Chlorides-buliding-blocks

60811-21-4, A common compound: 60811-21-4, name is 4-Bromo-2-chloro-1-fluorobenzene, 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.

In a microwave vial equipped with a stir bar, 4-bromo-2-chloro-1-fluorobenzene (1 equiv, Combi-Blocks, CAS 60811-21-4), oxetan-3-ol (10 equiv) and Cs2CO3 (1 equiv) were combined. The vial was sealed, degassed and heated to 120 C. for 20 hours in an oil bath. The reaction mixture was purified by reverse-phase column chromatography using a C18 cartridge on an automated Teledyne ISCO Rf machine, eluting with 10% to 100% acetonitrile in water+0.1% formic acid as a gradient over 20 minutes. The fractions containing the desired compound were combined and concentrated under vacuum to provide the title compound

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-Bromo-2-chloro-1-fluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Tempest Therapeutics, Inc.; BRAVO, Yalda; CHEN, Austin Chih-Yu; DING, Jinyue; GOMEZ, Robert; LAM, Heather; NAGAMIZO, Joe Fred; OBALLA, Renata Marcella; POWELL, David Andrew; SHENG, Tao; (190 pag.)US2019/315712; (2019); A1;,
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108-41-8, name is 1-Chloro-3-methylbenzene, 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. 108-41-8

General procedure: Under an N2atmosphere, KOtBu (1.3 mmol), complex 1 (1 mol%),dioxane (2 ml), amines (1.3 mmol) and aryl chlorides (1.0 mmol)were successively added into a Schlenk tube. The mixture wasstirred vigorously at 90C for 4 h. Then the solvent was removedunder reduced pressure and the residue was purified by columnchromatography on silica gel (eluent:PE/EA = 15:1) to give the pureproducts. The reported yields are the average of two runs.The catalytic reactions have been given in Tables 4-7. The result-ing amines were identified by comparison of the1H and13C NMRdata with those previously reported (ESI).

Statistics shows that 108-41-8 is playing an increasingly important role. we look forward to future research findings about 1-Chloro-3-methylbenzene.

Reference:
Article; Nirmala, Muthukumaran; Prakash, Govindan; Ramachandran, Rangasamy; Viswanathamurthi, Periasamy; Malecki, Jan Grzegorz; Linert, Wolfgang; Journal of Molecular Catalysis A: Chemical; vol. 397; (2015); p. 56 – 67;,
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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. 1871-57-4

Step 2: ((2-(chloromethyl)allyloxy)methyl)benzeneTo an over-dried flask was added DME (240 mL), sodium hydride (4.12 g, 120 mmol), and then benzyl alcohol (12.4 mL, 120 mmol) was added dropwise. After the addition was complete the mixture was heated to reflux for 1 hour. The mixture was cooled to 0 C in an ice-water bath and 3-chloro-2-(chloromethyl)prop-1-ene (12.7 mL, 120 mmol) was added in one portion. The mixture was heated to reflux for 19 hours, cooled to room temperature, and poured into saturated sodium hydrogen carbonate solution (250 mL). The aqueous layer was extracted with diethyl ether (4×200 mL). The combined organic layers were dried with anhydrous sodium sulphate, filtered, and concentrated in vacuo to give a residue which was fractionated to give ((2-(chloromethyl)allyloxy)methyl)benzene (10.7 g, 45.5%) as a colorless oil. LCMS (m/z, ES+) = 219 (M+1 )

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1871-57-4, its application will become more common.

Reference:
Patent; GLAXO GROUP LIMITED; JOHNS, Brian Alvin; SHOTWELL, John Brad; HAIGH, David; WO2012/67663; (2012); A1;,
Chloride – Wikipedia,
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29671-92-9, Adding some certain compound to certain chemical reactions, such as: 29671-92-9, name is Carbamimidic chloride hydrochloride, 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 29671-92-9.

SO2(CH3)2 (20.4 g, 217 mmol) was heated to melting. A-2 (3.3 g, 29 mmol) was added and the resulting mixture was stirred and heated to 120C to dissolve completely. Methyl 5-(2-chloro-4-trifluoromethylphenoxy)- anthranilate (5 g, 14.5 mmol) was added in one part to the reaction mixture. Stirring was continued for 30 minutes. The reaction mixture was treated with water (10 ml_) and stirred for 10 minutes. The precipitate, V-17, a white solid, was isolated by filtration and dried in the vacuum oven.LC-MS m/z = 356 (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 29671-92-9.

Reference:
Patent; Janssen R&D Ireland; MC GOWAN, David; RABOISSON, Pierre, Jean-Marie, Bernard; JONCKERS, Tim, Hugo, Maria; LAST, Stefaan, Julien; EMBRECHTS, Werner; PIETERS, Serge, Maria, Aloysius; WO2012/156498; (2012); A1;,
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Adding a certain compound to certain chemical reactions, such as: 2613-34-5, name is 3-Chloro-2,4-difluoroaniline, 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 2613-34-5, 2613-34-5

(1-6) N-(3-chloro-2,4-difluorophenyl)-7-methoxy-6-((3S)-pyrrolidin-3- yloxy)quinazolin-4-amine; 1.43 g of the compound obtained in (1-5), 1.91 g of (R)-(-)-N-Boc-3- pyrrolidinol and 1.96 g of triphenylphosphine were added to 20 mi of methylene chloride, and 2.01 m? of diisopropylazodicarboxylate was added thereto dropwise. The resulting mixture was stirred at room temperature for 1 hour and distilled under a reduced pressure, and the residue was briefly purified by column chromatography (ethylacetate : methylenechloride : methanol – 20 : 20 : 1). The partially purified residue was then dissolved in 60 mi of 2-propanol, 1.17 g of 3- chloro-2,4-difluoroaniline was thereto, and the mixture was stirred at 100 C for 3 hours. The resulting mixture was distilled under a reduced pressure to remove the solvent, and the residue was dissolved in 60 mi of methylenechloride. 60 mi of trifluoroacetic acid was added thereto and the mixture was stirred at room temperature for 1 hour. The resulting mixture was distilled under a reduced pressure to remove the solvent. Saturated sodium bicarbonate solution was added to the resulting residue to make it basic, followed by extraction with chloroform. The organic layer was dried over anhydrous sodium sulfate, filtered, and distilled under a reduced pressure. The resulting residue was subjected to column chromatography (chloroform : methanol = 1 : 2) to obtain the title compound (2 g, 73%).1H-NMR (300MHz, CDCl3) delta 8.68 (s, IH), 8.35 (m, IH), 7.29 (s, IH), 7.09 (s, IH), 7.08 (m, IH), 5.03 (bm, IH), 4.02 (s, 3H), 3.37 (m, IH), 3.27 (m, IH), 3.11 (m, IH), 3.00 (m, IH), 2.24 (m, IH), 2.12 (m, IH); MS (ESI+): m/z = 407.19 [M+H]+.

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-Chloro-2,4-difluoroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; HANMI PHARM. CO., LTD.; WO2008/150118; (2008); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

6775-78-6, Name is 6-Chloroimidazo[1,2-b]pyridazine, 6775-78-6, 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.

Bromine (1.74 mL, 34 mmol) was added dropwise to an ice cold mixture of acetic acid (2 mL) and 6-Chloro-imidazo[1,2-b]pyridazine (6.72 g, 34 mmol) in methanol (300 mL). After the addition was completed the mixture was allowed to warm to room temperature and then stirred for one hour. The reaction was treated with saturated aqueous sodium bisulfite (100 mL) and the volatiles were removed under vacuum followed by the addition of ethyl acetate (150 mL). The solids were collected by filtration and dried under vacuum to give 3-bromo-6-chloro-1-yl-imidazo[1,2-b]pyridazine as a pinkish solid (3.20 g): mp 157 C. The organic layer of the filtrate was dried over anhydrous magnesium sulfate, filtered and evaporated to give a second crop of 3-bromo-6-chloro-1-yl-imidazo[1,2-b]pyridazine as a yellow solid. The combined solids were 6.71 g (86%).

Statistics shows that 6-Chloroimidazo[1,2-b]pyridazine is playing an increasingly important role. we look forward to future research findings about 6775-78-6.

Reference:
Patent; ALCON MANUFACTURING, LTD.; US2008/153813; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

17318-08-0, The chemical industry reduces the impact on the environment during synthesis 17318-08-0, name is 5-Bromo-1,3-dichloro-2-fluorobenzene, I believe this compound will play a more active role in future production and life.

A stirred mixture of 5-bromo-1,3-dichloro-2-fluorobenzene (2.00 g, 8.20 mmol), l-methoxy-4-vinylbenzene (1.32 g, 9.80 mmol), and triethylamine (20 mL) under argon was degassed for 5 minutes. Palladium(II) acetate (0.0368 g, 0.164 mmol) and 1,1′- bis(diphenylphosphino)ferrocene (0.181 g, 0.328 mmol) were added and the reaction was heated to 90 C for 16 hours. The reaction mixture was poured into water and extracted with ethyl acetate. The combined organic layers were dried over sodium sulfate, filtered, and concentrated. Purification by flash column chromatography provided the title compound as an off-white solid (1.60 g, 67%): lH NMR (300 MHz, CDCb) delta 7.41 (d, J = 8.8 Hz, 2H), 7.31 (s, 1H), 7.37 (s, 1H), 6.96 (d, J = 16.0 Hz, 1H), 6.89 (d, J = 8.8 Hz, 2H), 6.76 (d, J = 16.0 Hz, 1H), 3.84 (s, 3H); ESIMS m/z 297 ([M + H]+).

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

Reference:
Patent; DOW AGROSCIENCES LLC; HEEMSTRA, Ronald J.; ROSS, Ronald; DEKORVER, Kyle A.; GRAY, Kaitlyn; KNUEPPEL, Daniel I.; VEDNOR, Peter; MARTIN, Timothy P.; ECKELBARGER, Joseph D.; DAEUBLE, John F.; HUNTER, Ricky; DEMETER, David A.; TRULLINGER, Tony K.; BAUM, Erich W.; BENKO, Zoltan L.; CHOY, Nakyen; CROUSE, Gary D.; LI, Fangzheng; NISSEN, Jeffrey; OLSON, Monica B.; RIENER, Michelle; SPARKS, Thomas C.; WESSELS, Frank J.; YAP, Maurice C.; (981 pag.)WO2016/168059; (2016); 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. 54788-38-4, name is 2-Chloro-4-methoxy-1-methylbenzene, This compound has unique chemical properties. The synthetic route is as follows., 54788-38-4

(a) Synthesis of (3-bromophenyl)(4-chloro-2-hydroxy-5-methylphenyl)methanone aluminium chloride (102 g) was added to a solution of 3-chloro-4-methylanisole (97 g) in chlorobenzene (300 ml) under ice-cooling, and 3-bromobenzoyl chloride (136 g) was further added dropwise over 1 hour.. After completion of addition, the mixture was stirred at room temperature for 30 minutes, and further heated at 120C for 30 minutes.. The reaction solution was ice-cooled, ethyl acetate (600 ml), methanol (100 ml) and 4N hydrochloric acid (400 ml) were added successively, and the mixture was stirred at room temperature for 30 minutes.. The organic layer was washed successively with 1N hydrochloric acid and an aqueous saturated sodium chloride solution, dried over magnesium sulfate, and a solvent was distilled off under reduced pressure.. The residue was purified by recrystallizing from ethyl acetate-hexane, to obtain the title compound (186 g, yield 89%). mp: 115-127C.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Takeda Chemical Industries, Ltd.; EP1471064; (2004); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding some certain compound to certain chemical reactions, such as: 622-24-2, name is (2-Chloroethyl)benzene, 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 622-24-2. 622-24-2

1-Chloro-2-phenylethane (57.0 mg, 0.41 mmol) and K2CO3 (298 mg, 2.16 mmol) were added to a solution of the secondary amine 3b (58.6 mg, 0.27 mmol) in acetonitrile (10 mL). The mixture was filled into a 10 mL-microwave pressure vial and irradiated with microwaves (program: standard; max. power 180 W; max. pressure 5 bar; temperature 140 C; time program: 5 min ramp time; 25 min hold time; 5 min cool off time). The mixture was filtered through Celite, washed with CH2Cl2, concentrated in vacuo and the residue was purified by fc (1 cm, petroleum ether/ethyl acetate 7:3, 5 mL, Rf = 0.22). Pale yellow oil, yield 40 mg (45%). C21H25NO2 (323.4). Anal. calcd. C 77.99 H 7.79 N 4.33 found C 77.73 H 7.85 N 4.24. MS (EI): m/z = 292 [M+ – OCH3], 232 [M+ – CH2Ph]. IR: (cm-1) = 2939 (nu C-H), 1076 (nu C-O), 752/698 (delta C-H monosubst. benzene). 1H NMR (CDCl3): delta (ppm) = 2.11-2.20 (m, 0.5H, CH2CH2N (cis or trans)), 2.29-2.46 (m, 1.5H, CH2CH2N (cis, trans)), 2.77-3.06 (m, 9H, N(CH2)2Ph (4H), CH2CH2NCH2 (4H), ArCH2CHOCH3 (1.5H; cis, trans)), 3.19-3.24 (m, 0.5H, ArCH2CHOCH3), 3.53/3.54 (2s, together 3H, OCH3 (cis, trans)), 4.80-4.85 (m, 1H, ArCH2CHOCH3), 7.03-7.08 (m, 1H, arom. H), 7.15-7.39 (m, 8H, arom. H). Ratio of diastereomers 52:48.

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 (2-Chloroethyl)benzene.

Reference:
Article; Jasper, Annemarie; Schepmann, Dirk; Lehmkuhl, Kirstin; Vela, Jose Miguel; Buschmann, Helmut; Holenz, Joerg; Wuensch, Bernhard; European Journal of Medicinal Chemistry; vol. 53; (2012); p. 327 – 336;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

5013-77-4, 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. 5013-77-4, name is N-Methyl-2,4-dichlorobenzylamine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 80 1-Methyl-3-{6-[N-methyl-N-(2,4-dichlorobenzyl)amino]hexanoyl}indole (Compound No. 1-295) A procedure similar to that described in Example 53 was repeated, but using 1-methyl-3-(6-bromohexanoyl)indole and N -methyl- N -(2,4-dichlorobenzyl)amine as starting materials, in relative proportions similar to those used in that Example, to obtain the title compound as an oil, with an Rf value of 0.28, using ethyl acetate as developing solvent.

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

Reference:
Patent; SANKYO COMPANY LIMITED; EP562832; (1993); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics