Month: May 2021

Related Products of 60811-21-4, These common heterocyclic compound, 60811-21-4, name is 4-Bromo-2-chloro-1-fluorobenzene, 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.

[00367] Synthesis of 5-bromo-3-chloro-2-fluorobenzaldehyde (26): 4-Bromo-2-chloro- 1-fluorobenzene (25, 16 g, 76.5 mmol) was dissolved in 50 mL of THF. The reaction mixture was cooled down to -78 C. A solution of LDA in THF (2 M, 38.2 mL, 76.4 mmol) was added dropwise over 20 min. The reaction mixture was stirred at -78 C for 10 min. DMF (8.4 mL) was added dropwise. The reaction mixture was allowed to warm -20 C, quenched with 30 mL of saturated ammonium chloride aqueous solution and extracted with methyl fei -butyl ether (50 mL X 3). The combined organic layers were washed with brine, dried over anhydrous Na2S04, and concentrated under reduced pressure to give crude product, which was purified by silica gel chromatography (5-10% EtOAc/petroleum ether) to afford 8.4 g of 5-bromo-3-chloro-2-fluorobenzaldehyde (26) as white solid (yield: 46%). 1H MR (400 MHz, OMSO-d6) delta 10.10 (s, 1H), 8.26 (s, 1H), 7.93 (s, 1H).

Statistics shows that 4-Bromo-2-chloro-1-fluorobenzene is playing an increasingly important role. we look forward to future research findings about 60811-21-4.

Reference:
Patent; KARYOPHARM THERAPEUTICS INC.; BALOGLU, Erkan; SHACHAM, Sharon; SENAPEDIS, William; (155 pag.)WO2017/31204; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 53145-38-3, name is 2-Chloro-6-fluoroanisole, belongs to chlorides-buliding-blocks compound, 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 53145-38-3, Formula: C7H6ClFO

The system 100 shown in FIG. 1 was configured with a first reactor 102 having an internal volume of about 25 ml, a transfer tube 106 having an internal volume of about 3 ml and a second reactor 104 having an internal volume of about 30 ml.Agitation was started in the first reactor 102 and the second reactor 104. The system 100 was cooled to about -60 C. by placing the first reactor 102 and the second reactor 104 in the bath 108 containing dry ice in hexane and maintained at a temperature of about -70 C. A solvent level of the bath 108 was checked to assure that the transfer tube 106 was covered with the solvent.A solution of 2-chloro-6-fluoroanisole (2,6-CFA) (31.4 g, 190 mmol) in anhydrous 1,2-dimethoxyethane (DME) (241 ml) was prepared in a 500 ml bottle. Molecular sieves were added to remove water, and water content was measured by Karl Fischer titration to assure the 2,6-CFA solution contained less than about 100 ppm water (about 35 ppm measured). The 2,6-CFA solution in the 500 ml bottle was placed on a balance and fitted with a cap holding the inlet tube to metering pump 110. (i.e, first pump 110). A mixture of n-butyllithium in hexanes (2.5 M, 102 ml) was loaded into another (syringe) pump (i.e., second pump 112) and trimethyl borate (25.7 g, 28 ml) was loaded into a syringe and was placed on a separate syringe pump (i.e., third pump 114).The first, second, and third feed lines 118, 120, 122 were respectively pumped full of the 2,6-CFA, the n-butyllithium and the methyl borate to just short of the tube exit prior to the start of the experiment. When the solvent bath temperature was about -74 C., the first pump 110 containing the 2,6-CFA and the second pump 112 containing the n-butyllithium were started with flow rates of 0.73 ml/min and 0.27 ml/min, respectively. The first feed line 118 was formed from polytetrafluoroethylene (PTFE) tubing and was directed through the reactor head port 116A into the first reactor 102 below the liquid surface. The n-butyllithium addition was added to the first reactor 102 through the second feed line 120 that terminated just above the liquid surface in the first reactor 102.The solvent bath was monitored and dry ice was added to the solvent bath to maintain the temperature of the system 100 at less than about -60 C. The third feed line 122 for the trimethyl borate was directed into the second reactor 104 to drip above the liquid surface. After about 26 minutes, when the first reactor 102 was full and the reaction mixture was flowing through the transfer tube into the second reactor 104, the third pump 114 was started at a flow rate of the trimethyl borate of about 0.08 ml/min.After about 37 minutes, as the second reactor 104 filled, flow was started from an exit tube 126 to maintain reaction mixture volume in the second reactor 104 near about 30 ml. Intermediate solution from the second reactor 104 was accumulated in the flask 124 at room temperature. The intermediate solution was weighed and transferred to sample jars every 20 to 30 minutes. The experiment was run for 4 hours. A total of about 153 g of the intermediate solution containing PBA-diMe was collected. A gas chromatography (GC) method with internal standard was used to quantify the amount of PBA-diMe in the intermediate solution. A conversion to PBA-diMe of about 92% was calculated with about 8% of the original unconverted 2,6-CFA also quantified.

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, 2-Chloro-6-fluoroanisole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; DOW AGROSCIENCES LLC; Emonds, Mark V. M.; Menning, Catherine A.; Blaylock, D. Wayne; US2013/66115; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 2613-34-5, name is 3-Chloro-2,4-difluoroaniline, molecular formula is C6H4ClF2N, 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: C6H4ClF2N

Methyl 1 -methyl-4-[ [( 1R)-2,2,2-trifluoro- 1-methyl-ethyl] sulfamoyl]pyrrole-2-carboxylate (6.61 g, 21.03 mmol) and 3-chloro-2,4-difluoroaniline (4.13 g, 25.2 mmol) were dissolved in tetrahydrofuran (150 mL) and this was stirred and cooled in an ice-water bath. Over a period of 5minutes lithium bis(trimethylsilyl)amide in toluene (63.1 mL, 1 M, 63.1 mmol) was added dropwise. The resulting mixture was stirred for 1 h while cooling was continued. Another 2 eq of lithium bis(trimethylsilyl)amide in toluene (42.1 mL, 1 M, 42.1 mmol) were added and the resulting mixture was stirred for 1 hour at room temperature. The resulting mixture was quenched using ammonium chloride (sat. / 200 mL). The resulting mixture was extracted usingEtOAc (3 x 250 mL). The combined extracts were washed with brine (250 mL), dried on Na2SO4, filtered and concentrated in vacuo yielding a brown powder. This powder was crystallized twice out of methanol/water. The precipitation was collected on a glass filter. The obtained powder was purified by silica gel column chromatography using gradient elution from heptane to EtOAc (100:0 to 0:100). The obtained residue was crystallized again out ofmethanol/water. The white crystals were collected on a glass filter and dried in a vacuum oven at 55C for 24 hours yielding compound 120 (3.03 g) as a white powder. Differential scanning calorimetry: From 30 to 300 C at 10C/mm: peak at 217.6C.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2613-34-5, its application will become more common.

Reference:
Patent; JANSSEN R&D IRELAND; VANDYCK, Koen; HACHE, Geerwin, Yvonne, Paul; LAST, Stefaan, Julien; MC GOWAN, David, Craig; ROMBOUTS, Geert; VERSCHUEREN, Wim, Gaston; RABOISSON, Pierre, Jean-Marie, Bernard; WO2014/184350; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 823-57-4, 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. 823-57-4, name is 2-Bromo-5-chloroaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

HCl (500ml) for 2-bromo-5-chloroaniline (50 g, 242.16 mmol) and the mixture stirred at 0 while NaNO2 (17.5g, 253.62 mmol) to H2O (50ml) was added dropwise dissolved in a -10 after 1 hour It was stirred. The KI (44.2g, 266.26mmol) was stirred was dropwise added, dissolved in H2O (50ml) one hour at 0 . After completion of the reaction with ethyl acetate and filter the solidExtracts were dried over MgSO4 and the organic layer was filtered under reduced pressure. The filtered organic layer was evaporated under reduced pressure to a rear purified by column chromatography to the desired compound 1-bromo-4-chloro-2-iodobenzene (62 g,Yield: 66%) was obtained.

The synthetic route of 2-Bromo-5-chloroaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Doosan Corporation; Kim, Tae Hyung; Bae, Hyung Chan; Lee, Chang Jun; Sin, Jin Yong; Jo, Hyun Chong; Baek, Young Mi; Rah, Jong Gyu; Park, Ho Chul; (46 pag.)KR2015/8658; (2015); 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. 57310-39-1, name is 3-Bromo-4-chlorotoluene, A new synthetic method of this compound is introduced below., Quality Control of 3-Bromo-4-chlorotoluene

General procedure: A mixture of bromotoluene intermediate 7-14 or 16 (10 mmol), N-bromosuccinimide (15 mmol, 2.67 g) and azobisisobutyronitrile (5 mmol, 82 mg) in tetrachloromethane (20 mL) was refluxed for 16 h. After cooling the mixture was filtered, the filtrate was diluted with dichloromethane (30 mL), washed with water (50 mL) and brine (50 mL), dried over anhydrous Na2SO4 and evaporated. The residue containing the adequate benzyl bromide derivative without further purification was used to the next step.

The synthetic route of 57310-39-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Szyma?ska, Ewa; Cha?upnik, Paulina; Szczepa?ska, Katarzyna; Cunado Moral, Ana Maria; Pickering, Darryl S.; Nielsen, Birgitte; Johansen, Tommy N.; Kie?-Kononowicz, Katarzyna; Bioorganic and Medicinal Chemistry Letters; vol. 26; 22; (2016); p. 5568 – 5572;,
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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. 41965-95-1, name is 3-Chloro-4-methoxybenzylamine Hydrochloride, A new synthetic method of this compound is introduced below., SDS of cas: 41965-95-1

2-Amino-4-chlorobenzoic acid (1.0 g; 5.83 mmol), 15 ml of dry DCM, and TEA (4.87 ml; 35.0 mmol) were placed in a reaction flask under nitrogen. 3-Chloro-4- methoxybenzylamine hydrochloride (1.213 g; 5.83 mmol) was added slowly and then T3P (6.87 ml; 1 1.66 mmol; 50 % in EtOAc) was added keeping the temperature at rt. The mixture was stirred at rt overnight. The reaction mixture was diluted with DCM and washed three times with water. The organic phase was dried with a phase separator and evaporated to dryness to yield 1.58 g of 2-amino-4-chloro-N-(3-chloro-4-methoxybenzyl)benzamide. LC-MS (ES) [M+l]: 327.1.

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; ORION CORPORATION; PRUSIS, Peteris; HOeGLUND, Lisa; TOeRMAKANGAS, Olli; HIETANEN, Ari; ARVELA, Riina; VESALAINEN, Anniina; HEIKKINEN, Terhi; WO2015/169999; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 2401-24-3, 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. 2401-24-3, name is 2-Chloro-5-methoxyaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 4(i): N-(2-chloro-5-methoxyphenyl)-2-fluoroacetamideA solution of fluoroacetyl chloride (3 g, 31 ,1 mmol) was added dropwise to an ice cold solution of 2-chloro-5-methoxyaniline (5 g, 31 ,7 mmol) and triethylamine (4,5 ml, 32,3 mmol) in dichloromethane (20 ml) and left stirring overnight. Water (50 ml) was added and the biphasic mixture was stirred for 2 minutes and then separated. The aqueous phase was extracted with dichloromethane (20 ml) and the combined organic phases were dried over magnesium sulfate (5 g). After evaporation the crude solid material was used in the next step.

The synthetic route of 2-Chloro-5-methoxyaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GE HEALTHCARE LIMITED; TRIGG, William, John; JONES, Paul, Alexander; WO2015/40148; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 363-51-9, 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. 363-51-9, name is 2-Chloro-6-fluoroaniline, This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 29 7-[(2-chloro-6-fluorophenyl)amino]-5-{ [2-methoxy-4-(piperazin-l- yl)phenyl]amino}pyrido[3.4-d]pyridazin-4(3H)-one EXAMPLE 29A /er/-butyl 4-(4-(7-(2-chloro-6-fluorophenylamino)-4-oxo-3,4-dihydropyrido[3,4-c/]pyridazin- 5-ylamino)-3-methoxyphenyl)piperazine-l -carboxylate A mixture of EXAMPLE 24A (370 mg, 0.76 mmol), 2-chloro-6-fluoroaniline ( 121 mg, 0.84 mmol), tris(dibenzylideneacetone)dipalladium (70 mg, 0.08 mmol), 2- dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl (44 mg, 0.1 mmol), potassium tert- butoxide (257 mg, 2.28 mmol) and teri-butanol (5 mL) was heated under nitrogen at 120C for 48 hours. The mixture was concentrated and the residue was dissolved indichloromethane, washed with saturated aqueous sodium bicarbonate and brine, dried over sodium sulfate, filtered and concentrated. The residue was purified by flash chromatography on silica gel (200-300 mesh) eluting with 98/2 dichloromethane/methanol to give the title compound. MS: 596 (M + H+).

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

Reference:
Patent; ABBOTT LABORATORIES; ABBOTT LABORATORIES TRADING (SHANGHAI) COMPANY, LTD.; VASUDEVAN, Anil; PENNING, Thomas Dale; CHEN, Huanming; LIANG, Bo; WANG, Shaohui; ZHAO, Zhongqiang; CHAI, Dikun; YANG, Leifu; GAO, Yingxiang; WO2012/97682; (2012); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 6775-78-6, name is 6-Chloroimidazo[1,2-b]pyridazine, molecular formula is C6H4ClN3, 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. Quality Control of 6-Chloroimidazo[1,2-b]pyridazine

478 mg (3.11 mmol) of 6-chloroimidazo[1 ,2-b]pyridazine were introduced into 10 mL of chloroform under argon and, while cooling in ice, 664 mg (3.73 mmol) of N-bromosuccuinimide were added. After the addition was complete, the reaction mixture was stirred at rt over night. The reaction mixture was then mixed with water and ethyl acetate and, after addition of saturated sodium bicarbonate solution, the phases were separated. The aqueous phase was extracted three more times with ethyl acetate. The combined organic phases were then washed with sat. sodium chloride solution and dried over sodium sulfate. In the final removal of the solvent in vacuo, the desired product was isolated in quantitative yield in the form of an amorphous white solid which was employed without further chromatographic purification in subsequent reactions. 1H-NMR (CDC , stored over molecular sieves): delta [ppm] (1 H) ppm.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6775-78-6, its application will become more common.

Reference:
Patent; Bayer Intellectual Property GmbH; EIS, Knut; PUeHLER, Florian; ZORN, Ludwig; SCHOLZ, Arne; LIENAU, Philip; GNOTH, Mark, Jean; BOeMER, Ulf; GUeNTHER, Judith; HITCHCOCK, Marion; WO2013/34570; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 210532-25-5, These common heterocyclic compound, 210532-25-5, name is 3,5-Difluorobenzene-1-sulfonyl chloride, 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.

A mixture of 100 mg (0.32 mmol) E-11, 137 mg (0.65 mmol) 3,5-difluorobenzenesulfonyl chloride, 78 muL (0.97 mmol) pyridine and 5 mL DCM is stirred at RT over night. Water (2 mL) is added and the reaction mixture is extracted three times with 4 mL DCM. The combined organic phases are concentrated under reduced pressure and the crude product is purified with RP-HPLC (C18, 25-85% acetonitrile in water containing 0.1% formic acid). Yield: 99 mg (64%). HPLC-MS: M+H = 486; tR=1,18 min.

Statistics shows that 3,5-Difluorobenzene-1-sulfonyl chloride is playing an increasingly important role. we look forward to future research findings about 210532-25-5.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; The designation of the inventor has not yet been filed; EP2546249; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics