Chlorides-buliding-blocks

13078-79-0, The chemical industry reduces the impact on the environment during synthesis 13078-79-0, name is 2-(3-Chlorophenyl)ethanamine, I believe this compound will play a more active role in future production and life.

General procedure: A solution of 24 (1.0 equiv.), HOBt (1.1 equiv.) and EDC (1.5 equiv.) in DMF (1.3 mmol/mL) was stirred at rt for 15 minutes. The appropriate amine (2.0 equiv.) was added and the resulting solution was stirred at rt for 5 hours. Reaction media was diluted with water and aqueous phase was extracted 3 times with EtOAc. Combined organic layers were washed successively with a solution of HCl 1N, a saturated solution of NaHCO3 and brine, dried over Na2SO4 and concentrated. The resulting solid was then purified by column chromatography on silica gel using the appropriate heptanes:EtOAc mixture.

The chemical industry reduces the impact on the environment during synthesis 2-(3-Chlorophenyl)ethanamine. I believe this compound will play a more active role in future production and life.

Reference:
Article; Bollenbach, Maud; Lugnier, Claire; Kremer, Melanie; Salvat, Eric; Megat, Salim; Bihel, Frederic; Bourguignon, Jean-Jacques; Barrot, Michel; Schmitt, Martine; European Journal of Medicinal Chemistry; vol. 177; (2019); p. 269 – 290;,
Chloride – Wikipedia,
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1996-29-8, The chemical industry reduces the impact on the environment during synthesis 1996-29-8, name is 1-Bromo-4-chloro-2-fluorobenzene, I believe this compound will play a more active role in future production and life.

Under argon atmosphere, a mixture of X-Phos (750 mg; 1.53 mmol), l-bromo-4-chloro-2-fluoro-benzene (1.93 mL; 15.31 mmol), ieri-butyl 4-[(4, 4,5, 5-tetramethyl-l, 3, 2-dioxaborolan-2-yl)methylene]piperidine- 1 -carboxylate (5 500 mg;, 15.31 mmol), Pd dba3 (708 mg; 0.76 mmol) and K3P04 (4 975 mg; 22.97 mmol) in a mixture of H20 (5 mL) and dioxane (100 mL) was heated to 100 C and stirred for 2 h. After cooling down to rt, H20 and EA were added. The organic layer was separated, washed with brine, dried over MgS04, filtered and concentrated to dryness. The residue was purified by column chromatography (silica gel;PE: EA; 30:1 ; v/v) to afford feri-butyl 4-[(4-chloro-2-fluoro-phenyl)methylene]piperidine-l- carboxylate (4 000 mg) as a white solid. (0255) MS xn/z (+ESI): 311.1, 313.1 [M-/-Bu+HCOOH]+. (0256) ?H-NMR (400 MHz, CDC13) d ppm: 7.10 – 7.06 (m, 3H), 6.20 (s, 1H), 3.51 (t, J= 5.6 Hz, 2H), 3.41 (t, J = 5.6 Hz, 2H), 2.36 – 2.30 (m, 4H), 1.48 (s, 9H).

The chemical industry reduces the impact on the environment during synthesis 1-Bromo-4-chloro-2-fluorobenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; BASILEA PHARMACEUTICA INTERNATIONAL AG; RICHALET, Florian; EL SHEMERLY, Mahmoud; LANE, Heidi; (43 pag.)WO2019/115709; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

The chemical industry reduces the impact on the environment during synthesis 60811-21-4, name is 4-Bromo-2-chloro-1-fluorobenzene, I believe this compound will play a more active role in future production and life. 60811-21-4

A mixture of 4-bromo-2-chloro-l-fluorobenzene (8.04 g) and sodium methylthiolate(3.05 g) in DMF (25 ml) was heated at 50 C for 2.5 h. Water was added and the mixture wasextracted with ether (three times). The organic extracts were washed with water (twice), dried(MgSO4), and evaporated to give the sub-title compound (8.93 g).1K NMR CDC13: 6 7.54 (1H, d), 7.34 (1H, dd), 7.02 (1H, dd), 2.47 (3H, s).

The chemical industry reduces the impact on the environment during synthesis 60811-21-4. I believe this compound will play a more active role in future production and life.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/21759; (2006); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

39989-43-0, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 39989-43-0 name is 3,5-Dichlorobenzylamine, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

EXAMPLE 264 N-(3,5-dichlorobenzyl)-2-(5-isoquinolinyl)propanamide The title compound was prepared using the procedure described in Example 222B using 3,5-dichlorobenzylamine and 2-(5-isoquinolinyl)propanoic acid instead of 4-(trifluoromethoxy)benzylamine and 5-isoquinolinylacetic acid. MS (ESI+) m/z 359 (M+H)+; MS (ESI-) m/z 357 (M-H)-; 1H NMR (DMSO, 300 MHz) delta 1.54 (d, J 7.1, 3H), 4.20 (m, 2H), 4.53 (q, J 7.1, 1H), 7.13 (s, 2H), 7.42 (s, 1H), 7.78 (t, J 7.8, 11H), 7.89 (d, J 6.5, 11H), 8.17 (d, J 8.1, 1H), 8.23 (d, J 6.4, 1H), 8.59 (d, J 6.2, 1H), 8.64 (t, J 5.8, 1H), 9.51 (s, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3,5-Dichlorobenzylamine, and friends who are interested can also refer to it.

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; US2004/157849; (2004); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

1871-57-4, These common heterocyclic compound, 1871-57-4, name is 3-Chloro-2-chloromethyl-1-propene, 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.

Step A: 1-Phthalimido-3-Chloro-2-Methylenepropane A mixture of 3-chloro-2-chloromethyl-1-propene (6.55 g, 50 mmol) and potassium phthalimide (5.6 g, 30 mmol) in anhydrous dimethylformamide (200 ml) was heated two days at 50 C. Then the mixture was concentrated in vacuo and, after usual work-up, the product was purified by flash chromatography on silica gel (ethyl acetate:hexane; 15:85) (4.2 g, 78%).

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 1871-57-4.

Reference:
Patent; Merrell Dow Pharmaceuticals Inc.; US5308837; (1994); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding some certain compound to certain chemical reactions, such as: 108-41-8, name is 1-Chloro-3-methylbenzene, 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 108-41-8. 108-41-8

General procedure: (If aryl chloride is liquid) under N2 atmosphere, arylboronic acid 3 (0.6 mmol), 1a (1.0 mol%), K3PO4¡¤3H2O (2.0 equiv), H2O (2.0 mL), and THF (1.0 mL) were added into a Schlenk reaction tube, then aryl chloride 2 (0.5 mmol) was added. The mixture was stirred at room temperature for 24 h. Then the mixture was extracted with EtOAc, dried over anhydrous Na2SO4, filtered and purified by flash column chromatography to give the pure products.Comment(If aryl chloride is solid) under N2 atmosphere, aryl chloride 2 (0.5 mmol), arylboronic acid 3 (0.6 mmol), 1a (1.0 mol%), K3PO4¡¤3H2O (2.0 equiv), H2O (2.0 mL), and THF (1.0 mL) were added into a Schlenk reaction tube. The mixture was stirred at room temperature for 24 h. Then the mixture was extracted with EtOAc, dried over anhydrous Na2SO4, filtered and purified by flash column chromatography to give the pure products.

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 1-Chloro-3-methylbenzene.

Reference:
Article; Tang, Yi-Qiang; Lu, Jian-Mei; Shao, Li-Xiong; Journal of Organometallic Chemistry; vol. 696; 23; (2011); p. 3741 – 3744;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

627-42-9, A common heterocyclic compound, 627-42-9, name is 2-Methoxyethyl chloride, molecular formula is C3H7ClO, 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.

p-Acetylphenol (20.0 g, 147 mmol) was dissolved in DMF (200 mL). While cooling on ice, sodium hydride (6.46 g, 0.16 mol, 60% in oil) and then chloromethyl methylether (16.7 mL, 220 mmol) were added to the solution, and the mixture was stirred for 2 hours at the same temperature. The reaction solution was added with ice and saturated aqueous sodium hydrogencarbonate, and extracted with ethyl acetate. After the organic layer was washed with saturated brine, the organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The obtained residue was,purified by silica gel column chromatography (n-hexane/ethyl acetate = 9/1), and 4-(methoxymethoxy)acetophenone (23.7 g, 89% yield) was obtained. FAB -MS m/z: [M+H]+ 181.1H-NMR (CDCl3) delta (ppm): 2.56 (s, 3H), 3.48 (s, 3H), 5.23 (s, 2H), 7.07 (d, J = 9.1 Hz, 2H), 7.93 (d, J = 9.1 Hz, 2H).

The synthetic route of 627-42-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kyowa Hakko Kogyo Co., Ltd; EP1431280; (2004); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

13726-14-2, A common compound: 13726-14-2, name is 4-Chloro-3-methoxyaniline, belongs to chlorides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

Step 3. 2-Chloro-N-(4-chloro-3-methoxyphenyl)-acetamideChloroacetyl chloride (10 mmol) is added dropwise to a mixture of 4-chloro-3-methoxyaniline (1.57 g, 10 mmol), ethyl ether (30 mL) and NaHCO3 (saturated solution, 30 mL) at room temperature and under vigorous stirring. After 1 h at room temperature the layers are separated, the organic layer is washed with NaHCO3 (saturated solution, 2×30 mL), brine (2 x 30 mL), aqueous HC1 (1M, 30 mL), and brine (2 x 30 mL), and dried (MgSO4). The solvent is removed under reduced pressure to produce the title compound as an off-white solid. H-l NMR: 3.91 (s, 3H); 4.18 (s, 2H); 6.90 (dd, 1H); 7.30 (d, 1H); 7.46 (d, 1H); 8.22 (broad, 1H).

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-Chloro-3-methoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NEUROGEN CORPORATION; WO2006/15279; (2006); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding some certain compound to certain chemical reactions, such as: 104-11-0, name is 1-(4-Chlorophenyl)-N-methylmethanamine, 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 104-11-0. 104-11-0

1-Benzyl-3-(4-chloro-phenyl)-3-methyl-1-{1-[5-methyl-2-(4-trifluoromethyl-phenyl)-1H-imidazol-4-ylmethyl]-piperidin-4-yl}-urea A solution of p-chloro-N-methylbenzylamine (282 mg) in dichloromethane (10 ml) was treated with pyridine (0.96 ml) followed by a solution of 20% phosgene in toluene (3.1 ml) and stirred at ambient temperature for 16 h. The mixture was quenched by the addition of saturated sodium hydrogen carbonate (10 ml), and the organic layer was en separated, dried (anhydrous magnesium sulphate), filtered and evaporated under reduced pressure. The residue was dissolved in dichloromethane (10 ml) and a solution of N-benzyl-1-[[2-[4-(trifluoromethyl)phenyl]-5-methyl-1H-imidazol-4-yl]methyl]-4-piperidinamine (657 mg) in dichloromethane (10 ml) was added followed by more pyridine (0.96 ml) and the mixture stirred for a further 16 h. The mixture was diluted with dichloromethane (40 ml) followed by brine (2*20 ml). The organic layer was separated, dried (anhydrous magnesium sulphate), filtered and evaporated under reduced pressure. The residue was purified by flash chromotography eluding with 10% methanol in dichloromethane to give the title compound (512 mg, 56%). Mass spectrum 597 [M+H]+.

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 1-(4-Chlorophenyl)-N-methylmethanamine.

Reference:
Patent; Edlin, Christopher David; Redshaw, Sally; Smith, Ian Edward David; Walter, Daryl Simon; US2003/69276; (2003); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

6579-54-0, The chemical industry reduces the impact on the environment during synthesis 6579-54-0, name is 2,6-Dichlorobenzenesulfonyl chloride, I believe this compound will play a more active role in future production and life.

171 mg 3-[6-(2-Methoxy-phenyl)-pyrimidin-4-ylamino]-benzyl-ammonium chloride (prepared in Example 69) (0.5 mmol) was dissolved in 50 cm3 dry dichloromethane, 0.350 cm3 N,N-diisopropyl-ethylamine (259 mg, 2 mmol) was added and the mixture was cooled to 0 C. in an ice bath. After stirring it for 15 minutes 196 mg 2,6-dichlorobenzenesulfonyl-chloride (0.8 mmol) was added and the mixture was stirred for 2 hours at 0 C. and overnight at room temperature. Then 50 cm3 5% NaHCO3 solution was added and it was extracted three times with 50-50 cm3 of chloroform. The combined organic layer was washed with brine, dried over MgSO4, decolorized with activated carbon and evaporated under reduced pressure. The residual solid was recrystallized from minimal amount of acetonitrile and air-dried to give the desired product as an yellow solid. Yield: 34 mg (13%). For analitical results and compound identification see Table 1.

The chemical industry reduces the impact on the environment during synthesis 2,6-Dichlorobenzenesulfonyl chloride. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Greff, Zoltan; Varga, Zoltan; Keri, Gyoergy; Nemeth, Gabor; Oerfi, Laszlo; Szantai Kis, Csaba; US2012/258968; (2012); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics