Chlorides-buliding-blocks

Electric Literature of 918538-05-3,Some common heterocyclic compound, 918538-05-3, name is 2,4-Dichloropyrrolo[2,1-f][1,2,4]triazine, molecular formula is C6H3Cl2N3, 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.

Compound 5 (80 mg, 0.424 mmol) was weighed out,P-trifluoromethoxybenzeneboronic acid (90 mg, 0.44 mmol)Triethylamine (121 mg, 1.2 mmol)Bis (triphenylphosphine) palladium (II) chloride (30 mg, 0.042 mmol)DMF (28.5 ml), water (0.5 ml) was added to the flask and heated to 80 C for 4 h.After stopping the reaction, 100 ml of water was added to the reaction solution,Stirred, extracted with ethyl acetate (20 ml * 4)The ester layer was dried over anhydrous sodium sulfate, concentrated,Column chromatography (petroleum ether: ethyl acetate = 20: 1) gave a yellow solid (97 mg, 77.6%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,4-Dichloropyrrolo[2,1-f][1,2,4]triazine, its application will become more common.

Reference:
Patent; Jiangsu Xiansheng Pharmaceutical Co., Ltd.; Xin Minxing; Wen Jun; Tu Chongxing; Liu Zhaoyu; Shen Han; Wang Mengyu; Zhao Xinge; (36 pag.)CN104003990; (2017); B;,
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Reference of 1871-57-4,Some common heterocyclic compound, 1871-57-4, name is 3-Chloro-2-chloromethyl-1-propene, molecular formula is C4H6Cl2, 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.

To a stirred suspension of sodium hydride (60% suspension in oil) (1.74 g, 43.5 mmol) in N,N-dimethylformamide (36 mL) at 0 C. was added 2-chloro-2-(chloromethyl)prop-1-ene (1.54 mL, 14.5 mmol). To this was added tert-butyl N-[2-(tert-butoxycarbonylamino)ethyl]carbamate (3.78 g, 14.5 mmol) in THF (36 mL). After 15 minutes the ice-bath was removed and the reaction stirred at room temperature for 18 h. The reaction was quenched by the addition of saturated ammonium chloride (100 mL) and the mixture concentrated to remove the THF. The aqueous was extracted with EtOAc (3×) and the combined organics were dried (MgSO4) and the solvent evaporated to afford a crude solid. This was purified (silica, 0 to 20% EtOAc/i-hexane) to afford the title compound as a white solid (2.24 g, 49%). 1H NMR (300 MHz, CDCl3) 1.45 (18H, s), 3.45 (4H, m), 3.90 (2H, m), 4.0 (2H, m), 4.95 (2H, m).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Chloro-2-chloromethyl-1-propene, its application will become more common.

Reference:
Patent; BicycleTx Limited; Beswick, Paul; Mudd, Gemma Elizabeth; McDonnell, Kevin; Ivanova-Berndt, Gabriela; Van Rietschoten, Katerine; Witty, David; Skynner, Michael; US2020/131228; (2020); A1;,
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53145-38-3, name is 2-Chloro-6-fluoroanisole, belongs to chlorides-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. COA of Formula: C7H6ClFO

4. Preparation of 4-chloro-2-fluoro-3-methoxybenzoic acid To a magnetically stirred solution of 2-chloro-6-fluoroanisole (16.06 g) in 100 mL of anhydrous DME, cooled to -70 C., was added 44 mL of 2.5 M n-BuLi in hexanes over 30 min, while keeping the reaction temperature below -55 C. After stirring the reaction for an additional 60 min at -70 C., dry carbon dioxide was bubbled into the reaction mixture for 60 min, while keeping the temperature below -60 C. Upon warming to room temperature, the reaction mixture was added to 150 mL of ether and acidified with 37% aq. HCl. The aqueous layer was washed with 2*150 mL of ether, and the combined organic layers were washed with sat. NaCl and were dried (Mg2SO4). Solvent removal gave 20.3 g of a white solid, which was recrystallized from ether/hexane to give 16.4 g (80% yield) of 4-chloro-2-fluoro-3-methoxybenzoic acid; MP 183-184 C.; 1H NMR (d6-DMSO, 300 MHz) delta 13.5 (brs, 1H), 7.60 (dd, 1H, J=1.8, 8.8 Hz), 7.42 (dd, 1H, J=1.8, 8.8 Hz), 3.95 (s, 3H).

The synthetic route of 53145-38-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dow AgroSciences LLC; US2009/182168; (2009); A1;,
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13745-86-3, name is 11-Chlorodibenzo[b,f][1,4]thiazepine, belongs to chlorides-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. Application In Synthesis of 11-Chlorodibenzo[b,f][1,4]thiazepine

(b) 11-Piperazinyl-dibenzo[b,f][1,4]thiazepine. Piperazine (1.7 mole) was dissolved in warm toluene (about 50C.) (750 ml) and 11-chloro-dibenzo[b,f][1,4]thiazepine was added. The reaction was heated to reflux and maintained at this temperature for 5 hours. After cooling to ambient temperature the reaction was filtered to remove piperazine hydrochloride, and the organic phase was washed several times with water to remove excess piperazine. The organic phase was dried over magnesium sulfate and after filtration the solvent was removed in vacuo to give the product as an oil. The oil was dissolved in ethanol and treated with a solution of hydrogen chloride in ethanol. 11-Piperazinyl-dibenzo[b,f][1,4]thiazepine was isolated as the dihydrochloride salt in about 88% yield.

The synthetic route of 13745-86-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ICI Americas Inc.; US4879288; (1989); A;,
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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. 694-80-4, name is 1-Bromo-2-chlorobenzene, A new synthetic method of this compound is introduced below., Recommanded Product: 1-Bromo-2-chlorobenzene

1L three bottles,To a solution of 32.5 g of 2,4,6-triisopropylbromobenzene,5.6 g of magnesium turnings and 300 mL of anhydrous THF,20 g of o-chlorobromobenzene was dropwise added,2,4,6-triisopropyl-2-bromobiphenyl Grignard reagent,Refluxed for 2 hours,Down to room temperature,2.4 g of tetrakis (triphenylphosphine) palladium was added,Stirred for 30 minutes,18.8 g of di-tert-butylphosphonium chloride was added dropwise at room temperature,The reaction was refluxed for 5 hours.And the mixture was added dropwise to the reaction solution under ice-water bath200 mL of saturated aqueous ammonium chloride was quenched,Liquid separation,The organic phase is dissolved,Add methanol crystallization,And filtered to obtain 41.7 g of white 2-di-tert-butylphosphine-2,4,6-triisopropylbiphenyl,Yield 94%.

The synthetic route of 694-80-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Panjin Gelin Kaimo Technology Co., Ltd.; Rao, Zhihua; Gong, Ningrui; (12 pag.)CN105859774; (2016); A;,
Chloride – Wikipedia,
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Synthetic Route of 15205-11-5, A common heterocyclic compound, 15205-11-5, name is 2-Chloro-4-fluorobenzylamine, molecular formula is C7H7ClFN, 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 281-[(2-Chloro-4-fluorophenyl)methyl]-4-(4-fluoro-2,6-dimethylphenyl)-2,3- piperazinedione (E28)Methyl [(4-fluoro-2,6-dimethylphenyl)(2-oxoethyl)amino](oxo)acetate (0.15 g, 0.49 mmol) was dissolved in dichloromethane (5 ml) and cooled to O0C. 4 Angstrom molecular seives (0.3 g, 0.49 mmol), acetic acid (0.09 ml, 1.48 mmol), 2-chloro-4- fluorobenzylamine (0.07 ml, 0.54 mmol) and sodium triacetoxyborohydride (0.16 g, 0.74 mmol) were added. After 5 minutes, the reaction was warmed to room temperature and stirred for 16 hours overnight. Saturated aqueous sodium bicarbonate (5 ml) was added and the mixture stirred for 10 minutes. The organic layer was separated using a hydrophobic frit and concentrated in vacuo. The crude material was purified by mass-directed automated HPLC to yield 1-[(2-chloro-4- fluorophenyl)methyl]-4-(4-fluoro-2,6-dimethylphenyl)-2,3-piperazinedione (0.083 g) as a white solid. LC/MS [M+H]+ = 379, retention time = 2.84 minutes.

The synthetic route of 15205-11-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; CHAMBERS, Laura Jane; DEAN, David Kenneth; MUNOZ-MURIEDAS, Jorge; STEADMAN, Jon Graham Anthony; WALTER, Daryl Simon; WO2010/125103; (2010); A1;,
Chloride – Wikipedia,
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Synthetic Route of 14862-52-3, A common heterocyclic compound, 14862-52-3, name is 3,5-Dibromochlorobenzene, molecular formula is C6H3Br2Cl, 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.

In the round bottom flask was charged with 1,3-dibromo-5-chlorobenzene, 25g (92.47mmol) and 31.3g (184.9mmol) of diphenylamine , into a sodium t- butoxide 26.7g (277.41mmol) was added to 463ml toluene dissolved. Here Pd (dba)2 0.266g (0.462mmol) and tri-tert-butylphosphine was put 0.187g (0.924mmol) in turn and the mixture was stirred under reflux for 4 hours under a nitrogen atmosphere. After the reaction the organic layer was then extracted with ethyl acteate dry distilled over magnesium sulfate, filtered and the filtrate was concentrated under reduced pressure. The product n- hexane / dichloromethane (9: 1 by volume) to yield the silica gel column 34.7g (84% yield) was purified by chromatography to the desired compound of intermediate M-10 as a white solid.

The synthetic route of 14862-52-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chei Industries Inc.; Ryu, Dong Wan; Heo, Dal Ho; Jung, Seong Hyeon; Hong, Jin Seok; Kim, Jun Seok; Yoo, Dong Kyu; Lee, Seung Jae; Lee, Han Il; Chang, Yu Na; Cho, Yeong Kyeong; Chae, Mi Yeong; (44 pag.)KR2016/8651; (2016); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 883499-24-9, 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. 883499-24-9, name is 1-Bromo-2-chloro-3-fluorobenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

In a nitrogen atmosphere, a flask containing 1-bromo-2-chloro-3-fluorobenzene (10.4 g, 1 eq.), 1OH3NP11D (21.3 g, 50 eq., 1 eq.), potassium carbonate (13.7 g, 2 eq.), and NMP (100 ml) was heated and stirred at 180 C. The reaction liquid was cooled to room temperature, and NMP was distilled off under reduced pressure. Subsequently, water and toluene were added thereto, and the mixture was partitioned. Subsequently, the resulting product was purified by silica gel column chromatography (developing liquid: toluene/heptane=1/1 (volume ratio)), and thus ?1 Br2CL3Px(3NP11D)? was obtained.

The synthetic route of 1-Bromo-2-chloro-3-fluorobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kwansei Gakuin Educational Foundation; JNC Corporation; HATAKEYAMA, Takuji; KONDO, Yasuhiro; NAKAMOTO, Keiichi; YANAI, Motoki; (190 pag.)US2018/94000; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 81927-55-1, name is Benzyl 2,2,2-trichloroacetimidate, A new synthetic method of this compound is introduced below., Recommanded Product: Benzyl 2,2,2-trichloroacetimidate

[0484] To a solution of Scheme 5-8 compound SI (24 g, 0.136 mol) and benzyl 2,2,2- trichloroacetimidate (51.3 g, 0.204 mol) in cychexane/dichloromethane (600 mL/120 ml.,) at room temperature was added trifJuoromethanesuifonic anhydride (cat. 1.2 mL) dropwise. The reaction mixture was stirred at room temperature overnight, and filtered. The filtrate was washed with sat. NaHCCb, brine, dried over anhydrous Nay.SO-i, filtered and concentrated. The residue was purified by column chromatography on silica gel (eluted with petroleum ether: ethyl acetate 10. 1 ) to afford the title compound (35 g, 93.3% yield) as a yellow oil .

The synthetic route of 81927-55-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAL, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; GREENLEE, William; (325 pag.)WO2017/35405; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 60811-21-4, 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. 60811-21-4, name is 4-Bromo-2-chloro-1-fluorobenzene, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A mixture of a fluorinated aryl halide (2.0 mmol), a carbazole (0.5 mmol), and a base (2.0 mmol) in solvent (2 mL) was allowed to react under air atmosphere. The reaction mixture was heated to the specified temperature for 24 h. After reaction completion, the mixture was added to brine (15 mL) and extracted with CH2Cl2 (3 × 15 mL). The combined extract was concentrated under reduced pressure and the product was isolated by short chromatography on a silica gel (200-300 mesh) column.

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

Reference:
Article; Wang, Lei; Ji, Enhui; Liu, Ning; Dai, Bin; Synthesis; vol. 48; 5; (2016); p. 737 – 750;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics