Tag: M.W=100-200

Application of 1706-12-3, 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. 1706-12-3, name is 1-Methyl-4-phenoxybenzene, This compound has unique chemical properties. The synthetic route is as follows.

Example 1 (b) 4-(4-Methylphenoxy)benzenesulfonyl chloride {VIII-a: Z=CH3} To a solution of 1.84 g (10.0 mmol) of 4-methyldiphenyl ether (J. Chem. Soc., Perkin Trans. 1; 1992, 407-408, which article is entirely incorporated herein by reference) with 2 mL of dichloromethane in an ice-bath was added a solution of chlorosulfonic acid (0.73 mL, 11.0 mmol) in 2 mL of dichloromethane dropwise. The resulting mixture was stirred at 0 C. to room temperature for 2 hr, and then oxalyl chloride (11.14 mL, 13.0 mmol) was added dropwise, followed by 0.15 mL of DMF. The resulting mixture was heated to 40 C. for 1 hr and then allowed to cool to room temperature over a 2 hr period. The reaction mixture was poured into ice-pH 7 phosphate buffer (50 mL), then extracted with ethyl acetate:Hexane (4:3) (3*150 mL). The combined organic layers were washed with brine (75 mL). The aqueous layer was extracted with ethyl acetate/Hexane(4:3) (150 mL). The organic layer was dried over Na2SO4, then evaporated by vacuum to give crude product as white solid. This solid was triturated with hexane and collected by filtration, then dried under high vacuum to give 1.555 g (57%) of 4-(4-methylphenoxy)benzenesulfonyl chloride as white solid: mp 295-300 C. 1H-NMR (dMSO-d6) delta 2.34 (s, 3H), 6.91-6.99 (dd, J=7.7,8.4 Hz, 4H), 7.24-7.27 (d, J=8.4 Hz, 2H), 7.61-7.63 (d, J=8.1 Hz, 2H). Anal. calc. for C13H11O3SCl: C, 55.22; H, 3.92; S, 11.34; Cl, 12.71. Found: C, 55.06; H, 3.95; S, 11.28; Cl, 12.71.

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

Reference:
Patent; Agouron Pharmaceuticals, Inc.; US1992; (2001); H1;,
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Electric Literature of 1535-75-7, These common heterocyclic compound, 1535-75-7, name is 2-(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.

General procedure: 1 mmol of amine, 0.07 mmol of Pd/C, 3 mmol of ZnO, 6 mL of distilled water and 6 mL of ethylene glycol were mixed manually inside a 20 mL Teflon flask. Then it was sealed into a steel autoclave and introduced in a preheated oven at 150 C for 24 h. The reaction mixture was cooled to room temperature, 25 mL of distilled water were added and the crude was filtered through a 0.2 mm Teflon filter. The reaction mixture was extracted with ethyl acetate3 15 ml and organic layers were combined, dried with Na2SO4, filtered and concentrated affording the reaction crude that was cheeked by NMR. Crude reaction was purified by chromatotron (1 mm, silica, from hexane to hexane/AcOEt 1:3) affording pure beta-amino alcohols.

Statistics shows that 2-(Trifluoromethoxy)aniline is playing an increasingly important role. we look forward to future research findings about 1535-75-7.

Reference:
Article; Llabres-Campaner, Pedro J.; Ballesteros-Garrido, Rafael; Ballesteros, Rafael; Abarca, Belen; Tetrahedron; vol. 73; 37; (2017); p. 5552 – 5561;,
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Related Products of 1535-75-7, 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 1535-75-7 as follows.

General procedure: Acetamides (1a-1x, 1ab, 1ac and 1ba-1bc). To a solution of 2-phenylacetic acid (7.0mmol), 2-(trifluoromethoxy)aniline (7.7mmol) in anhydrous CH2Cl2 (25mL) were added EDCI (1.745g, 9.1mmol) and DMAP (256.6mg, 2.1mmol). The reaction mixture was stirred at room temperature overnight, diluted with HCl (1M) aqueous solution, and extracted with CH2Cl2 (3×25mL). The combined organic phase was washed with saturated NaHCO3 aqueous solution and brine, dried over anhydrous Na2SO4, and concentrated under vacuum. Purification by flash chromatography (Silica gel, petroleum ether: ethyl acetate=50: 1 as eluent) gave the corresponding 2-phenyl-N-[2-(trifluoromethoxy)phenyl]acetamide compound.

According to the analysis of related databases, 1535-75-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Zhao, Xiao-Jing; Zhao, Jie; Sun, Xin; Liu, Ji-Kai; Wu, Bin; Tetrahedron; vol. 73; 25; (2017); p. 3463 – 3477;,
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Application of 22236-10-8, 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. 22236-10-8, name is 4-(Difluoromethoxy)aniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 1 To a solution of cis-4-hydroxycyclohexane carbonic acid 6 (6.14 g, 42.6 mmol) in N,N’-dimethylformamide (40 mL) were added 4-difluoromethoxyaniline 7 (5.12 g, 35.5 mmol), HOBt (691 mg, 5.11 mmol) and EDC hydrochloride (9.77 g, 51.1 mmol) at room temperature, and the mixture was stirred overnight at room temperature. The reaction solution was poured into 1N hydrochloric acid and extracted with ethyl acetate, and then the organic layer was washed with saturated aqueous sodium bicarbonate and dried over magnesium sulfate, and then a solvent was removed in vacuo. The residue was washed with diethyl ether to yield the desired amide compound 8 (7.10 g, yield 70%) as a colorless solid.

The synthetic route of 4-(Difluoromethoxy)aniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SHIONOGI & CO., LTD.; US2012/4227; (2012); A1;,
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Adding a certain compound to certain chemical reactions, such as: 126-38-5, name is 1-Bromo-2,2-dimethoxypropane, 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 126-38-5, Recommanded Product: 1-Bromo-2,2-dimethoxypropane

A mixture of (R)-tert-butyl 3-((R)-(3-chlorophenyl)(hydroxy)methyl)piperidine- 1-carboxylate (0.2234 g, 0.68 mmol), 60% NaH (1.460 g, 36.5 mmol), and 1-bromo- 2,2-dimethoxypropane (7.760 g, 42.4 mmol) in THF (20 mL) was heated at 80 C for 3 d and then cooled to rt. The reaction mixture was then quenched with water, extracted with ethyl acetate (3x), and dried over Na2SO4. After the solvent was evaporated under reduced pressure, the crude product (R)-tert-buty 3-((R)-(3-chlorophenyl)(2,2- dimethoxypropoxy)methyl)piperidine-1-carboxylate was directly used in the next step without further purification.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; VITAE PHARMACEUTICALS, INC.; WO2007/70201; (2007); A1;,
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Related Products of 16452-01-0, 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 16452-01-0 as follows.

(a) 4-methyl-3-methoxy aniline, (7.6 g, 50 mmol) 6 ml acetic acid and 6 ml acetic anhydride were combined which produced an exotherm. The mixture was cooled to ambient temperature. Concentrated nitric acid (15 ml) which had been cooled in an ice bath was added. The mixture crystallized and was treated liberally with water to yield 7.8 g of 2-nitro-4-methyl-5-methoxy acetanilide solids.

According to the analysis of related databases, 16452-01-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Zeneca Limited; US5369086; (1994); A;,
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2688-84-8, name is 2-Phenoxyaniline, belongs to ethers-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Application In Synthesis of 2-Phenoxyaniline

General procedure: 4-phenoxyphenol (186mg, 1mmol) was stirred with TEA (278muL, 2mmol) in Anhydrous DCM (10mL) at 0C, then 2-Chloroethanesulfonyl chloride (105muL, 1mmol) which was diluted with DCM (2mL) was slowly added into the mixture. The reaction mixture was stirred for 2h then evaporated. The residue was diluted and extracted with EtOAc then washed with water for 3 times. The organic layers were dried over Na2SO4 and evaporated. The residue was chromatographed (silicagel, Petroleum ether/EtOAc=3:1) to give 4-phenoxyphenyl ethenesulfonate (DC-TEADin03) (193mg, 70%) as a colorless oil.

The synthetic route of 2688-84-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Lu, Wenchao; Wang, Jun; Li, Yong; Tao, Hongru; Xiong, Huan; Lian, Fulin; Gao, Jing; Ma, Hongna; Lu, Tian; Zhang, Dan; Ye, Xiaoqing; Ding, Hong; Yue, Liyan; Zhang, Yuanyuan; Tang, Huanyu; Zhang, Naixia; Yang, Yaxi; Jiang, Hualiang; Chen, Kaixian; Zhou, Bing; Luo, Cheng; European Journal of Medicinal Chemistry; vol. 184; (2019);,
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Some common heterocyclic compound, 2393-23-9, name is 4-Methoxybenzylamine, molecular formula is C8H11NO, 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. SDS of cas: 2393-23-9

1-methyl-1H-imidazole-2-carbaldehyde (0.882 g, 8.019 mmol, 1.1 equiv) and (4-methoxyphenyl)methanamine (0.943mL, 7.29 mmol, 1 equiv) were added to a 250 mL round bottom flask containing activatedmolecular sieves in methanol (73 mL). Reaction mixture was stirred at room temperature (RT).After completion of reaction (3 h), as monitored by TLC, reaction mixture was cooled to 0oC,followed by the addition of sodium borohydride. After complete consumption of imine (17 h), asmonitored by TLC, reaction was quenched with water (25 ml) followed by filtration of molecularsieves, evaporation of methanol in-vacuo, and extraction with ethyl acetate (25 ml X 5). Thecombined organic layers were dried over anhydrous Na2SO4, decanted, followed by removal ofvolatiles in-vacuo. Crude mixture was purified by flash column chromatography using 25-100%EtOAc in hexanes providing 10a (1.27 g, 76%) as a yellow oil

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2393-23-9, its application will become more common.

Reference:
Article; Joshi, Madhur S.; Lansakara, Ashabha I.; Pigge, F. Christopher; Tetrahedron Letters; vol. 56; 23; (2015); p. 3204 – 3207;,
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Adding a certain compound to certain chemical reactions, such as: 102-52-3, name is 1,1,3,3-Tetramethoxypropane, 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 102-52-3, Safety of 1,1,3,3-Tetramethoxypropane

1,1,3,3-Tetramethoxypropan (0.16 g, 1.0 mmol) was added dropwise to a stirred solution of 4-hydrazinyl-6-methyl-2-(pyridin-2-yl)pyrimidine (0.20 g, 1.0 mmol) in a mixture of water (2 ml) and concentrated HCl acid (0.4 ml) at 40 C. The reaction mixture was stirred for 1 h, cooled down, diluted with CHCl3 and washed with the saturated solution of NaHCO3, then with water, and dried over MgSO4. After CDCl3 removal under reduced pressure the residue crystallized. Yield: 0.18 g (75%), m.p. 97 C (from hexane). Anal. Calc. for C13H11N5: C, 65.77; H, 4.62; N, 29.56. Found: C, 65.82; H, 4.64; N, 29.54%. 1H NMR (CDCl3, 300.15 MHz) delta (ppm): 8.85 (ddd, 1H, J = 4.7, 1.8, 1.0 Hz, 6-Hpyridine), 8.76 (dd, 1H, J = 2.7, 0.4 Hz, 5-Hpyrazole), 8.52 (dt, 1H, J = 7.7, 1.0 Hz, 3-Hpyridine), 7.86 (dt, 1H, J = 7.7, 1.8 Hz, 4-Hpyridine), 7.79 (s, 1H, 5-Hpyrimidine), 7.80-7,78 (m, 1H, 3-Hpyrazole), 7.40 (ddd, 1H, J = 7.7, 4.7, 1.0 Hz, 5-Hpyridine), 6.51 (dd, 1H, J = 2.7, 1.6 Hz, 4-Hpyrazole), 2.72 (s, 3H, Me). IR (KBr pellet, nu cm-1): 3161w, 3130w, 3076m, 3055w, 3008w, 2918w, 1587vs, 1560vs, 1523s, 1458vs, 1441s, 1394s, 1379s, 1225m, 1149w, 1115w, 1037m, 985w, 951m, 914m, 862m, 810m, 760s, 740m, 679w, 604m, 584w.

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, 1,1,3,3-Tetramethoxypropane, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Bushuev, Mark B.; Gatilov, Yuri V.; Nikolaenkova, Elena B.; Vasiliev, Vladimir G.; Krivopalov, Viktor P.; Inorganica Chimica Acta; vol. 395; (2013); p. 95 – 103;,
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Related Products of 910251-11-5, A common heterocyclic compound, 910251-11-5, name is Potassium trifluoro(methoxymethyl)borate, molecular formula is C2H5BF3KO, 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.

j0288j Combined 3 -chloro-6-(4-(2,4-difluorophenoxy)piperidin- l-yl)-5-(isopropylamino)pyrazine-2-carbonitrile (50 mg, 0.123 mmol), PdC12(dppf) (8.97 mg, 0.0 12 mmol), potassium methoxymethyltrifluoroborate (74.5 mg, 0.490 mmol) and 2N Na2CO3 (0.5 ml) in dioxane (1.0 mL). The reaction mixture was heated in a microwave at 130 C for 30 mm. The reaction mixture was filtered and purified by HPLC using Method A twice to afford the title compound as its TFA salt (6 mg, 10%) as a yellow film. 1H NMR (500 MHz, methanol-d4) ppm 1.27 (d, J=6.35 Hz, 6 H) 1.87 – 2.04 (m, 2 H) 2.08 – 2.20 (m, 2 H) 3.05 (ddd, J=12.45, 8.54, 3.42 Hz, 2 H) 3.37 – 3.50 (m, 2 H) 4.28 – 4.41 (m, 1 H) 4.43 – 4.53 (m, 3 H) 6.80 – 6.93 (m, 1 H) 6.98 (ddd, J=11.35, 8.66, 2.93 Hz, 1 H) 7.17 (td, J=9.28, 5.37 Hz, 1 H) ; ESI-MS mlz [M+H]+ 418.4.

The synthetic route of 910251-11-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; ADAMS, Mark E.; BROWN, Jason W.; HITCHCOCK, Stephen; HOPKINS, Maria; KIKUCHI, Shota; LAM, Betty; MONENSCHEIN, Holger; REICHARD, Holly; SUN, Huikai; WO2015/123533; (2015); A1;,
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