Tag: M.W=100-200

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,
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These common heterocyclic compound, 622-86-6, name is (2-Chloroethoxy)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. Computed Properties of C8H9ClO

2-(4-Fluorophenyl)butanoic acid (250.3 mg, 1.4mmol) was suspended with stirring in trifluoroacetic anhydride (194.2 uL, 2.0mmol). Then (2-chloroethoxy)benzene (173 uL, 1.3 mmol) was added the resultingmixture was stirred at room temperature overnight. The reaction was quenchedwith saturated sodium bicarbonate solution (5 mL) and extracted with ethylacetate (2 x 15 mL). The combinedorganic layers were dried over anhydrous magnesium sulfate and concentrated ona rotary evaporator. The resultingresidue was purified by reverse-phased chromatography (C-10 column, gradient ofacetonitrile in water with 0.1% trifluoroacetic acid) to afford 105.2 mg (26%)of the desired product as a yellow solid.1H NMR (400 MHz, CDCl3) delta 7.90 (d, J=8.8 Hz, 2H), 7.50 (d,J=8.7 Hz, 2H), 7.23 (m, 2H), 6.95 (d, J=8.7 Hz, 2H), 4.25 (m, 3H), 3.86 (t,J=7.2 Hz, 2H), 2.18 (m, 1H), 1.60 (m, 1H), 0.90 (t, J=7.3 Hz, 3H); MS (ESI)(m/z) 321.1/323.1 (M+H)+.

The synthetic route of (2-Chloroethoxy)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Childers, Wayne; Fan, Rong; Martinez, Rogelio; Colussi, Dennis J.; Melenski, Edward; Liu, Yuxiao; Gordon, John; Abou-Gharbia, Magid; Jacobson, Marlene A.; Bioorganic and Medicinal Chemistry Letters; vol. 30; 2; (2020);,
Chloride – Wikipedia,
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Related Products of 102-49-8, 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. 102-49-8, name is 3,4-Dichlorobenzylamine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: 2,2,2-Trichloro-1-(1H-pyrrol-2-yl)ethanone (2) (0.200 g, 0.94 mmol) and benzylamine (0.101 g, 0.11 mL, 0.94 mmol) were dissolved in acetonitrile (15.0 mL). Triethylamine (5 equiv, 0.65 mL) was added to the solution, and the reaction mixture stirred at 60 °C for 24 h. Solvent was removed from the reaction by rotary evaporation. The resulting yellow oil was purified using 5percent MeOH/CH2Cl2 to afford N-benzyl-1H-pyrrole-2-carboxamide (0.123 g, 65percent) as a white solid, mp 128?130 °C.

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, 3,4-Dichlorobenzylamine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Dyson, Lauren; Wright, Anthony D.; Young, Kelly A.; Sakoff, Jennette A.; McCluskey, Adam; Bioorganic and Medicinal Chemistry; vol. 22; 5; (2014); p. 1690 – 1699;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 918538-05-3, 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. 918538-05-3 name is 2,4-Dichloropyrrolo[2,1-f][1,2,4]triazine, 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.

To a solution of 2,4-dichloropyrrolo[1,2-f][1,2,4]triazine (4a) (0.5 g, 2.7 mmol) in 2-Propanol (6 mL) was added (S)-pyrrolidin-2-ylmethanol (0.39 mL, 4.0 mmol), DIPEA (1.39 mL, 8.0 mmol) and heated at 90 C for 1 hr. The reaction was cooled to room temperature and solid obtained was collected by filtration to afford (S)-(l-(2-chloropyrrolo[2,l-f][l,2,4]triazin-4- yl)pyrrolidin-2-yl)methanol (96a) (0.49 g, 73 % yield) as a white solid; NMR (300 MHz, DMSO-i/e): delta 7.70 (dd, J= 2.6, 1.4 Hz, 1H), 6.97 (dd, J= 4.7, 1.6 Hz, 1H), 6.80 – 6.57 (m, 1H), 5.15 (t, J = 5.7 Hz, 1H, D2O exchangeable), 4.87 (t, J= 5.7 Hz, 1H), 4.44 (d, J= 17.8 Hz, 1H), 4.05 – 3.82 (m, 1H), 3.72 – 3.39 (m, 2H), 2.22 – 1.84 (m, 4H). MS (ES+): 253.3, 255.3 (M+2); MS (ES-): 287.2, 289.2 (M+Cl).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2,4-Dichloropyrrolo[2,1-f][1,2,4]triazine, and friends who are interested can also refer to it.

Reference:
Patent; BIOCRYST PHARMACEUTICALS, INC.; KOTIAN, Pravin, L.; BABU, Yarlagadda, S.; KUMAR, V., Satish; ZHANG, Weihe; LU, Peng-Cheng; RAMAN, Krishnan; (747 pag.)WO2018/232094; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 6223-78-5, name is 2,5-Dichloro-2,5-dimethylhexane, molecular formula is C8H16Cl2, 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. SDS of cas: 6223-78-5

(c) 1,1,4,4,6-Pentamethyl-1,2,3,4-tetrahydronaphthalene (2): To a 1000 mLround-bottomed flask fitted with water condenser were added compound 1(30.0 g, 165 mmol), toluene (35.1 mL, 330 mmol) and CH2Cl2 (150 mL). To thisvigorously stirred solution was added aluminum chloride (1.92 g, 1.4 mmol)slowly in portionwise, which resulted in rapid evolution of gaseoushydrochloride acid. The reaction mixture was stirred at RT for 30 minfollowed by additional aluminum chloride (400 mg). After the reactionmixture was stirred and heated to reflux for 15 min, it was cooled in an icebath and quenched with 20% HCl aqueous solution (150 mL). The mixture wasextracted with hexanes; the combined organic layers were washed with waterand brine, dried over anhydrous Na2SO4, filtered and concentrated in vacuo.The crude product was purified by column chromatography with hexanes toafford 2 as a white solid (28.3 g, 85%), mp 34-35 C (lit.2 34-36 C). 1H NMR(CDCl3): d 7.40 (d, J = 8.0 Hz, 1H), 7.31 (s, 1H), 7.14 (d, J = 8.0 Hz, 1H), 2.49 (s,3H), 1.87 (s, 4H), 1.48(s, 6H), 1.47 (s, 6H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6223-78-5, its application will become more common.

Reference:
Article; Wang, Min; Davis, Toni; Gao, Mingzhang; Zheng, Qi-Huang; Bioorganic and Medicinal Chemistry Letters; vol. 24; 7; (2015); p. 1742 – 1747;,
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. 622-86-6, name is (2-Chloroethoxy)benzene, A new synthetic method of this compound is introduced below., name: (2-Chloroethoxy)benzene

Phenyl acetic acid (2.6 g, 19 mmol) wassuspended in trifluoroacetic anhydride (11 mL, 76 mmol). Chloroethyoxylbenzene(2.7 mL, 19 mmol) was added to the stirred suspension dropwise. The resultingmixture was allowed to stir overnight at room temperature. The reaction wasquenched with 40% aqueous sodium hydroxide solution and then extracted withethyl acetate (2 x 15 mL). The combinedorganic layers were dried over anhydrous magnesium sulfate and concentrated ona rotary evaporator. The resultingresidue was purified by chromatography on silica gel (ethyl acetate/hexane) toafford 3.56 g (68%) of the desired product as a yellow solid. 1H NMR (400 MHz, CDCl3)delta 7.93 (d, J = 6.8 Hz, 2H), 7.22 (m, 5H), 6.87 (d, J = 6.9 Hz, 2H), 4.21 (t, J=5.8 Hz, 2H), 4.17 (s, 2H), 3.76 (t, J = 5.8 Hz, 2H); MS (ESI) (m/z) 275.1/277.1(M+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:
Article; Childers, Wayne; Fan, Rong; Martinez, Rogelio; Colussi, Dennis J.; Melenski, Edward; Liu, Yuxiao; Gordon, John; Abou-Gharbia, Magid; Jacobson, Marlene A.; Bioorganic and Medicinal Chemistry Letters; vol. 30; 2; (2020);,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 108-41-8, name is 1-Chloro-3-methylbenzene, 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. Quality Control of 1-Chloro-3-methylbenzene

General procedure: Ethylbenzene (3a) (0.0531 g, 0.5 mmol), K2S2O8 (0.2703 g, 1.0 mmol), pyridine (0.0158 g, 0.2 mmol) and CH3CN (1.0 mL) were added to an oven-dried pressure vessel with a magnetic stir bar. Then the pressure vessel was filled with dioxygen and the reaction mixture was stirred at 80 C for 16 hours (oil bath). After the completion of the reaction, the solvent was evaporated and the reaction mixture was purified with column chromatography (eluenet: ethyl acetate/PE = 1/10) to give acetophenone (4a) (0.0535 g yield 89%).

The synthetic route of 1-Chloro-3-methylbenzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Hu, Yixin; Zhou, Lihong; Lu, Wenjun; Synthesis; vol. 49; 17; (2017); p. 4007 – 4016;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 870-24-6 as follows. Quality Control of 2-Chloroethanamine hydrochloride

beta- chloroethylamine hydrochloride 30g (0.26mol), phosphorusoxychloride 40g (0.26mol) were added in 200mL of dichloromethane and cooled to-20 deg.C. Under stirring, add dropwise triethylamine 26g (0.26mol) the methylenechloride solution 100mL. After the addition is complete, the reaction wasgradually raised to room temperature and reacted overnight. the solvent wasdistilled off under reduced pressure to reduced pressure distillation beta-chloroethylaminophosporylchloride 33.6 g, 53.6% yield.

According to the analysis of related databases, 870-24-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Beijing Institute of Technology; Wen, Hongliang; Shen, Xiurui; Huang, Cipan; Wang, Xiaodi; (47 pag.)CN105294756; (2016); A;,
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. 7149-75-9, name is 4-Chloro-3-methylaniline, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 4-Chloro-3-methylaniline

Step 2 (0404) To a mixture of 1-(3-formylbenzyl)azetidine-3-carboxylic acid methyl ester (330 mg), 4-chloro-3-methylphenylamine (243 mg) and methanol (8 mL) was added decaborane (90 mg), and the mixture was stirred at room temperature for 2 hours. After the mixture was diluted with ethyl acetate, to the resulting mixture was added aminopropyl silica gel powder (3 g). The resulting mixture was filtered and the filtrate was concentrated under reduced pressure. The residue was purified by aminopropyl silica gel column chromatography (eluent: 20percent-50percent ethyl acetate/hexane, gradient elution) to give the title compound (450 mg). The structural formula was illustrated in Table 1. [table-us-00001-en] Reference Example Structural formula 1-1 (0405) The physical data of Reference Example 1-1 was shown below. Reference Example 1-1 (0406) MS (ESI, m/z): 359(M+H)+

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 7149-75-9.

Reference:
Patent; Kissei Pharmaceutical Co., Ltd.; Inoue, Hitoshi; Ohno, Kohsuke; Nakamura, Tetsuya; Ohsawa, Yusuke; (58 pag.)US2016/362368; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 4584-46-7, name is 2-Chloro-N,N-dimethylethanamine hydrochloride, 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. Recommanded Product: 2-Chloro-N,N-dimethylethanamine hydrochloride

The title compound was obtained as a colorless oil in 49 % yield by following the general procedure B. UV (EtOH) mm: 219 and 276 nm. IR (nujol): 2945, 2822, 2727, 1685, 1597, 1510, 1466, 131 1,1258, 1216 1 160, 1030 and 834 cm ‘. NMR (300 MHz, CDCI3): delta 2.37 (6H, s, 2 x NC¾), 2.81(2H, t, J = 5.1Hz, -NCH2), 4. 1 1 (2H, t, J = 5.4 Hz, OCH2), 6.99 (2H, d, J = 8.1 Hz, 2 x Ar-H), 7.81 (2H, d, J = 7.8 Hz, 2 x Ar-H), 9.85 (1H, s, CHO). 13C NMR (75.5 MHz, CDC13): delta 45.68 (2 x NC¾), 57.90 (NCH2), 66.08 (OCH2), 1 14.82 (C-2 & C-6), 130.04(C-1), 13 1.92 (C-3 & C-5), 163.72 (C-4), 190.75 (C=0). HRMS m/z calculated for C?H,5N02 [M+H]+ 194.1 176, observed [M+Hf 194. 1 168. In a dried single-neck round bottom flask, 4-hydroxylbenzaldehyde (40 mmol), potassium carbonate (122 mmol) and dry acetone (160 ml) were taken and the contents refluxed for 2 h. The reaction mixture was brought to room temperature and catalytic amount of potassium iodide was added, followed by the gradual addition of the appropriate dialkylaminoethyl chloride hydrochloride (45 mmol) dissolved in dry acetone (50 ml) through a pressure-equalizing addition funnel and the reaction mixture was allowed to reflux again. The contents were regularly monitored for reaction progress by TLC using 10 % methanol/dichloromethane as the solvent system. The reaction was generally complete in 10-13 h. At this point, reaction mixture was filtered under suction and the solid inorganic salts were washed with acetone (3 x 60 ml). The solvent was evaporated under reduced pressure and the residue was purified by column chromatography over silica gel (6-8 % methanol in dichloromethane, v/v as eluent) to afford the six pure 4-dialkylaminoethoxybenzaldehydes as colorless oils in 49-92 % yields. The structures of these products were unambiguously established from the analysis of their spectral data (IR, NMR, l3C NMR and mass spectra).

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

Reference:
Patent; DALHOUSIE UNIVERSITY; JHA, Amitabh; WO2012/79154; (2012); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics