Tag: M.W=100-200

Related Products of 104-11-0, 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. 104-11-0, name is 1-(4-Chlorophenyl)-N-methylmethanamine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a stirred solution of 22 (0.60 g, 3.85 mmol) and K2CO3 (0.71 g, 5.14 mmol) in anhydrous acetonitrile (150 mL) under N2 at 0 C, was added crude 21(o) (0.58 g, 2.57 mmol) and the reaction heated and allowed to progress under reflux for 6 h. Acetonitrile was then removed under reduced pressure and the reaction mixture worked up with ethyl acetate (100 mL) and saturated aqueous Na2CO3 (3 × 50 mL), dried (MgSO4) and concentrated in vacuo. The crude product was purified by column chromatography using mixtures of ethyl acetate:hexane (5:95) to (20:80) as eluent to give12(o)a as a yellow oil (0.45 g, 58%); 1H NMR (CDCl3, 400 MHz) delta 7.39-7.26 (9H, m, ArH), 4.55 (2H, s, H-1), 3.58 (2H, s, H-8), 3.50 (2H, s, H-10), 2.13 (3H, s, H-9); 13C NMR (CDCl3, 75 MHz) delta 137.4 (Arqu), 137.1 (Arqu), 134.7 (Arqu), 132.7 (Arqu), 130.7 (ArC-H), 130.2 (C-12/16), 129.6 (ArC-H), 128.3 (C-13/15), 128.1 (ArC-H), 127.7 (ArC-H), 61.5 (C-10), 59.9 (C-8), 52.0 (C-1), 41.9 (C-9). HRMS (ES): Found 301.1211 (M + H)+: C16H18ClN4 (M + H)+ requires 301.1215.

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-(4-Chlorophenyl)-N-methylmethanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Zishiri, Vincent K.; Hunter, Roger; Smith, Peter J.; Taylor, Dale; Summers, Robert; Kirk, Kiaran; Martin, Rowena E.; Egan, Timothy J.; European Journal of Medicinal Chemistry; vol. 46; 5; (2011); p. 1729 – 1742;,
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These common heterocyclic compound, 694-80-4, name is 1-Bromo-2-chlorobenzene, 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. Application In Synthesis of 1-Bromo-2-chlorobenzene

REFERENCE EXAMPLE 10; 2-(2-Chlorophenyl)-6-methoxy-1 ,2,3,4-tetrahydroisoquinolin-1 -one; To a solution of 6-methoxy-1 ,2,3,4-tetrahydroisoquinolin-1-one (1.50 g, 8.5 mmol, obtained in reference example 9) in /V-methylpyrrolidone (4 ml_) under argon, 1- EPO bromo-2-chlorobenzene (2.34 g, 12.3 mmol), copper (I) iodide (0.33 g, 1.7 mmol) and potassium carbonate (2.33 g, 16.9 mmol) were added and the mixture was heated at 200 0C overnight. It was allowed to cool and CHCI3 and 1 N NaOH were added. The phases were separated and the aqueous phase was reextracted 2 times with CHCI3. The combined organic phases were dried over Na2SO4 and the solvent was evaporated. The crude product thus obtained was purified by chromatography on silica gel using hexane-EtOAc mixtures of increasing polarity as eluent, to afford 2.01 g of the desired compound (yield: 77%). LC-MS (method 1): tR = 8.05 min; m/z = 288.1/290.1 [M+Hf.

The synthetic route of 1-Bromo-2-chlorobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; J. URIACH Y COMPANIA S.A.; WO2007/337; (2007); A1;,
Chloride – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 6775-78-6, name is 6-Chloroimidazo[1,2-b]pyridazine, 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 6775-78-6, Quality Control of 6-Chloroimidazo[1,2-b]pyridazine

Example 139 Production of 4-(imidazo[1,2-b]pyridazin-6-yloxy)aniline A mixture of 6-chloroimidazo[1,2-b]pyridazine (768 mg, 5.0 mmol), 4-aminophenol (818 mg, 7.5 mmol), potassium carbonate (2073 mg, 15.0 mmol) and N-methylpyrrolidone (5.0 mL) was stirred at 120 C. for 18 hr. The reaction mixture was diluted with 1N aqueous sodium hydroxide solution, and extracted with ethyl acetate. The organic layer was washed with 1N aqueous sodium hydroxide solution and saturated brine, and concentrated under reduced pressure. The residue was purified by NH silica gel column chromatography (hexane/ethyl acetate=70/30?0/100) and precipitated from diisopropyl ether to give the title compound (759 mg, 67%) as a gray powder. 1H-NMR (DMSO-d6, 300 MHz) delta 5.07 (2H, s), 6.60 (2H, d, J=8.9 Hz), 6.92 (2H, d, J=8.9 Hz), 7.00 (1H, d, J=9.8 Hz), 7.61 (1H, s), 8.01 (1H, s), 8.09 (1H, d, J=9.8 Hz).

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, 6-Chloroimidazo[1,2-b]pyridazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; US2009/137595; (2009); 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. 104-52-9, name is 3-Phenylpropyl Chloride, A new synthetic method of this compound is introduced below., category: chlorides-buliding-blocks

General procedure: Compounds A1-A20 were prepared following the previously reported method as described for A1 [1]. To a solution of 3-amino-5-mercapto-1,2,4-triazole (1.0 g, 8.61 mmol) in acetone was added sodium carbonate (1.37 g, 12.92 mmol) and alkyl halide (9.47 mmol). The mixture was then stirred at 60 oC for 3-6 h before cooling to room temperature. Upon completion of the reaction monitored by TLC, Na2CO3 were removed via filtration and the filtrate was evaporated under vacuum. The residue was purified by column chromatography, generating A1. 5-(((5-chlorobenzo[b]thiophen-3-yl)methyl)thio)-4H-1,2,4-triazol-3-amine, white solid, yield: 64 %.

The synthetic route of 104-52-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Shuai; Shen, Dandan; Zhao, Lijie; Yuan, Xiaohan; Cheng, Jialing; Yu, Bin; Zheng, Yichao; Liu, Hongmin; Chinese Chemical Letters; vol. 31; 2; (2020); p. 418 – 422;,
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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

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

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