Category: chlorides-buliding-blocks

Electric Literature of 3972-56-3, 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. 3972-56-3, name is 1-tert-Butyl-4-chlorobenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Under an argon atmosphere,4.2 mg (0.015 mmol) of dichlorobis (trimethylphosphine) nickel,83.8 mg (0.5 mmol) of 4-tert-butyl-1-chlorobenzene,152 mg (1.0 mmol) of cesium fluoride,140 mg (0.55 mmol) of 4,4,5,5,4 ‘, 4’, 5 ‘, 5′-octamethyl-2,2’-bi (1,3,2-dioxaborolanyl)180 mg (1.05 mmol) of trimethyl (2,2,2-trifluoroethoxy) silane and 0.5 mL of tetrahydrofuran were added and sealed,And the mixture was stirred at 100 C. for 12 hours.After the reaction vessel was cooled to room temperature, 1 mL of a saturated aqueous solution of ammonium chloride was added, and the mixture was extracted three times with 8 mL of ethyl acetate, and the obtained organic phases were combined.The solvent was distilled off under reduced pressure, and the residue was purified using silica gel column chromatography (hexane: chloroform: ethyl acetate = 16: 4: 0 to 16: 4: 1)2- (4-tert-butylphenyl) -4,4,5,5-tetramethyl-1,3,2-dioxaborolane93 mg (white solid, yield 72%) was obtained.

The synthetic route of 1-tert-Butyl-4-chlorobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TOSOH CORPORATION; SAGAMI CHEMICAL RESEARCH INSTITUTE; YAMAKAWA, TETSU; YAMAMOTO, TETSUYA; TAKAGI, JUN; (31 pag.)JP5699037; (2015); B2;,
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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. 72235-58-6, name is (4-Chloro-3-fluorophenyl)methanamine, A new synthetic method of this compound is introduced below., name: (4-Chloro-3-fluorophenyl)methanamine

4-{[(2,4-Dimethoxybenzyl)(l,3-thiazol-2-yl)amino]sulfonyl}-3-fluorobenzoic acid (Preparation 10, 75mg, 0.166mmol, leq), Et3N (36mg, 0.36mmol, 2.2eq), 2-(lH-benzotriazol- l-yl)-l,l,l,3,tetramethyluronium tetrafluoroborate (TBTU, 66mg, 0.206mmol, 1.24eq) and A- chloro-3-fluorobenzylamine (48mg, 0.301mmol, 1.81eq) were combined in THF (3ml) and the reaction mixture stirred at room temperature for 18 hours. The solvent was evaporated and the residue dissolved in DCM:TFA (2ml: 2ml), the reaction mixture was stirred at room temperature for 2 hours. Water (4ml) was added and the mixture was passed through a phase separation cartridge. The DCM was collected, washed with saturated sodium hydrogen carbonate, dried over sodium sulphate, filtered and evaporated in vacuo. The crude material was triturated with DCM then purified further by preparative HPLC to yield the title compound.[0358] LCMS Rt= 3.14-3.18 min. MS m/z 443 [MH]+

The synthetic route of 72235-58-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ICAGEN, INC.; PFIZER LIMITED; WO2008/118758; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 33863-76-2, The chemical industry reduces the impact on the environment during synthesis 33863-76-2, name is 1-Bromo-3-chloro-5-fluorobenzene, I believe this compound will play a more active role in future production and life.

To a solution of ethyl 4-ethyl-3-hydroxyphenylacetate (12a, 0.700 g; 3.36 mmol) and NMP (8 mL) was added K2CO3 (1.393 g; 10.08 mmol) and 1-bromo-3-chloro-5-fluorobenzene (59b, 0.774 g; 3.7 mmol). The reaction was heated to 120 C. and monitored by TLC. After 8 h the reaction was cooled to RT and 10% HCl was added. The mixture was extracted with EtOAc and the combined extracts were washed with H2O and brine. The extracts were dried (Na2SO4) filtered and evaporated. The crude product was chromatographed with silica gel and eluted with a gradient of hexane/EtOAc (100 to 60% hexane) to afford 124a.

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-3-chloro-5-fluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Roche Palo Alto LLC; US2005/239881; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 42265-67-8, name is 4-(tert-Butyl)-2-chloroaniline, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 42265-67-8

a) 4-t-Butyl-2-chloroaniline (30 g) was dissolved in dichloromethane (1.21) and the solution was cooled to -5 C. N-Chlorosuccinimide (21.7 g) was added portionwise to the vigorously stirred solution and stirring was continued for 1 h. Dimethyl sulfide (36 ml) was added to the solution (-5 C.) and stirring was continued for a further 1 h. The solution was then cooled to -65 C. and triethylamine (27 ml) was added. This solution was evaporated to half volume, washed successively with sodium hydroxide (1N), water and brine. The organic solution was dried (MgSO4) and evaporated in vacuo and the residue was purified on silica using hexane to 3% ether in hexane as eluent. This afforded 4-t-butyl-2-chloro-6-(methylthiomethyl)aniline (31.2 g) as a red oil. 1 H NMR (250 MHz, CDCl3) delta1.27 (9H, s, (CH3)3, 1.99 (3H, s, SCH3), 3.69 (2H, s, CH2 SCH3), 4.38 (2H, brs, NH2), 6.92 (1H, d, J=2.0 Hz, Ar–H), 7.21 (1H, d, J=2.0 Hz, ArH). m/z (CI+)=244 (M+ +1, 100%).

According to the analysis of related databases, 42265-67-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Merck Sharp & Dohme Ltd.; US5633281; (1997); A;,
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. 2533-69-9, name is Methyl 2,2,2-trichloroacetimidate, A new synthetic method of this compound is introduced below., name: Methyl 2,2,2-trichloroacetimidate

Example 129: f/?)-//,//-Diethyl-5-(3-(pyrrolidine-1-carbonyl)piperidin-1-yl)-3/-/- imidazo[4,5-blpyridine-2-carboxamide Into a vial containing (‘ ?^-(1-(5,6-diaminopyridin-2-yl)piperidin-3-yl)(pyrrolidin-1- yl)methanone dihydrochloride (125 mg, 0.3 mmol) was added formic acid (73.5 muIota_, 1.7 mmol) followed by 2,2,-trifluoroethanol (1.7 mL) and methyl 2,2,2-trichloroacetimidate (47.0 muIota_, 0.4 mmol). The vial was sealed and stirred at room temperature for 13 min. The reaction mixture was heated to 60C and stirred for 3 h at that temperature. An aliquot of 0.3 mL was transferred into another vial containing diethylamine (89.1 mu, 0.9 mmol). The resulting mixture was heated to 60C and stirred for 16 h. The reaction mixture was concentrated under reduced pressure and the resulting residue was partitioned between water and ethyl acetate. The aqueous was further extracted with ethyl acetate. The combined organics were concentrated under reduced pressure. The residue was purified via HPLC to afford the title compound. MS (ESI+) (M+H) 399.1 ; HPLC retention time 1 .9864 min (Method A).

The synthetic route of 2533-69-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC.; AHN, Kay; BOEHM, Markus; CABRAL, Shawn; CARPINO, Philip A.; FUTATSUGI, Kentaro; HEPWORTH, David; KUNG, Daniel W.; ORR, Suvi; WANG, Jian; WO2013/150416; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 344-65-0, 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. 344-65-0, name is 1-Bromo-4-chloro-2-(trifluoromethyl)benzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A 1,4-Dioxane solution (8 mL) of 10 (1.0 mmol), arylboronic acid 2 (1.0 equiv.), K3PO4, and Pd(PPh3)4 (5 molpercent) was heated at 75 C for 4 h. After cooling to room temperature, H2O was added and the reaction mixture was extracted with CH2Cl2. The organic layer was dried (Na2SO4), filtered and concentrated in vacuo. The residue was purified by column chromatography (pure n-heptane).#10;#10;#10;#10;#10;#10;#10;

The synthetic route of 1-Bromo-4-chloro-2-(trifluoromethyl)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ali, Iftikhar; Siyo, Baraa; Hassan, Zahid; Malik, Imran; Ullah, Ihsan; Ali, Asad; Nawaz, Muhammad; Iqbal, Jamshed; Patonay, Tama?s; Villinger, Alexander; Langer, Peter; Journal of Fluorine Chemistry; vol. 145; (2013); p. 18 – 34;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 1513-25-3, 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. 1513-25-3, name is 2-Chloro-1-fluoro-4-methylbenzene, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of (lR,2^-l-(4-fluoro-2-methoxyphenyl)-2-((4- methoxybenzyl)oxy)propan-l-ol (190 mg, 0.593 mmol) in anhydrous DMSO (2.97 mL) was added NaH (29.7 mg, 0.741 mmol, 60 wt % in mineral oil). After stirring for 10 min, 2-chloro-l-fluoro-4- methylbenzene (686 mg, 4.74 mmol) was added, and the reaction mixture was heated to 60 C for 15 h. The reaction was quenched by slow addition of H20. The mixture was extracted Et20 (3 x 50 mL) and the combined organic layers were dried by passing through a phase separator. Volatiles were removed under a gentle stream of N2 and the resulting residue was purified via flash column chromatography (Si02, 0- 30% acetone in hexanes) to afford the title compound (217 mg, 82%) as a colorless oil: 1H NMR (400 MHz, CDC13) delta 7.34 (dd, J = 9.2, 6.8 Hz, 1H), 7.19 (d, J = 8.7 Hz, 2H), 7.14 (d, J = 1.7 Hz, 1H), 6.85 – 6.77 (m, 3H), 6.62 – 6.55 (m, 3H), 5.63 (d, J = 3.8 Hz, 1H), 4.63 (d, J = 11.9 Hz, 1H), 4.57 (d, J = 11.9 Hz, 1H), 3.89 (qd, J = 6.4, 3.9 Hz, 1H), 3.83 (s, 3H), 3.79 (s, 3H), 2.19 (s, 3H), 1.25 (d, J = 6.4 Hz, 3H); 19F NMR (376 MHz, CDC13) delta -112.06 (s); ESIMS m/z 467 ([M+Na]+).

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

Reference:
Patent; DOW AGROSCIENCES LLC; BUCHAN, Zachary; DEKORVER, Kyle A.; JONES, David M.; HERRICK, Jessica; WILMOT, Jeremy; RIGOLI, Jared; LOY, Brian; LU, Yu; MEYER, Kevin G.; YAO, Chenglin; (308 pag.)WO2016/109305; (2016); 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. 118-69-4, name is 2,6-Dichlorotoluene, A new synthetic method of this compound is introduced below., name: 2,6-Dichlorotoluene

Example 4 3-Chloro-2-methylanisole Process Variant b2)-First Step-Preparation of Compounds of the Formula (IVa-1) 8.1 g (0.05 mol) of 2,6-dichlorotoluene and 9.9 g (0.15 mol) of potassium hydroxide (85%) are heated in 40 ml of methanol in an autoclave at 160 C. for 20 hours, and the pressure rises to about 12 bar. After cooling, the reaction mixture is poured into about 250 ml of water and extracted three times with about 70 ml of dichloromethane. The united organic phases are dried over sodium sulphate and evaporated under reduced pressure. 3-Chloro-2-methylanisole is obtained as an oil (2.5 g, GC analysis: 37.1%, 12% of theory). Ret. index GC: 1187, m/e: 156 NMR (d6-DMSO) ppm: 2.2 (s, 3H, CH3), 3.8 (s, 3H, O-CH3), 6.95 (d, 1H, aromatic),

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:
Patent; Huebsch, Walter; Lantzsch, Reinhard; Mueh, Thorsten; Weintritt, Holger; US2003/92944; (2003); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 104-11-0, These common heterocyclic compound, 104-11-0, name is 1-(4-Chlorophenyl)-N-methylmethanamine, 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 21 (4-Chloro-6[(p-chlorobenzyl)methylamino]-2-pyrimidinylthio) acetic acid ethyl ester A mixture of 13.4 g of (4,6-dichloro-2-pyrimidinylthio) acetic acid ethyl ester, 7.8 g of N-methyl-p-chlorobenzylamine and 5.4 g of sodium carbonate in 100 ml. of ethanol was heated under reflux for 5 hr. The reaction mixture was filtered and the filtrate taken to dryness in a rotary evaporator. The residual oil was dissolved in a minimum quantity of ethanol. The addition of a few drops of water to this solution caused a precipitate to deposit. The precipitate was removed by filtration and recrystallized from ethanol affording 5.8 g of product, mp. 68-70C. Anal. Calcd for C16 H17 N3 Cl2 SO2: C, 49.75; H, 4.44; N, 10.87. Found: C, 49.69; H, 4.61; N, 11.09.

The synthetic route of 104-11-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Santilli; Arthur A.; Scotese; Anthony C.; Tomarelli; Rudolph M.; US3940394; (1976); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 50594-82-6,Some common heterocyclic compound, 50594-82-6, name is 3,4,5-Trichlorobenzotrifluoride, molecular formula is C7H2Cl3F3, 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.

(d) 1,3-Bis(2,6-dichloro-alpha,alpha,alpha-trifluoro-p-tolyloxy)benzene A mixture of 3,4,5-trichloro-alpha,alpha,alpha-trifluoro-toluene (10 g. 0.04 mol), and the dipotassium salt of 1,3-dihydroxybenzene (4 g. 0.021 mol) in 150 ml. sulfolane is stirred and heated 70 minutes at ~120 C. The cooled reaction mixture is diluted with benzene (350 ml.) and washed once with water (1 1). Hexane (200 ml.) is added, and the solution washed with water (3*500 ml.) dried, filtered through activated silica gel (~25 g.), and the solvents removed. The residual oil is crystallized from a mixture of pentane and benzene to give 1,3-bis(2,6-dichloro-alpha,alpha,alpha-trifluoro-p-tolyloxy)benzene (5.3 g. 49%) m.p. 121-122 C.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,4,5-Trichlorobenzotrifluoride, its application will become more common.

Reference:
Patent; Rohm and Haas Company; US4419122; (1983); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics