Tag: M.W=300-400

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 869-10-3 as follows. Computed Properties of C10H16Br2O4

A solution of diethyl 2,5-dibromoadipate (8.0 g, 0.0222 mol) in toluene (25 mL) was heated at 80C. After stopping the heating, 2-methoxyaniline (4.1 g, 0.333 mol) was added dropwise thereto over 40 minutes, and then the mixture was stirred for 11 hours at 100C again. The reaction mixture was filtrated by aspiration, and the filtrate was concentrated in vacuo. The residue was purified by silica gel column chromatography to give 2.08 g of the title compound as a white solid. 1H-NMR (CDCl3) delta; 1.25 (6H, t, J=7.2Hz), 2.21 (4H, m), 3.71 (3H, s), 4.21 (4H, m), 4.36 (2H, m), 6.70 (1H, m), 6.82 (3H, m).

According to the analysis of related databases, 869-10-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Dainippon Sumitomo Pharma Co., Ltd.; EP1679069; (2006); A1;,
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Adding a certain compound to certain chemical reactions, such as: 581065-95-4, name is tert-Butyl 1-amino-3,6,9,12-tetraoxapentadecan-15-oate, 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 581065-95-4, Recommanded Product: tert-Butyl 1-amino-3,6,9,12-tetraoxapentadecan-15-oate

To a stirred solution of 4-(4-(3-(4-chloro-3-(trifluoromethyl)phenyl)ureido)phenoxy)- picolinic acid (08) (200 mg, 0.44 mmol, 1.0 equiv) in DMF (5.0 mL, 25.0 vol. equiv), were added tert-butyl l-amino-3,6,9, 12-tetraoxapentadecan-15-oate (165 (171.0 mg, 0.53 mmol, 1.2 equiv), HATU (505 mg, 1.33 mmol, 3.0 equiv) and DIPEA (68.50 mg, 0.53 mmol, 1.20 equiv). The reaction mixture was stirred for 12 h at RT. Completion of the reaction was monitored by TLC. The Reaction mixture was quenched with DMW (100 mL) and extracted with EtOAc (100 mL x 3). The combined organic extract was washed with brine (100 mL), dried over Na2S04 and concentrated under vacuum to afford the titled compound (16) (160 mg, 47.90%) as a brownish gum. MR (300 MHz, OMSO-d6) delta 9.23 (s, 1H), 9.02 (s, 1H), 8.75 (s, 1H), 8.52- 8.51 (d, 1H), 8.13-8.12 (d, 1H), 7.64-7.63 (d, 2H), 7.61 (s, 1H), 7.58 (s, 1H), 7.38-7.37 (d, 1H), 7.19-7.16 (m, 3H), 3.58-3.44 (m, 18H), 2.51-2.49 (t, 2H), 1.38 (s, 9H). MS (ES+): 755.0 (M+l); MS (ES-): 753.3 (M-l). HPLC: 97.56%.

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, tert-Butyl 1-amino-3,6,9,12-tetraoxapentadecan-15-oate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; QUARTZ THERAPEUTICS, INC.; ZAMBONI, Robert; HENNING, Ryan; JI, Alan; SMITH, Tyler; HELLER, Bradley; REDDY, Thumkunta Jagadeeswar; ROCHELEAU, Sylvain; BEAULIEU, Marc Andre; (266 pag.)WO2018/200981; (2018); A1;,
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Synthetic Route of 18013-97-3, 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. 18013-97-3, name is Diethyl 2,5-dibromoterephthalate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 2 Diethyl 2,5-di(benzo[b]thiophen-4-yl)terephthalate To a mixture of magnesium turnings (0.91 g, 36 mmol) and anhydrous tetrahydrofuran (20 cm3) is added 4-bromobenzo[b]thiophene (7.0 g, 33 mmol) and the mixture heated at 75 C. for 17 hours. The resulting suspension is syringed into a solution of tributyltinchloride (16 g, 49 mmol) in anhydrous tetrahydrofuran (20 cm3) at -78 C. The ice bath is removed and the resulting mixture is stirred at 23 C. for 17 hours. The reaction mixture is quenched with water (100 cm3) and extracted with 40-60 petroleum (5*50 cm3). The combined organic phase is washed with brine (50 cm3), dried over magnesium sulphate, filtered and the solvent removed in vacuo to give crude (4-tributylstannanyl-benzo[b]thiophen-2-yl). Nitrogen gas is bubbled for an hour through a suspension of 2,5-dibromo-terephthalic acid diethyl ester (2.3 g, 6.0 mmol) in anhydrous N,N-dimethylformamide (50 cm3) and tris(dibenzylideneacetone)dipalladium(0) (0.3 g, 0.3 mmol) and tri(o-tolyl)phosphine (0.2 g, 0.6 mmol) are added. The resulting mixture is heated to 90 C. and the prepared (4-tributylstannanyl-benzo[b]thiophen-2-yl) is added. The reaction mixture is stirred at 90 C. for 17 hours. The reaction mixture is concentrated in vacuo and purified using silica gel column chromatography (gradient of 40-60 petroleum to diethyl ether) to give diethyl 2,5-di(benzo[b]thiophen-4-yl)terephthalate (0.9 g, 31%) as a white solid. 1H NMR (300 MHz, CDCl3) 8.05 (2H, s, ArH), 7.95 (2H, d, ArH, J 8.0), 7.49-7.44 (4H, m, ArH), 7.37 (2H, d, ArH, J 5.5), 7.28 (2H, d, ArH, J 5.5), 3.92 (4H, q, CH2, J 7.2), 0.72 (6H, t, 2CH3, J 7.2).

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, Diethyl 2,5-dibromoterephthalate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK PATENT GMBH; D’Lavari, Mansoor; Mitchell, William; Wang, Changsheng; Tierney, Steven; Sparrowe, David; US2015/144847; (2015); A1;,
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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 179688-27-8 as follows. Computed Properties of C15H23NO6

To a stirred solution of 15.7 g (50 mmol) of ethyl 2-amino-4,5-bis(2-methoxyethoxy)-benzoate (Pfizer patent WO 96130347) in 50 ml of DMF at 0C was added phosphorous oxychloride (5.6 ml, 60 mmol) during 15 m. The resulting solution was heated at 55C for 45 m, cooled, diluted with methylene chloride, and treated at 0C with 200 ml of N/1 sodium hydroxide during 2 m. The organic layer was separated and washed at 0C with water. The solution was dried and evaporated with added toluene present to give 18.4 g of amber oil; NMR (CDCl3) delta 3.02 (s, Me2N).

According to the analysis of related databases, 179688-27-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Wyeth Holdings Corporation; EP973746; (2003); B1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 581065-95-4, name is tert-Butyl 1-amino-3,6,9,12-tetraoxapentadecan-15-oate, 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 581065-95-4, Computed Properties of C15H31NO6

To a solution of Compound 6a (66 mg, 0.2 m mole) in dichloromethane (1 mL) were added DCC (47 mg, 0.22 m mole), HOBt (31 mg, 0.22 mmole) and the compound 4 (50 mg, 0.2 m mole). The mixture thus obtained was stirred at room temperature overnight. The solvent was evaporated and the residue was purified by flash chromatography on silica gel with 1 % methanol in dichloromethane as eluent to give the title compound as an yellow oil (70 mg, 62%). ¹H NMR 8 1.44 (s, 9H), 2.51 (t, 1H), 2.63 (t, 2H), 2.93 (d, 3H), 3.01 (t, 2H), 3.45 (m, 2H), 3.55 (m, 2H), 3.64 (m, 12H), 3.71 (t, 2H), 5.01 (bs, 1H), 6.38 (bt, 1H), 6.62 (m, 2H), 7.27 (m, 1H), 7.43 (dd, 1H). MS (ES) 491 (M-56+H+), 513 (M- 56+Na+), 547 (M+H+), 569 (M+Na+) Compound 11b: ¹H NMR 8 1.34 (d, 3H), 1.45 (s, 9H), 2.30 (m, 1H), 2.5 (t, 2H), 2.69 (m, 1H), 2.93 (d, 3H), 3.37-3.55 (m, 5H), 3.63 (m, 12H), 3.71 (t, 2H), 4.99 (bs, 1H), 6.13 (bt, 1H), 6.62 (m, 2H), 7.25 (m, 1H), 7.48 (dd, 1H). MS (ES) 505 (M-56+H+), 527 (M-56+Na+), 543 (M-56+K+), 561 (M+H(at), 583 (M+Na(at). Compound lie: 1.43 (s, 3H), 1.45 (s, 9H), 2.46 (s, 2H), 2.5 (t, 2H), 2.92 and 2.94 (2s, 3H), 3.33 (m, 2H), 3.47 (t, 2H), 3.63 (m, 12H), 3.70 (t, 2H), 6.06 (bt, 1H), 6.63 (m, 2H), 7.25 (m, 1H), 7.54 (d, 1H); MS (ES) 519 (M-56+H(at), 541 (M-56+Na+), 575 (M+H(at), 597 (M+Na+).

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, tert-Butyl 1-amino-3,6,9,12-tetraoxapentadecan-15-oate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MEDAREX, INC.; WO2005/112919; (2005); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 18013-97-3, 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. 18013-97-3, name is Diethyl 2,5-dibromoterephthalate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A 250 mL round bottom flask was charged with diethyl 2,5-dibromo-terephthalate (9.12 g, 24 mmol), 2-tri-n-butyltin-thieno[3,2-b]thiophene (25.76 g, 60 mmol) and tetratriphenylphosphine palladium (277.3 Mg, 0.24mmol). Nitrogen gas was purged three times, and toluene (120 mL) except oxygen was added, and the mixture was refluxed under nitrogen for 24 hours. After completion of the reaction, the mixture was cooled to room temperature, water was added, and dichloromethane was evaporated. The mixture was separated by silica gel column chromatography using dichloromethane as eluent to give diethyl 2,5-bis(thieno[3,2-b]thiophen-2-yl)terephthalate (8.98 g, yield 75%).

The synthetic route of Diethyl 2,5-dibromoterephthalate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chinese Academy Of Sciences Ningbo Materials Technology And Engineering Institute; Fang Junfeng; Zhang Wenjun; Song Changjian; (26 pag.)CN109232604; (2019); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 125483-57-0, name is Benzyl 1-aminocyclobutanecarboxylate 4-methylbenzenesulfonate, A new synthetic method of this compound is introduced below., category: esters-buliding-blocks

This compound (2.58 g; 0.00686 moles) was reacted with [(2S,3R)-3-benzyloxycarbonylamino-2-hydroxy-4-(4-methylsulfonyl-phenyl)]-butanoic acid (2 g; 0.0049 moles) in a way similar to that described in example 1. A crude (2.9 g) was obtained and crystallized, first, from acetonitrile and, then, from ethanol giving 1[(2S,3R)-3-benzyloxycarbonylamino-2-hydroxy-4-(4-methylsulfonyl-phenyl)-butanoyl]-amino-1-cyclobutanecarboxylic acid benzyl ester (1.74 g; 50% yield) as a white crystalline solid with m.p. 163-165 C. 1 H–NMR (200 MHz, CD3 OD-TMS): delta (ppm): 7.85-7.45 (m, 4H), 7.36-7.18 (m, 10H); nuA =5.15-nuB =5.11 (ABq, JAB =12.4 Hz, 2H); nuA =4.95-nuB =4.88 (ABq, JAB =12.6 Hz, 2H); 4.24 (m, 1H); 3.99 (d,1H, J=2.7 Hz); 3.06 (s, 3H); 3.08-2.84 (m, 2H); 2.68-2.46 (m, 2H); 2.35-2.15 (m, 2H); 2.04-1.84 (m, 2H).

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:
Patent; Zambon Group, S.p.A.; US5145872; (1992); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 18014-00-1, A common heterocyclic compound, 18014-00-1, name is Dimethyl 2,5-dibromoterephthalate, molecular formula is C10H8Br2O4, 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 1] A mixed liquid of methyl p-dibromoterephthalate (Compound 1)(9.86 g, 28 mmol) synthesised according to the method of a literature (), sodium 2-hexylthiophene-5-borate (Compound 2)(15.5 g, 61.6 mmol) synthesised according to the method of a literature (), PdCl2(dppf)·CH2Cl2 (1.83 g, 2.24 mmol), and toluene (1 L) was refluxed under a nitrogen atmosphere for 9 hours. After the reaction mixed liquid was allowed to cool to room temperature, water was added to the reaction mixed liquid and the reaction mixed liquid was subjected to extraction with chloroform. The obtained organic layer was dried with sodium sulfate, and filtered, and thereafter, the solvent was distilled out under reduced pressure. The obtained mixture was separated and refined by a silica gel column chromatography to obtain dimethyl 2,5-bis(5-hexyl-2-thienyl)terephthalate (Compound 3)(10.8 g, 20.5 mmol) in a yield of 73%. The physical properties of dimethyl 2,5-bis(5-hexyl-2-thienyl)terephthalate (Compound 3) were as follows. 1H-NMR (CDCl3, delta ppm): 7.61 (s, 2H), 7.06 (d, 2H), 6.86 (d, 2H), 3.76 (s, 6H), 2.82 (t, 4H), 1.63-1.80 (m, 4H), 1.28-1.45 (m, 12H), 0.90 (t, 6H)

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:
Patent; Sumitomo Chemical Company, Limited; EP2248818; (2010); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 18014-00-1, name is Dimethyl 2,5-dibromoterephthalate, 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 18014-00-1, HPLC of Formula: C10H8Br2O4

2.5 g (10 mmol) of N, N-dibutylbenzene-4-boronic acid were dissolved in 30 ml of tetrahydrofuran, Then 2 ml of water was added, 2.12 g (20 mmol) of sodium carbonate, 1.05 g (3 mmol) of dimethyl 2,5-dibromoterephthalate, 120 mg of tetraphenylphosphine palladium, Reaction under nitrogen for 12 hours; After the reaction is completed, Add 20ml of water to extract. Separate the organic phase, The aqueous phase is extracted three times with 20 dichloromethane. The combined organic phase, Drying over anhydrous sodium sulfate. Evaporate the methylene chloride, Column chromatography (petroleum ether: dichloromethane = 5: 1), Have a light yellow solid is the product, See formula V.

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 2,5-dibromoterephthalate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Lanzhou University; Zhang Haoli; Fan Zhiping; Xu Zhuguo; Shi Zifa; (14 pag.)CN105367451; (2017); B;,
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Ester – an overview | ScienceDirect Topics

Reference of 18014-00-1, 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. 18014-00-1 name is Dimethyl 2,5-dibromoterephthalate, 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 1 Production of dimethyl 2,5-bis(5-hexyl-2-thienyl)terephthalate (Compound 3) A mixed liquid of methyl p-dibromoterephthalate (Compound 1)(9.86 g, 28 mmol) synthesized according to the method of a literature (Macromolecules, 1999, 32, 2455), sodium 2-hexylthiophene-5-borate (Compound 2)(15.5 g, 61.6 mmol) synthesized according to the method of a literature (Org. Lett. 2006, 8, 4071), PdCl2 (dppf).CH2Cl2 (1.83 g, 2.24 mmol), and toluene (1 L) was refluxed under a nitrogen atmosphere for 9 hours. After the reaction mixed liquid was allowed to cool to room temperature, water was added to the reaction mixed liquid and the reaction mixed liquid was subjected to extraction with chloroform. The obtained organic layer was dried with sodium sulfate, and filtered, and thereafter, the solvent was distilled out under reduced pressure. The obtained mixture was separated and refined by a silica gel column chromatography to obtain dimethyl 2,5-bis(5-hexyl-2-thienyl)terephthalate (Compound 3)(10.8 g, 20.5 mmol) in a yield of 73%. The physical properties of dimethyl 2,5-bis(5-hexyl-2-thienyl)terephthalate (Compound 3) were as follows. 1H-NMR (CDCl3, delta ppm): 7.61 (s, 2H), 7.06 (d, 2H), 6.86 (d, 2H), 3.76 (s, 6H), 2.82 (t, 4H), 1.63-1.80 (m, 4H), 1.28-1.45 (m, 12H), 0.90 (t, 6H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Dimethyl 2,5-dibromoterephthalate, and friends who are interested can also refer to it.

Reference:
Patent; Sumitomo Chemical Company Limited; US2011/87034; (2011); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics