Tag: M.W=100-200

Application of 2150-38-1, 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. 2150-38-1 name is Methyl 3,4-dimethoxybenzoate, 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.

Stage A. Methyl 3,4-dimethoxy-6-nitro-benzoate In a 2 liter flask equipped with an agitator, there are introduced 560 ml of 40% nitric acid, then 144 g (0.74 mole) of methyl 3,4-dimethoxy benzoate. Agitation is maintained at room temperature. Little by little, the liquid becomes thicker and at the end of four hours there is obtained a thick paste. It is allowed to stand overnight. The nitric derivative is diluted with a little water, drained and washed with water until neutralized. There are obtained 144 g (yield: 81%) of methyl 3,4-dimethoxy-6-nitro-benzoate. (m.p.: 143-144C).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 3,4-dimethoxybenzoate, and friends who are interested can also refer to it.

Reference:
Patent; Societe d’Etudes Scientifiques et Industrielles de l’Ile-de-France; US3954748; (1976); A;,
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Related Products of 426-65-3, 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. 426-65-3, name is Ethyl Pentafluoropropionate, This compound has unique chemical properties. The synthetic route is as follows.

Step A: 1 -Ethoxy-2,2,3,3,3-pentafluoro-propan-1 -olEthyl 2,2,3,3,3-pentafluoropropionate (10.99 grams, 57.2 mmol) was dissolved in anhydrous methanol (57 ml) and cooled under argon to 6O0C. Sodium borohydride (2.16 grams, 57.2 mmol) was added in four portions. After the addition was complete, stirring was continued for one hour and the temperature was held below -45C. The mixture was cooled to -60C and 1M hydrochloric acid (172 ml) was added dropwise so that the temperature remained below -45C. The mixture was slowly warmed to room temperature and extracted with diethylether (3×100 ml). The combined organic phases were washed with water (two times), dried over magnesium sulfate, the solvent was removed under reduced pressure. 9.76 g (50.3 mmol, 88%) were obtained and used directly in the next step.

The chemical industry reduces the impact on the environment during synthesis Ethyl Pentafluoropropionate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; INTERVET INTERNATIONAL B.V.; INTERVET INC.; BERGER, Michael; ECK, Marko; KERN, Christopher; WO2013/144179; (2013); A1;,
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Reference of 18595-18-1, 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. 18595-18-1, name is Methyl 3-amino-4-methylbenzoate, This compound has unique chemical properties. The synthetic route is as follows.

5-Amino-2-bromo-4-methyl-benzoic acid methyl ester (69B): Following a similar procedure reported in J. Med. Chem. 1999, 42, 3701, 5-amino-2-bromo-4-methyl-benzoic acid methyl ester was prepared from methyl 3-amino-4-methylbenzoate in 77% yield. 1H-NMR (500 MHz, CDCl3).7.34 (s, 1H), 7.16 (s, 1H), 3.90 (s, 3H), 3.74 (br s, 2H), 2.19 (s, 3H).

The chemical industry reduces the impact on the environment during synthesis Methyl 3-amino-4-methylbenzoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Bhisetti, Govinda R.; Saunders, Jeffrey O.; Murcko, Mark A.; Lepre, Christopher A.; Britt, Shawn D.; Come, Jon H.; Deininger, David D.; Wang, Tianshang; US2003/95958; (2003); A1;,
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Adding a certain compound to certain chemical reactions, such as: 4891-38-7, name is Methyl Phenylpropiolate, 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 4891-38-7, name: Methyl Phenylpropiolate

General procedure: A 25 mL Schlenk tube equipped with a magnetic stirringbar was charged with I2 (12.7 mg, 0.05 mmol), substituted thiol1 (0.5 mmol) and alkyne 2 (0.75 mmol). The tube was evacuatedtwice and backfilled with nitrogen, and DTBP (2.5 mmol)was added into the tube under nitrogen atmosphere. The tubewas sealed with a balloon and the mixture was stirred undernitrogen atmosphere at 110 C for 18 h. Upon completion of thereaction, the resulting solution was cooled to r.t., and thesolvent was removed with the aid of a rotary evaporator. Theresidue was purified by column chromatography on silica gel(PE-EtOAc) to give 3.

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:
Article; Yan, Kelu; Yang, Daoshan; Zhang, Mengqi; Wei, Wei; Liu, Yao; Tian, Laijin; Wang, Hua; Synlett; vol. 26; 13; (2015); p. 1890 – 1894;,
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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. 106614-28-2, name is Methyl 2,4-difluorobenzoate, This compound has unique chemical properties. The synthetic route is as follows., Formula: C8H6F2O2

To the stirred and cooled (-78 C) solution of 3,4-difluoroacetophenone (1 g, 6.404mmol) in diethyl ether (10 mL) was added methyl magnesium bromide (3M in ether,1.9 mL, 6.405 mmol). The reaction mixture was allowed to gradually warm up to RTand stirred for 18 h. The reaction mixture was diluted with saturated ammoniumchloride solution (50 mL) and extracted with ethyl acetate (2 x 50 mL). The combinedorganic layers were washed with water (2 x 50 mL) and brine (50 mL) and dried overanhydrous sodium sulfate. The solvent was concentrated under reduced pressure andthe residue obtained was purified by silica gel column chromatography to yield 542 mg of the title product as semi-solid; The title compound was prepared by the reaction of methyl 2,4-difluorobenzoate (2.0 g, 13.878 mmol) and methyl magnesium bromide (3M in ether, 11.5 mL) in diethyl ether (20 mL) as per the process described in step 1 of Intermediate 1 to yield 1.25 g of the product as a liquid. ?H NMR (300 MHz, DMSO-d6) oe 1.43 (s, 6H), 5.31 (s, 2H),6.98-7.13 (m, 2H), 7.57-7.65 (m, 1H)

According to the analysis of related databases, 106614-28-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLENMARK PHARMACEUTICALS S.A.; CHAUDHARI, Sachin Sundarlal; THOMAS, Abraham; KADAM, Ashok Bhausaheb; DHONE, Sachin Vasantrao; ADIK, Bharat Gangadhar; KHAIRATKAR-JOSHI, Neelima; SHAH, Daisy Manish; BAJPAI, Malini; WO2015/159233; (2015); A1;,
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Adding a certain compound to certain chemical reactions, such as: 64123-77-9, name is Methyl 2-(3-fluorophenyl)acetate, 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 64123-77-9, Application In Synthesis of Methyl 2-(3-fluorophenyl)acetate

Compound 16 (5 g, 22.92 mmol, 1.0 eq.) Was dissolved in 50 mL of tetrahydrofuran in a 250 mL round bottom flask, LDA (17.19 mL, 34.38 mmol, 1.5 eq.) was added at minus 78 C and stirred at low temperature for 1 hour. To the above reaction system, a tetrahydrofuran solution (50 mL) of compound 15 (3.44 g, 22.92 mmol, 1.0 eq.) was slowly added dropwise. After the dropwise addition, the mixture was stirred at low temperature for 3 hours. Saturated aqueous NH4Cl, quenched with ethyl acetate (40 mL x 3). The combined organic phases were washed with saturated brine (50 mL x 2). The organic phase was dried, dried and purified on a silica gel column (PE: EA = 20: 1) to give a yellow oil 17 (1.0 g, yield: 11.8%).

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-(3-fluorophenyl)acetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shanghai Yaoming Kant, Immanuel New Drug Development Co., Ltd.; Wu Xiangyang; Wang Fei; Ao Zhiyong; Yang Kanghui; Wan Shuangyi; Wang Lijuan; (24 pag.)CN106478590; (2017); A;,
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Synthetic Route of 51175-79-2,Some common heterocyclic compound, 51175-79-2, name is Methyl 1-bromocyclobutanecarboxylate, molecular formula is C6H9BrO2, 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 46; Preparation of intermediate l-(4-chloro-2-formyl-phenoxy)-cyc Io butanecarboxylic acid methyl ester; M.W. 268.70 C13H13C1O4A mixture of 5-chloro-2-hydroxy-benzaldehyde (10 g, 64 mmol), 1-bromo- cyclobutanecarboxylic acid methyl ester (15 g, 77 mmol), K2CO3 (13 g, 94 mmol) in DMF (100 mL) was heated at 140 0C for 1.5 h. Then the mixture was partitioned between ethyl acetate and water, the organic layer was washed with water 4 times, dried over anhydrous Na2SO4, concentrated to give crude product as dark oil (18 g ).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 1-bromocyclobutanecarboxylate, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; CHEN, Li; HAN, Xingchun; YANG, Song; ZHANG, Zhuming; WO2010/121995; (2010); A1;,
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Electric Literature of 27741-65-7, A common heterocyclic compound, 27741-65-7, name is Ethyl 2-cyclobutylideneacetate, molecular formula is C8H12O2, 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: In a 5 mL microwave vial containing alpha,beta-unsaturated ethyl ester (100mg, 1.00equiv), boronic ester (2.00 equiv), potassium carbonate (2.00 equiv) and [RhOH(COD)]2 (0.05 equiv) was added 2% wt. TPGS-750-M solution in water (3 mL). The mixture was stirred vigorously at ambient temperature for the indicated time. The reaction mixture was then extracted with ethyl acetate. The organic phase was subsequently dried over MgSO4, filtrated and reduced under vacuum. The crude product was purified by column chromatography on silica (eluent: 0-10% methanol in dichloromethane) to yield the desired product.

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:
Article; Linsenmeier, Anna M.; Braje, Wilfried M.; Tetrahedron; vol. 71; 38; (2015); p. 6913 – 6919;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 2475-80-1, 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. 2475-80-1, name is Methyl 2-amino-5-methoxybenzoate, This compound has unique chemical properties. The synthetic route is as follows.

Methyl 2-amino-5- (methyloxy) benzoate (20.22 g, 0.112 mol) was dissolved in toluene in a 500 mL single neck flask,Triethylamine (22.58 g, 0.223 mol) was addedIsopropylsulfamoyl chloride (16.82 g, 0.117 mol),80 reaction 1h.The reaction was completed, extracted with water, the organic phase was collected, the aqueous phase was extracted with ethyl acetate, the combined organic phase was washed with saturated sodium bicarbonate,And dried over anhydrous sodium sulfate,The solvent was distilled off under reduced pressure to give 29.50 g of methyl 5- (methyloxy) -2 – ((N-isopropylsulfonyl) amino) benzoate in a yield of 91.7%.

The chemical industry reduces the impact on the environment during synthesis Methyl 2-amino-5-methoxybenzoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Guizhou University; Yue Yi; Zhao Chunshen; Zhou Zhixu; Liu Li; Huang Zhuyan; Teng Minggang; (14 pag.)CN106478548; (2017); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 7424-91-1, These common heterocyclic compound, 7424-91-1, name is Methyl 3,3-dimethoxypropanoate, 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 4: Preparation of methyl 3-methoxyprop-2-enoate The reaction was carried out analogously to example 2 using 5 g (content 99percent, 34 mmol) of pure-distilled methyl 3,3-dimethoxypropionate and 47 mg (0.27 mmol) of sulfanilic acid (Fluka). The resulting crude product had a content of 92percent (GC) of methyl 3-methoxyprop-2- enoate.

Statistics shows that Methyl 3,3-dimethoxypropanoate is playing an increasingly important role. we look forward to future research findings about 7424-91-1.

Reference:
Patent; LONZA AG; WO2009/56293; (2009); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics