Month: September 2021

Synthetic Route of 103291-07-2, 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. 103291-07-2, name is 4-Bromo-1-fluoro-2-methoxybenzene, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 4-bromo-1-fluoro-2-methoxybenzene (Aldrich) (20 g, 97.5 mmol), methyl methacrylate (Aldrich) (24 g, 244 mmol) in DMF (150 ml) was added Pd(OAc)2 (2.2 g, 9.7 mmol), Bu3N (45 g, 244 mmol), TOP (8.9 g, 29 mmol). The resulting mixture was degassed and charged with N2 three times, and then stirred at 100 C. for 5 hrs. After cooling down, the mixture was filtered over celite. The filtration was evaporated under reduced pressure to the residue, which was treated with water and ethyl acetate. The separated organic layer was washed with brine (*3), dried over anhydrous Na2SO4 and filtered. The filtration was concentrated under reduced pressure to give the crude product, which was purified by column chromatography on silica gel eluting with 0?10% ethyl acetate in hexanes to afford the title compound as a yellow solid. LC-MS: Rt=1.48 mins; MS m/z [M+H]+ 225.0; Method 5-95AB 1.5minLC_v003

The chemical industry reduces the impact on the environment during synthesis 4-Bromo-1-fluoro-2-methoxybenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; NOVARTIS AG; CHEN, Shuhui; HE, Haiyang; LAGU, Bharat; QIN, Hua; WU, Chengde; XIAO, Yisong; US2015/183802; (2015); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 645-36-3, A common heterocyclic compound, 645-36-3, name is 2,2-Diethoxyethanamine, molecular formula is C6H15NO2, 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.

In the three-necked flask has been added9.94 g of aminoacetaldehyde diethyl acetal (0.074 mol)20.6 g of S-methylisothiourea sulfate (0. 074 mol) and 16. 5 ml of water, and then warmed to 110 C. After stirring for 1. 5 h, the reaction was stopped. The solvent was distilled off, followed by addition of 13. 0 g of 37% hydrochloric acid (mass percent, the same as in the following examples) to the reaction solution, stirred at 65 C for 1 h, 50 ml of water was added, the solvent was evaporated, 30 ml of acetone was added to precipitate pale yellow crystals The The crude product was recrystallized from 30 ml of ethanol-water,The resulting white powdery solid 2-aminoimidazolyl sulfate 15. 90 g, yield 81. 5%

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; Yancheng Institute Of Technology; Zhao, LingLing; Dai, Yong; Qi, gang; (5 pag.)CN103396369; (2016); B;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 216067-66-2, name is O-(2,4-Dimethoxybenzyl)hydroxylamine, A new synthetic method of this compound is introduced below., Safety of O-(2,4-Dimethoxybenzyl)hydroxylamine

INTERMEDIATE 2 Preparation of 5- (4-Formvl-phenvl)-furan-2-carboxylic acid (2, 4-dimethoxv-benzyloxv)- amide 0- (7-Azabenzotriazol-1-yl)-N, N, N’, N’-tetramethyluronium hexafluorophosphate (HATU, 6.6 g) and 5- (4-Formyl-phenyl)-furan-2-carboxylic acid (3.14 g, was made by method analogous to INTERMEDIATE 1, but suing appropriate starting material and the methyl ester was hydrolyse to the acid) were added to the solution of 0- (2, 4-Dimethoxy-benzyl)- hydroxylamine (2.64 g) and DIEA (6.26 mL) in DMF (60 mL) at 0C, and stirred at the same temperature for about 1h. After the TLC showing the substances disappeared, saturated sodium bicarbonate was added to the reaction mixture, and stirred for additional 1h, worked up to give a yellow oil. The oil was dissolved in small amount of THF, then diluted with water (the oil appeared again), under vigorous stirring ether was added, the oil solidified soon. The solid was filtered and washed with water and ether. The solid was recrystallized from methanol/ether to give 3.8 g of 5- (4-Formyl-phenyl)-furan-2-carboxylic acid (2, 4-dimethoxy-benzyloxy)-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:
Patent; S*BIO PTE LTD; WO2005/40161; (2005); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 126-38-5, name is 1-Bromo-2,2-dimethoxypropane, A new synthetic method of this compound is introduced below., Computed Properties of C5H11BrO2

To a suspension of 5-bromo-3-methylpyrazin-2-amine (4.63g, 24.6 mmol) in iPrOH (30 ml) was added l-bromo-2,2-dimethoxypropane (3.66 ml, 27.1 mmol), pyridinium para-toluene sulfonic acid (0.62g, 2.5 mmol) and the mixture heated to 65C in a sealed tube for 36h. The reaction was diluted with DCM, washed with saturated sodium hydrogen carbonate solution, dried (Na2S04) and concentrated. Purification by flash column chromatography on silica gel (EtOAc: Hept 1:4-1: 1) afforded the titled product as a light yellow crystalline solid (3.96 g, 71%). MS (m/e): 226.1 (M+H+, Br)

The synthetic route of 126-38-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; GREEN, Luke; PINARD, Emmanuel; RATNI, Hasane; WILLIAMSON, Patrick; (95 pag.)WO2015/197503; (2015); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 162705-07-9, name is (Z)-2-Methoxy-5-(3,4,5-trimethoxystyryl)aniline, A new synthetic method of this compound is introduced below., Safety of (Z)-2-Methoxy-5-(3,4,5-trimethoxystyryl)aniline

General procedure: To a solution of substituted benzyl-1H-1,2,3-triazole-4-carboxylic acids (18a-e, 1 mmol) in dry dimethylformamide, EDCI (1.2 mmol) and HOBT (1.2 mmol) were added and the reaction mixture was stirred for 20 min. To the reaction mixture, amino Z-stilbenes (16, 17, 1 mmol) was added and stirred at room temperature for 12 h. The solvent was removed and the residue was dissolved in dichloromethane (50 mL), washed with 5% HCl (2 20 mL), 5% NaHCO3 (2 20 mL), and brine solution (20 mL). The organic layer was separated, dried over anhydrous Na2SO4, filtered, and the solvent was removed to give a crude product which was purified by chromatography (ethyl acetate/hexanes) to givethe desired product (6a-e, 7a-e).

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; Kamal, Ahmed; Shaik, Bajee; Nayak, V. Lakshma; Nagaraju, Burri; Kapure, Jeevak Sopanrao; Shaheer Malik; Shaik, Thokhir Basha; Prasad; Bioorganic and Medicinal Chemistry; vol. 22; 19; (2014); p. 5155 – 5167;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Some common heterocyclic compound, 1535-75-7, name is 2-(Trifluoromethoxy)aniline, molecular formula is C7H6F3NO, 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: 2-(Trifluoromethoxy)aniline

Synthesis Example 32 Synthesis of 2-Trifluoromethoxybenzenesulfonamide [Compound (III-12)] Using 2-trifluoromethoxyaniline [Compound (XXV-12)] (5 g, 0.0282 mmol), 7.3 g (percent yield: 99.4%) of 2-trifluoromethoxybenzenesulfonyl chloride [Compound (XXII-12)] was synthesised according to the process of Synthesis Example 31 (3). Thereafter, the compound (III-12) was synthesised using 3.9 g (0.0149 mol) of the Compound (XXII-12) according to Synthesis Example 31 (3). White solid, m.p.: 183-184 C., yield: 2.09 g, percent yield: 46.2%. IR KBr cm-1: 3382, 3268, 1482, 1344, 1230, 1164, 768. 1H-NMR (60 MHz, d6-DMSO, delta): 7.2-7.65 (5H, m, aromatic ring H*3, NH2), 7.86 (1H, dd, J=2Hx, 8 Hz, aromatic ring H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1535-75-7, its application will become more common.

Reference:
Patent; Kureha Kagaku Kogyo K.K.; US6610853; (2003); B1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 6876-00-2, name is 1-Bromo-3-phenoxybenzene, belongs to ethers-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 6876-00-2, Product Details of 6876-00-2

STEP A 1-(m-phenoxy-phenyl)-2,2,2-trifluoro-ethanone A few drops of m-phenoxy-bromobenzene were added to a mixture of 16.6 g of magnesium (50% turnings) in 53 ml of tetrahydrofuran and the mixture was heated to 40-45 C. Crystallization began and the rest of 62.2 g of m-phenoxy-bromobenzene was added dropwise at reflux over 45 minutes. 183 ml of tetrahydrofuran were added and the mixture was refluxed for one hour and was cooled to 0 C. to obtain a solution of a magnesium compound. The said solution was then added at 0 C. over 40 minutes to a mixture of 40.8 g of sodium trifluoroacetate in 240 ml of tetrahydrofuran and the mixture was stirred for two hours and was poured into aqueous 0.1N hydrochloric acid solution. The mixture was extracted with ether and the ether phase was washed with water, with aqueous N sodium hydroxide and with water. The ether phase was added to two liters of methylene chloride and the mixture was evaporated to dryness under reduced pressure to obtain 56.2 g of raw 1-(m-phenoxy-phenyl)-2,2,2-trifluoro-ethanone which was used as is for the next step.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-3-phenoxybenzene, and friends who are interested can also refer to it.

Reference:
Patent; Roussel Uclaf; US4833163; (1989); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 2688-84-8, A common heterocyclic compound, 2688-84-8, name is 2-Phenoxyaniline, molecular formula is C12H11NO, 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.

2-Phenoxyaniline (0.185 g, 1.0 mmol), 6-chloropyrazine-2-carboxylic acid (0.158 g, 1.0 mmol) and 30 mL of dichloromethane were added to the reaction flask, and Et3N (0.202 g, 2.0 mmol) was added. Then, EDCI (0.287 mg, 1.5 mmol), HOBt (0.20 g, 1.5 mmol) was added, and the reaction was carried out at 25 C for 2.5 hours. The reaction was completed by TLC, and the reaction was completed. The reaction mixture was washed twice with water and once with saturated brine. The organic phase is dried over anhydrous sodium sulfate, de-solued to give a crude product, and recrystallized from ethanol.Brick red solid, m.p. 138-140 C, yield 79.0%

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; Chen Lei; (6 pag.)CN108997228; (2018); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 18638-99-8, 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. 18638-99-8 name is (3,4,5-Trimethoxyphenyl)methanamine, 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.

General procedure: In a 25 mL of round bottom flask, a solution of di-tert-butyldicarbonate (1 mmol) and Diphenyglycouril (10 mol %) were addedin 10 mL of ethanol. A turbid solutionwas obtained. In that solution1 mmol of Amine (1a-y) was added. Reaction mixture was stirredfor 30 min at room temperature. After total consumption of thestarting material (determination by TLC), the solvent was removedin vacuo, and the residue was isolated by column chromatographyon silica gel to get the pure product 3a-y as solid or oil.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (3,4,5-Trimethoxyphenyl)methanamine, and friends who are interested can also refer to it.

Reference:
Article; Awasthi, Amardeep; Mukherjee, Anagh; Singh, Mandeep; Rathee, Garima; Vanka, Kumar; Chandra, Ramesh; Tetrahedron; vol. 76; 23; (2020);,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 1663-61-2, name is (Triethoxymethyl)benzene, A new synthetic method of this compound is introduced below., HPLC of Formula: C13H20O3

General procedure: Triethyl orthoformate, orthoacetate, orthopropionate or orthobenzoate(10 mmol) was added dropwise to the mixture of 1,2,4,5-tetrazine-3,6-dicarbohydrazide (6) (0.5 g, 2.5 mmol), Lawesson’s reagent(1.12 g, (2.77 mmol) and glacial acetic acid (7 mL). The reaction wascarried out using conventional heating or microwave irradiation(150 W) in five cycles of 90 s with 2 min intervals at the temperature50-100 C.

The synthetic route of 1663-61-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; K?dzia, Anna; Kudelko, Agnieszka; ?wi?tkowski, Marcin; Kruszy?ski, Rafa?; Dyes and Pigments; vol. 172; (2020);,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem