Tag: M.W=100-200

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. 102-49-8, name is 3,4-Dichlorobenzylamine, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 102-49-8

General procedure: EDC hydrochloride (1.2 mmol) and HOBt (1.0 mmol) were added at 0 °C to each parallel vial containing a solution of the appropriate acid 44-53 (1 mmol) in dichloromethane, and either cyclohexylamine or 2,3-dichlorobenzylamine (1.5 mmol) was added at the same temperature. After warming up to room temperature, the vials were placed in the Buechi Syncore reactor. Stirring was maintained at 300 rpm overnight and then morpholinomethylpolystyrene (3 equiv/mol) was added. The solutions were kept at room temperature for 1 h, then polymer bound p-toluenesulfonic acid (3 equiv/mol) was added to each vial, and the reaction mixtures were stirred at room temperature for an additional 24 h. The mixtures were filtered and the solutions were evaporated to dryness to give carboxamides 6-25. Solid products were purified by crystallization from ethanol or aqueous ethanol. Oil products were purified by silica gel column chromatography column (dichloromethane as eluent).

According to the analysis of related databases, 102-49-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Piscitelli, Francesco; Ligresti, Alessia; La Regina, Giuseppe; Gatti, Valerio; Brizzi, Antonella; Pasquini, Serena; Allar, Marco; Carai, Mauro Antonio Maria; Novellino, Ettore; Colombo, Giancarlo; Di Marzo, Vincenzo; Corelli, Federico; Silvestri, Romano; European Journal of Medicinal Chemistry; vol. 46; 11; (2011); p. 5641 – 5653;,
Chloride – Wikipedia,
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Some common heterocyclic compound, 870-24-6, name is 2-Chloroethanamine hydrochloride, molecular formula is C2H7Cl2N, 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 2-Chloroethanamine hydrochloride

In a round-bottomed flask, 2-chloroethylamine hydrochloride (2 g, 17.0 mmol) and Et3N (2.37 mL, 11.0 mmol) were dissolved in anhydrous CH2Cl2 (24 mL). Boc2O (3.6 mL, 15.3 mmol) was added to the resulting solution under N2 at 0 C. The reaction mixture was stirredat r.t. for 4 h. The mixture was then washed with H2O and brine, dried (Na2SO4), filtered, and concentrated under reduced pressure to give the title product as a dark liquid; yield: 2.91 g (16.21 mmol, 99%), which was used directly in the next synthetic step. IR (neat): 3347, 2924, 2854, 2361, 2342, 1725, 1709, 1503, 1462 cm-1. 1H NMR (400 MHz, CDCl3): delta = 1.18 [s, 9 H, C(CH3)3], 3.36-3.48 (m, 2H, CH2NH), 3.49-3.63 (m, 2 H, ClCH2), 4.93 (br s, 1 H, NHCO). 13C NMR (100 MHz, CDCl3): delta = 28.2 [C(CH3)3], 32.8 (CH2NH), 45.7 (CH2Cl), 79.8 [C(CH3)3], 155.8 (C=O). Anal. Calcd for C7H14ClNO2: C, 46.80; H, 7.86; N, 7.80. Found: C, 46.91; H, 7.89; N, 7.74.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 870-24-6, its application will become more common.

Reference:
Article; Manasieva, Leda Ivanova; Maria, Battisti Umberto; Prandi, Adolfo; Brasili, Livio; Franchini, Silvia; Synthesis; vol. 47; 23; (2015); p. 3767 – 3775;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 53145-38-3, name is 2-Chloro-6-fluoroanisole, 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 53145-38-3, Computed Properties of C7H6ClFO

The product of preparation 20 (150mg, 0.431 mmol) in dimethylformamide (3ml) was added drop wise to an ice-cooled solution of sodium hydride (60% dispersion in mineral oil, 52mg,1.293mmol) in dimethylformamide (1ml). After stirring for 1 hour the product of preparation 22(103mg, 0.646mmol) in dimethylformamide (1ml) was added and the mixture was heated to60c for 96 hours. The solution was concentrated in vacuo and partitioned between ethyl acetate (10ml) and water (10ml). The organic layer was extracted and washed again with water (10ml), then dried over sodium sulphate and concentrated in vacuo, to afford the title compound as a brown oil in 74% yield, 156mg.1HNMR(400MHz, CD3OD) delta: 1.03(s, 3H), 1.08(s, 3H), 1.44-1.49(m, 2H), 1.90-1.97(m, 1H), 2.12-2.21 (m, 1H), 2.50-2.62(m, 3H), 2.74-2.83(m, 2H), 2.87-2.91 (m, 1H), 3.74(s, 3H), 4.81- 4.84(m, 1H), 6.83-6.85(dd, 1H), 6.93-7 ,00(m, 2H), 7.25-7.42(m, 10H); LRMS ESI m/z 489 [M+H]+

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Chloro-6-fluoroanisole, and friends who are interested can also refer to it.

Reference:
Patent; PFIZER LIMITED; WO2007/34325; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 4090-55-5, 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. 4090-55-5 name is 2-Chloro-5,5-dimethyl-1,3,2-dioxaphosphorinane 2-oxide, 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.

BODIE was obtained by the reaction of ethylenediamine with DOPC in trichloromethane.The DOPC (193.79 g, 1. 05 mol) and triethylamine (151.79 g, 1.5 mol)mixture with trichloromethane (200 mL) was put into a dry, four-necked flask equipped asdescribed above. The ethylenediamine (30 g, 0.5 mol) dissolved in trichloromethane(50 mL) was added dropwise at 0-5 C. After the addition, the temperature was increasedslowly to the reflux temperature and then the reaction was stopped after refluxing for 4 h.The resulting white precipitate was filtered and washed with cold distilled water and thendried overnight. The white product (BODIE) was obtained with a yield of 94 %. The massfraction purity of BODIE is 99 % measured by HPLC.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Chloro-5,5-dimethyl-1,3,2-dioxaphosphorinane 2-oxide, and friends who are interested can also refer to it.

Reference:
Article; Han, Feng; Pei, Liangjun; Xue, Fengfeng; Li, Dong; Journal of Solution Chemistry; vol. 45; 8; (2016); p. 1146 – 1157;,
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. 20850-43-5, name is 5-(Chloromethyl)benzo[d][1,3]dioxole, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C8H7ClO2

Example 64: Synthesis of 3-(benzo[d][1 ,3]dioxol-5-ylmethyl)thiazolidine-2,4-dione; A suspension of thiazolidine-2,4-dione (10.0 mmol, 1.17 g), 5- (chloromethyl)benzo[d][1 ,3]dioxole (10.0 mmol, 50% soln in CH2CI2) and potassium fluoride (10.0 mmol, 0.581 g) is stirred at room temperature overnight. The solvent is removed under reduced pressure and the residue dissolved in H2O (50 ml_) and extracted into dichloromethane (3 x 20 ml_). Combined organic fractions were dried over Na2SO4 and the solvent removed under reduced pressure. The obtained oily product is washed with diethyl ether to give 1 .590 g (64%) of 3-(benzo[d][1 ,3]dioxol-5-ylmethyl)thiazolidine-2,4-dione as a white precipitate.

According to the analysis of related databases, 20850-43-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LEK PHARMACEUTICAL D.D.; WO2008/43733; (2008); 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. 102-49-8, name is 3,4-Dichlorobenzylamine, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H7Cl2N

The product from the Example 20C (0.054 g, 0.20 mmol) in THF (3 mL) was stirred for 16 h at ambient temperature with 3,4-dichlorobenzylamine (0.044 g, 0.25 mmol) in the presence of triethylamine (0.35 mL, 0.25 mmol) and a catalytic amount of DMAP. The reaction mixture was evaporated in vacuo and the residue was chromatographed to yield the title compound as a solid. MS (DCI/NH3) m/z 406 (M+H)+; 1H NMR (DMSO-d6) delta 4.42 (d, 1H), 5.47 (s, 1H), 5.52 (d, 2H), 6.92 (dd, 1H), 7.31 (dd, 1H), 7.5 (d, 2H), 7.62 (m, 4H), 8.18 (s, 1H),8.82 (t, 1H).

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; Atkinson, Robert N.; Drizin, Irene; Gregg, Robert J.; Gross, Michael F.; Kort, Michael E.; Shi, Lei; US2004/220170; (2004); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 4152-90-3, A common heterocyclic compound, 4152-90-3, name is (3-Chlorophenyl)methanamine, molecular formula is C7H8ClN, 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.

3- [5,6-bis(methyloxy)-2-pyridinyll -N- [(3-chlorophenvDmethyll -2,4-dioxo-l ,2,3,4-tetrahvdro- 7-quinazolinecarboxamide; 24a) Methyl 2-amino-4-(3-chlorobenzylaminocarbonyl)benzoate; To a stirred suspension of 3-amino-4-(methoxycarbonyl)benzoic acid (1.0 g, 5.13 mmol, 1 eq.) in DMF (7 mL) was added HATU (2.1 g, 0.5.64 mmol, 1.1 eq.) and DIEA (0.98 mL, 0.11 mol, 1.1 eq.) and the mixture was stirred at rt for 5 minutes until all dissolved. The resulting solution was added to 3-chlorobenzylamine (0.69 mL, 5.64 mmol, 1.1 eq.) in DMF (3 mL) via syringe and stirred at rt for 30 minutes when LCMS showed that the reaction was complete. The solution was added dropwise to ice-water with stirring and the precipitate collected by vacuum filtration, washed with ice-water and dried under vacuum to yield the title product methyl 2-amino-4-(3 chlorobenzylaminocarbonyl)benzoate (24a) which was used without further purification. (Yield: 1.52g, 93percent); MS(ES+) m/e 319 (MH+); 1H NMR (400 MHz, OMSO-d6) delta ppm: 3.81 (s, 3 H) 4.44 (d, J 6.06 Hz, 2 H) 6.81 (s, 2 H) 6.97 (d, J 8.59 Hz, 1 H) 7.24 – 7.40 (m, 5 H) 7.77 (d, J 8.59 Hz, 1 H) 9.07 (t, J 6.06 Hz, 1 H)

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; GLAXOSMITHKLINE LLC; SCHULZ, Mark, James; WANG, Yonghui; WO2010/59549; (2010); A1;,
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

Reference of 2106-02-7,Some common heterocyclic compound, 2106-02-7, name is 2-Chloro-4-fluoroaniline, molecular formula is C6H5ClFN, 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 150-mL round-bottomed flask containing Compound 9 (0.5 g, 2.2 mmol) in 15 mL of CH2CI2, was added 2-chloro-4-fluoroaniline (0.33 g, 2.3 mmol) and pyridine (2 mL). The reaction mixture was stirred at room temperature for 2 hours. Evaporation of the solvents in vacuo gave an oily material, which was dissolved in EtOAc (15 mL), and the organic phase was separated and washed with 5% brine, dried over Na2SO4. Filtration and evaporation in vacuo gave title Compound 10 (0.7 g, 94%).

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

Reference:
Patent; TAIWANJ PHARMACEUTICALS CO., LTD; YANG, Syaulan S.; LEE, Kuang-Yuan; LIU, Meng-Hsien; HSIAO, Ming-Yu; PENG, Huang-Kai; WANG, Chiung-Wen; WU, Edwin SC; CHIU, Peter JS; (77 pag.)WO2018/156297; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 6775-78-6, These common heterocyclic compound, 6775-78-6, name is 6-Chloroimidazo[1,2-b]pyridazine, 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.

Intermediate A 3-Bromo-6-chloroimidazo[1 ,2-b]pyridazine intermediate A To a solution of 6-chloroimidazo[1 ,2-b]pyridazine (5 g, 32.6 mmol) in acetonitrile (300 ml) was added 1-bromopyrrolidine-2,5-dione (6.37 g, 35.8 mmol) and trifluoroacetic acid (0.75 mL). The resulting solution was allowed to stirr at room temperature overnight. The solvent was removed under reduced pressure and the residue was dissolved in EtOAc, washed with NaHCOs solution, water and brine, dried over Na2SO4 and concentrated in vacuo to afford 7.2 g title compound in 92% yield as a light yellow solid. 1H-NMR (400MHz, CDCI3) delta ppm 7.91 (d, 1 H), 7.79 (s, 1 H), 7.12 (d, 1 H). LCMS (method A): [MH]+ = 232/234, tR = 4.48 min.

Statistics shows that 6-Chloroimidazo[1,2-b]pyridazine is playing an increasingly important role. we look forward to future research findings about 6775-78-6.

Reference:
Patent; NOVARTIS AG; FU, Xingnian; HE, Feng; LI, Yue; LIU, Lei; MI, Yuan; XU, Yao-chang; XUN, Guoliang; YU, Zhengtian; ZHANG, Ji Yue (Jeff); DAI, Miao; WO2011/18454; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics