Tag: M.W=300-400

Reference of 105404-89-5, A common heterocyclic compound, 105404-89-5, name is 2,7-Dibromo-3,6-dimethoxynaphthalene, molecular formula is C12H10Br2O2, 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.

Into a 200-mL three-neck flask were put 3.0 g (8.7 mmol) of3,6-dibromo-2,7-dimethoxynaphthalene, 1.2 g (8.7 mmol) of 2-fluorophenylboronic acid, 2.4 g(17 mmol) of potassium carbonate, and 0.13 g (0.43 mmol) of tris(2-methylphenyl)phosphine.5 To this mixture was added 90 mL of toluene. The resulting mixture was degassed by beingstirred while the pressure was reduced. To the mixture was added 19 mg (87 IJ.mol) ofpalladium(II) acetate, and stirring was performed under a nitrogen stream at 110 oc for 7 hours.After the stirring, toluene was added to the mixture, and the resulting mixture wassuction-filtered through Florisil (manufactured by Wako Pure Chemical Industries, Ltd., Catalog10 No. 540-00135), Celite (manufactured by Wako Pure Chemical Industries, Ltd., Catalog No.531-16855), and alumina to give a filtrate. The filtrate was concentrated to give a solid. Thissolid was purified by silica gel column chromatography (as the developing solvent, first, tolueneand hexane in a ratio of 1:2 were used, and then toluene and hexane in a ratio of 1:1 were used)to give 1.1 g of a white solid which was an objective substance in a yield of 34 %. A synthesis15 scheme of Step 1 is shown below

The synthetic route of 105404-89-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SEMICONDUCTOR ENERGY LABORATORY CO., LTD.; TAKEDA, Kyoko; OSAKA, Harue; SEO, Satoshi; SUZUKI, Tsunenori; HASHIMOTO, Naoaki; TAKITA, Yusuke; (225 pag.)WO2018/167612; (2018); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 162705-07-9, name is (Z)-2-Methoxy-5-(3,4,5-trimethoxystyryl)aniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Formula: C18H21NO4

General procedure: The corresponding N-(1-oxyl-2,2,6,6-tetramethyl-4-piperidinyl-oxycarbonyl) amino acids 20a-h (0.47 mmol) were dissolved in 50 mL of anhydrous CH2Cl2 and cooled to 0 C. 1-Hydroxybenzotriazole (HOBt) (0.7 mmol) and EDCI (0.56 mmol) were added, and the mixture was stirred for 30 min at 0 C. Subsequently, 0.39 mmol of compound 3 and finally 2.4 mL of N-ethyl diisopropylamine were added. The mixture was stirred for 16 h at ambient temperature. The solvent was removed under reduced pressure and the residue was purified by flask-column chromatography (gradient elution with mixtures of chloroform/methanol) on silica gel as monitored by TLC. Synthesized target compounds 21a-h were characterized by mp, IR, ESR and HRMS analyses.

The synthetic route of 162705-07-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Liu, Ying-Qian; Li, Xiao-Jing; Zhao, Chun-Yan; Nan, Xiang; Tian, Jing; Morris-Natschke, Susan L.; Zhang, Zhi-Jun; Yang, Xiao-Ming; Yang, Liu; Li, Lin-Hai; Zhou, Xing-Wen; Lee, Kuo-Hsiung; Bioorganic and Medicinal Chemistry; vol. 21; 5; (2013); p. 1248 – 1256;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 207226-31-1, These common heterocyclic compound, 207226-31-1, name is 1,3-Dibromo-5-(trifluoromethoxy)benzene, 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 57 6-(3-Bromo-5-trifluoromethoxy-Phenyl)-4,4-dimethyl-1,4-dihydrobenzo[d][1,3]-oxazin-2-one Prepared from (4,4-dimethyl-1,4-dihydro-2-oxo-2H-3,1-benzoxazin-6-yl)boronic acid and 1,3-dibromo-5-trifluoromethoxybenzene according to Procedure B. White solid: mp 214-216 C.; 1H-NMR (DMSO-d6) delta10.4 (s, 1H), 7.99 (s, 1H), 7.73 (s, 1H), 7.68-7.62 (m, 3H), 6.97 (d, 1H, J=8.0 Hz), 1.68 (s, 6H); MS (ESI) m/z 414 ([M’H]-, 100%); Anal. Calc. For C17H13BrF3NO3: C, 49.06, H, 3.15, N, 3.37. Found: C, 49.16, H, 3.05, N, 3.30.

The synthetic route of 207226-31-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Wyeth; Ligand Pharmaceuticals, Inc.; US6444668; (2002); B1;,
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. 2062-98-8, name is Perfluoro(2-methyl-3-oxahexanoyl) fluoride, A new synthetic method of this compound is introduced below., Safety of Perfluoro(2-methyl-3-oxahexanoyl) fluoride

Into a flask under a nitrogen gas atmosphere, 26 g of the compound (62) and 100 g of R225 were introduced. With cooling with ice, 91 g of the compound represented by Rf2-C(O)F was dropwise added thereto while stirring inside of the flask. Inside of the flask was further stirred, and then, the content was concentrated and filtrated to obtain 88 g of compound (52).

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; Asahi Glass Company, Limited; EP2039672; (2009); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 162705-07-9,Some common heterocyclic compound, 162705-07-9, name is (Z)-2-Methoxy-5-(3,4,5-trimethoxystyryl)aniline, molecular formula is C18H21NO4, 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: The corresponding N-(1-oxyl-2,2,6,6-tetramethyl-4-piperidinyl-oxycarbonyl) amino acids 20a-h (0.47 mmol) were dissolved in 50 mL of anhydrous CH2Cl2 and cooled to 0 C. 1-Hydroxybenzotriazole (HOBt) (0.7 mmol) and EDCI (0.56 mmol) were added, and the mixture was stirred for 30 min at 0 C. Subsequently, 0.39 mmol of compound 3 and finally 2.4 mL of N-ethyl diisopropylamine were added. The mixture was stirred for 16 h at ambient temperature. The solvent was removed under reduced pressure and the residue was purified by flask-column chromatography (gradient elution with mixtures of chloroform/methanol) on silica gel as monitored by TLC. Synthesized target compounds 21a-h were characterized by mp, IR, ESR and HRMS analyses.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (Z)-2-Methoxy-5-(3,4,5-trimethoxystyryl)aniline, its application will become more common.

Reference:
Article; Liu, Ying-Qian; Li, Xiao-Jing; Zhao, Chun-Yan; Nan, Xiang; Tian, Jing; Morris-Natschke, Susan L.; Zhang, Zhi-Jun; Yang, Xiao-Ming; Yang, Liu; Li, Lin-Hai; Zhou, Xing-Wen; Lee, Kuo-Hsiung; Bioorganic and Medicinal Chemistry; vol. 21; 5; (2013); p. 1248 – 1256;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 2062-98-8, name is Perfluoro(2-methyl-3-oxahexanoyl) fluoride belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 2062-98-8

Under argon gas protection, ice bath and condensed reflux, 16.6 g (0.05 mol) of hexafluoroepoxypropanedimer (CF3CF2CF2OCF(CF3) COFcontaining acyl fluoride end group wasobtained from Zhejiang ring provided fluoro material Co.) was slowly added dropwise step 2obtained on ethylphenyl copper (I) bromide solution, stirring the reaction at room temperature for 4 hours and then quenched with 60mL water antishould, with no (50mL ¡Á 3) water was extracted with ether, the organic phases were combined and dried over anhydrous sodium sulfate, anhydrous sodium sulfate was removed by filtration under reducedpressure of the solvent in the filtrate was distilled off, the residual mixture was purified by silica gel column chromatography (petroleum ether as eluant Purification to obtain acolorless slightly viscous liquid, i.e., 13.0 g of fluorine-containing epoxy oligomer ethylbenzene, and the yield was 62.0%.

The synthetic route of 2062-98-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shaanxi Normal University; Chen Jiangang; Yang Zhaoting; Liu Zhaotie; Yang Le; Shen Shukun; Liu Zhongwen; Jiang Jinqiang; Hao Zhengping; (7 pag.)CN108373407; (2018); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 2062-98-8, A common heterocyclic compound, 2062-98-8, name is Perfluoro(2-methyl-3-oxahexanoyl) fluoride, molecular formula is C6F12O2, 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 2: Example for preparation of CF3CF2CF2OCF (CF3) CF2OCOCF (CF3) OCF2CF2CF3 (1b) (fluorination step)[0090] Compound (3b) (200.0 g) obtained in Example 1, was dissolved in CF3CF2CF2OCF(CF3)COF (hereinafter referred to as compound (4b), 1000.0 g). On the other hand, into a 3000 mL autoclave made of nickel, NaF powder (260.5 g) was. put, and compound (4b) (2000.0 g) was added, followed by stirring and cooling to -10 DEG C. After supplying nitrogen gas for 1 hour, fluorine gas diluted to 20% with nitrogen gas, was supplied at a flow rate of 22.59 L/hr for 1 hour, and while supplying it at the same flow rate, the above fractional solution was injected over a period of 60 hours. [0091] Then, while supplying fluorine gas diluted to 20% with nitrogen gas, while maintaining the above flow rate, 20 mL of a solution of compound (4b) in benzene (0.01 g/mL) was injected, the outlet valve of the autoclave was closed, and when the pressure became 0.12 MPa, the inlet valve of the autoclave was closed, followed by stirring for 1 hour. Further, such an operation was repeated 4 times during a period until the temperature rose from -10 DEG C to room temperature and thereafter 5 times at room temperature. During the period, benzene was supplied in a total of 1.800 g, and compound (4b) was injected in a total of 281.0 g. Thereafter, nitrogen gas was supplied for 2 hours, and the reaction mixture was taken out by decantation. The obtained crude liquid was concentrated by an evaporator, and the product was quantified by <19>F-NMR, whereby it contained CF3CF2CF2OCF (CF3) CF2OCOCF (CF3) OCF2CF2CF3 (compound (1b)) in a yield of 69%. A part of the crude liquid was taken and distilled under reduced pressure to obtain compound (1b) . The boiling point of compound (1b) was from 46 to 51 DEG C/5.2 kPa.; EXAMPLE 3: Example for preparation of compound (1b) by a continuous process[0092] Using compound (2b) (75.5 g, 0.640 mol) and compound (1b) obtained in Example 2 (213.1 g, 0.321 mol), the reaction was carried out in the same manner as in Example 1 to obtain compound (3b) (amount: 272.4 g, 0.634 mol). The yield of compound (3b) as quantified by <1>H-NMR, was 99%. Then, the compound (3b) was reacted with fluorine in the same manner as in Example 2 to obtain compound (1b) (amount: 294.0 g, 0.44 mol). The same operation was repeated to finally obtain 3000 g of compound (1b).

The synthetic route of 2062-98-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASAHI GLASS COMPANY LTD.; EP1352892; (2003); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 70627-52-0,Some common heterocyclic compound, 70627-52-0, name is N-(4-(Benzyloxy)benzylidene)-4-fluoroaniline, molecular formula is C20H16FNO, 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 2): To a solution of TiCl4 (18.2 ml, 0.165 mol) in CH2Cl2 (600 ml) at 0 C., was added titanium isopropoxide (16.5 ml, 0.055 mol). After 15 min, the product of Step 1 (49.0 g, 0.17 mol) was added as a solution in CH2Cl2 (100 ml). After 5 min., diisopropylethylamine (DIPEA) (65.2 ml, 0.37 mol) was added and the reaction mixture was stirred at 0 C. for 1 h, the reaction mixture was cooled to -20 C., and 4-benzyloxybenzylidine(4-fluoro)aniline (114.3 g, 0.37 mol) was added as a solid. The reaction mixture was stirred vigorously for 4 h at -20 C., then acetic acid was added as a solution in CH2Cl2 dropwise over 15 min, the reaction mixture was allowed to warm to 0 C., and H2SO4 (2N) was added. The reaction mixture was stirred an additional 1 h, the layers were separated, washed with water, separated and the organic layer was dried. The crude product was crystallized from ethanol/water to obtain the pure intermediate.

The synthetic route of 70627-52-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Schering Corporation; US2005/96307; (2005); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 162705-07-9, These common heterocyclic compound, 162705-07-9, name is (Z)-2-Methoxy-5-(3,4,5-trimethoxystyryl)aniline, 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: The corresponding N-(1-oxyl-2,2,6,6-tetramethyl-4-piperidinyl-oxycarbonyl) amino acids 20a-h (0.47 mmol) were dissolved in 50 mL of anhydrous CH2Cl2 and cooled to 0 C. 1-Hydroxybenzotriazole (HOBt) (0.7 mmol) and EDCI (0.56 mmol) were added, and the mixture was stirred for 30 min at 0 C. Subsequently, 0.39 mmol of compound 3 and finally 2.4 mL of N-ethyl diisopropylamine were added. The mixture was stirred for 16 h at ambient temperature. The solvent was removed under reduced pressure and the residue was purified by flask-column chromatography (gradient elution with mixtures of chloroform/methanol) on silica gel as monitored by TLC. Synthesized target compounds 21a-h were characterized by mp, IR, ESR and HRMS analyses.

The synthetic route of 162705-07-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Liu, Ying-Qian; Li, Xiao-Jing; Zhao, Chun-Yan; Nan, Xiang; Tian, Jing; Morris-Natschke, Susan L.; Zhang, Zhi-Jun; Yang, Xiao-Ming; Yang, Liu; Li, Lin-Hai; Zhou, Xing-Wen; Lee, Kuo-Hsiung; Bioorganic and Medicinal Chemistry; vol. 21; 5; (2013); p. 1248 – 1256;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 162705-07-9,Some common heterocyclic compound, 162705-07-9, name is (Z)-2-Methoxy-5-(3,4,5-trimethoxystyryl)aniline, molecular formula is C18H21NO4, 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: 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 synthetic route of 162705-07-9 has been constantly updated, and we look forward to future research findings.

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