.46 g, 30%) as a semisolid residue. LCMS calculated for C2oH19ClF 204 (M+H)+: m/z = 405.1 ; found: 404.9.

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

Reference:
Patent; INCYTE CORPORATION; COMBS, Andrew P.; SPARKS, Richard B.; YUE, Eddy W.; WO2011/130342; (2011); A1;,
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Reference of 927-68-4, These common heterocyclic compound, 927-68-4, name is 2-Bromoethyl acetate, 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.

Dissolve ethyl imidazole-2-carboxylate (200 mg, 1.43 mmol) in 5 ml of N,N-dimethylformamide, add cesium carbonate (931 mg, 2.85 mmol) and activate for 0.5 h, then add2-bromoethyl acetate(385mg, 2.14mmol), warmed to 80C for 2h, complete reaction by TLC, stop reaction, cooled to room temperature, diluted with water, extracted with ethyl acetate (3¡Á20ml), combined organic layers, washed with saturated brine, anhydrous Dry over sodium sulfate, filter, and concentrate to obtain crude product. Purified by column chromatography (PE:EA=3:1) to give a pale yellow liquid, namely compound 1-(2-acetoxyethyl)-1H-imidazole-2-carboxylic acid ethyl ester 26b (300mg, yield 92.8 %).

The synthetic route of 927-68-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sichuan University; Li Guobo; Wang Zhenling; (40 pag.)CN111187218; (2020); A;,
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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. 35613-44-6, name is Methyl 2-(2-aminophenyl)acetate, A new synthetic method of this compound is introduced below., COA of Formula: C9H11NO2

Methyl 2- (2-aminophenyl) acetate (0.71 g, 4.3 mmol) andSodium carbonate (0.16g, 1.6mmol)Dissolved in tetrahydrofuran (10mL),Reduce the temperature to -78 and stir for 1h.2-bromopropionyl chloride (0.77g, 4.5mmol) andTetrahydrofuran (5mL) was mixed slowly and completely within 0.5 hours.After the addition is complete, move to room temperature and stir for 5h.Methyl 2- (2- (2-bromopropionamide) phenyl) acetate (white solid, 1.16 g) was obtained in a yield of 90%.

The synthetic route of 35613-44-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhangzhou Sanitation Profession College; Zheng Lulu; Luo Jinhong; Yang Lina; Chen Tongjun; (7 pag.)CN110272351; (2019); 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. 924-99-2, name is Ethyl 3-(dimethylamino)acrylate, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: Ethyl 3-(dimethylamino)acrylate

220g of toluene, 95g of triethylamine, 200g acid chloride sequentially into the acylation reactor, open stirring, cooling to 13 ;Preparation of the first 98g N, N-dimethylamino ethyl acrylate added to the dropping device, keeping the reaction kettle temperature 12 open stirring dropping,25 minutes to complete all the dropwise addition is completed, slowly heated to 75 C and incubated for 6 hours; step is completed, cooled to20 C, into 60g L-aminopropanol, slowly heated to 45 C, incubated for 3 hours, was added 200g saturated brine,Slowly add dropwise adjust PH5.5, stirring for 20 minutes, retest PH value after stopping stirring Stirred stratification, toluene layer decompression recovery of tolueneNo toluene solution into the reactor, pumped DMF200g stirring dissolved into the ring reactor high tank to be used; to the reaction within the reactorInto DMF1500g, start stirring, cast KF130g, temperature and pressure before recovery fraction to the reactor temperature 160 . Add amineThe reaction solution was heated to maintain refluxing heat 4 hours; end of the insulation, cooling to below 100 , DMF was recovered under reduced pressureWill be dry. After the end of the recovery of high pure water 1200g, stirred for 40 minutes, filtered, washed with water, finally rinsed with methanol, dried, too176g product, 96.8% molar yield.

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 924-99-2.

Reference:
Patent; Yancheng Xin’an Zhou Pharmaceutical Co., Ltd.; Chen Chengle; Zhang Wenbiao; (6 pag.)CN106565745; (2017); A;,
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Related Products of 91367-05-4, 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 91367-05-4 as follows.

To a solution of methyl 4-chloro-3-methylbenzoate (2.22 g, 12 mmol) in CCl4 (16 mL) was added NBS (2.35 g, 13.2 mmol) and AIBN (0.031 g, 0.19 mmol) and the reaction was refluxed for 3 h. After cooled down, the reaction was filtered and the filtrate was washed with H2O, dried over N yi 3H), 4.628 (s, 2H,), 7.494 (d, IH, /=8.4 Hz), 7.942 (d, IH, /=8.4 Hz), 8.143 (s, IH).

According to the analysis of related databases, 91367-05-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2007/65093; (2007); A2;,
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