Month: February 2021

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 18800-30-1 as follows. Safety of 1-Bromo-4-(2-bromoethoxy)benzene

General procedure: HBr (aq. 40%, 0.02 mol and 2.60 mL) was dropwise added to a solution of piperazidine (0.02 mol) in EtOH (50 mL) at r.t., and then 3a-3r (0.01 mol) in EtOH (50 mL) was added. The mixture was refluxed for 48 h, filtered and concentrated. The residue was dissolved in water, acidified with 10% HCl aq. to pH = 5-6 and washed with CH2Cl2, water layer was basified by 10-50 % NaOH till pH > 9 and extracted with CH2Cl2, dried over NaSO4 and evaporated until dryness to obtain the compounds 4a-4r with colorless oil in 35.24-70.98 % yields.

According to the analysis of related databases, 18800-30-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Guo, Xiaoke; Ma, Xianglei; Yang, Qian; Xu, Jing; Huang, Lu; Jia, Jianmin; Shan, Jiaojiao; Liu, Li; Chen, Weilin; Chu, Hongxi; Wei, Jinlian; Zhang, Xiaojin; Sun, Haopeng; Tang, Yiqun; You, Qidong; European Journal of Medicinal Chemistry; vol. 81; (2014); p. 89 – 94;,
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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. 24988-36-1, name is 1,5-Dibromo-2,4-dimethoxybenzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 24988-36-1

Add to the dry three-necked flask with a magnetic rotor 1,3-dibromo-4,6-dimethoxybenzene (1.8644 g, 6.1 mmol, 97%, 1.0 eq.), 3-biphenylboronic acid (2.7157 g, 13.4 mmol, 98%, 2.2 eq.).palladium acetate (0.0411 g, 0.18 mmol, 0.03 equivalents)And the ligand S-Phos (0.1536 g, 0.37 mmol, 98%, 0.06 equivalents).Nitrogen gas was distilled off three times, and then an aqueous solution (12 mL) of 1,4-dioxane (36 mL) and potassium carbonate (4.2218 g, 30.5 mmol, 5.0 eq.The three vials were then placed in a 100 C oil bath.After stirring for 24 hours, the reaction was monitored by thin layer chromatography. After cooling to room temperature, the organic phase was separated and aqueous was extracted with ethyl acetate (30mL¡Á2).All organics were combined, dried over anhydrous sodium sulfate, filtered, concentrated and the crude product Purification by flash column chromatography on silica gel (eluent: petroleum ether / ethyl acetate = 50/1) to give A4, white solid 4.0225 g, yield 90%.

The synthetic route of 24988-36-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhejiang University of Technology; Li Guijie; Dai Jianxin; Chen Shaohai; Feng Qi; (28 pag.)CN110183476; (2019); A;,
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Adding a certain compound to certain chemical reactions, such as: 592-55-2, name is 1-Bromo-2-ethoxyethane, 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 592-55-2, Application In Synthesis of 1-Bromo-2-ethoxyethane

To a solution of methyl 4-methyl-3-(4-methyl-5-oxo-2,5-dihydro-1H-pyrazol- 3-yl)benzoate (600 mg, 2.44 mmol, 1.00 equiv) in DMA (20 mL) was added 1-bromo- 2-ethoxyethane (2.60 g, 17.1 mmol, 7 equiv) and potassium carbonate (1.68 g, 12.2 mmol, 5 equiv). The resulting solution was stirred for 4 h at 25oC, then diluted with 50 mL of H2O. The aqueous extracted with 3×50 mL of ethyl acetate and the combined organic layers were washed with 2×50 mL of brine, dried over anhydrous sodium sulfate and concentrated under vacuum. The crude product (600 mg) was purified by Prep-HPLC with the following conditions (Prep-HPLC-020): Column, Sunfire Prep C18 OBD Column, 19*150mm 5um 10nm; mobile phase, water with 0.05%TFA and ACN (35.0% ACN up to 75.0% in 9 min, up to 95.0% in 1 min,down to 35.0% in 1 min); Detector, waters2489 254&220nm. This resulted in 320 mg (41 %) of methyl 3- (3-(2-ethoxyethoxy)-4-methyl-1H-pyrazol-5-yl)-4-methylbenzoate as a white 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, 1-Bromo-2-ethoxyethane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; 3-V BIOSCIENCES, INC.; WAGMAN, Allan S.; JOHNSON, Russell J.; ZAHARIA, Cristiana A.; CAI, Haiying; HU, Lily W.; DUKE, Greg; OHOL, Yamini; HEUER, Timothy; O’FARRELL, Marie; (82 pag.)WO2015/105860; (2015); A9;,
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Synthetic Route of 459-60-9, 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. 459-60-9, name is 1-Fluoro-4-methoxybenzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

4-Bromo-5-methoxybenzo[b]thiophene-2-carboxamidine hydrochloride Bromine (3.2 g, 20 mmol) was added dropwise to a solution of 4-fluoroanisole (2.52 g, 20 mmol) in CH2 Cl2 (20 ml) stirred under N2 at 25 C. After 30 minutes solid NaHCO3 was added cautiously with vigorous stirring until gas evolution died down. The mixture was then diluted with CHCl3 (30 mL), washed with water (2*25 mL) and saturated brine (30 mL), and dried (Na2 SO4). The solvent was removed under reduced pressure to give a quantitative yield of 2-bromo-4-fluoroanisole.

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-Fluoro-4-methoxybenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Eisai Co., Ltd.; US5340833; (1994); A;,
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Related Products of 5111-65-9,Some common heterocyclic compound, 5111-65-9, name is 2-Bromo-6-methoxynaphthalene, molecular formula is C11H9BrO, 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: Under inert atmosphere (N2), in a 25 mL round bottom flask, Ar3Bi (0.208 mmol; 0.35 eq.), CsF (0.24 g: 1.8 mmol; 3 eq.), PPh3 (0.004 g: 0.018 mmol; 3 mol%), the aryl bromide (0.60 mmol; 1 eq.) was added to DMF (5 mL). The solution was warmed to 90 C prior addition of PEPPSI IPr (0.012 g: 0.018 mmol; 3 mol%). The reaction was monitored by GC/MS to follow the total consumption of the aryl bromide. Cooled to room temperature (RT), the reaction mixture was diluted by addition of diethyl ether (20 mL) and aqueous HCl 6 M (30 mL). After decantation, the aqueous solution was extracted with diethylether (2 * 20 mL). The collected organic phases were then washed with HCl 6 N (2 * 25 mL), water (25 mL) and brine (25 mL) prior drying over MgSO4. After concentration under reduced pressure, the resulting crude product was subjected to purification by column chromatography leading after concentration under reduced pressure to the title compound.

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-6-methoxynaphthalene, its application will become more common.

Reference:
Article; Cassirame, Benedicte; Condon, Sylvie; Pichon, Christophe; Journal of Molecular Catalysis A: Chemical; vol. 425; (2016); p. 94 – 102;,
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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. 887581-09-1, name is (2-Bromo-5-methoxyphenyl)methanamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Formula: C8H10BrNO

General procedure: A 25 mL Schlenk tube wascharged with a magnetic stirrer and DMSO (2.0 mL). Substituted(2-bromophenyl)methylamine (1) (0.5 mmol), amidine hydrochloride (2) (1.0 mmol),CuBr (0.1 mmol, 14.2 mg), and K2CO3 (1.5 mmol, 207 mg) were added to the tube.The mixture was stirred at 80-120 oC under nitrogen atmosphere for 24 h, and thenunder air for 0.5 h. The resulting mixture was cooled to room temperature and filtered,and the solid was washed with ethyl acetate for two times (3 ¡Á 3 mL). The combinedfiltrate was concentrated by the rotary evaporator, and the residue was purified bycolumn chromatography on silica gel using petroleum ether/ ethyl acetate as eluent togive the desired target product.

The synthetic route of 887581-09-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Liu, Qing; Zhao, Yufen; Fu, Hua; Cheng, Changmei; Synlett; vol. 24; 16; (2013); p. 2089 – 2094;,
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Adding a certain compound to certain chemical reactions, such as: 702-24-9, name is 4-Methoxy-N-methylbenzylamine, 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 702-24-9, Safety of 4-Methoxy-N-methylbenzylamine

As shown in Scheme 3, 4-bromo-2,6-di-tert-butylphenyl tert-butyl carbonate5 (115 mg, 0.3 mmol, 1.0 equiv.), 1-(4-methoxyphenyl)-N-methylmethanamine (1.2 equiv.), Pd2(dba)3.CHCl3 (0.1 equiv.), xantphos (0.15 equiv.) and Cs2CO3 (2.5 equiv.) were weighed in a Biotage microwave reaction vial in a glove box. The mixture was treated with toluene (0.05 mM) and the vial was sealed and removed from the glove box. The reaction mixture was heated in an oil bath (100 C., 16 h). The crude mixture was cooled to room temperature and purified by silica gel chromatography using hexane and ethyl acetate as eluents to afford Compound 14 (98 mg, 71% yield).

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, 4-Methoxy-N-methylbenzylamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; The University of Kansas; Peterson, Blake R.; Rane, Digamber; (28 pag.)US2019/310263; (2019); A1;,
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Some common heterocyclic compound, 588-63-6, name is (3-Bromopropoxy)benzene, molecular formula is C9H11BrO, 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: C9H11BrO

General procedure: 3,5-dimethyl-1-(3-phenoxypropyl)-1H-pyrazole (L1): A solution of 3,5-dimethyl-1H-pyrazole (0.30 g, 3.2 mmol) in DMF/THF (v/v = 1:1, 12 mL) was added to a suspension of NaH (0.15 g, 6.4 mmol) in DMF/THF (v/v = 2:1, 15 mL) and stirred at 60 ¡ãC for 2 h. Then, the resulting solution was added under stirring to a solution of 3-bromopropyl phenyl ether (0.70 g, 3.2 mmol) in DMF (7 mL). The mixture was allowed to stir for 24 h at 60 ¡ãC, cooled, and treated cautiously with H2O (5 mL) to decompose excess NaH. The solvents were then evaporated under reduced pressure. The residue was extracted with ethyl acetate (3 * 15 mL), washed with H2O (2 * 15 mL). The organic phase was dried over MgSO4 and filtered, before the solvent was evaporated under reduced pressure. After workup and purification by chromatographic column on silica gel (hexane/ethyl acetate, 90:10), L1 was obtained as a colorless oil (0.47 g, 64percent).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 588-63-6, its application will become more common.

Reference:
Article; Ulbrich, Ana H.D.P.S.; Campedelli, Roberta R.; Milani, Jorge L. Sonego; Santos, Joao H.Z. Dos; Casagrande, Osvaldo De L.; Applied Catalysis A: General; vol. 453; (2013); p. 280 – 286;,
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Application of 2674-34-2,Some common heterocyclic compound, 2674-34-2, name is 1,4-Dibromo-2,5-dimethoxybenzene, molecular formula is C8H8Br2O2, 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: A dry and nitrogen-flushed 25 ml Schlenk tube equipped with a magnetic stirrer, Mg(3.5 mmol, 3.5 equiv) and dry LiCl (3 mmol, 3.0 equiv) were covered with dry THF(3 mL) and activated by the addition of a few drops of TMSCl. After stirring for 30min, L1 (0.05 mmol, 0.05 equiv) and NiI (0.05 mmol, 0.05 equiv) were added. Thereaction mixture was stirred at 0oC. A solution of aryl bromine (1.0 mmol, 1.0 equiv)and allyl bromide (3.0 mmol, 3.0 equiv) in THF (2 mL) was added in with a syringepump at 0oC (flow rate was 3 mL/h). The resulting mixture was stirred under nitrogenat 0oC for 12 h before the addition of saturated aqueous NH4Cl solution (10 ml). Theresulting mixture was extracted with ethyl acetate (3 ¡Á 30 mL). The organic fractionswere dried over Na2SO4, concentrated in vacuo and purified by silica gelchromatography.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,4-Dibromo-2,5-dimethoxybenzene, its application will become more common.

Reference:
Article; Zhang, Zhan; Xu, Lijun; Chen, Zhengkai; Liu, Zhubo; Miao, Maozhong; Song, Jinyu; Ren, Hongjun; Synlett; vol. 26; 20; (2015); p. 2784 – 2788;,
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Electric Literature of 645-36-3, 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. 645-36-3, name is 2,2-Diethoxyethanamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Preparation 26; 5-Chloro-thiophene-2-carboxylic acid (2,2-diethoxyethyl) amide; Add 5-chlorothiophene-2-carboxylic acid (100 g, 0.60 mol) and dichloromethane (1000 mL) to a 3 L three-necked round bottom flask equipped with an overhead stirrer, nitrogen inlet/outlet, addition funnel, and thermocouple. Stir the resulting solution under nitrogen while cooling to 4 0C. Add via addition funnel 2,2-diethyoxyethylamine (88.5 ml, 0.60 mol) in dichloromethane (35 mL) over 12 minutes. Add l-(3- dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (123 g, 0.64 mol) to the chilled mixture. Add additional dichloromethane (165 mL) and stir the reaction mixture for 22 h at room temperature. Quench the reaction with water (1000 mL) and separate the resulting layers. Back extract the aqueous layer with dichloromethane (500 mL) and combine the organic layers. Dry over sodium sulfate and purify through a silica gel bed eluting with dichloromethane followed by a mixture of 1% MeOH in dichloromethane and then a mixture of 10% MeOH in dichloromethane to afford 108 g (65%) of the title compound as a white solid. 1H NMR (500 MHz, CDCl3): delta 7.26 (d, J= 3.5 Hz, IH), 6.85 (d, J= 3.5 Hz, IH), 6.37 (bs, IH), 4.57 (t, J= 5.5 Hz, IH), 3.68-3.74 (m, 2H), 3.48-3.57 (m, 4H), 1.19 (t, J= 7.5 Hz, 6H).

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

Reference:
Patent; ELI LILLY AND COMPANY; WO2007/146758; (2007); A2;,
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