Month: June 2021

Application of 27139-97-5, 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. 27139-97-5, name is 2-Bromo-4-chloro-1-methylbenzene, This compound has unique chemical properties. The synthetic route is as follows.

To a reaction vessel purged with nitrogen were charged 45 g of 2-bromo-4-chlorotoluene, 36.6 g of carbazole, 7.0 g of a copper powder, 90.8 g of potassium carbonate, 4.7 ml of dimethyl sulfoxide, and 25 ml of dodecylbenzene, followed by heating, and stirred at 200°C for 44 hours. After cooling to 80°C, thereto was added 400 ml of toluene, an insoluble matter was removed by filtration therefrom, and vacuum concentration was conducted to obtain a crude product. Hexane was added to the crude product to precipitate the crude product. It was collected by filtration and then purified by column chromatography (carrier: silica gel, eluent: hexane) to obtain 20.3 g (yield: 32percent) of 9-(3-chloro-6-methylphenyl)-9H-carbazole as a white powder.

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

Reference:
Patent; Hodogaya Chemical Co., Ltd.; Shinshu University; YOKOYAMA Norimasa; KABASAWA Naoaki; ICHIKAWA Musubu; OTSURU Sohei; EP2679587; (2014); 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. 33050-38-3, name is 3,6-Dichloro-[1,2,4]triazolo[4,3-b]pyridazine, A new synthetic method of this compound is introduced below., Quality Control of 3,6-Dichloro-[1,2,4]triazolo[4,3-b]pyridazine

To a suspension of 3,6-dichloro-[1,2,4]triazolo[4,3-b]pyridazine (0.5 g, 1.8 mmol), 4-fluoro-N-(2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)benzenesulfonamide (0.8 g, 2.2 mmol) and Pd(dppf)Cl2.CH2Cl2 (0.15 g, 0.18 mmol) in DME (20 mL) was added a solution of Cs2CO3 (1.2 g, 3.6 mmol) in H2O (2 mL). The resulted mixture was stirred at 70 C. under N2 atmosphere for 12 hours and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (v/v)=1/2) to give the title compound as a pale yellow solid (0.5 g, 64%). MS (ESI, pos. ion) m/z: 435.0 [M+H]+; 1H NMR (400 MHz, CDCl3): delta 10.20 (s, 1H), 8.71 (d, J=2.2 Hz, 1H), 8.46 (d, J=9.8 Hz, 1H), 8.27 (d, J=2.2 Hz, 1H), 8.04 (d, J=9.8 Hz, 1H), 7.90-7.87 (m, 2H), 7.42-7.38 (m, 2H), 3.79 (s, 3H).

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; Calitor Sciences, LLC; Xi, Ning; US2014/134133; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 63624-28-2, These common heterocyclic compound, 63624-28-2, name is 2,4-Dimethoxybenzene-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.

D) (2S, 4R)-1-[5-Chloro-1-(2,4-dimethoxyphenylsulfonyl)-3-(2,4-dimethoxypyrimidin-5-yl)-2-oxo-2,3-dihydro-1H-indol-3-yl]-4-hydroxypyrrolidine-2-carboxylic acid dimethylamide Sodium hydride (12 mg of 60% dispersion in mineral oil, 0.3 mmol) was added to an ice-cold solution of the mixture of diastereomers from step C (139 mg, 0.30 mmol) in DMF (1.5 ml). The reaction mixture was stirred at 0 C. for 0.5 h and then 2,4-dimethoxyphenylsulfonyl chloride (71 mg, 0.3 mmol) was added. After the reaction mixture had been stirred at room temperature for one hour, water was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine and dried over magnesium sulfate. Purification by chromatography (silica gel, 5% MeOH in dichloromethane) resulted in 63 mg of the less polar diastereomer ((-) isomer) and 25 mg of the more polar diastereomer ((+) isomer) as colorless waxes.

The synthetic route of 63624-28-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Abbott GmbH & Co. KG; US2005/70718; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 2106-02-7, name is 2-Chloro-4-fluoroaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 2106-02-7

Step A: Into a 20-L 4-neck round flask was placed a solution of 2-chloro-4- fluorobenzenamine (1300 g, 8.82 mol, 1.00 equiv, 99%) in toluene (10 L), 4- methylbenzenesulfonic acid (3.1 g, 17.84 mmol, 99%), and hexane-2,5-dione (1222.5 g, 10.62 mol, 1.20 equiv, 99%). The resulting solution was heated to reflux for 1 h in an oil bath and cooled. The pH value of the solution was adjusted to 8 with sodium carbonate (1 mol/L). The resulting mixture was washed with 1×5000 mL of water and concentrated under vacuum. The crude product was purified by distillation and the fraction was collected at 140 0C to afford l-(2- chloro-4-fluorophenyl)-2,5-dimethyl-lH-pyrrole (1700 g, yield: 85%).

The synthetic route of 2106-02-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GENENTECH, INC.; ALIAGAS, Ignacio; GRADL, Stefan; GUNZNER, Janet; MATHIEU, Simon; PULK, Rebecca; RUDOLPH, Joachim; WEN, Zhaoyang; WO2011/25965; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 72235-58-6, name is (4-Chloro-3-fluorophenyl)methanamine, 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. COA of Formula: C7H7ClFN

General procedure: To a solution of bis(carboxymethyl)trithiocarbonate (0.22 mmol) in DME (1.0 mL) were added TEA (0.22 mmol) andthe opportune amine (0.22 mmol). The reaction mixture was heated at 90C for 10 min undermicrowave irradiation. After this time, the aldehyde 6 (0.22 mmol) was added, and the mixturewas heated at 110C for 5 min under microwave irradiation. The reaction mixture was evaporatedto dryness and the residue was additioned with MeOH and a drop of HCl 2N; the finalrhodanine derivatives were obtained as a pure precipitate, isolated by filtration, washed withwater and hexane, and finally dried under high vacuum. (Z)-4-(5-((3-(4-fluorophenethyl)-4-oxo-2-thioxothiazolidin-5-ylidene)methyl)furan-2-yl)-2-hydroxybenzoic acid (9a). (yield: 30%); Yellow solid. Mp = 292C (decomposition),

The synthetic route of (4-Chloro-3-fluorophenyl)methanamine has been constantly updated, and we look forward to future research findings.

Reference:
Article; Tintori, Cristina; Iovenitti, Giulia; Ceresola, Elisa Rita; Ferrarese, Roberto; Zamperini, Claudio; Brai, Annalaura; Poli, Giulio; Dreassi, Elena; Cagno, Valeria; Lembo, David; Canducci, Filippo; Botta, Maurizio; PLoS ONE; vol. 13; 6; (2018);,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 7149-75-9, name is 4-Chloro-3-methylaniline, 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 7149-75-9, Product Details of 7149-75-9

A solution of (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-(tert- butoxy)-4-oxobutanoic acid (10 g, 24.30 mmol) and 4-chloro-3-methylaniline (5.16 g, 36.5 mmol) in DCM (150 mL) at 0 °C was treated with DIEA (16.93 ml, 97 mmol) and cooled to °C. After 10 min, HATU (18.48 g, 48.6 mmol) was added portionwise. The reaction mixture was stirred at 0 °C for 1 h and the reaction mixture was partitioned between EA (50 mL) and an aqueous 1 M HCl solution (200 mL). The layers were separated and the organic layer was re-washed with an aqueous 1 M HCl solution (2 x 200 mL) and brine (200 mL). The combined organic layers were dried (MgSO4), filtered, and concentrated to 18.7 g (101percent) of Intermediate 17A as a beige solid. LCMS [m/z] calculated for C30H31ClN2O5: 534.2; found 557.2 [M+Na]+, tR=3.01 min (Method 4).1H NMR (400 MHz, DMSO- d6) delta 10.17 (s, 1H), 7.98? 7.78 (m, 3H), 7.78? 7.57 (m, 3H), 7.57? 7.29 (m, 6H), 4.50 (td, J = 8.4, 5.9 Hz, 1H), 4.43? 4.15 (m, 3H), 2.71 (dd, J = 15.9, 5.9 Hz, 1H), 2.55 (dd, J = 16.0, 8.7 Hz, 1H), 2.29 (s, 3H), 1.37 (s, 9H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Chloro-3-methylaniline, and friends who are interested can also refer to it.

Reference:
Patent; CELGENE INTERNATIONAL II SARL; YEAGER, Adam; TURNBULL, Philip; ZHANG, Lin; FAN, Junhua; TAMIYA, Junko; STEINBERG, Marcos; FOWLER, Tom; BENELKEBIR, Hanae; PASCERI, Raffaele; IEVA, Maria; GRANT, Kevan; TRAN, Yang; (403 pag.)WO2018/45246; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 60811-21-4, A common heterocyclic compound, 60811-21-4, name is 4-Bromo-2-chloro-1-fluorobenzene, molecular formula is C6H3BrClF, 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 76 5′-(3-Chloro-4fluorophenyl)-spiro [cyclopentane-1,3′-[3H]indol]-2′(1’H)-one A solution of 3-chloro-4-fluoro-bromobenzene (0.4 cm3, 0.66 g, 3.1 mmol), and tetrakis(triphenylphosphine)palladium(0) (0.2 g) in ethylene glycol dimethyl ether (20 cm3) was stirred under N2 for 20 minutes. To this mixture was then added (spiro[cyclopentane-1,3′-[3H]indol]-2′(1’H)-one-5-yl)boronic acid (1.0 g, 4.7 mmol) and sodium carbonate (1.0 g, 9.4 mmol) in water (5 cm3). The solution was brought to reflux for 18 hours and then cooled to room temperature, poured into 2N NaOH and extracted with EtOAc (*3). The combined extracts were washed with water, brine, dried (MgSO4), and evaporated. The residue was purified by column chromatography (SiO2, EtOAc, hexane) to afford the title compound (0.65 g, 66%) as a pale-yellow solid. mp: 202-204 C., 1H NMR (DMSO-d6) delta 10.4 (s, 1H), 7.9 (dd, 1H, J=2.3, 4.9 Hz), 7.7-7.6 (m, 1H), 7.6 (d, 1H, J=1.5 Hz), 7.5 (s, 1H), 7.4 (d, 1H, J=1.8 Hz), 6.9 (d, 1H, J=8.0 Hz), 2.0-1.9 (m, 8H); MS [M-H]-=314.

The synthetic route of 60811-21-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Wyeth; Ligand Pharmaceuticals, Inc.; US6462032; (2002); B1;,
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. 19752-55-7, name is 1-Bromo-3,5-dichlorobenzene, A new synthetic method of this compound is introduced below., Application In Synthesis of 1-Bromo-3,5-dichlorobenzene

Under a nitrogen atmosphere, tert-butyllithium (1.3 Msolution in Pentane, 17.8 mL, 23.2 mmol) was added dropwise to a solution of 3,5-dichlorobromobenzene (5.0 g,22.1 mmol) in tetrahydrofuran (50 mL) dropwise over 30 min. The mixture was stirred for 2 hours and then N-methoxy-N-Methyl-2,2,2-trifluoroacetamide (3.64 g, 23.2 mmol) was added dropwise to the mixed solution, the reaction 2 was stirred while maintaining -78 ° Chour. Remove the low temperature, the temperature gradually rose to room temperature, the reaction was maintained at room temperature for 8 hours. Saturated ammonium chloride solution (50 mL)The reaction was quenched and extracted with ether (20 mL & apos; 3). The organic phases were combined and washed with brine (20 mL & apos; 2)The phases were dried over anhydrous magnesium sulfate, filtered, the solvent was removed and the residue was distilled under reduced pressure to give a colorless transparent liquid 1 (1.56 g). Yield29percent.

The synthetic route of 19752-55-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jingmen Pharmaceutical Industry Technology Institute; Wang Yong; Li Liwei; Hu Jianmei; Gu Dongyun; Huang Daoyou; (12 pag.)CN107353189; (2017); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 13078-79-0, 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. 13078-79-0, name is 2-(3-Chlorophenyl)ethanamine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 42; N3-[2-(3-Chlorophenyl)ethyl]-N1-(2,3-dihydro-lH-inden-2-yl)-V-(2-{[2-(4-hydroxy-2- oxo-2,3-dihydro-l,3-benzothiazol-7-yl)ethyl]amino}ethyl)-beta-alaninamide bis- trifluoroacetic acid salt; The acrylamide as prepared in Example 41 step ii) (200 mg) was dissolved in ethanol (15 ml), 3-chlorophenethylamine (160 mg) was added and the mixture was stirred at room temperature for 5 days. The solvents were removed in vacuo and the residue was purified by flash chromatography on silica using ethyl acetate (100%), changing to 1% 0.88010 ammonia and 10% methanol in ethyl acetate as the eluents. The residue was treated with hydrogen bromide 30 wt % solution in acetic acid (3 ml), and the mixture was stirred at room temperature for 2 h. Toluene (1 ml) was added to the reaction and all solvents were removed in vacuo (x3). The residue was purified by reverse phase HPLC (5-95% acetonitrile in aqueous TFA) to give the title compound (19 mg).I51H NMR 90C delta (DMSO) 7.34-7.27 (3H, m), 7.21 (3H, d), 7.14 (2H, s), 6.81 (IH, d), 6.72(IH, d), 4.73 (IH, t), 3.55 (2H, s), 3.21-3.11 (12H, m), 2.51 (2H, m), 2.95 (2H, m), 2.80(2H, t).MS (Multimode +) 579.2 [(M-salt)+H]+ 0

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-(3-Chlorophenyl)ethanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2008/75026; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 6579-54-0,Some common heterocyclic compound, 6579-54-0, name is 2,6-Dichlorobenzenesulfonyl chloride, molecular formula is C6H3Cl3O2S, 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.

3. Preparation of N-(5,7-dimethoxy[1,2,4]triazolo-[1,5-a]pyrimidin-2-yl)-2,6-dichlorobenzene-sulfonamide (Compound 1) 2-Amino-5,7-dimethoxy[1,2,4]triazolo[1,5-a]-pyrimidine (0.75 g, 3.8 mmol) and 2,6-dichlorobenzene-sulfonyl chloride (1.86 g, 7.6 mmol) were mixed in dry acetonitrile (15 mL). To this mixture was added dry pyridine (0.61 mL) and dry DMSO (54 muL, 0.7 mmol). The mixture was allowed to stir at room temperature. After 24 hours, the solvent was removed in vacuo, the residue was partitioned between CH2Cl2 (300 mL) and 2N HCl and the solids were collected by vacuum filtration to give a white solid A. The CH2Cl2 was dried (MgSO4) and removed in vacuo to give a white solid B. Both HPLC and NMR indicated that solid A and B are product. The solids were combined to afford the product as a white powder (1.41 g, 92%). mp 211-213 C. Anal: Cacld for C13H11Cl2N5O4S: C, 38.63; H, 2.74; N, 17.33; S, 7.93; found: C, 38.11; H, 2.68; N, 16.83; S, 7.77. 1H NMR (DMSO-d6): delta 12.4 (bs, 1H); 7.64-7.54 (m, 3H); 6.26 (s, 1H); 4.07 (s, 3H); 3.88 (s, 3H).

The synthetic route of 6579-54-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Johnson, Timothy Calvin; VanHeertun, John Cord; Ouse, David George; Arndt, Kim Eric; Pobanz, Mark Ardrew; Walker, David Keith; US2002/111361; (2002); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics