Tag: M.W=100-200

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. 645-36-3, name is 2,2-Diethoxyethanamine, This compound has unique chemical properties. The synthetic route is as follows., Safety of 2,2-Diethoxyethanamine

2,2-Diethoxyethylamine (3.35 mL, 23 mmol) and Et3N (3.2 mL, 23mmol) were added to a suspension of pyrimidine 818 (3.0 g, 15.4mmol) in i-PrOH (50 mL), and the mixture was heated in the sandbath at 60-65 C for 3 h. H2O (200 mL) was added and the precipitate was collected by filtration, dried, and crystallized (hexane) to give a colorless solid; yield: 4.05 g (90%); mp 76-77 C.IR (KBr): 3324 (NH) cm-1.1H NMR (300 MHz, CDCl3): delta = 1.26 (t, J = 6.9 Hz, 6 H, 2 × CH3),2.53 (s, 3 H, SCH3), 3.45-3.64 (m, 4 H, NCH2 and 2 × CHAHBCH3),3.75 (dq, 2J = 9.6 Hz, 3J = 6.9 Hz, 2 H, 2 × CHAHBCH3), 4.62 (t,J = 5.1 Hz, 1 H, OCH), 5.21 (br s, 1 H, NH), 6.11 (s, 1 H, Ar-H).13C NMR (75 MHz, DMSO-d6): delta = 14.1, 16.0, 43.5, 62.5, 99.9,100.5, 157.3, 163.3, 171.9.Anal. Calcd for C11H18ClN3O2S: C, 45.28; H, 6.22. Found: C,45.48; H, 6.52.

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 645-36-3.

Reference:
Article; Juskenas, Robertas; Masevicius, Viktoras; Tumkevicius, Sigitas; Synthesis; vol. 45; 17; (2013); p. 2438 – 2446;,
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Related Products of 7252-83-7,Some common heterocyclic compound, 7252-83-7, name is 2-Bromo-1,1-dimethoxyethane, molecular formula is C4H9BrO2, 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.

A solution of 6-chloro-1,2- diazinan-3-amine (10 g, 73.75 mmol, l.OOequiv), 2-bromo-l,l-dimethoxyethane (50 g, 295.83 mmol, 4.01 equiv), and HBr(40%, 45 mL) in ethanol (100 mL) was stirred overnight at 90 C. The majority of the ethanol was removed under reduced pressure then the pH value of the solution was adjusted to 10 with 5% aqueous potassium carbonate solution. The resulting mixture was extracted with 6×500 mL of ethyl acetate. The combined organic layers were dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was purified on a silica gel column eluted with ethyl acetate/petroleum ether (1 /2-1 /1) to give 6,5 g (57%) of the title compound as a yellow solid. NMR (300 MHz, CDCl3 ) delta 7.95 (s, 1 H), 7.91 (s, 1 H), 7.80 (s, 1 H), 7.05 (d,.7 = 9.3 Hz, 1 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-Bromo-1,1-dimethoxyethane, its application will become more common.

Reference:
Patent; GENENTECH, INC.; FORMA TM, LLC; BAIR, Kenneth W.; BAUMEISTER, Timm R.; DRAGOVICH, Peter; GOSSELIN, Francis; YUEN, Po-Wai; ZAK, Mark; ZHENG, Xiaozhang; WO2013/127267; (2013); A1;,
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Reference of 93919-56-3,Some common heterocyclic compound, 93919-56-3, name is (4-(Trifluoromethoxy)phenyl)methanamine, molecular formula is C8H8F3NO, 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 81 N-1H-indol-4-yl-N’-[4-(trifluoromethoxy)benzyl]urea 4-(Trifluoromethoxy)benzylamine (0.21g, 1.1 mmol) and the product of Example 80A (0.16 g, 1 mmol) were treated as described in Example 80B to provide the title compound (0.23 g). mp 177 C.; 1H NMR (300 MHz, DMSO-d6) delta 4.36 (d, 2 H), 6.52 (m, 1H), 6.95 (m, 3H), 7.24 (t, 1 H), 7.36 (d, 2H), 7.48 (d, 2H), 7. 63 (dd, 1H), 8.32 (1H), 11.06 (s, 1H); MS (DCI+) m/z 349.9 (M+H)+; Anal. Calcd. For C17H14N3F3O2: C, 58.63, H. 4.34, N, 12.07. Found: C, 58.51, H, 3.98, N, 12.03.

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

Reference:
Patent; Lee, Chih-Hung; Bayburt, Erol K.; DiDomenico JR., Stanley; Drizin, Irene; Gomtsyan, Arthur R.; Koenig, John R.; Perner, Richard J.; Schmidt JR., Robert G.; Turner, Sean C.; White, Tammie K.; Zheng, Guo Zhu; US2003/158188; (2003); A1;,
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Application of 6298-96-0, A common heterocyclic compound, 6298-96-0, name is 1-(4-Methoxyphenyl)ethylamine, molecular formula is C9H13NO, 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; Preparation of 2-chloro-N-[(lS)-1-(4-methoxyphenyl) ethyl] -6-methyl-4-propoxy-3-pyridine- carboxamide (Compound 103); To 2-chloro-6-methyl-4-propoxy-3-pyridinecarboxylic acid (i. e. product of Example 1, Step A) (100 mg) was added thionyl chloride (2 mL), and the reaction mixture was stirred at room temperature for 2 hours. The excess thionyl chloride was evaporated in vacuo, and dichloromethane was added and evaporated in vacuo. The residual oil was dissolved in dichloromethane (approximately 2 mL) and added to a solution of (aS)-4-methoxy- a-methylbenzenemethanamine (79.2 mg) in dichloromethane (3 mL). A molar excess of PS-DMAP was added, and the reaction mixture was shaken at room temperature overnight. The reaction mixture was then filtered, and the solvent was evaporated in vacuo. The residual oil was triturated with 1-chlorobutane-hexanes (approximately 1: 1) to provide the title product, a compound of the present invention, as a white solid (92.3 mg) melting at 110-111 C. 1H NMR (CDC13,300 MHz) 8 7.33 (d, 2H), 6. 87 (d, 2H), 6.61 (s, 1H), 5.88 (br d, 1H), 5.29-5. 39 (m, 1H), 3.96 (t, 2H), 3.80 (s, 3H), 2.48 (s, 3H), 1.73-1. 84 (m, 2H), 1.59 (d, 3H), 0.98 (t, 3H)

The synthetic route of 6298-96-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; E.I. DUPONT DE NEMOURS AND COMPANY; WO2005/70889; (2005); A1;,
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Synthetic Route of 538-86-3, 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 538-86-3 as follows.

General procedure: A mixture of nitriles (5 mmol), methyl ethers (6 mmol) and Fe(ClO4)3·H2O (5percentmol) was placed in a round bottom flask. Then the reaction mixture was heated at 100 °C for the given time. After completion of the reaction monitored by thin layer chromatography (TLC), 10 ml water was added into reaction system and extracted with ethyl acetate (3 × 20 ml). The organic layers were collected, combined, washed with water (3 × 20 ml), dried over anhydrous Na2SO4, and concentrated under vacuum. The pure products (1a?1k and 2a?2p) were obtained by directly passing through a silica gel (200?300 mesh) column using petroleum ether/ethyl acetate (10:1?5:1).

According to the analysis of related databases, 538-86-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Yin, Guibo; Yan, Bin; Chen, Junqing; Ji, Min; Journal of the Iranian Chemical Society; vol. 16; 6; (2019); p. 1355 – 1363;,
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Adding a certain compound to certain chemical reactions, such as: 6851-80-5, name is 1-(2-Methoxyphenyl)-N-methylmethanamine, 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 6851-80-5, Application In Synthesis of 1-(2-Methoxyphenyl)-N-methylmethanamine

General procedure FStep 1 / synthesis of substituted N-benzyl-4-chloro-N-methylbutanamide : Triethylamine (1 eq) and 4-chlorobutyryl chloride (1 eq) were added to a solution of the substituted N-methylbenzylamine (1 eq) in dichloromethane (1.3 ml_/ mmol). The mixture was stirred 3 hours at room temperature then water was added. The resulting mixture was extracted 3 times with dichloromethane, the combined organic layers were dried with anhydrous MgSO4, filtered and concentrated in vacuo. The residue was purified by flash chromatography (silica gel) with the appropriate gradient determined by TLC to give the substituted N-benzyl-4-chloro-N-methylbutanamide. Step 2 / alkylation of thiols with substituted N-benzyl-4-chloro-N-methylbutanamide: Anhydrous potassium carbonate (1.5eq) and substituted N-benzyl-4-chloro-N- methylbutanamide (1 eq) were added to a solution of the thiol derivative (1 eq) in acetonitrile (6 mL / mmol). The mixture was refluxed overnight then water and ethyl acetate was added after cooling. The mixture was extracted 3 times with ethyl acetate, the combined organic layers were washed with brine, dried with anhydrous MgSO4, filtered and concentrated in vacuo. The residue was purified by flash chromatography (silica gel) with the appropriate gradient determined by TLC to give the thio-ether.The following compounds were prepared according general procedure F :Example 138 : 4-[(3,4-Difluorophenyl)thio]-N-(2-methoxybenzyl)-N-methylbutanamidePrepared from commercial 3,4-difluorothiophenol and commercial 2-methoxy-N- methylbenzylamine in 27% yield.NMR-1H (CDCI3) : delta (ppm) 7.32-6.85 (m, 7H) ; 4.55 (d, 2H) ; 3.84-3.82 (m, 3H) ; 3.03-2.92(m, 5H) ; 2.50 (t, 2H) ; 2.04-1 .94 (m, 2H) MS (ESI+) : m/z = 366 [M+H]+

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

Reference:
Patent; CELLVIR; INSTITUT NATIONAL DE LA SANTE ET DE LA RECHERCHE MEDICALE (INSERM); CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (C.N.R.S); BENAROUS, Richard; BARBEY-TREVE, Sabine; PARIS, Jean-Marc; BERRUT, Sebastien; BERLIOZ-TORRENT, Clarisse; EMILIANI, Stephane; WO2010/66847; (2010); A1;,
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Reference of 22236-10-8, These common heterocyclic compound, 22236-10-8, name is 4-(Difluoromethoxy)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.

2-Butyl-4-{[4-(difluoromethoxy)phenyl]amino}-5-phenylisothiazol-3(2H)-one 1,1-dioxide; 2-Butyl-4-chloro-5-phenylisothiazol-3(2H)-one 1,1-dioxide (0.63g, 2.1mmol) and 4-(difluoromethoxy)-aniline (0.67g, 4.2mmol) were mixed in MeCN (4mL, dry). The mixture was put in a microwave reactor at 1600C for 1 hour, then for additional 1 hour then for 1 hour more. It was evaporated to dryness. The residue was purified by column chromatography (ISOLUTE SI, 50g/150mL), eluting with dichloromethane/heptane (50:50, then 75:25), to give the title compound (0.688g, 78%) as a yellow solid;

The synthetic route of 22236-10-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; WO2006/73364; (2006); A1;,
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Electric Literature of 36865-41-5, The chemical industry reduces the impact on the environment during synthesis 36865-41-5, name is 1-Bromo-3-methoxypropane, I believe this compound will play a more active role in future production and life.

To a solution of Intermediate 7 (4.02 g, 20.7 minol) in DMF (50 mL) sodium hydride 60% in mineral oil (992 mg, 22.7 minol) was added carefully at 0 00. The ice bath was removed and the mixture was stirred for 30 min at room temperature. The resulting suspension was cooled at 00 and 1-bromo-3-methoxypropane (2.3 mL, 20.7 minol) was added. The reaction mixture wasstirred over night at room temperature. The mixture was poured into water and extracted three times with ethyl acetate. The combined organic extracts were washes with brine, dried over Na2SO4 and evaporated. The crude material was purified by flash-chromatography on silica gel to yield the desired product (4.6 g, 85%).1H-NMR (400MHz, DMSO-d6): oe [ppm]= 1.02 (d, 3H), 1.80 (quin, 2H), 2.24 (dd, IH), 2.62 (dd, IH), 3.21 (s, 3H), 3.24-3.36 (m, 3H), 3.57-3.68 (m, IH), 3.82-3.93 (m, IH), 5.55 (s, 2H), 6.53- 6.61 (m, 2H), 7.42 – 7.56 (m, 2H).UPLO (Method 2): R = 0.79; MS (ESIpos): mz [M÷H] 276.

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-Bromo-3-methoxypropane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; GIESE, Anja; QUANZ-SCHOEFFEL, Maria; MUeLLER, Thomas; GUeNTHER, Judith; BOeHNKE, Niels; GRIEBENOW, Nils; BARAK, Naomi; BOeMER, Ulf; NEUHAUS, Roland; OSMERS, Maren; KOPITZ, Charlotte Christine; KAULFUSS, Stefan; REHWINKEL, Hartmut; WEISKE, Joerg; BADER, Benjamin; CHRISTIAN, Sven; HILLIG, Roman; (426 pag.)WO2018/86703; (2018); A1;,
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Reference of 1535-75-7, A common heterocyclic compound, 1535-75-7, name is 2-(Trifluoromethoxy)aniline, molecular formula is C7H6F3NO, 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: 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.

The synthetic route of 1535-75-7 has been constantly updated, and we look forward to future research findings.

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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Synthetic Route of 22236-08-4, The chemical industry reduces the impact on the environment during synthesis 22236-08-4, name is 3-(Difluoromethoxy)aniline, I believe this compound will play a more active role in future production and life.

Method G6: N-(3-(difluoromethoxy)phenyl)-6-nitro-2-(pyrazin-2-yl)quinazolin-4-amine (vi-s):_A mixture of 4-chloro-6-nitro-2-(pyrazin-2-yl)quinazoline (1.00 g, crude, 3.7 mmol, 1.0 eq.), 3-(difluoromethoxy)benzenamine (600 mg, 3.7 mmol, 1.0 eq.) and Et3N (1.00 g, 10 mmol, 3.0 eq) in THF (80 mL) was stirred at 75 C. for 18 h. After cooling, the volatiles were removed in vacuo and the residue was washed with H2O (100 mL×2). The solid was dried in vacuo to afford 1.40 g of N-(3-(difluoromethoxy)phenyl)-6-nitro-2-(pyrazin-2-yl)quinazolin-4-amine as a black solid (90.2% of two steps). LCMS m/z=411.0 (M+1) (Method A) (retention time=1.61 min)

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, 3-(Difluoromethoxy)aniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Suzuki, Masaki; Kondo, Kazumi; Kurimura, Muneaki; Valluru, Krishna Reddy; Takahashi, Akira; Kuroda, Takeshi; Takahashi, Haruka; Fukushima, Tae; Miyamura, Shin; Ghosh, Indranath; Dogra, Abhishek; Harriman, Geraldine; Elder, Amy; Shimizu, Satoshi; Hodgetts, Kevin J.; Newcom, Jason S.; US2015/307477; (2015); A1;,
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