Tag: M.W=100-200

These common heterocyclic compound, 698-01-1, name is 2-Chloro-N,N-dimethylaniline, 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. Recommanded Product: 2-Chloro-N,N-dimethylaniline

General procedure: To a stirred solution of N,N-dimethylanilines (1, 1.0 mmol) and 2,3-dihydrofuran (2, 10 mmol) in MeCN(20 ml), Co(ClO4)2 (10 mol%) was added. The reactions were performed at 50 C under oxygen atmosphere(O2 balloon) and completed in 48 hours. The products 3 were isolated by flash column chromatographic separation (acetone/petroleum ether = 1:40 to 1:30).

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

Reference:
Article; Huo, Congde; Chen, Fengjuan; Quan, Zhengjun; Dong, Jie; Wang, Yajun; Tetrahedron Letters; vol. 57; 46; (2016); p. 5127 – 5131;,
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Electric Literature of 95-51-2, These common heterocyclic compound, 95-51-2, name is 2-Chloroaniline, 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.

(I) in the reaction container by adding O-aminochlorobenzene 0.8mol, aqueous solution 100 ml, control the stirring speed in the 500rpm, by adding the mass fraction is 60% of sodium bromide solution 300 ml, control the temperature of the solution to 9 C, potassium sulfite dropping 0.8mol dissolved in 120 ml of an aqueous solution, keeping the temperature of the solution after the added in 40 C, time-keeping 3h, potassium iodide test for determining the end point of the reaction, the diazonium salt is generated (3);(Ii) taking stannous chloride 0.12mol, the mass fraction of 70% sodium bromide solution of 300 ml mixed in the reaction vessel, heating the solution temperature to 92 C, dropping step (i) generating the diazotizing solution, maintaining the temperature of the solution is in the 95 C, after adding water vapor distillation, oil-free object until the distillate, separating the organic layer, the aqueous layer extracted with ethanol solvent 7 time, combined with the extracted oil, are sequentially used for quality score for the 30 […] 40% phosphoric acid washing, potassium bicarbonate solution, the mass fraction of 10% – 20% of the potassium bromide solution, phosphorus pentoxide dehydration, to extracting distilled 1.3kPa vacuum distillation, collecting 180 – – 185 C fraction, O-chloro-bromobenzene may be colorless transparent product 143.63g, yield 94%.

Statistics shows that 2-Chloroaniline is playing an increasingly important role. we look forward to future research findings about 95-51-2.

Reference:
Patent; Chengdu Railway Technology Co., Ltd. Henghua; Peng, Xiangliang; (4 pag.)CN105541545; (2016); A;,
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Synthetic Route of 501-29-1, The chemical industry reduces the impact on the environment during synthesis 501-29-1, name is 1-Chloro-2-fluoro-4-methoxybenzene, I believe this compound will play a more active role in future production and life.

4-chloro-3-fluoroanisole (YY-1) in anhydrous THF at -78C under N2(250 mg, 1.56 mmol) was added dropwise a solution of LDA (0.86 mL, 2M,1.71 mmol) and stir for 30 minutes at -78C under N2.DMF (125 mg) was added to the above solution at -78 C under N2.1.71 mmol) and the resulting mixture was stirred at -78 C for 20 minutes.The reaction was quenched with saturated NH4Cl at -78 C. The resulting mixture was heated to 25 C. The mixture was partitioned between EtOAc and H2O.The organic layer was separated and the aqueous layer was extracted with EtOAc. The combined organic layers were washed with brine, dried over Na2SO4 and concentrated to provide the crude product.The crude product is via a flash column (EtOAc: petroleum ether = 1% to 12%)Purified to provide YY-2 (178 mg, 61%) 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-Chloro-2-fluoro-4-methoxybenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PFIZER INC.; KUMPF, ROBERT ARNOLD; MCALPINE, INDRAWAN JAMES; MCTIGUE, MICHELE ANN; PATMAN, RYAN; RUI, EUGENE YUANJIN; TATLOCK, JOHN HOWARD; TRAN-DUBE, MICHELLE BICH; WYTHES, MARTIN JAMES; (445 pag.)TW2018/2074; (2018); A;,
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Synthetic Route of 1005-56-7, 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. 1005-56-7, name is O-Phenyl carbonochloridothioate belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of compound 14 (200 mg, 0.47 mmol) in THF (5 mL), was added nBuLi (370 muL, 0.59 mmol, 1 .6 M in hexanes) at -78 C. The resulting solution was stirred at 78 C for 30 min before a solution of O-phenyl chlorothionoformate (100 muL, 125 mg, 0.723 mmol) in THF (1 mL) was added. The resulting mixture was allowed to warm to 0 C and stirred for 3 h before it was quenched with a saturated solution of NH4CI (10 mL) and diluted with CH2CI2 (10 mL). The layers were separated, and the aqueous layer was extracted with CH2CI2 (4 x 5 mL). The combined organic layers were dried over Na2SO4 and concentrated in vacuo. The residue was purified by flash column chromatography (silica gel, hexanes: EtOAc 10: 1 ? 5: 1 ) to give compound 15 (243 mg, 92%; mixture of inseparable diastereoisomers) as a yellow oil. (0320) [00240] 1 H NMR (400 MHz, CDCI3) delta = 8.16 (d, J = 7.4 Hz, 1 H), 7.61 – 7.49 (m, 5H), 7.46 – 7.40 (m, 3H), 7.39 – 7.32 (m, 5H), 7.30 – 7.23 (m, 3H), 7.10 (dq J = 1 1 .0, 6.6 Hz, 1 H), 6.82 – 6.77 (m, 2H), 5.28 (s, 2H), 4.68 (d, J = 1 1 .0 Hz, 1 H), 3.12 (s, 3H); 19F NMR (376 MHz, CDCI3) delta = -78.87 (d, J = 6.6 Hz, 3F).

The synthetic route of O-Phenyl carbonochloridothioate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE GOVERNING COUNCIL OF THE UNIVERSITY OF TORONTO; GREIG, Iain; ZANDA, Matteo; TSENG, Chih-Chung; ROSS, Ruth; (134 pag.)WO2016/29310; (2016); A1;,
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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. 1303587-99-6, name is 2-Chloro-7,8-dihydro-6H-pyrimido[5,4-b][1,4]oxazine, A new synthetic method of this compound is introduced below., SDS of cas: 1303587-99-6

Synthesis of 2-chloro-8-methyl-7, 8-dihydro-6H-pyrimido [5, 4-b] [I, 4] oxazine [0425] To a stirred solution of 2-chloro-7, 8-dihydro-6H-pyrimido [5, 4-b] [1, 4] oxazine (100 mg, 0.58 mmol) in DMF (5 mL) under argon atmosphere were added potassium carbonate (242 mg, 1.75 mmol) and methyl iodide (0.03 mL, 0.58 mmol) at RT. The reaction mixture was stirred for 16 h. After consumption of the starting materials (monitored by TLC), the reaction was diluted with water (10 mL) and extracted with EtOAc (2 x 10 mL). The combined organic extracts were dried over sodium sulfate, filtered and concentrated in vacuo. The crude material was washed with n-hexane (2 x 5 mL) to afford 2-chloro-8-methyl-7, 8- dihydro-6H-pyrimido [5, 4-b] [1, 4] oxazine (28 mg) as a white solid. This compound was used without further purification. 1H-NMR (CD3OD, 500 MHz): delta 7.54 (s, 1H), 4.23-4.20 (m, 2H), 3.60-3.58 (m, 2H), 3.19 (s, 3H); LCMS: 186.1 (M+1); (column; X-Select CSH C-18 (50 x 3.0 mm, 3.5 mupiiota); RT 1.76 min. 0.05% Aq TFA: ACN; 0.80 mL/min); TLC: 50% EtOAc/hexanes (Rf: 0.6).

The synthetic route of 1303587-99-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FORUM PHARMACEUTICALS INC.; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; MCRINER, Andrew, J.; WO2015/66697; (2015); A1;,
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Electric Literature of 39989-43-0, A common heterocyclic compound, 39989-43-0, name is 3,5-Dichlorobenzylamine, molecular formula is C7H7Cl2N, 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.

C: N-(3,5-Dichlorobenzyl)-2-nitroaniline A mixture of 2-fluoronitrobenzene (1.2 g, 8.5 mmole) 3,5-dichlorobenzylamine (4.47 g, 25.4 mmole), and ammonium acetate (0.5 g) was reacted substantially as described in 1C above to give 2.5 g (100%) of the title compound as orange crystals: mp 138-140.

The synthetic route of 39989-43-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SmithKline Beckman Corporation; US4728741; (1988); A;,
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These common heterocyclic compound, 75717-77-0, name is 2,4-Dichlorophenylacetylene, 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. HPLC of Formula: C8H4Cl2

General procedure: A mixture of 2-bromonicotinaldehyde (9) (1 equiv, 2.68 mmol), the appropriate alkyne (1.2 equiv, 3.22 mmol), Pd(PPh3)2Cl2 (0.04 equiv, 0.11 mmol), CuI (0.07 equiv, 0.20 mmol), Et3N (1.5 equiv, 4.02 mmol), in dry DMF (16 mL), was stirred under argon atmosphere using microwave irradiation at 60C for 20 min. The reaction mixture was cooled to room temperature, quenched with Et2O (200 mL) and the solid filtered off. The organic solution was evaporated to afford a crude residue which was purified by FC (petroleum ether/AcOEt 8:2).

The synthetic route of 2,4-Dichlorophenylacetylene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Dore, Antonio; Asproni, Battistina; Scampuddu, Alessia; Gessi, Stefania; Murineddu, Gabriele; Cichero, Elena; Fossa, Paola; Merighi, Stefania; Bencivenni, Serena; Pinna, Gerard A.; Bioorganic and Medicinal Chemistry; vol. 24; 21; (2016); p. 5291 – 5301;,
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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. 622-24-2, name is (2-Chloroethyl)benzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 622-24-2

To 1-chloro-2-phenylethane (20 g, 0.14 mol) at 0 C was added fuming nitric acid (20 ml) dropwise. The mixture was stirred at the same temperature for an additional 45 min. The reaction was quenched cautiously with water (200 mL). It was extracted with dichloromethane (100 mL), dried over MgSO4, and crystallized from chloroform/hexane to obtain 2 (8.0 g, 30 %).1H NMR (400 MHz, CDCl3) delta 8.20 (d, 2H), 7.40 (d, 2H), 3.75 (t, 2H), 3.20 (t, 2H)

The synthetic route of 622-24-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; WARNER-LAMBERT COMPANY LLC; WO2004/26864; (2004); A1;,
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Application of 102-49-8, 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. 102-49-8, name is 3,4-Dichlorobenzylamine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A solution of the 3-cyclohexene-1-carboxaldehyde (375 mg, 3.40 mmol, 1 eq) in 1,2-dichloroethane (8 mL) was treated with the 3,4-dichlorobenzylamine (898 mg, 5.10 mmol, 1.5 eq) and the mixture stirred at rt for 3 hr. Sodium triacetoxyborohydride (1.01 g, 4.77 mmol, 1.4 eq) was then divided into two portions and added to the solution at half-hour intervals, and the solution was left to stir for 18 hr. The reaction mixture was quenched using saturated sodium bicarbonate solution (30 mL) and extracted with ethyl acetate (30 mL). The aqueous layer was further extracted with ethyl acetate (2 x 30 mL) and the combined organic layers were dried over magnesium sulfate, concentrated in vacuo and purified by column chromatography eluting with dichloromethane: methanol (98:2) to yield the product as a pale yellow oil (543 mg, 59percent).

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, 3,4-Dichlorobenzylamine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Brear, Paul; North, Andrew; Iegre, Jessica; Hadje Georgiou, Kathy; Lubin, Alexandra; Carro, Laura; Green, William; Sore, Hannah F.; Hyvoenen, Marko; Spring, David R.; Bioorganic and Medicinal Chemistry; vol. 26; 11; (2018); p. 3016 – 3020;,
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Related Products of 15205-11-5, These common heterocyclic compound, 15205-11-5, name is 2-Chloro-4-fluorobenzylamine, 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 120; 2-(3-butyl-5-methyl-1 -phenyl-1 H-pyrazol-4-yl)-lambda/-[(2-chloro-4- fluorophenyl)methyl]acetamide (E120)(3-Butyl-5-methyl-1 -phenyl-1 H-pyrazol-4-yl)acetic acid (0.100 g, 0.36 mmol, prepared as described below) was dissolved in dimethylformamide (5 ml) and treated with water soluble carbodiimide (0.138 g, 0.72 mmol), 1-hydroxybenzotriazole (0.099 g, 0.72 mmol), diisopropylethylamine (0.26 ml, 1.45 mmol), and [(2-chloro-4- fluorophenyl)methyl]amine (0.1 17 g, 0.72 mmol) and the mixture was stirred at room temperature for -48 hrs. The mixture was diluted with 2M aqueous hydrogen chloride and extracted with ethyl acetate. The combined organic layers were then washed with saturated aqueous sodium hydrogen carbonate, dried over anhydrous sodium sulphate, and evaporated to give the crude product. This was purified by mass-directed automated HPLC to give the title compound as product (0.087 g) after concentration of the combined product fractions and trituration with diethyl ether. LC/MS [M+H]+ = 414, retention time = 3.21 minutes.

Statistics shows that 2-Chloro-4-fluorobenzylamine is playing an increasingly important role. we look forward to future research findings about 15205-11-5.

Reference:
Patent; GLAXO GROUP LIMITED; WO2008/138876; (2008); A1;,
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Chlorides – an overview | ScienceDirect Topics