Category: chlorides-buliding-blocks

Synthetic Route of 41965-95-1, The chemical industry reduces the impact on the environment during synthesis 41965-95-1, name is 3-Chloro-4-methoxybenzylamine Hydrochloride, I believe this compound will play a more active role in future production and life.

Methyl 2-ch]oro^-[(3-chloro^-methoxybenzyi)amino]-6-cyanoquinoime-3- carboxylate, 14 [00171] To a heterogenous mixture of quinoline 13 (3.56 mmol) and 3-chloro-4-methoxy benzylamine-HCl (3.92 mmol) in NMP (15 mL) was added ‘Pr2NEt (8.90 mmol). The reaction mixture was heated to 80 C for 3 h. Subsequently, cooled the reaction mixture to ambient temperature and added 1M aqueous HC1 and EtOAc. The resulting layers were separated and the organic layer washed with water (3x) followed by brine (lx). The combined organic layers were dried over Na2S04, filtered, and concentrated in vacuo. The residue was dissolved in a minimum amount of hot EtOAc and allowed to cool to ambient temperature. Hexanes was then added to the solution and the intermediate 14 (80% yield) precipitated out and was collected by vacuum filtration. lU NMR (300 MHz, CDCI3) delta 8.20 (s, I I I ). 7.95 (d, i Pi. ./ 8.4 Hz), 7.82 (d, 1 1 1. 7 5 Hz), 7.38 (s, 1 H), 7.27-7.22 (m, 1H), 6.98 (d, 1 H, J=8.4 Hz), 6.26 is, 1H), 4.54 id, 2H J=4.8 Hz), 3.95 (s, 3H), 3.93 (s, 3H).

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-4-methoxybenzylamine Hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THE TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK; LANDRY, Donald, W.; DENG, Shixian; FIORITO, Jole; ARANCIO, Ottavio; WASMUTH, Andrew; WO2015/9930; (2015); A2;,
Chloride – Wikipedia,
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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. 367-22-6, name is 4-Chloro-3-fluoroaniline, This compound has unique chemical properties. The synthetic route is as follows., Formula: C6H5ClFN

Compound 102[00318] 4-Chloro-3-fluoroaniline; (250.3g, 1.719mol) was added to a 5L four-neck round bottom flask equipped with overhead stirrer, reflux condenser, heating mantle, temperature controller, an internal temperature probe and an argon inlet. r°-Heptane (2000ml) and di-t- butyl-dicarbonate (450.3g, 2.064mol) were charged to the flask. The mixture was stirred under argon at room temperature for 15min allowing dissolution of the majority of the solids. The mixture was heated to reflux for 4h under argon (care: generation of CO2 g). Analysis of the reaction mixture by HPLC method Test 20 (THFrMeCN 1 :1) indicated complete conversion of starting material (Rt 4.57min) to one product (Rt 6.17min). [00319] The reaction was allowed to cool to 50-550C and transferred in two portions to a 3 L one-neck RBF. A total of 1500ml of distillate was removed by concentration in vacuo at 450C to give a peach colored solution with white crystals. The slurry was allowed to cool to room temperature, whilst stirring, for 1.5h. The flask was stored at 40C for 15h after which time the crystals were filtered under vacuum and washed with cold «-heptane (400ml). [00320] After drying at 350C under vacuum for 7h, very fine, white crystals of Compound 102 (393.1g, 93% yield) were obtained. Compound 102: C?Hi3ClFNO2 245.68gmol”. HPLC analysis (Test 20, MeCN): R1 6.16min; 99% purity (at) 254nm. m.p.: 103-1040C. 1H NMR OH (400 MHz, CDCl3): 1.51 (9H, s, 3 x CH3), 6.56 (IH, br-s, N-H), 6.94, 7.25, 7.35 (3 x 1Eta, 3 x m, 3 x Ar-H).

According to the analysis of related databases, 367-22-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; IDENIX PHARMACEUTICALS, INC.; WO2008/42240; (2008); A2;,
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. 94-97-3, name is 5-Chloro-1H-benzo[d][1,2,3]triazole, A new synthetic method of this compound is introduced below., COA of Formula: C6H4ClN3

4-Nitro-5-chloro-1H-benzotriazole [22] 5-Chloro-1H-benzotriazole (3.08g, 20mmol) was dissolved in conc. sulphuric acid (40ml) and cooled to 0C on an ice bath. Nitric acid (40ml, excess) was added drop wise to the cooled solution over a period of 20 minutes. Stirring was continued for 1 hour at 0C and then at 60C for an additional 1 hour, by which time TLC (A) indicated the conversion of starting material. The solution was cooled to room temperature and poured over ice to precipitate a white solid. The solid was collected by filtration and washed with copious amounts of water until neutral to afford [22] in 83% yield. Rf(A) 0.49 deltaH(400MHz; DMSO-d6) 7.75 (1H, d, J8.8, BT) 8.38 (1H, br s, BT); m/z (EI-HR) 197.99383 [(M) calc. for C6H3N4O235Cl 197.99445] and 199.99345 [(M) calc. for C6H3N4O2 37Cl 199.99150].

The synthetic route of 94-97-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; University of Strathclyde; EP1272827; (2008); B1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 461432-23-5, These common heterocyclic compound, 461432-23-5, name is 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene, 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.

Add compound 3a (180g, 0.55mol), tetrahydrofuran (360ml), toluene (720ml) to a 5L three-necked flask, stir until dissolved, nitrogen protection, dry ice-acetone bath to -80 ~ -70 C, add n-butyl Lithium-based solution (287 ml, 0.715 mol, 1.3 eq), the dropwise addition process control temperature was -80 to -70 C, and the reaction was stirred at -80 to -70 C for 0.5 h after the completion of the dropwise addition. A solution of Compound 2a (400 g, 0.86 mol) in toluene (360 ml) was added dropwise, and the dropwise addition process was carried out at -80 to -70 C, and the reaction was stirred at -80 to -70 C for 1 hour after the dropwise addition.A solution of trifluoroacetic acid (126 g, 1.10 mol) dissolved in water (600 mL) was added dropwise to the reaction solution, and the temperature was controlled to be less than -20 C. After the completion of the dropwise addition, the temperature was naturally raised to 10 to 20 C, and the reaction was carried out for 2 to 3 hours.After completion of the reaction, water (180 ml) and ethyl acetate (180 ml) were added, and the mixture was stirred for 30 min. Wash with saturated aqueous sodium hydrogencarbonate (720 ml) and water (720 ml), dry over anhydrous sodium sulfate (400 g)Concentrated under reduced pressure at 42 C to dryness to give compound 4a (230 g).The yield was 98.4%.

The synthetic route of 461432-23-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jiangsu Haosen Pharmaceutical Group Co., Ltd.; Yu Jun; Yu Haizhou; Wang Jinjia; Cao Yin; Du Zuyin; (8 pag.)CN108610316; (2018); A;,
Chloride – Wikipedia,
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1940-29-0, name is 4-Bromo-3,5-dichloroaniline, 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. Computed Properties of C6H4BrCl2N

*5*.(4-Bromo-3,5-dichloro-phenyl)-l-(4-methoxy-benzyl)-N*3*,N*3*-dimethyl-lH- [l,2,4]triazole-3,5-diamine In a 25 mL round bottle, 5-bromo-l-(4-methoxybenzyl)-N,N-dimethyl-lH-l,2,4-triazol-3-amine (lg, 3.21 mmol, Eq: 1.00) was combined with DMF (18.4 ml) to give a colorless solution. 4- bromo-3,5-dichloroaniline (774 mg, 3.21 mmol, Eq: 1.00) and sodium 2-methylpropan-2-olate (618 mg, 6.43 mmol, Eq: 2.00) were added. The reaction was degassed by nitrogen for 5 min. The resulting solution was heated to 85 C overnight under nitrogen. The reaction mixture was cooled and diluted with 20 mL H20, added EtOAc (30×2 mL) to extract the product, dried the organic layer over anhydrous Na2S04, concentrate the solution, purify the compound by column (Hexanes/EtOAc = 70/30) to afford the compound 40mg (3%). MH+ 472.0

The synthetic route of 1940-29-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; DING, Qingjie; JIANG, Nan; WEIKERT, Robert James; WO2014/135472; (2014); 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.

General procedure: Preparation of target compounds 3a-k: Intermediate 2 (0.1 g)and arylsulfonyl chloride (1 equiv) were dissolved in 3 mL dry pyridineat 0 C, and the reaction mixture was stirred overnight atroom temperature. The reaction was quenched by adding waterand acidifying the solution with 3 mL concentrated HCl. The productwas filtered and washed with water, or was extracted withethyl acetate and dried over Na2SO4, and the solvent was evaporated.If needed, further purification was achieved by recrystallizationfrom absolute methanol, affording target compounds 3a-k.

The synthetic route of 210532-25-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Huang, Boshi; Wang, Xueshun; Liu, Xinhao; Chen, Zihui; Li, Wanzhuo; Sun, Songkai; Liu, Huiqing; Daelemans, Dirk; De Clercq, Erik; Pannecouque, Christophe; Zhan, Peng; Liu, Xinyong; Bioorganic and Medicinal Chemistry; vol. 25; 16; (2017); p. 4397 – 4406;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 19393-92-1,Some common heterocyclic compound, 19393-92-1, name is 2-Bromo-1,3-dichlorobenzene, molecular formula is C6H3BrCl2, 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 148 (7bR,11aS)-N-(2,6-dichlorophenyl)-1,2,7b,8,9,10,11,11a-octahydro-4H-pyrido[4,3-b][1,4]thiazepino[6,5,4-hi]indol-6-amine An oven-dried three-necked round bottom flask was fitted with a septa, condenser, and a stopper. The flask was charged with tert-butyl (7bR,11aS)-6-amino-1,2,7b,10,11,11a-hexahydro-4H-pyrido[4,3-b][1,4]thiazepino[6,5,4-hi]indole-9(8H)-carboxylate from EXAMPLE 33, Part B (107 mg, 0.297 mmol), 2,6-dichlorobromobenzene (56 mg, 0.25 mmol), NaOt-Bu (71 mg, 0.74 mmol), and anhydrous toluene (6 mL). The solution was purged with argon at 80° C. for 25 min then cooled to room temperature. While maintaining a blanket of argon, Pd2(dba)3 (5 mg, 6 mumol), and BINAP (7 mg, 12 mumol) were added quickly. The resulting mixture was heated to 80° C. for 20 h under argon. After cooling to room temperature, the dark solution was diluted with ethyl ether (10 mL) and filtered through a pad of silica, washing with ether. The resulting solution was concentrated and the residue was chromatographed (10-12percent ethyl acetate in hexanes gradient) yielding an N-BOC intermediate (90 mg, 72percent) as a yellow foam: 1H NMR (300 MHz, CDCl3) delta 1.40 (s, 9H), 1.71-1.92 (m, 2H), 2.79-3.13 (m, 3H), 3.15-3.96 (m, 9H), 5.71 (s, 1H), 6.29-6.50 (m, 2H), 6.91-7.00 (s, 1H), 7.32 (d, 2H, J=8 Hz). This intermediate (90 mg, 0.18 mmol) was dissolved in dichloromethane (8 mL) and chilled in an ice bath. Trifluoroacetic acid (2 mL) was then added and the solution was stirred at room temperature for 2 h. The solution was made basic with 3 N NaOH, and extracted with dichloromethane. The organic layers were combined, dried over NaSO4 and concentrated to a yellow oil. An off-white solid was obtained upon trituration with ethyl acetate/hexanes yielding 58 mg (81percent) of the title compound of EXAMPLE 148. 1H NMR (300 MHz, CDCl3) delta 1.72-1.85 (m, 2H), 2.51-2.65 (m, 1H), 2.76-3.09 (m, 6H), 3.10-3.21 (m, 1H), 3.36-3.42 (m, 1H), 3.47-3.79 (m, 4H), 5.71 (s, 1H), 6.34 (s, 1H), 6.42 (s, 1H), 6.95 (t, 1H, J=8 Hz), 7.32 (d, 2H, J=8 Hz). LRMS (ES)+: 406 (M+H)+.

The synthetic route of 19393-92-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Robichaud, Albert J.; Fevig, John M.; Mitchell, Ian S.; Lee, Taekyu; Chen, Wenting; Cacciola, Joseph; US2004/186094; (2004); 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. 367-22-6, name is 4-Chloro-3-fluoroaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 367-22-6

To 4-chloro-3-fluoroaniline (25g, 0.17 mmol) in 250 mL of H20 was added NaHC03 (21.6g, 0.25 mmol). After cooling to 0 C, iodine (43.5 g, 0.17 mmol) was added. After 18 h at rt, an additional 10.8 g of iodine was added and the reaction was stirred overnight. The reaction was extracted with DCM (4×250 mL), the combined organics were washed with sodium thiosulfate solution (2×250 mL) and brine (2×250 mL) and dried ( a2S04). Purification by silica gel chromatography gave 47 g of Intermediate 5A.MS (ESI) m/z: 145.2 (M+H)+.

The synthetic route of 367-22-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; ORWAT, Michael J.; PINTO, Donald J.P.; SMITH II, Leon M.; SRIVASTAVA, Shefali; CORTE, James R.; WO2013/55984; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 19230-27-4, The chemical industry reduces the impact on the environment during synthesis 19230-27-4, name is 1,3-Dibromo-2-chlorobenzene, I believe this compound will play a more active role in future production and life.

A mixture of 9a (340 mg, 2.47 mmol, 1.0 eq), 9b (1.0 g, 3.70 mmol, 1.5 eq), potassium carbonate (1.03 g, 7.41 mmol, 3.0 eq). Cuprous iodide (141.0 mg, 0.74 mmol, 0.3 eq), and L-proline (85.0 mg, 0.74 mmol, 0.3 eq) in 2-pentanol (30.0 mL) was stirred at 140 C overnight under argon atmosphere, then cooled to room temperature. Water (50.0 mL) was added. The mixture was filtered through celite. The filtrate was acidified to pf i 2 with 2 N HC1, then water (50.0 mL) was added. The resulting mixture was extracted with EtOAc (50.0 ml, x 3) The combined organic layers were washed with brine (20.0 mL x 5), dried over anhydrous NaaSOr and filtered. The filtrate was concentrated in vacuo to afford 9c (crude, 600 mg, 74.5%). LC/MS: 326.0 j M S | .

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, 1,3-Dibromo-2-chlorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SILICON SWAT, INC.; CHAMBERLAIN, Brian T.; RICE, James M.; JERNIGAN, Finith E., III; SHERMAN, Woody; KULKARNI, Meghana M.; SHECHTER, Sharon; ALLEN, Bryce K.; TAN, Dazhi; MARINO, Kristen A.; LIN, Zhixiong; (292 pag.)WO2019/100061; (2019); 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. 2106-02-7, name is 2-Chloro-4-fluoroaniline, This compound has unique chemical properties. The synthetic route is as follows., name: 2-Chloro-4-fluoroaniline

General procedure: To a well stirred solution of compound 6a or 6b (0.2 g, 1 Eq.) in absolute ethanol (10 mL), the appropriately substituted anilines(1.1 Eq) was added and the reaction mixture was refluxed for 2-3 h until TLC showed full consumption of starting materials. The excess of solvent was evaporated under reduced pressure to yield the crude solids, which were further purified by recrystallization with methanol to afford the desired title compounds (7-43).

According to the analysis of related databases, 2106-02-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Cherukupalli, Srinivasulu; Chandrasekaran, Balakumar; Kry?tof, Vladimir; Aleti, Rajeshwar Reddy; Sayyad, Nisar; Merugu, Srinivas Reddy; Kushwaha, Narva Deshwar; Karpoormath, Rajshekhar; Bioorganic Chemistry; vol. 79; (2018); p. 46 – 59;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics