Author: Jessica.F

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. 701-07-5, name is 2-(2′-Bromophenoxy)propane, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 701-07-5

General procedure: A degassed solution containing the aryl bromide (9a, 183 mg, 0.852 mmol), anhydrous LiCl (286 mg, 6.82 mmol), Ph3P (112 mg, 0.426 mmol) and Pd(Ph3P)2Cl2 (71.7 mg,0.102 mmol) in anhydrous diglyme (2 mL, final concentration of 9a ca. 0.15 M) was treated dropwise with allyltri(n-butyl)tin (0.32 mL, 1.02 mmol). The reaction mixture was heated at 130C under an argon atmosphere. A sample taken at 6 h and worked up allowed the isolation of 1-allyl-2-isopropoxybenzene.3IR (film): 605, 734, 864, 995, 1046, 1174, 1287, 1372, 1383, 1489, 1587, 1638, 2931,2978, 3077 cm-1. 1H NMR (300 MHz, CDCl3): d 1.33 (d, J D 6.0 Hz, 6H), 3.37 (d, J D6.7 Hz, 2H), 4.54 (septet, J D 6.0 Hz, 1H), 5.00-5.09 (m, 2H), 5.93-6.03 (m, 1H), 6.83-6.89 (m, 2H), 7.12-7.18 (m, 2H). 13C NMR (75 MHz, CDCl3): d 22.2, 34.6, 69.9, 113.0,115.2, 120.2, 127.1, 129.7, 129.9, 137.2, 155.5. MS (EI, 70 eV): m/z (%) 91 (13), 115(12), 119 (46), 133 (46), 134 (100), 135 (10), 176 [M]C(66), 177 [MC1]C(9). MS found:176.1207; C12H16O requires m/z: 176.1201. When the reaction was heated during 14 h, complete consumption of the starting material took place, as determined by GC analysis. Then, the reaction mixture was allowed to attain ambient temperature and was diluted with 25 mL of hexanes and filtered through a short pad of Florisil and Celite (1:1). The filtrate was washed successively with saturated NaF (4 £ 10 mL), H2O (3 £ 10 mL), brine (15 mL) and H2O2 (10 mL of a0.12% P/V solution), dried over Na2SO4 and evaporated in vacuo. The oily residue was re-dissolved in CH2Cl2 and stirred an additional period of 12 h with 200 mg activated fluorous silica. Filtration and evaporation of volatiles afforded 90 mg (73%) of the expected beta-methylstyrene (3), as a colorless oil.IR (film): 606, 782, 862, 959, 1049, 1176, 1289, 1383, 1484, 1596, 1655, 2876, 2933,3070 cm-1. 1H NMR (300 MHz, CDCl3): d 1.35 (d, J D 5.9, 6H, Me2-CH), 1.90 (dd, J D1.5 and 6.6, 3H, Me-CH=CH-Ar), 4.57 (septet, J D 5.9, 1H, Me2-CH), 6.22 (dq, J D 6.0,13.9 and 15.2, 1H, Me-CH=CH-Ar), 6.72 (dq, J D 1.5 and 15.9, 1H, CH3-CH=CH-Ar),6.85-6.90 (m, 2H, ArH), 7.14 (dt, J D 1.5 and 7.7, 1H, 4-H), 7.41 (dd, J D 1.4 and 7.5,1H, 6-H). 13C NMR (75 MHz, CDCl3): d 18.9 (Me-CH=CH-Ar), 22.2 (Me2-CH-O), 70.8(Me2-CH), 114.3 (6-C), 120.7 (5-C), 125.8 (2-C), 125.9 (CH3-CH=CH-Ar), 126.4 (CH3-CH=CH-Ar), 127.5 (3-C), 128.2 (5-C), 154.6 (1-C). MS (EI, 70 eV): m/z (%) 77 (10), 91(24), 105 (13), 107 (9), 115 (17), 117 (12), 119 (69), 133 (54), 134 (100), 147 (12), 176[M]C(52), 177 [MC1]C(7). MS found m/z D 176.1198; C12H16O (MC) requires m/z D176.1201. The spectral data were in full agreement with those described.2,3,5,8

According to the analysis of related databases, 701-07-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Simonetti, Sebastian O.; Larghi, Enrique L.; Kaufman, Teodoro S.; Organic Preparations and Procedures International; vol. 47; 3; (2015); p. 227 – 231;,
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Application of 20781-20-8,Some common heterocyclic compound, 20781-20-8, name is (2,4-Dimethoxyphenyl)methanamine, molecular formula is C9H13NO2, 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 6 12,13-(2-methoxycarbonyl-but-2-en-1,4-yl)-12,13-dihydro-5,7-dioxo-6H-indolo[2,3-a]pyrrolo[3,4-c]carbazole (Compound 3) 12,13-(2-methoxycarbonyl-2,3-dihydroxy-butan-1,4-yl)-12,13-dihydro-5,7-dioxo-6H-indolo[2,3-a]pyrrolo[3,4-c]carbazole (Compound 12) 12,13-(2-carboxy-2,3-dihydroxy-butan-1,4-yl)-12,13-dihydro-5,7-dioxo-6H-indolo[2,3-a]pyrrolo[3,4-c]carbazole (Compound 13) 12,13-{2-[(pyridin-4-ylmethyl)carbamoyl]-2,3-dihydroxy-butan-1,4-yl}-12,13-dihydro-5,7-dioxo-6H-indolo[2,3-a]pyrrolo[3,4-c]carbazole (Compound 117) 3,4-dichloro-furan-2,5-dione (6.7 g, 40 mmol) was mixed with 2,4-dimethoxy-benzylamine (6.25 mL) in glacial acetic acid (120 mL). The mixture was heated to 80 C. for 18 hrs. Upon cooling, the mixture was poured over ice and the precipitate was collected by filtration, then washed with water and NaHCO3 (aq.) and dried in a vacuum oven to provide 3,4-dichloro-1-(2,4-dimethoxy-benzyl)-pyrrole-2,5-dione Compound 6a (11.08 g, 87%) as a light orange solid. 1H NMR (d6-DMSO, 300 MHz) delta 3.73 (s, 3H), 3.76 (s, 3H), 4.54 (s, 2H), 6.44 (d, 1H, J=8 Hz), 6.57 (s, 1H), 7.12 (d, H, J=8 Hz); MS m/z 340 (M+2+Na), 338 (M+Na), 318 (M+2H), 316 (M+H).

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

Reference:
Patent; Wilson, Lawrence J.; Murray, William V.; Yang, Shyh-Ming; Yang, Cangming; Wang, Bingbing; US2007/249590; (2007); 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. 70627-52-0, name is N-(4-(Benzyloxy)benzylidene)-4-fluoroaniline, This compound has unique chemical properties. The synthetic route is as follows., Formula: C20H16FNO

To a solution of [RhCl(cod)]2(2 mol %) and N-(4-(benzyloxy)benzylidene)-4-fluoroaniline(1B, 0.5 mmol) in THF (1.25 mL) at room temperature was added BF3·Et2O (0.6 mmol), andthen it stirred for 30 min at the same temperature. Subsequently, 5,6-dihydro-2H-pyran-2-one (2h, 0.6 mmol) was added to the suspension mixture, and then 1.0 M Et2Zn in hexane (1.5 mmol, 1.5 mL) was gradually added to the mixture and stirred for 24 h. The mixture was quenched with sat. NH4Cl and extracted with AcOEt. The AcOEt layer was washed with sat. NaCl and dried over MgSO4. The solvent was removed in vacuo, and the residue was purified by column chromatography (AcOEt/hexane = 4:6) and anti diastereomer was obtained in 46% (93.3 mg) [2].

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 70627-52-0.

Reference:
Article; Isoda, Motoyuki; Sato, Kazuyuki; Kunugi, Yurika; Tokonishi, Satsuki; Tarui, Atsushi; Omote, Masaaki; Minami, Hideki; Ando, Akira; Beilstein Journal of Organic Chemistry; vol. 12; (2016); p. 1608 – 1615;,
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Related Products of 175278-17-8, These common heterocyclic compound, 175278-17-8, name is 2-Bromo-4-(trifluoromethoxy)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.

EXAMPLE 94 2-[(phenylsulfonyl)amino]-4-(trifluoromethoxy)benzoic acid The desired product was prepared by substituting 2-bromo-4-(trifluoromethoxy)aniline for 2-bromo-4-isopropylaniline in Examples 2A-D. MS (ESI(+)) m/e 362 (M+H)+, 379 (M+NH4)+, 384 (M+Na)+; (ESI(-)) m/e 360 (M-H)-; 1H NMR (300 MHz, DMSO-d6) delta 7.76 (m, 1H), 7.73 (m, 1H), 7.68 (m, 1H), 7.51 (m, 3H), 7.39 (d, 1H), 7.20 (m, 1H).

The synthetic route of 175278-17-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Comess, Kenneth M.; Erickson, Scott A.; Henkin, Jack; Kalvin, Douglas M.; Kawai, Megumi; Kim, Ki H.; BaMaung, Nwe Y.; Park, Chang Hoon; Sheppard, George S.; Vasudevan, Anil; Wang, Jieyi; Barnes, David M.; Fidanze, Steve D.; Kolaczkowski, Lawrence; Mantei, Robert A.; Park, David C.; Sanders, William J.; Tedrow, Jason S.; Wang, Gary T.; US2004/157836; (2004); 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. 2062-98-8, name is Perfluoro(2-methyl-3-oxahexanoyl) fluoride, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C6F12O2

In a three-port glass reaction flask with a stirring and condenser in a volume of 0.25L,First add 80g of dioxane, 10g of sodium borohydride, stir and mix.After heating to 50 C, 83 g of perfluoro-2-methyl-3-oxa-hexanoyl fluoride was added dropwise, and the reaction was continued for 2 hours after the addition, and the material was distilled off after the reaction.The crude material was collected by freezing to obtain 96 g. The content of 2-perfluoropropoxy-2,3,3,3-tetrafluoropropanol in the crude material was 75%, and the product yield was 91%.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 2062-98-8.

Reference:
Patent; Zhejiang Lantian Environmental Protection Gao Technology Co., Ltd.; Sinochem Lantian Group Co., Ltd.; Han Guoqing; Xiang Wenqin; Chen Mingyan; Sheng Nan; (5 pag.)CN108264451; (2018); A;,
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Related Products of 5414-19-7, These common heterocyclic compound, 5414-19-7, name is 1-Bromo-2-(2-bromoethoxy)ethane, 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.

To a solution of the product from Part B (23.45 g, 16 mmol) in N,N-dimethylformamide (140 mL) was added potassium carbonate (19.3 g, 140 mmol), bis-(2-bromoethyl)ether (9.1 mL, 70 mmol), and 18-Crown-6 (1 g). The slurry was stirred at 60 C. After 16 hr, the reaction was filtered, and the filtrate was concentrated in vacuo. The residue was taken up in ethyl acetate, washed with water (3×) and brine, dried over sodium sulfate, filtered, and concentrated in vacuo. The product was recrystallized from methanol to provide 19.79 g (70%) of the desired compound as a white solid. (ESMS m/z=405 [M+H]+.

The synthetic route of 5414-19-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Freskos, John N.; Fobian, Yvette M.; Barta, Thomas E.; Becker, Daniel P.; Bedell, Louis J.; Boehm, Terri L.; Carroll, Jeffery N.; DeCrescenzo, Gary A.; Hockerman, Susan L.; Kassab, Darren J.; Kolodziej, Steve A.; McDonald, Joseph; Mischke, Deborah A.; Norton, Monica B.; Rico, Joseph G.; Talley, John J.; Villamil, Clara I.; Wang, Lijuan Jane; US2004/10019; (2004); A1;,
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Application of 78531-29-0, A common heterocyclic compound, 78531-29-0, name is 1,3-Dimethoxypropan-2-amine, molecular formula is C5H13NO2, 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.

4-Bromo-1-fluoro-2-nitrobenzene (commcerciaHy available from, for example, Aldrich) (50 g, 227 mmol) and l,3-dimethoxypropan-2-amine (commcerciaHy available from, for example, Aldrich) (32.5 g, 273 mmol) were dissolved in acetonitrile (300 mL) and potassium carbonate (47.1 g, 341 mmol) was added, then the mixture was stirred at 80 C for 6 h, then the mixture was allowed to cool and stood over the weekend at room temperature. The mixture was diluted with water (500 mL) and extracted with EtOAc (2 x 500 mL). The organic layer was washed with water (300 mL) and brine (300 mL), dried and evaporated in vacuo to give the title compound (70 g, 220 mmol, 97% yield) as an orange solid.

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; Glaxosmithkline Intellectual Property Co.,Ltd; BROWN, JOHN ALEXANDER; G HUMPHREYS, PHILIP; JONES, KATHERINE LOUISE; WELLAWAY, CHRISTOPHER ROLAND; (48 pag.)TW2017/4230; (2017); A;,
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These common heterocyclic compound, 171290-52-1, name is 3,5-Dimethoxyphenylacetylene, 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. COA of Formula: C10H10O2

General procedure: Glass reactor (3 mL) equipped with a condenser and a stirringbar was charged under argon with arylacetylene (9.11 104 mol),EtOH (99.8%) (2 mL) and catalyst 8 (0.25-2.0 mol% in relation toacetylene). The reaction mixture was stirred at 22 C for 24 h. Thenthe solventwas evaporated under reduced pressure and the residuewas purified by column chromatography (silica gel, hexane/CH2Cl2 = 4/1). Evaporation of the solvent gave an analytically pureproduct.

The synthetic route of 3,5-Dimethoxyphenylacetylene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ostrowska, Sylwia; Szymaszek, Natalia; Pietraszuk, Cezary; Journal of Organometallic Chemistry; vol. 856; (2018); p. 63 – 69;,
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Related Products of 157869-15-3, The chemical industry reduces the impact on the environment during synthesis 157869-15-3, name is 2-((4-Methoxyphenyl)ethynyl)aniline, I believe this compound will play a more active role in future production and life.

General procedure: 2-(phenylethynyl)aniline (302.8 mg, 1.57 mmol, 1.0 equiv) was dissolved in DCM (5.0 mL) and cooled to 0 C. The solution was then added with Et3N (0.24 mL, 174.1 mg, 1.72 mmol, 1.1equiv), followed by acetyl chloride (0.18 mL, 198.0 mg, 2.52 mmol, 1.6 equiv). The resulting reaction mixture was allowed to stir at 0 C while slowly warming to room temperature over 5 h,at which point the reaction was complete as indicated by TLC. The reaction mixture was byaddition of water. The separated aqueous phase was extracted with DCM (3x times). The combined organic phases were washed with sat. aq. NaCl, dried over anh. Na2SO4, filtered and concentrated to a crude solid. The crude solid product was purified by SiO2 column chromatography eluting with 20% EtOAc-hexane to give 354.4 mg (96%) of compound 1a as awhite solid.

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, 2-((4-Methoxyphenyl)ethynyl)aniline, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Chaisan, Nattawadee; Kaewsri, Wilailak; Thongsornkleeb, Charnsak; Tummatorn, Jumreang; Ruchirawat, Somsak; Tetrahedron Letters; (2018); p. 675 – 680;,
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Synthetic Route of 41789-95-1, The chemical industry reduces the impact on the environment during synthesis 41789-95-1, name is 1-(3-Methoxyphenyl)-N-methylmethanamine, I believe this compound will play a more active role in future production and life.

General procedure: A solution of bromo heteroaryl carboxylic acid (2mmol), thionyl chloride (4mmol) and DMF (5 drops) in toluene (10mL) was refluxed at 110C for 4h. The reaction mixture was cooled to room temperature and the solvent and the excess of thionyl chloride removed under reduced pressure. To the residue was added at 0C the corresponding N-methyl amine (2mmol) and Et3N (2mmol) in CH2Cl2 (10mL) under N2 atmosphere. After 30min at 0C, the ice bath was removed and the solution was warmed up and stirred at room temperature overnight. The reaction mixture was extracted twice with CH2Cl2 (2×15mL) and the organic layer dried over MgSO4, filtered and the solution was concentrated under reduced pressure. The residue was purified by silica gel column chromatography using hexanes and EtOAc as eluant or by trituration in a mixture of diethyl ether/petroleum ether to afford the desired compound.

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, 1-(3-Methoxyphenyl)-N-methylmethanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Perspicace, Enrico; Cozzoli, Liliana; Gargano, Emanuele M.; Hanke, Nina; Carotti, Angelo; Hartmann, Rolf W.; Marchais-Oberwinkler, Sandrine; European Journal of Medicinal Chemistry; vol. 83; (2014); p. 317 – 337;,
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