Author: Jessica.F

Related Products of 14542-71-3, A common heterocyclic compound, 14542-71-3, name is 3,5-Dibromo-4-methylanisole, molecular formula is C8H8Br2O, 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.

Stage 2-9 – Intermediate A1 in Scheme 1 was synthesised in eight steps using processes described in patent WO 02/058695 ;

The synthetic route of 14542-71-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CHROMA THERAPEUTICS LTD.; WO2008/53158; (2008); 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. 101-55-3, name is 1-Bromo-4-phenoxybenzene, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C12H9BrO

A mixture of compound (III) (Pgi = Pg2 = Cbz) (973 mg, 2.00 mmol), Pd(OAc)2 (44 mg, 0.20 mmol), 1,10-phenanthroline (36 mg, 0.20 mmol), Cs2CO3 (716 mg, 2.20 mmol), 1-bromo-4- phenoxybenzene (548 mg, 2.20 mmol) and xylene (10 ml) was heated in a sealed tube under argon atmosphere at 140C for 16 h with intensive stirring. After completion of the reaction the tube was cooled to room temperature, carefully opened, and the reaction mass was poured into EtOAc (40 ml). After intensive stirring for 5 mm the obtained suspension was filtered through celite un evaporated in vacuum. The product was purified by column chromatography (eluent EtOAc-hexane 1:2, Rf 0.4). Yield 995 mg (76%), white amorphous powder.

According to the analysis of related databases, 101-55-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LATVIAN INSTITUTE OF ORGANIC SYNTHESIS; LEBEDEVS, Antons; PONOMARJOVS, Jurijs; VARACEVA, Larisa; CERNAKS, Dmitrijs; CERNOBROVIJS, Aleksandrs; LAVRINOVICS, Edvards; (15 pag.)WO2017/39425; (2017); A1;,
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Reference of 2944-49-2,Some common heterocyclic compound, 2944-49-2, name is 1-Methoxy-2,3-dimethylbenzene, molecular formula is C9H12O, 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 2,3-dimethylanisole (10.00 g, 73.4 mmol) in acetonitrile (500 ml) was added to a mixture of copper(II) sulphate pentahydrate (18.14 g, 72.7 mmol) and potassium peroxodisulphate (59.81 g, 0.22 mol) in water (700 ml) and heated for 30 min at reflux. After cooling, water (100 ml) and dichloromethane (150 ml) were added and the phases were separated. The aqueous phase was extracted with dichloromethane (2×200 ml). The combined organic phases were dried over anhydrous sodium sulphate, filtered and concentrated on a rotary evaporator. 4:1 n-heptane/ ethyl acetate (200 ml) was added to the brown oil and this was filtered over silica gel. The filtrate was concentrated on a rotary evaporator. 4.63 g (30.8 mmol; 42%) of a gradually crystallizing yellowish oil was obtained.1H-NMR (CDCl3, 400 MHz): delta=10.63 (s, 1H; HC?O), 7.37 (t, 1H; J=8.0 Hz; Ar-H), 6.80 (m, 2H; Ar-H), 3.88 (s, 3H; O-CH3), 2.56 (s, 3H; Ar-CH3).13C-NMR (CDCl3, 100.6 MHz): delta=192.2 (C?O), 163.0 (Ar-C), 141.9 (Ar-C), 134.4 (Ar-CH), 123.9 (Ar-CH), 123.1 (Ar-C), 108.9 (Ar-CH), 55.6 (O-CH3), 21.4 (CH3).

The synthetic route of 2944-49-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ivoclar Vivadent AG; Moszner, Norbert; Hendrik, John; Lamparth, Iris; Barner-Kowollik, Christopher; Krappitz, Tim; Feist, Fiorian; (14 pag.)US2020/79888; (2020); A1;,
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Related Products of 93-04-9, 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. 93-04-9, name is 2-Methoxynaphthalene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A solution of bromine (first raw material storage tank 1) and 2-methoxynaphthalene in acetic acid (2-methoxynaphthalene in acetic acid solution(Second raw material storage tank 2) was successively passed through a microstructured mixer according to a molar ratio of 2-methoxynaphthalene and bromine of 1: 33,A heat exchanger 4,A tubular temperature control module 5 and a first microstructure reactor 6,In the first microstructure reactor 6Pressure and 55 C to stay 8. 5min reaction.at the same time,The first microstructure reactor 6 discharges the second microstructure reactor 7,In a second microstructure reactor 7 at atmospheric pressure and 85 C for 8 min,The second microstructure reactor 7 is discharged through a length of polytetrafluoroethylene capillary into the product collecting bottle 8,The polytetrafluoroethylene capillary was immersed in an ice-water bath to terminate the reaction.The second microstructure reactor is introduced into the ice water,A large number of solid precipitation,Filtration,Washed,The filter cake was dissolved in chloroform, washed with 10wt% Na0H aqueous solution, washed with water, dried over anhydrous sodium sulfate and evaporated to chloroform. The residue was recrystallized from anhydrous ethanol to give white needle crystals in a yield of 90.2% .

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

Reference:
Patent; Nanjing University of Technology; GUO, KAI; FANG, ZHENG; HE, WEI; OUYANG, PINGKAI; (7 pag.)CN103664542; (2016); B;,
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35822-58-3, name is 2-Bromobenzaldehyde diethyl acetal, 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. Computed Properties of C11H15BrO2

General procedure: In a 200 mL three necked flask equipped with a dropping funnel, a THF solution of S2 (1.0 equiv.)was slowly added to a mixture of Mg (1.1 equiv., pre-activated by stirring for several hours in vacuo)and THF. A THF solution of alkyne (1.1 equiv.) was subsequently added, and the reaction mixturewas stirred at room temperature. Then, HCl aq. (1M) was added, and the resultant solution wasextracted with Et2O. The organic layer was washed with Brine, dried over anhydrous Na2SO4,filtered, and concentrated in vacuo to yield a crude product including S3. If needed, the purificationwas performed by a column chromatography on a silica gel (eluted with 510% EtOAc/hexane).

The synthetic route of 35822-58-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Hoshimoto, Yoichi; Kumar, Ravindra; Nishimura, Chika; Ogoshi, Sensuke; Sasaoka, Yukari; Bulletin of the Chemical Society of Japan; vol. 93; 2; (2020); p. 182 – 186;,
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57478-19-0, name is 4-(4-(Trifluoromethyl)phenoxy)aniline, 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. Computed Properties of C13H10F3NO

N-[4-(4-trifluoromethylphenoxy)phenyl]methanesulfonamide. (1b-1) To a solution of 4-(4-trifluoromethylphenoxy)aniline (15.18 g, 60 mmol) and pyridine (7.2 mL, 90 mmol) in dried CH2Cl2 (100 mL) under N2 at 0 C. was added methanesulfonyl chloride (5.22 mL, 66 mmol) dropwise. The mixture was stirred at 0 C. for 1 h and was then poured into CH2Cl2/H2O (100 mL/100 mL). 2N HCl(aq) (30 mL) was added into additional funnel. The organic layer was then washed with H2O (100 mL), brine (100 mL), dried (Na2SO4), and filtered. After removal of solvent, the crude product can be resolidified from Et2O/hexane to give 18.2 g of N-[4-(4-trifluoromethylphenoxy)phenyl]methanesulfonamide (92%) as a pale brown solid. 1H NMR (300 MHz, CDCl3) delta 7.58 (d, J=9.0 Hz, 2H), 7.30 (d, J=9.0 Hz, 2H), 7.04 (d, J=9.0 Hz, 4H), 6.93 (s, 1H, NH), 3.04 (s, 3H); MS (EI, m/z): 331 (M+), 330 (M+-1, 100).

The synthetic route of 57478-19-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; YANG, Shyh-Ming; Wang, Bingbing; Scannevin, Robert; Rhodes, Kenneth; Lagu, Bharat; Wilson, Lawrence J.; Karnachi, Prabha; Murray, William V.; US2008/85893; (2008); A1;,
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Some common heterocyclic compound, 1535-73-5, name is 3-Trifluoromethoxyaniline, molecular formula is C7H6F3NO, 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. name: 3-Trifluoromethoxyaniline

To a solution of 1.5 mmol N-(3-dimethylaminopropyl)-N’-ethylcarbodiimide hydrochloride (EDC*HCl) and 1 mmol 4-dimethylaminopyridine (DMAP) in 2 ml dichloromethane were added 1.5 mmol 3-substituted aniline and the solution stirred at ambient temperature for 5 min. This solution was then added to 1 mmol of substituted benzoic or nicotinic acid and the solution stirred at ambient temperature for 18 hours. The reaction mixture was filtered through a cartridge filled with 5g SCX/silica gel 2:3, pre-washed with 10 ml methanol and 20 ml dichloromethane, and the reaction product eluted with 50 ml dichloromethane. Evaporation provided the benzanilides or nicotinanilides typically as solids.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1535-73-5, its application will become more common.

Reference:
Article; Stalder, Henri; Hoener, Marius C.; Norcross, Roger D.; Bioorganic and Medicinal Chemistry Letters; vol. 21; 4; (2011); p. 1227 – 1231;,
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Related Products of 3401-47-6,Some common heterocyclic compound, 3401-47-6, name is 1-Bromo-2-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: The mixture of anisole(1c, 0.216 mg, 2 mmol) and acetyl chloride (2a, 0.157 mg, 2 mmol) was treated with CTAB/CTAC, (0.001 mol), in dichloroethane and the resulting reaction mixture was heated in a controlled microwave synthesizer (BiotageInitiator+SP Wave model (0.200W at 2.45 GHz, capped at 60W duringsteady state) for 5 min (attains temperature 100 C and 2 bar pressure). The final product (3o) was isolated by absorbing the reaction mixture into silica geland purifying it by column chromatography using ethyl acetate-petroleumether as the eluent.

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

Reference:
Article; Rajendar Reddy; Rajanna; Uppalaiah; Tetrahedron Letters; vol. 54; 26; (2013); p. 3431 – 3436;,
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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. 707-07-3, name is (Trimethoxymethyl)benzene, A new synthetic method of this compound is introduced below., HPLC of Formula: C10H14O3

To a suspension of known p-tolyl 2-O-benzyl-1-thio-beta-L-fucopyranoside 2 (3.5 g, 9.7 mmol) in dry CH3CN (20 mL), trimethyl orthobenzoate (2.2 mL, 12.6 mmol) was added followed by the addition of CSA (25 mg). The reaction mixture was allowed to stir at room temperature for 2 h until the TLC (n-hexane-EtOAc; 2:1) showed complete conversion of the starting material. Then the solvents were evaporated in vacuo and the crude mixture was diluted with CH2Cl2 (25 mL) and washed with 1 M HCl (2 25 mL). The organic layer was then collected, dried (Na2SO4) and filtered. The solvents were then evaporated and the crude mixture was purified by flash chromatography to give the pure product 3 (3.9 g, 87%) asa colourless syrup.

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:
Article; Das, Rituparna; Mahanti, Mukul; Mukhopadhyay, Balaram; Carbohydrate Research; vol. 399; (2014); p. 15 – 20;,
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Synthetic Route of 2674-34-2, The chemical industry reduces the impact on the environment during synthesis 2674-34-2, name is 1,4-Dibromo-2,5-dimethoxybenzene, I believe this compound will play a more active role in future production and life.

Example 6: Preparation of 4-bromo-2,2′,5,5′- tetramethoxybiphenyl (6); [00111] In an argon flushed two-neck round-bottom flask, a mixture of 1.02 g (5.0 mmol) of sodium 2,5-dimethoxyphenylboronate, 3.0 g (10 mmol) of 2,5-dibromo-1 ,4-dimethoxybenzene, 60 mg (1 mol%) of tetrakis(triphenylphosphine)palladium, 20 ml of 2 M sodium carbonate and 50 ml of THF was added and heated at reflux for two hours. After cooling, the reaction mixture was extracted with ethyl acetate and the organic phase was EPO washed with brine and dried over magnesium sulfate. After the solvent was removed on a rotary evaporator, the residue was purified by column chromatography eluted with hexane/CH2CI2 (4:1) to give 1.0 g 4-bromo- 2,25,5′-tetramethoxybiphenyl (yield 63%). 1HNMR (CDCI3) 57.187 (s, 1 H), 6.836-6.951 (m, 4 H), 3.869 (s, 3 H), 3,814 (s, 3 H), 3.757 (s, 6 H). 13CNMR (CDCI3) 5153.788, 151.830, 151.596, 150.278, 128.277, 127.995, 117.615, 117.293, 115.897, 113.924, 112.933, 110.019, 57.291 , 57.042, 56.897, 56.171.

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, 1,4-Dibromo-2,5-dimethoxybenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AGENCY FOR SCIENCE, TECHNOLOGY AND RESEARCH; NATIONAL UNIVERSITY OF SINGAPORE; WO2006/93467; (2006); A1;,
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