Category: 104-11-0

Application of 104-11-0, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 104-11-0 name is 1-(4-Chlorophenyl)-N-methylmethanamine, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: A solution of 0.17g (1.40mmol) of N-benzylmethylamine, 0.20g (1.40mmol) of K2CO3 and 0.40g of (R,S)-3(4-bromobutyl)-5-phenyloxazolidin-2-one 23 in ACN was allowed to stirring under reflux for 6-12h and monitored by TLC until the reaction was completed. The hot solution was filtered and concentrated in vacuo to afford 0.29g (85.0mmol) of a chromatography pure yellow oil 2a.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-(4-Chlorophenyl)-N-methylmethanamine, and friends who are interested can also refer to it.

Reference:
Article; Zampieri, Daniele; Vio, Luciano; Fermeglia, Maurizio; Pricl, Sabrina; Wuensch, Bernhard; Schepmann, Dirk; Romano, Maurizio; Mamolo, Maria Grazia; Laurini, Erik; European Journal of Medicinal Chemistry; vol. 121; (2016); p. 712 – 726;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 104-11-0, 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. 104-11-0, name is 1-(4-Chlorophenyl)-N-methylmethanamine, This compound has unique chemical properties. The synthetic route is as follows.

Example 111; N-(4-Chloro-benzyl)-2-(4-fluoro-phenyl)-N-methyl-4-[4-(2-oxo-pyrrolidin-1-yl)-piperidin-1-yl]-butyramide; a) Step 1; N-(4-Chloro-benzyl)-2-(4-fluoro-phenyl)-N-methyl-acetamide; A mixture of 1.09 g (7 mmol) 4-fluorophenylacetic acid, 1.37 g (9 mmol) (4-chloro-benzyl)-methyl-amine, 2.84 g (9 mmol) TBTU and 6 mL (35 mmol) DIPEA in 50 mL DMF was stirred at room temperature for 16 h. After evaporation of all volatiles Na2CO3 aq. was added and the mixture was extracted with ethyl acetate. The combined organic phases were washed with NaCl aq., dried with Na2SO4, filtered and evaporated to dryness. The residue was purified by column chromatography on silica eluting with a gradient formed from ethyl acetate and heptane. The product containing fractions were evaporated to yield 1.35 g (65%) of the title compound as yellow oil. MS(m/e): 292.2 (MH+).

The chemical industry reduces the impact on the environment during synthesis 1-(4-Chlorophenyl)-N-methylmethanamine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Knust, Henner; Nettekoven, Matthias; Ratni, Hasane; Vifian, Walter; Wu, Xihan; US2009/76081; (2009); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 104-11-0, A common heterocyclic compound, 104-11-0, name is 1-(4-Chlorophenyl)-N-methylmethanamine, molecular formula is C8H10ClN, 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: 3-Hydroxybenzaldehyde (20 mmol) and the corresponding N-methylbenzylamine (8 mmol) were dissolved in methanol (5 mL). Acetic acid (0.4 mL) and sodium cyanoborohydride (16 mmol) were added and the mixture was stirred for 18 h at room temperature. The solvent was evaporated, the residue was suspended in satd. Na2CO3 solution(100 mL), and extracted with dichloromethane (3 x 50 mL). The combined organic layers were dried over sodium sulfate and evaporated. The residue was purified by flash column chromatography (1:1 hexane/ethyl acetate with 2 % N-ethyl-N,N-dimethylamine).

The synthetic route of 104-11-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wolfgardt, Annette; Bracher, Franz; Letters in Organic Chemistry; vol. 10; 1; (2013); p. 2 – 7;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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;,
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. 104-11-0, name is 1-(4-Chlorophenyl)-N-methylmethanamine, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 1-(4-Chlorophenyl)-N-methylmethanamine

General procedure: A solution of 0.17g (1.40mmol) of N-benzylmethylamine, 0.20g (1.40mmol) of K2CO3 and 0.40g of (R,S)-3(4-bromobutyl)-5-phenyloxazolidin-2-one 23 in ACN was allowed to stirring under reflux for 6-12h and monitored by TLC until the reaction was completed. The hot solution was filtered and concentrated in vacuo to afford 0.29g (85.0mmol) of a chromatography pure yellow oil 2a.

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 104-11-0.

Reference:
Article; Zampieri, Daniele; Vio, Luciano; Fermeglia, Maurizio; Pricl, Sabrina; Wuensch, Bernhard; Schepmann, Dirk; Romano, Maurizio; Mamolo, Maria Grazia; Laurini, Erik; European Journal of Medicinal Chemistry; vol. 121; (2016); p. 712 – 726;,
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. 104-11-0, name is 1-(4-Chlorophenyl)-N-methylmethanamine, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 104-11-0

General procedure: A solution of 0.17g (1.40mmol) of N-benzylmethylamine, 0.20g (1.40mmol) of K2CO3 and 0.40g of (R,S)-3(4-bromobutyl)-5-phenyloxazolidin-2-one 23 in ACN was allowed to stirring under reflux for 6-12h and monitored by TLC until the reaction was completed. The hot solution was filtered and concentrated in vacuo to afford 0.29g (85.0mmol) of a chromatography pure yellow oil 2a.

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 104-11-0.

Reference:
Article; Zampieri, Daniele; Vio, Luciano; Fermeglia, Maurizio; Pricl, Sabrina; Wuensch, Bernhard; Schepmann, Dirk; Romano, Maurizio; Mamolo, Maria Grazia; Laurini, Erik; European Journal of Medicinal Chemistry; vol. 121; (2016); p. 712 – 726;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

104-11-0, name is 1-(4-Chlorophenyl)-N-methylmethanamine, 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. Safety of 1-(4-Chlorophenyl)-N-methylmethanamine

General procedure: N,N?-dimethyl-1,1?-binaphthyl-2,2?-diamine (1) (1 eq, 3.20 mmol, 1.0 g) and Et3N (3 eq, 9.6 mmol, 1.33 mL)were dissolved in dry THF (32 mL). The homogeneous mixture was cooled to 0 C then PCl3 (3 eq, 9.60 mmol,0.84 mL) was added dropwise via syringe whereupon a colorless precipitate formed immediately. Thereaction mixture was stirred at 0 C for 1.5 h, then was allowed to warm to room temperature and stirred foranother 3 h. The volatiles were removed under high vacuum (room temperature, 0.5mmHg) and Et2O (30.0mL) was added via syringe, then the mixture was stirred for 5 min. After that the supernatant was canulafilteredinto another round bottom flask. The remaining precipitate in the reaction flask was washed againwith Et2O (30 mL) and filtered (2 times). The volatiles were removed under high vacuum (room temperature,0.5 mmHg) to afford a light yellow solid. The solid was then dried for 12 h at reduced pressure (roomtemperature, 0.5 mmHg) to give a white solid foam (2). Dry CH2Cl2 (40 mL) was added via syringe and themixture was cooled to 0 C. To this solution, a mixture of Et3N (2 eq, 6.40 mmol, 0.98 mL) and the desiredmethylamine (3) (1.2 eq, 3.84 mmol) dissolved in dry CH2Cl2 (4 mL) were added. The reaction mixture was allowed to warm to room temperature and stirred for 20 h. A solution of mCPBA (70%) (1.5 eq, 4.80 mmol,1.18 g) dissolved in 2 mL of THF was then added and the mixture was stirred for 20 h. After a quench with 15mL of NH4Cl saturated aqueous solution, the phases were separated and aqueous layer was washed withCH2Cl2 (10 mL). The combined organic extracts were washed with brine, dried over Na2SO4, filtered andconcentrated by rotary evaporation. The crude residue was purified by silica gel flash chromatography usingethyl acetate (100%) as eluent to yield phosphoroamides with different yields.

The synthetic route of 104-11-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Rossi, Sergio; Ziliani, Marco; Annunziata, Rita; Benaglia, Maurizio; Molecules; vol. 22; 12; (2017);,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 104-11-0, These common heterocyclic compound, 104-11-0, name is 1-(4-Chlorophenyl)-N-methylmethanamine, 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 21 (4-Chloro-6[(p-chlorobenzyl)methylamino]-2-pyrimidinylthio) acetic acid ethyl ester A mixture of 13.4 g of (4,6-dichloro-2-pyrimidinylthio) acetic acid ethyl ester, 7.8 g of N-methyl-p-chlorobenzylamine and 5.4 g of sodium carbonate in 100 ml. of ethanol was heated under reflux for 5 hr. The reaction mixture was filtered and the filtrate taken to dryness in a rotary evaporator. The residual oil was dissolved in a minimum quantity of ethanol. The addition of a few drops of water to this solution caused a precipitate to deposit. The precipitate was removed by filtration and recrystallized from ethanol affording 5.8 g of product, mp. 68-70C. Anal. Calcd for C16 H17 N3 Cl2 SO2: C, 49.75; H, 4.44; N, 10.87. Found: C, 49.69; H, 4.61; N, 11.09.

The synthetic route of 104-11-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Santilli; Arthur A.; Scotese; Anthony C.; Tomarelli; Rudolph M.; US3940394; (1976); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 104-11-0, name is 1-(4-Chlorophenyl)-N-methylmethanamine, 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 104-11-0, name: 1-(4-Chlorophenyl)-N-methylmethanamine

General procedure: An amine (1 mmol, 2 equiv) was added to a solution of Nchlorosuccinimide(149 mg, 1.1 mmol, 2.2 equiv) in CH2Cl2(5 mL) at r.t. in the dark. After 3 h, Ir(dtbpy)(ppy)2PF6 (4 mg,5 mumol, 0.01 equiv), Ph3N (245 mg, 1 mmol, 2 equiv), andbenzoxazole (60 mg, 0.5 mmol, 1 equiv) were added. Thereaction rube was sealed and placed at a distance of 5 cm from 3 W blue LED and stirred for 60 h. After the reactionwas complete, the solvent was evaporated under vacuo. Thecrude mixture was purified by flash column chromatographyeluting with a mixture of PE-EtOAc. 2-(4-Morpholinyl)benzoxazole (3a)Known compound; yellow solid; mp 85-87 C. 1H NMR(400 MHz, CDCl3): delta = 7.37 (d, J = 7.6 Hz, 1 H), 7.27 (d,J = 6.4 Hz, 1 H), 7.18 (t, J = 7.6 Hz, 1 H), 7.04 (t, J = 7.6 Hz,1 H), 3.82 (t, J = 4.4 Hz, 4 H), 3.69 (t, J = 5.2 Hz, 4 H). 13CNMR (100 MHz, CDCl3): delta = 162.0, 148.7, 142.8, 124.0,120.9, 116.4, 108.8, 66.1, 45.7.

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; Wang, Jia-Di; Liu, Yu-Xia; Xue, Dong; Wang, Chao; Xiao, Jianliang; Synlett; vol. 25; 14; (2014); p. 2013 – 2018;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 104-11-0, The chemical industry reduces the impact on the environment during synthesis 104-11-0, name is 1-(4-Chlorophenyl)-N-methylmethanamine, I believe this compound will play a more active role in future production and life.

To a stirred solution of 22 (0.80 g, 5.13 mmol) and K2CO3 (0.95 g, 6.85 mmol) in anhydrous acetonitrile (200 mL) at 0 C, was added crude 21(m) (0.77 g, 3.43 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(m)a as a yellow oil (0.63 g, 61%); 1H NMR (CDCl3, 300 MHz) delta 7.36-7.31 (7H, m, ArH), 7.22 (1H, m, H-3), 4.35 (1H, s, H-1), 3.54 (2H, s, H-8), 3.50 (2H, s, H-10), 2.19 (3H, s, N-CH3); 13C NMR (CDCl3, 75 MHz) delta 139.4 (Arqu), 137.7 (Arqu), 135.3 (Arqu), 132.6 (Arqu), 130.1 (C-12/16), 128.8 (C-13/15), 128.7 (ArC-H), 128.6 (ArC-H), 128.3 (ArC-H), 126.9 (ArC-H), 61.5 (C-8), 61.0 (C-10), 54.7 (C-1), 42.1 (N-CH3); HRMS (ES): Found 301.1221 (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;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics