Tag: M.W=200-300

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. 3196-23-4, name is Methyl 1-bromocyclohexanecarboxylate, A new synthetic method of this compound is introduced below., Quality Control of Methyl 1-bromocyclohexanecarboxylate

General procedure: Synthesis. The mixture of zinc (3.0 g, 46 mmol), methyl 1-bromocycloalkanecarboxylate (12 mmol), HgCl2 (5 mg), and N,N-bis(arylmethylidene)benzidine 3 (5 mmol) in dry toluene(20 mL) with 2mL of HMPA was heated for 4 h under reflux and then cooled down, decanted from the zinc excess, and treated with 5% acetic acid. Organic layer was separated, and the aqueous layer was twice extracted with ethyl acetate. The combined organic layers were dried over Na2SO4 and then concentrated. The residue was purified by the recrystallization from p-xylene to give the reaction products 6a-i and 7a-k as white or Slightly colored Solids.

The synthetic route of 3196-23-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kirillov; Nikiforova; Baibarodskikh; Zakharova; Govorushkin; Journal of Chemistry; vol. 2019; (2019);,
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These common heterocyclic compound, 2178-24-7, name is Ethyl (2-bromophenyl)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. Recommanded Product: 2178-24-7

EXAMPLE 35 alpha-{3-Amino-4-chloro-6-[N-(2-[diethylamino]ethyl)]carbamoylphenoxy}phenylacetic acid, ethyl ester To a well-stirred suspension of sodium hydride (0.36 g of 60%, 9 mmoles, washed with n-pentane) in 5 ml of dry DMF was added a solution of 4-amino-5-chloro-N-[2-(diethylamino)ethyl]2-hydroxybenzamide (2.28 g, 8 mmoles) (from Preparation No. 1B) in 10 ml of dry DMF. After evolution of hydrogen had ceased, to this was added dropwise a solution of ethyl alpha-bromophenyl acetate (2.12 g, 8.7 mmoles) in 5 ml of dry DMF. After an additional 18 hours at ambient temperature, the mixture was concentrated in vacuo and the residue partitioned between water (200 ml) and methylene chloride (75 ml). The aqueous phase was extracted twice with 75 ml portions of methylene chloride. After combining, the organic phase was washed three times with 50 ml of 10% aqueous sodium hydroxide and three times with brine; dried over sodium sulfate, filtered, concentrated in vacuo, to give 3.5 g of oil which slowly crystallized. Trituration with pentane gave 3.34 g of the title compound, mp. 84-87 C. The NMR spectrum (90 MHz) in CDCl3 gave the following resonances: delta8.55 (bt, 1H); 8.20 (s, 1H); 7.50 (m, 5H); 6.09 (s, 1H); 5.65 (s, 1H); 4.25 (m, 4H); 3.55 (m, 2H); 2.60 (m, 6H); 1.05 (m, 9H). Anal. Calc’d. for C23 H30 ClN3 O4: C, 61.66; H, 6.76; N, 9.38. Found: C, 61.75; H, 6.76; N, 9.27.

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

Reference:
Patent; Bristol-Myers Company; US4808624; (1989); A;,
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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 2905-67-1 as follows. Computed Properties of C8H6Cl2O2

Methyl 3,5-dichlorobenzoate (2-D) (1.07 g, 5.0 mmol) was suspended in a vigorously stirring solution of methylamine (40%/H20, 5.0 mL). After heating gently for 10 min, the mixture was stirred at room temperature for 18 h. The mixture was extracted with methylene chloride and the extract dried (MgS04) to provide 3,5-dichloro-N-methylbenzamide (2-E).

According to the analysis of related databases, 2905-67-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK & CO., INC.; WO2005/97759; (2005); A1;,
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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. 55666-43-8, name is tert-Butyl 3-bromopropanoate, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 55666-43-8

Intermediate 35: tert-butyl 3-f7-famino(hvdroxyimino)methvn-3,4-dihydroisoquinolin- 2(1 hP-ylipropanoateStep 1 : tert-butyl 3-(7-cyano-3,4-dihydroisoquinolin-2(1 H)-yl)propanoate; 7-Cyano-1 ,2,3,4-tetrahydroisoquinoline (7 g; 44.25 mmol; 1 eq.) and K2CO3 (7.34 g; 53.1 mmol; 1.2 eq) were suspended in CH3CN (280 ml_). te/f-Butyl 3-bromopropionate (7.77 ml 46.46 mmol; 1.05 eq.) was added. The reaction mixture was heated to 700C for 24 hours. As the reaction was not complete, tert-butyl 3-bromopropionate (3.70 ml 22.12 mmol; 0.50 eq.) and K2CO3 (3.06 g; 22.12 mmol; 0.5 eq) were added and the mixture was stirred at 70 0C for additional 48 hours. Solvents were removed under vacuum and the solid residue was partitioned between NaHCO3 sat (100 ml.) and EtOAc (200 ml_). The organic layer was then washed with brine and dried over magnesium to give the title compound as a yellow oil (1 1.9 g; 93.9 %). It was used in the next step without further purification. 1H NMR: (DMSO-dbeta, 400MHz) delta 7.57-7.54 (m, 2H), 7.32-7.29 (m, 1 H), 3.59 (s, 2H), 2.87-2.83 (t, J = 5.94 Hz, 2H), 2.74-2.66 (m, 4H), 2.46-2.42 (t, J = 7.01 Hz, 2H), 1.39 (s, 9H). UPLC/MS: 287.1 (M+H)+. HPLC (Method A) Rt 2.37 min (Purity: 96.4 %).

According to the analysis of related databases, 55666-43-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SERONO S.A.; QUATTROPANI, Anna; BAKER-GLENN, Charles; BLACKABY, Wesley; KNIGHT, Chris; WO2010/142628; (2010); A1;,
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Reference of 2905-67-1, 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 2905-67-1 as follows.

Step A: Preparation of 1 -(3,5 -dichlorophenyl)-3 -(2-fluorophenyl)- 1,3 -propanedioneTo a solution of tetrahydrofuran (20 mL) and sodium hydride (60% dispersion in mineral oil, 0.35 g, 8.7 mmol) was added 2?-fluoroacetophenone (0.59 mL, 4.9 mmol), followed by 3,5-dichlorobenzoic acid methyl ester (1.0 g, 4.9 mmol). The mixture was heated at reflux for 24 h. After cooling to ambient temperature, 1 N aqueous hydrochloricacid was added, and the mixture was extracted three times with dichloromethane. The extracts were combined, dried with Mg504 and filtered. The filtrate was concentrated to give a tan solid (1.8 g), which was used without further purification.

According to the analysis of related databases, 2905-67-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; E. I. DU PONT DE NEMOURS AND COMPANY; SELBY, Thomas Paul; TRAVIS, David Andrew; DEPREZ, Nicholas Ryan; SATTERFIELD, Andrew Duncan; WO2015/167795; (2015); A1;,
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Synthetic Route of 135484-83-2, 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. 135484-83-2 name is Methyl 2-amino-4-bromobenzoate, 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.

Example 16a4-Bromo-2-(2,5-dichloro-pyrimidin-4-ylamino)-benzoic acid methyl ester2-Amino-4-bromo-benzoic acid methyl ester (1.2g, 5.0 mmol) was combined with2,4,5-trichloro-pyrimidine (5.33 mL, 46.5 mmol) and EtN(i-Pr)2 (0.95 mL, 5.5 mmol), and the mixture was warmed to 120C. After 16 hours the excess 2,4,5-trichloro-pyrimidine was removed under high vacuum, and the residue was then treated with 1 : 1 MeOH: water. The resulting solid was filtered, retriturated with 1 : 1 MeOH: water, re filtered, and the resulting solid triturated in MeOH at 50C. After filtering, the solid was rinsed liberally with MeOH. After air drying 4-Bromo-2-(2,5-dichloro-pyrimidin-4-ylamino)-benzoic acid methyl ester was recovered in 52% yield as a brown solid and was carried on for subsequent steps without further manipulation. LC/MS: M+H= 377.9.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 2-amino-4-bromobenzoate, and friends who are interested can also refer to it.

Reference:
Patent; CEPHALON, INC.; BRESLIN, Henry J.; DORSEY, Bruce; OTT, Gregory R.; WO2012/125603; (2012); A1;,
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Reference of 685892-23-3, 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. 685892-23-3, name is Methyl 2-bromo-6-chlorobenzoate, This compound has unique chemical properties. The synthetic route is as follows.

Step 1. Preparation of methyl 2-chloro-6-cvclopropylbenzoate (i-la) [00137] Methyl 2-bromo-6-chlorobenzoate (1.0 g, 4.0 mmol), cyclopropylboronic acid (516 mg, 6.0 mmol), Pd(OAc)2 (90 mg, 0.4 mmol), Cy3P ( 224 mg, 0.8 mmol) and K3PO4 (2.5 g, 12.0 mmol) were mixed in toluene (20 mL) and H2O (2.5 mL). The mixture was stirred at 100C for 14h under N2 atmosphere. The mixture was cooled down and poured into water. The mixture was extracted with EtOAc and the organic layer was dried over Na2SC>4 and concentrated. The residue was purified by flash chromatography (Petroleum/EtOAc 15/1) to give the title compound. MS: 211 (M+l).

The chemical industry reduces the impact on the environment during synthesis Methyl 2-bromo-6-chlorobenzoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK SHARP & DOHME CORP.; LAPOINTE, Blair, T.; FULLER, Peter, H.; GUNAYDIN, Hakan; LIU, Kun; SCOTT, Mark, E.; TROTTER, B., Wesley; ZHANG, Hongjun; (211 pag.)WO2017/75182; (2017); A1;,
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Application of 1245643-11-1, 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. 1245643-11-1, name is Methyl 3,4-diamino-5-bromobenzoate, This compound has unique chemical properties. The synthetic route is as follows.

Triethylamine (95.4 mL; 660 mmol) was added to a mixture of intermediates la and lb (75 g; 132.47 mmol) (ratio la/lb undetermined) in THF (3 L) at 0C. The reaction mixture was stirred at 0C for 10 min. Then, morpholine (55.8 mL; 634 mmol) and bromo-tris-pyrrolidino-phosphonium hexafluorophosphate (135.2 g; 290 mmol) were added. The reaction mixture was stirred at rt for 12h. The solvent was evaporated and the residue was washed with H20. The solid (yellow) was filtered, washed with ACN, then Et20 and dried under vacuum to give 80 g (85%) of a mixture intermediates 3a and 3b (ratio -4/1 by 1H NMR).

The chemical industry reduces the impact on the environment during synthesis Methyl 3,4-diamino-5-bromobenzoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; ANGIBAUD, Patrick, Rene; QUEROLLE, Olivier, Alexis, Georges; BERTHELOT, Didier, Jean-Claude; MEYER, Christophe; WILLOT, Matthieu, Philippe, Victor; MEERPOEL, Lieven; JOUSSEAUME, Thierry, Francois, Alain, Jean; (114 pag.)WO2018/178280; (2018); A1;,
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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. 120-51-4, name is Benzyl benzoate, A new synthetic method of this compound is introduced below., Safety of Benzyl benzoate

General procedure: Carboxylic ester (5.0 mmol), amine (6.5 mmol), and Cp2ZrCl2 (146.7 mg, 0.5 mmol) were suspended in 1.2 mL of anhydrous toluene. The reaction was stirred at 110C for 4-20 h. The solvent was then removed under reduced pressure. The crude product was purified on a Biotage Isolera One using a Biotage SNAP Ultra cartridge (12 g or 25 g, 10-60% EtOAc in n-heptane) to isolate the desired amide.

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; Lenstra, Danny C.; Nguyen, D. Thao; Mecinovi?, Jasmin; Tetrahedron; vol. 71; 34; (2015); p. 5547 – 5553;,
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Electric Literature of 1732-09-8, 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. 1732-09-8, name is Dimethyl octanedioate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Adipinsuredimethylester wurde kontinuierlich in Rieselfahrweise mit Rckfhrung (Verhltnis Zulauf/Rckfhrung = 10/1) bei einer Belastung von 0,5 kg/(l*h), einem Druck von 240 bar und Reaktionstemperaturen von 200 C bzw. 220 C in einem senkrechten Rohrreaktor, der mit 200 ml Katalysator 1 gefllt war, hydriert. Die Versuchsdauer betrug insgesamt 14 Tage. GC-analytisch wurden im Reaktoraustrag bei 200 C bzw. 220’C Esterumstze von 99 % bzw. 100 %, Hexandiol-Anteile von 57 % bzw. 62 % und Methanol-Gehalte von 30 % bzw. 31 % detektiert. Nach Ausbau war der Katalysator noch voll erhalten und wies eine hohe mechanische Stabilitt auf. Seitendruckfestigkeit und Abrieb sind in Tabelle 1 zusammengestellt. Die Versuchsergebnisse sind nochmals in Tabelle 2 zusammengefat.

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, Dimethyl octanedioate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BASF AKTIENGESELLSCHAFT; EP1218326; (2004); B1;,
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