Category: chlorides-buliding-blocks

Related Products of 95-81-8, These common heterocyclic compound, 95-81-8, name is 2-Chloro-5-methylaniline, 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.

Step C.; A solution of sodium nitrite (0.67 g, 9.94 mmol) and H2O (2.06 mL) was added dropwise at 0 C. to a solution of 2-chloro-5-methylbenzenamine (1.2 g, 8.29 mmol) in 12N HCl (12.8 mL) and TFA (2.5 mL). The reaction mixture was stirred at 0 C. for 1 h followed by the dropwise addition of a solution of tin(II)chloride (3.5 g, 18.2 mmol) in 12N HCl (4.9 mL) and H2O (0.7 ml) at 0 C. The reaction mixture stirred for 15 h at 20 C. and was filtered to give 1-(2-chloro-5-methylphenyl)hydrazine hydrochloride as a white solid (0.84 g, 4.3 mmol).

Statistics shows that 2-Chloro-5-methylaniline is playing an increasingly important role. we look forward to future research findings about 95-81-8.

Reference:
Patent; Bristol-Myers Squibb Company; US2007/27178; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 50638-47-6, name is 4-Bromo-2-chloro-1-methoxybenzene, 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 50638-47-6, name: 4-Bromo-2-chloro-1-methoxybenzene

Example 20 5-(3-Chloro-4-methoxyphenyl)-5-(3-(3-fluoropropoxy)phenyl)-5H-pyrrolo[3,4-b]pyridin-7-amine tert-Butyllithium (1.7 M in pentane, 0.607 mL, 1.03 mmol) was added dropwise to THF (2 mL) at -100 C. under an argon atmosphere. Then a solution of 4-bromo-2-chloro-1-methoxybenzene (137 mg, 0.62 mmol) in THF (0.5 mL) was added dropwise followed by the addition of N-((2-cyanopyridin-3-yl)(3-(3-fluoropropoxy)phenyl)methylene)-2-methylpropane-2-sulfinamide (200 mg, 0.52 mmol) in THF (2 mL). The resulting reaction mixture was left on the thawing cooling bath for 30 min and then the cooling bath was removed and the mixture was stirred at rt for 1 h. Hydrogen chloride 1.25 M in methanol (2.478 mL, 3.10 mmol) was added and the resulting mixture was stirred at rt for 1 h. The mixture was concentrated and purified by preparative HPLC. The fractions containing the product were pooled and the MeCN was removed in vacuo. Saturated aqueous NaHCO3 was added to the residue and the mixture was extracted with DCM (3*10 mL). The combined organics were passed through a phase separator and concentrated to give 75 mg (34% yield) of the title compound: 1H NMR (DMSO-d6) delta ppm 8.55-8.69 (m, 1H) 8.19-8.32 (m, 1H) 7.42-7.52 (m, 1H) 7.27-7.32 (m, 1H) 7.22-7.27 (m, 1H) 7.16-7.22 (m, 1H) 7.01-7.07 (m, 1H) 6.86-6.91 (m, 1H) 6.67-6.86 (m, 4H) 4.61 (t, 1H) 4.52 (t, 1H) 3.96 (t, 2H) 3.80 (s, 3H) 2.05-2.10 (m, 1H) 2.00-2.05 (m, 1H); MS (ES+) m/z 426, 428 [M+1]+.

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-methoxybenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AstraZeneca AB; US2010/125087; (2010); 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. 63624-28-2, name is 2,4-Dimethoxybenzene-1-sulfonyl chloride, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C8H9ClO4S

-(isoindolin-2-ylsulfonyl)benzene-l,3-diol, 9 (PS2): In a 10 mL, three-necked, round-bottomed flask, 2,4-dimethoxybenzene-l-sulfonyl chloride (237 mg, 1 mmol, 1 equivalent) was dissolved in acetonitrile (3 mL) at room temperature. Triethylamine (0.3 mL) was added before isoindoline (238 mg, 2 mmol, 2 equivalent) was added. The mixture was stirred at the same temperature for 18 h and then diluted with ethyl acetate (50 mL). The mixture was washed sequentially with IN HC1 aqueous solution, saturated aqueous NaHC03, and brine. The organic layer was dried over sodium sulfate and concentrated under reduced pressure to yield a solid, which was confirmed by NMR. NMR (500 MHz, CDC13) delta 7.95 (d, J=8.2 Hz, 2H), 7.29-7.25 (m, 2H), 7.22-7.20 (m, 2H), 6.55 (dd, J =8.2, 2.3 Hz, 1H), 6.44 (d, J =2.3 Hz, 1H), 4.76 (s, 4H), 3.86 (s, 3H), 3.76 (s, 3H); 13C NMR (125 MHz, CDC13) delta 164.9, 158.4, 136.9, 134.0, 127.6, 122.7, 118.8, 104.3, 99.5, 56.1, 55.9, 53.9. LRMS (ESI) calculated for [M+H]+ 320.1, found 320.0.

According to the analysis of related databases, 63624-28-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THE BOARD OF REGENTS OF THE UNIVERSITY OF TEXAS SYSTEM; CHUANG, David, T.; TSO, Shih-Chia; QI, Xiangbing; GUI, Wen-Jun; WU, Cheng-Yang; CHUANG, Jacinta, L.; TAMBAR, Uttam, K.; WYNN, R., Max; WO2015/89360; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 2106-04-9, 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. 2106-04-9, name is 3-Chloro-2-fluoroaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(2S, 4S)-4- (4-CHLORO-QUINAZOLIN-7-YLOXY)-PYRROLIDINE-1, 2-DICARBOXYLIC acid 1-tert-butyl ester 2-methyl ester (L. OG, 2.45mmol) and 3-CHLORO-2-FLUOROANILINE (323F1, 2. 94mmol) were stirred in acetonitrile (25ml) and hydrogen chloride (736JELL of a 4M solution in dioxane, 2. 94mmol) was added. The mixture was heated at reflux for 2h, cooled and concentrated under reduced pressure. The residue was dissolved in methanol, absorbed onto and ISOLUTEE SCX column, washed with methanol and eluted with 7N ammonia in methanol. Appropriate fractions were combined and evaporated and the crudes purified by column chromatography on silica eluting with 7N ammonia in METHANOL/DICBLOROMETHANE (2/98) to give methyl (4S)-4- ( {4- [ (3-CHLORO-2-FLUOROPHENYL) AMINO] QUINAZOLIN-7-YL} OXY)-L-PROLINATE (811MG, 79%) as a white SOLID. 1H NMR spectrum : (DMSO d6) 2.09 (M, 1H) ; 2.54 (M, 1H) ; 2.80 (brs, 1H); 3.15 (M, 2H) ; 3.64 (s, 3H); 3.81 (dd, 1H) ; 5.11 (M, 1H); 7.16 (M, 2H); 7.28 (t, 1H) ; 7.51 (M, 2H); 8.35 (d, 1H) ; 8.44 (s, 1H); 7.80 (s, 1H); Mass Spectrum: (MH)+ 417.

The synthetic route of 3-Chloro-2-fluoroaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2005/30757; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 60811-21-4,Some common heterocyclic compound, 60811-21-4, name is 4-Bromo-2-chloro-1-fluorobenzene, molecular formula is C6H3BrClF, 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 6-(3-Chloro-4-fluoro-phenyl)-4-isopropyl-3,4-dihydro-1H-quinoxalin-2-one A mixture of (3,4-dihydro-4-isopropyl-2-oxoquinoxalin-6-yl)boronic acid (2.4 g, 10 mmol), 4-bromo-2-chlorofluorobenzene (2 g, 10 mmol), potassium carbonate (4 g, 30 mmol), and tetrakis(triphenylphosphine)palladium(0) (0.46 g, 0.4 mmol) in dimethoxyethane (100 ml), ethanol (25 ml) and water (25 mol) was heated to reflux for 6 hrs. After cooling to room temperature the mixture was diluted with water and extracted with ethyl acetate (3*). The combined organic layers were washed with water, then brine, dried (MgSO4) and evaporated to obtain crude product (2.9 g, 91%). Recrystallization from EtOAc/hexane afforded the title compound, mp 208-213 C.: 1H-NMR (DMSO-d6) delta1.16 (d, J=6.59 Hz, 6H), 3.56 (s, 2H), 4.22 (septet, J=6.59 Hz, 1H), 6.86 (d, J=7.91 Hz, 1H), 6.96 (dd, J=7.91, 1.76 Hz, 1H), 7.01 (d, J=1.76 Hz, 1H), 7.43 (t, J=9.01 Hz, 1H), 7.61 (m, 1H), 7.82 (dd, J=7.14, 2.31 Hz, 1H), 10.47 (s, 1H). MS (EI) m/z 318 [M]++1 chlorine.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromo-2-chloro-1-fluorobenzene, its application will become more common.

Reference:
Patent; American Home Products Corporation; Ligand Pharmaceuticals, Inc.; US6380235; (2002); B1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 13726-14-2, name is 4-Chloro-3-methoxyaniline, 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 13726-14-2, Quality Control of 4-Chloro-3-methoxyaniline

General procedure: The mixture of aniline 1 (1.2 mmol), alcohol (0.4 mmol), and ReH7(PCy3)2 (10 mol %,18 mg) were added into the flask. Then, anisole (0.5 mL) was added. The flask was evacuated and backfilled with CO (1.5 atm). The reaction mixture was vigorously stirred at 150 oC under for 20-36 h. After the reaction finished, the reaction mixture was cooled to room temperature and extracted with ethyl acetate (3 × 5 mL), the combined organic phases were dried over anhydrous Na2SO4 and the solvent was evaporated under vacuum. After removing the solvents in vacuum, the residue was purified by flash column chromatography on silica gel or preparative TLC on GF254to afford the desired amination products.

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:
Article; Abdukader, Ablimit; Jin, Hongming; Cheng, Yixiang; Zhu, Chengjian; Tetrahedron Letters; vol. 55; 30; (2014); p. 4172 – 4174;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 623-12-1,Some common heterocyclic compound, 623-12-1, name is 1-Chloro-4-methoxybenzene, molecular formula is C7H7ClO, 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.

To a mixture of 4-chioroanisole (62 iL, 0.50 mmol, I equiv), 1-napthylboronic acid (94 mg, 0.55 mmol, 1.1 equiv), and K3P04H20 (0.35 g, 1.5 mmol, 3 equiv) was added toluene (800a THF stock solution of 3 and PAd3 (100 pL, 0.25 .tmol Pd/PAd3) and the mixture was stirred at room temperature for 5 h. The reaction mixture was diluted with ethyl acetate then extracted with water. The combined organic layers were evaporated and the crude product waspurified by flash chromatography. After drying, 104 mg of 6 (89 %) was obtained as a white solid. NMR spectroscopic data agreed with literature values.

The synthetic route of 623-12-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE TRUSTEES OF PRINCETON UNIVERSITY; CARROW, Brad P.; CHEN, Liye; (51 pag.)WO2017/75581; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 15205-11-5, name is 2-Chloro-4-fluorobenzylamine, molecular formula is C7H7ClFN, 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. Formula: C7H7ClFN

3-Methyl-5-(2-methylpropyl)-1 /-/-pyrazol-4-yl]acetic acid (0.170 g, 0.43 mmol, prepared as described below) was dissolved in a mixture of dimethylformamide (1 ml) and dichloromethane (3 ml) and and to this was added water soluble carbodiimide (0.099 g, 0.52 mmol), 1-hydroxybenzotriazole (0.070 g, 0.52 mmol), and N-ethyl morpholine (0.164 ml, 1.29 mmol). The mixture was stirred for 10 minutes and then [(2-chloro-4-fluorophenyl)methyl]amine (0.082 g, 0.52 mmol) was added. The mixture was stirred overnight at room temperature and then saturated aqueous sodium hydrogen carbonate (2 ml) was added to the mixture. After stirring for a further 10 minutes the organic phase was separated by filtration through a hydrophobic frit. The aqueous layer was washed with a further aliquot of dichloromethane (2-3 ml) and the organic phase was again separated and then the combined organic phases were evaporated to give the crude product as a yellow oil. The crude material was purified by mass-directed automated HPLC to give the pure product as a white solid after freeze-drying of the collected product fractions (0.080 g)-LC/MS [M+H]+ = 338 retention time = 2.32 minutes.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 15205-11-5, its application will become more common.

Reference:
Patent; GLAXO GROUP LIMITED; WO2007/141267; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 14752-66-0,Some common heterocyclic compound, 14752-66-0, name is Sodium 4-chlorobenzenesulfinate, molecular formula is C6H4ClNaO2S, 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.

Description 3 3-[(4-Chlorophenyl)sulfonyl]-8-fluoroquinoline (D3) EPO A mixture of 8-fluoro-3-iodoquinoline (D1 ) (750 mg, 2.75 mmol), sodium 4- chlorobenzenesulfinate (1.1 g, 5.5 mmol), copper (I) iodide ( 52 mg, 0.275 mmol) and potassium carbonate (380 mg, 2.75 mmol) was treated with lambda/./V-di methyl- 1 ,2- ethanediamine (49 mg, 0.55 mmol) and anhydrous dimethylsulphoxide (4 ml). The mixture was stirred at 1000C under argon for 8 hr, and cooled to 200C. The reaction mixture was diluted with water (60 ml) and extracted with ethyl acetate (3 x 40 ml). The organic extracts were combined, washed with water (60 ml) and brine (60 ml), dried over magnesium sulphate, and evaporated to dryness. The residue was dissolved in a 1 :1 mixture of dimethylsulphoxide and acetonitrile and purified by mass-directed auto- preparative chromatography using 10 minute gradients containing water and between 50% and 99% acetonitrile with 0.1% formic acid. Product fractions were collected and evaporated to yield the title compound as a white solid (295 mg, 33%). deltaH (CDCI3, 400MHz) 7.51-7.69 (4H, m), 7.79 (1 H, d, J = 8 Hz), 7.96-7.99 (2H, m), 8.84 (1 H, d, J = 2 Hz), 9.30 (1 H, d, J = 2 Hz) Mass spectrum: C15H9CIFNO2S requires 321 ; found 322 (MH+)

The synthetic route of 14752-66-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; WO2007/39220; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 7051-16-3, name is 1-Chloro-3,5-dimethoxybenzene, 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 7051-16-3, Computed Properties of C8H9ClO2

General procedure: Under argon protection, NiCl2 · 6H2O (0.05mmo 1,11.9mg), dppf (0.06mmol, 33.3mg), Zn (0 · 2mmol, 13.0mg), DMAP (1.0mmol, 122.2mg), Zn (CN) 2 (0.8mmol) , 93.9mg),p-Chloroanisole (1.0 mmol, 140.6 mg) and acetonitrile (5.0 mL) were sequentially added in a 25.0 mL sealed tube, then directly put it into the oil bath at 60 C, and heating was stopped after 6h, and cooled to room temperature, the reaction solution was directly filtered through a short silica gel column, washed with dichloromethane, concentrated and purified by silica gel column chromatography( given that the product is most easily pulled out, in order to avoid loss of sample mix, unless otherwise noted, both are wet method). Eluent: petroleum ether / ethyl acetate = 20:1, the product was 117.2 mg as a white solid, yield 88%, and 1H NMR purity was greater than 98%.

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-Chloro-3,5-dimethoxybenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Chinese Academy Of Sciences Shanghai Organic Chemistry Institute; Liu Yuanhong; Zhang Xingjie; (34 pag.)CN108623495; (2018); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics