Month: September 2021

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. 7335-27-5, name is Ethyl 4-chlorobenzoate, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 7335-27-5

General procedure: To a stirred solution of ethyl benzoate (3 mmol) derivatives in ethanol was added hydrazine-hydrate (5.44 mmol) and refluxed for 6-12 h. The reaction mixture was diluted with ethyl acetate followed by water. The organic layer was dried over sodium sulphate, filtered and evaporated to obtain the respective benzohydrazide derivatives (4a-m)15,16. The yields of the products varied from 80-85 %.

According to the analysis of related databases, 7335-27-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Prasanna, V. Laxmi; Narender; Asian Journal of Chemistry; vol. 27; 10; (2015); p. 3605 – 3608;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 23426-63-3, name is Methyl 2-bromo-2-methylpropanoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. category: esters-buliding-blocks

Step B; 4-Mercapto-2,5-dimethyl-phenol 44 obtained in step A above is dissolved in acetonitrile (30 mL). Powdered cesium carbonate (7.06 g, 21.7 mmol) is added, followed by 2-bromo-2-methyl-propionic acid methyl ester (2.40 mL, 18.5 mmol). The mixture is stirred at rt for 2 h. Filtration and concentration, followed by silica gel chromatography (0-50% ethyl acetate in hexanes) yielded 2-(4-hydroxy-2,5-dimethyl-phenylsulfanyl)-2-methyl- propionic acid methyl ester 45 (0.45 g, 13%) as a white waxy solid: 1H-NMR (400 MHz, CDCl3) delta = 7.17 (s, IH)3 6.65 (s, IH), 5.06 (s, IH), 3.67 (s, 3H), 2.36 (s, 3H), 2.17 (s, 3H), 1.47 (s, 6H). MS calcd. for C13H19O3S (M+H1) 255.1, found 255.1.

The synthetic route of 23426-63-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IRM LLC; WO2007/56496; (2007); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 121-98-2, name is Methyl 4-methoxybenzoate, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 121-98-2

General procedure: A mixture of substrate (1 mmol), CuBr2 (22.4 mg, 10 mol%), LiBr (130.3 mg, 1.5 equiv.), and 0.05 mL of water was placed in a 50 mL stainless steel autoclave equipped with an inner glass tube in room temperature. CO2 (4 MPa) and O2 (1 MPa) were subsequently introduced into the autoclave and the system was heated under the predetermined reaction temperature for 15 min to reach the equilibration. Then the final pressure was adjusted to the desired pressure by introducing the appropriate amount of CO2. The mixture was stirred continuously for the desired reaction time. After cooling, products were diluted with acetone and analyzed by gas chromatograph (Shimadzu GC-2014) equipped with a capillary column (RTX-17 30 m × 25 mum and RTX-wax 30 m × 25 mum) using a flame ionization detector by comparing the retention times of authentic samples. The residue was purified by column chromatography on silica gel (200-300 mesh, eluting with petroleum ether/ethyl acetate from petroleum ether to 50:1) to afford the desired product. The isolated products were further identified with NMR spectra (Bruker 400 MHz) and GC-MS or GCD, which are consistent with those reported in the literature.

According to the analysis of related databases, 121-98-2, the application of this compound in the production field has become more and more popular.

Reference:
Conference Paper; Liu, An-Hua; Ma, Ran; Zhang, Meng; He, Liang-Nian; Catalysis Today; vol. 194; 1; (2012); p. 38 – 43;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 383-62-0, The chemical industry reduces the impact on the environment during synthesis 383-62-0, name is Ethyl 2-chloro-2,2-difluoroacetate, I believe this compound will play a more active role in future production and life.

To a mixture of (2S,3R,4R,5S,6R)-2-(5-(bicyclo[4.2.0]octa-1 (6),2,4-trien- 3-ylmethyl)-4-chloro-2-hydroxyphenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran- 3,4,5-triol (Compound No.8) (260 mg, 0.64 mmol) in N,N-dimethylformamide (3.0 ml) with CS2CO3 (416 mg, 1.28 mmol) was added ethyl 2-chloro-2,2- difluoroacetate (151 mg, 0.95 mmol). The reaction mixture was stirred at room temperature for overnight, then purified by chromatography on a C18 reversed phase column to yield the title compound as a white solid. 1 H NMR(400 MHz, CD3OD) delta 7.47 (s, 1H), 7.23 (s, 1H), 7.04 (d, J = 7.6 Hz, 1H), 6.93 (d, J = 7.6 Hz, 1H), 6.88 (s, 1H), 6.75 (t, J = 72.4 Hz, 1H), 4.48 (d, J = 9.6 Hz, 1H), 4.03-4.12 (m, 2 H), 3.88 (d, J = 12.0 Hz, 1H), 3.64 – 3.68 (m, 1H), 3.45 – 3.56 (m, 2 H), 3.35 – 3.42 (m, 2 H), 3.13 (s, 4 H); MS (ES) m/z: 474.1 [M+NH4]+.

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, Ethyl 2-chloro-2,2-difluoroacetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; GAUL, Micheal; KUO, Gee-Hong; XU, Guozhang; LIANG, Yin; (218 pag.)WO2018/89449; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 773134-11-5, name is Methyl 4-bromo-2,6-difluorobenzoate, 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 773134-11-5, Quality Control of Methyl 4-bromo-2,6-difluorobenzoate

4-Bromo-2,6-difluoro-benzoic acid methyl ester (250 mg, 1 mmol) was dissolved intriethylamine (5 mL) and dichloropalladium(bis)triphenylphosphine (36 mg, 0.05 mmol) was added followed by copper iodide (10 mg, 0.05 mmol) and cyclopropylacetylene (85 iL, 1.2 mmol). The reaction mixture was heated for 1 hour at 100 G under microwave radiation. The mixture was cooled to room temperature and filtered through DecaliteTM and concentrated under reduced pressure. The crude residue was purified by column chromatography (heptane to ethyl acetate = 9/1 v/v%) to afford 214mg of the title compound (yield: 90.6%).

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; NETHERLANDS TRANSLATIONAL RESEARCH CENTER B.V.; DE MAN, Adrianus Petrus Antonius; UITDEHAAG, Joost Cornelis Marinus; STERRENBURG, Jan Gerard; DE WIT, Joeri Johannes Petrus; SEEGERS, Nicole Wilhelmina Cornelia; VAN DOORNMALEN, Antonius Maria; BUIJSMAN, Rogier Christian; ZAMAN, Guido Jenny Rudolf; (88 pag.)WO2017/153459; (2017); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 57381-59-6, name is Methyl 5-bromo-2-fluorobenzoate, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of Methyl 5-bromo-2-fluorobenzoate

Methyl-5-benzyl-2-fluorobenzoate To a solution of methyl-5-bromo-2-fluorobenzoate (350 mg, 1 .5 mmol) in dioxane (20 ml_), was added sequentially 2-benzyl-4, 4,5, 5-tetramethyl-1 ,3, 2-dioxaborolane (327 mg, 1 .5 mmol), anhydrous potassium phosphate (955 mg, 4.5 mmol) and [1 ,1 ‘-bis(diphenylphosphino)ferrocene]palladium(ll) chloride (7 mg, 0.01 mmol) under an argon atmosphere. The mixture was stirred at 90C overnight before dioxane was concentrated under reduced pressure. The residue was purified by silica gel column chromatography eluting with ethyl acetate : petroleum ether = 1 :10 to afford methyl-5-benzyl-2-fluorobenzoate (350 mg, crude) as a colorless oil, which was used directly without further purification. LCMS (ESI): m/z = 245.1 [M+H]+.

According to the analysis of related databases, 57381-59-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; X-RX DISCOVERY, INC.; RUEBSAM, Frank; WANG, Ce; NI, Haihong; MULVIHILL, Mark, J.; BABISS, Lee; RENZETTI, Louis; ZHANG, Ying; (99 pag.)WO2015/175171; (2015); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 64113-91-3, 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 64113-91-3 as follows.

A solution of 3- (3-PHENYL-1, 2, 4-oxadiazol-5-yl) propanoic acid (0. 1G, 0. 46MMOL) in DICHLOROMETHANE (10ML) was treated with 1, 1-dimethylethyl 2-aminobenzoate (0.089g, 0. 46MMOL), 1- (3-DIMETHYLAMINOPROPYL)-3-ETHYLCARBODIIMIDE HYDROCHLORIDE (0.097g, 0. 51MMOL) and 1H-1, 2, 3-BENZOTRIAZOL-1-OL (0.075g, 0. 56MMOL). After 4 days the reaction mixture was evaporated to dryness and the residue treated with a solution of TRIFLUOROACETIC acid (1ML) in DICHLOROMETHANE (1ML). After 2 hours the mixture was evaporated to dryness and the residue dissolved in 1ml of DMSO and subjected to purification using mass-directed HPLC. The title compound, which crystallized as a white solid from the eluant upon standing for 2 days, was filtered and dried to give 0.024g (15%) of the title compound. NMR. 5H (400MHZ, D6-DMSO) ; 3.05 (t, 2H, J=7.0 Hz), 3.32 (t, 2H, J=6.8 Hz, (partially obscured by water), 7.15 (t, 1 H, J=7.5 Hz), 7.56 (m, 4H), 7.98 (m, 3H), 8.41 (d, 1 H, J=8.3 Hz), 11. 27 (s, 1 H), 13.67 (s, 1 H) ; m/z 338 [MH+].

According to the analysis of related databases, 64113-91-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2005/16870; (2005); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 89-71-4, The chemical industry reduces the impact on the environment during synthesis 89-71-4, name is Methyl 2-methylbenzoate, I believe this compound will play a more active role in future production and life.

(1) To 50 g of Na-X type zeolite dry powder (Zeolum type F-9; 100 meshes or finer, produced by Tosoh Corporation) was added dropwise 7.51 g (50.0 mmol) of methyl 2-methylbenzoate with stirring. Further, 3.9 ml (75 mmol) of bromine was added dropwise thereto at 45~50 C., and the mixture was stirred at 80 C. for 1 hour. To the reaction mixture was added a solution of potassium carbonate (5.5 g) in water (50 ml) and methanol (250 ml). The mixture was stirred at room temperature for 10 minutes and filtered. The residual zeolite powder was washed with warmed hydrous methanol (10%, 250 ml). The filtrate and the washing were combined and concentrated. The residue was diluted with ethyl acetate, washed twice with water, dried and concentrated. The residue (2.98 g) was subjected to silica gel column chromatography (eluted with n-hexane:toluene=10:1 and then 5:1 and then 3:1) to obtain 1.97 g (8.60 mmol) of methyl 5-bromo-2-methylbenzoate as crystals.

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-methylbenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Sumitomo Chemical Company, Limited; US6489487; (2002); B1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 148547-19-7, name is Methyl 4-bromo-3-methylbenzoate, This compound has unique chemical properties. The synthetic route is as follows., Formula: C9H9BrO2

Reference Example 11 [0605] [0606] A mixture of methyl 4-bromo-3-methylbenzoate (4.58 g), [1,1?-bis(diphenylphosphino)-ferrocene]dichloropalladium (II) (1.46 g), potassium carbonate (11.0 g) and 2-(trifluoromethyl)phenylboronic acid (7.60 g) was stirred in DMF (100 mL) at 80 C. for 24 hours. After cooling to room temperature, the reaction mixture was diluted with a mixed solvent of ethyl acetate-toluene (1:1) and filtered. Water was added to the filtrate and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine successively, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give a residue, which was purified with silica gel column chromatography (hexane/ethyl acetate) to give compound 11-1 (5.61 g). N-Bromosuccinimide (2.06 g) and benzoyl peroxide (133 mg) were added to a solution of compound 11-1 (3.07 g) in carbon tetrachloride (47 mL) and the mixture was heated to reflux for 6 hours. After cooling to room temperature, the reaction mixture was filtered. The filtrate was concentrated under reduced pressure and the resulting residue was purified with silica gel column chromatography (hexane/ethyl acetate) to give compound 11-2 (4.05 g) as a crude product. The crude product (3.78 g) of compound 11-2 was dissolved in acetic acid (73 mL), sodium acetate (4.17 g) was added thereto, and the mixture was heated to reflux for 16 hours. After cooling to room temperature, the reaction solution was concentrated under reduced pressure to give a residue, to which water was added and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine successively, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to give a residue, which was purified with silica gel column chromatography (hexane/ethyl acetate) to give compound 11-3 (2.39 g). Compound 11-3 (2.04 g) was dissolved in a mixed solvent of tetrahydrofuran-methanol (1:1) (40 mL), 1N aqueous solution of sodium hydroxide (23 mL) was added dropwise thereto, and the mixture was stirred at room temperature for 25 hours. The reaction solution was acidified by addition of 2N aqueous solution of hydrochloric acid, concentrated under reduced pressure and ethyl acetate and 1N aqueous solution of hydrochloric acid were added. The organic layer was extracted, washed with saturated brine, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to give a residue, which was azeotropically distilled with toluene to give compound 11-4 (1.69 g). Compound 11-5 (89 mg) was prepared from compound 11-4 (94 mg) in the same manner as the second step of Reference Example 9. Compound 11-1: 1H-NMR (CDCl3) delta 2.08 (s, 3H), 3.94 (s, 3H), 7.22 (d, J=8.1 Hz, 2H), 7.50 (t-like, J=7.6 Hz, 1H), 7.59 (t-like, J=7.1 Hz, 1H), 7.77 (d, J=7.7 Hz, 1H), 7.88 (md, J=7.9 Hz, 1H), 7.94 (m, 1H). Compound 11-2: 1H-NMR (CDCl3) delta 3.96 (s, 3H), 4.04 (d, J=10.4 Hz, 1H), 4.40 (d, J=10.4 Hz, 1H), 7.27 (d, J=8.1 Hz, 2H), 7.43 (d, J=7.3 Hz, 1H), 7.52-7.64 (m, 2H), 7.79 (d, J=7.3 Hz, 1H), 7.99 (dd, J=8.0, 1.7 Hz, 1H), 8.21 (d, J=1.7 Hz, 1H). Compound 11-3: 1H-NMR (CDCl3) delta 2.00 (s, 3H), 3.94 (s, 3H), 4.81 (AB q, JAB=22.8 Hz, 2H), 7.28 (d, J=7.9 Hz, 2H), 7.48-7.59 (m, 2H), 7.76 (d, J=7.2 Hz, 1H), 8.00 (dd, J=8.0, 1.7 Hz, 1H), 8.14 (d, J=1.3 Hz, 1H). Compound 11-4: 1H-NMR (CDCl3) delta 4.42 (AB q, JAB=23.0 Hz, 2H), 7.29 (d, J=8.1 Hz, 2H), 7.50-7.61 (m, 2H), 7.78 (d, J=7.5 Hz, 1H), 8.05 (dd, J=8.0, 1.6 Hz, 1H), 8.34 (s, 1H). [0607] Compound 11-5: 1H-NMR (CDCl3) delta 4.83 (AB q, JAB=20.4 Hz, 2H), 7.27 (d, J=7.5 Hz, 1H), 7.32 (d, J=8.0 Hz, 1H), 7.50-7.61 (m, 2H), 7.77 (d, J=7.2 Hz, 1H), 8.08 (dd, J=7.9, 1.8 Hz, 1H), 8.21 (d, J=1.7 Hz, 1H).

According to the analysis of related databases, 148547-19-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; DAINIPPON SUMITOMO PHARMA CO., LTD.; Katayama, Seiji; Hori, Seiji; Hasegawa, Futoshi; Suzuki, Kuniko; US2013/116227; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 1186-73-8,Some common heterocyclic compound, 1186-73-8, name is Trimethyl methanetricarboxylate, molecular formula is C8H12O6, 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.

Step 5; methyl 9-(((tert-butyldimethylsilyl)oxy)methyl)-l-(2,4-dimethoxybenzyl)-4- hydroxy-8-methyl-2-oxo-2,5,6,8-tetrahydro-lH-indolo[6,5-h]quinoline-3- carboxylate The N-(2-(((tert-butyldimethylsilyl)oxy)methyl)- 1 -methyl-7,8-dihydro- 1H- benzo[f]indol-5(6H)-ylidene)-l-(2,4-dimethoxyphenyl)methanamine (1.40 g, 2.84 mmol) and trimethyl methanetricarboxylate (0.95 g, 5.00 mmol) were mixed together in PI12O (7.0 mL). With stirring, the mixture was placed onto a pre-heated heat block at 230 C and heated for 10 min after the initial bubbling of MeOH was observed (occurs at -160 C internal reaction temperature) under a blanket of Argon. The reaction mixture was cooled to room temperature, then purified by column chromatography (hexanes followed by EtOAc/hexanes 25-60% gradient) to yield the product as a yellow foam (1.158 g, 63% 2 steps). XH NMR (500 MHz, CHCl3-i/) delta ppm 0.06 (s, 6 H) 0.90 (s, 9 H) 2.58 – 2.72 (m, 2 H) 2.89 (t, J=6.6 Hz, 2 H) 3.62 (s, 3 H) 3.78 (s, 3 H) 3.80 (s, 3 H) 3.97 (s, 3 H) 4.77 (s, 2 H) 5.37 (s, 2 H) 6.19 (s, 1 H) 6.42 (d, J=2.4 Hz, 1 H) 6.46 (dd, J=8.4, 2.4 Hz, 1 H) 7.14 (d, J=8.4 Hz, 1 H) 7.18 (s, 1 H) 7.63 (s, 1 H) 13.60 (s, 1 H). LC-MS 619.6 [M+H]+, RT 1.76 min.

The synthetic route of 1186-73-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PTC THERAPEUTICS, INC.; BRANSTROM, Arthur; JOSYULA, Vara Prasad, Venkata Nagendra; ARNOLD, Michael, Andrew; GERASYUTO, Aleksey, I.; KARP, Gary; WANG, Jiashi; WO2013/33228; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics