Author: Jessica.F

These common heterocyclic compound, 89794-02-5, name is 4-Bromo-2-chlorotoluene, 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. Product Details of 89794-02-5

General procedure: 10.0 mmol of the specified boronic ester (I; R1), 30.0 mmol of magnesium turnings and 5.0 mmol of the salt (II) are suspended in a mixture of 3.40 g of anhydrous toluene and 0.73 g of anhydrous tetrahydrofuran in a dry four-neck flask under a nitrogen atmosphere with a mechanical stirrer, thermometer, metal condenser and pressure-equalized dropping funnel, and stirred vigorously for 30 min. The appropriate haloaromatic (III, R4) is added to this solution, at first in undiluted form, until the onset of exothermicity signals the start of the reaction. The remaining total amount of 30.6 mmol of haloaromatic is diluted with 10.0 g of anhydrous toluene and 10.0 g of anhydrous tetrahydrofuran and added dropwise at such a rate that the internal temperature does not exceed 45 C. On completion of addition, the reaction mixture is heated at reflux for 1 h or until the dissolution of the magnesium was complete. The resulting suspension is discharged onto 50 g of ice-water, and the resulting solids are isolated, washed with cold water and dried under reduced pressure. The composition of Examples 77-91 and selected physical properties are summarized in Table 3.

The synthetic route of 4-Bromo-2-chlorotoluene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Covestro Deutschland AG; ROeLLE, Thomas; BERNETH, Horst; HOeNEL, Dennis; BRUDER, Friedrich-Karl; (34 pag.)US2019/276479; (2019); 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. 61881-19-4, name is 2,2,2-Trifluoro-N-phenylacetimidoyl chloride, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 2,2,2-Trifluoro-N-phenylacetimidoyl chloride

Compound 4 (0.91 g, 4.09 mmol) was dissolved in 5ml acetone, and then2,2,2-trifluoro-N-phenylethanimidoyl chloride (0.87 g, 4.19 mmol) and potassiumcarbonate (0.58 g, 4.19 mmol) were successively added. After stirring at roomtemperature for about 18 h, the mixture was evaporated under reduced pressure.The residue was purified by column chromatography on silica gel (200-300 mesh) toafford pure 8, yield 87%. TLC (ethyl acetate/petroleum ether 4:1, V:V); 1H NMR (400MHz, CDCl3) delta: 1.31 (m, 3H, CH3), 1.35 (m, 3H, CH3), 3.15 (m, 1H, CH), 3.22 (m, 1H,CH), 3.50 (s, 3H, CH3), 3.59 (s, 3H, CH3), 3.61 (m, 2H, CH2), 3.69 (m, 1H, CH), 3.75(m, 1H, CH), 5.25 (s, 1H, CH); 6.88(m, 1H, CH), 7.14 (s, 1H, CH), 7.33 (m, 1H, CH),7.44 (s, 1H, CH); 7.59 (s, 1H, CH) ; 13C NMR (100 MHz, CDCl3) delta: 15.6, 17.8, 59.2,61.1, 67.8, 70.7, 79.7, 82.0, 96.2, 117.3, 119.5, 120.4, 125.4, 129.2, 129.4,133.9, 143.6; MS (ESI) cal for C18H24F3NO5 [M+Na]+ 414.14988, found [M+Na]+414.15034.

According to the analysis of related databases, 61881-19-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Zhang, Kai; Liu, Shenglan; Liu, Anjun; Chai, Hongxin; Li, Jiarong; Lamusi; Beilstein Journal of Organic Chemistry; vol. 13; (2017); p. 2603 – 2609;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 1005-56-7, name is O-Phenyl carbonochloridothioate, 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 1005-56-7, Computed Properties of C7H5ClOS

General procedure: 1a (0.996g, 1.5mmol) / 1b (0.204g, 0.30mmol), NaOH (0.18g, 4.5mmol / 0.072g, 1.8mmol) in 20mL Stir in CH2Cl2 for 15 minutes. Join slowly in 5 minutesPhenyl thiochloroformate(0.258 g, 1.5 mmol / 0.103 g, 0.6 mmol).The TLC dot plate tracks the progress of the reaction and stops the reaction after the disappearance of the raw materials.10% HCl was added to the reaction solution to neutralize excess NaOH.After oscillating, the organic phase was separated and the aqueous phase was extracted with CH2Cl2.The organic phase was combined, washed with brine and dried over anhydrous sodium sulfate.After concentrating by evaporation, the crude product was purified and purified by ethylamine (ethyl acetate: petroleum ether = 1:100) to give white solid 2a (0.75 g, yield 71%) and 2b (0.171 g,Yield 75%).

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:
Patent; Changzhou University; Li Zhengyi; Tong Hongxiao; Chen Yuan; Yin Le; Xiao Tangxin; Sun Xiaoqiang; (9 pag.)CN108727241; (2018); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 15205-11-5, name is 2-Chloro-4-fluorobenzylamine, 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 15205-11-5, Recommanded Product: 2-Chloro-4-fluorobenzylamine

Example 1; lambda/-[(2-chloro-4-fluorophenyl)methyl]-2-(1 ,4-dimethyl-1 H-pyrazol-5- yl)acetamide (E1); A mixture of (1 ,4-dimethyl-1 H-pyrazol-5-yl)acetic acid and (1 ,4-dimethyl-1H-pyrazol- 3-yl)acetic acid (1.2 g, 2.mmol, prepared as described below), 1- hydroxybenzotriazole hydrate (324 mg, 2.4 mmol), 1-ethyl-3-(3- dimethylaminopropyl)carbodiimide hydrochloride (460 mg, 2.4 mmol) and lambda/-ethyl morpholine (690 mg, 0.76 ml, 6 mmol) in dichloromethane (10 ml) was stirred at room temperature for 10 minutes. A solution of [(2-chloro-4- difluorophenyl)methyl]amine (319 mg, 2 mmol) in dichloromethane (1 ml) was added and the reaction stirred at room temperature for 4 hours. The reaction mixture was diluted with saturated sodium bicarbonate solution and dichloromethane. The organic layer was separated washed with water and brine, dried and evaporated. The residue was purified by column chromatography on silica gel eluting with ethyl acetate/hexane mixtures (1 :1 to neat ethyl acetate), followed by silica gel chromatography eluting with dichloromethane/methanol (40:1 ) to give lambda/-[(2-chloro-4- fluorophenyl)methyl]-2-(1 ,4-dimethyl-1 H-pyrazol-5-yl)acetamide.LC/MS [M+H]+ = 329, retention time = 2.35 minutes.

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, 2-Chloro-4-fluorobenzylamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXO GROUP LIMITED; WO2008/125600; (2008); A2;,
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. 121-27-7, name is 5-Chloro-2-(4-chlorophenoxy)aniline, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 5-Chloro-2-(4-chlorophenoxy)aniline

In the reactor was added 800kg 44.45% nitrosyl sulfuric acid solution,Warmed to 25 C,The melted 700kg amino material slowly added to the reactor,The reaction was incubated at 30 ~ 35 2 hours to complete the reaction of the amino compound,

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 121-27-7.

Reference:
Patent; Jiangsu Yi Ke Chemical Co., Ltd.; Yi Jianghua; Xie Shoulei; Yu Qianli; (6 pag.)CN107353185; (2017); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 328-84-7, 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. 328-84-7, name is 3,4-Dichlorobenzotrifluoride belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

a. 1,3-Bis(2-chloro-alpha,alpha,alpha-trifluoro-p-tolyloxy)benzene A solution of potassium hydroxide (3.26 g. 0.05 mole, 85%) in water (~3 g.) is added slowly dropwise to a solution of resorcinol (2.75 g. 0.025 mole) and 3,4-dichloro-alpha,alpha,alpha-trifluorotoluene (10.75 g. 0.05 mole) in sulfolane (125 ml) at 150-160 C., with stirring. When the addition is complete, the strongly colored reaction mixture is stirred at 150-160 C. overnight, then cooled, diluted with benzene (200 ml), and washed cautiously with water (700 ml). Hexane (200 ml) is added and the mixture washed with water (600 ml), dilute sulfuric acid (600 ml), dilute sodium hydroxide solution (600 ml), and water (600 ml), dried, and the solvent removed to give 1,3-bis(2-chloro-alpha,alpha,alpha-trifluoro-p-tolyloxy)benzene (8.6 g 65%) b.p. 160-70 C./0.1 mm.

The synthetic route of 3,4-Dichlorobenzotrifluoride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Rohm and Haas Company; US4046798; (1977); A;,
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. 7149-75-9, name is 4-Chloro-3-methylaniline, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H8ClN

General procedure: To a solution of ethyl acetoacetate (10 mmol) in 40 mL of toluene was added appropriate amine(10 mmol) and a catalytic amount of potassium tert-butoxide. The resulting mixture was heated torefluxing for 6 hours. After the reaction mixture was cooled to room temperature, the solvent wasremoved under rotovap and the crude product was purified by flash chromatography on silica gelusing hexane:EtOAc (1:1) to afford desired products as colorless crystalline solid (40%-63%).

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; Tang, Jing; Huber, Andrew D.; Pineda, Dallas L.; Boschert, Kelsey N.; Wolf, Jennifer J.; Kankanala, Jayakanth; Xie, Jiashu; Sarafianos, Stefan G.; Wang, Zhengqiang; European Journal of Medicinal Chemistry; vol. 164; (2019); p. 179 – 192;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 5719-08-4, 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. 5719-08-4, name is 4-Chloro-9H-pyrimido[4,5-b]indole belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 8/V-methyl-4-(4-morpholinyl)-3-(1 H-pyrimido[4,5-6]indol-4-ylamino)bentrifluoroacetate?TFA4-Chloro-1 H-pyrimido[4,5-6]indole (0.080 g, 0.393 mmol), 3-amino-/v-methyl-4-(4- morpholinyl)benzenesulfonamide (0.128 g, 0.471 mmol), silver tnfluoromethanesulfonate (0.151 g, 0.589 mmol) and A/-Methyl-2-pyrrolidone (NMP) (1.0 mL) were combined in a microwave vessel and heated in the microwave at 180 C for 40 minutes. The reaction was filtered and purified via reverse phase HPLC (Waters Sunfire, 30x100mm column, 26-60% Acetonitrile/Water with 0.1 % TFA) to afford A/-methyl-4-(4-morpholinyl)-3-(1 H- pyrimido[4,5-6]indol-4-ylamino)benzenesulfonamide (0.049 g, 28% yield).

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-Chloro-9H-pyrimido[4,5-b]indole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXOSMITHKLINE LLC; HAMMOND, Marlys; ZHAO, Yongdong; WO2011/56739; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 94-97-3, 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. 94-97-3 name is 5-Chloro-1H-benzo[d][1,2,3]triazole, 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.

A solution of 5-chloro-1/-/-benzotriazole (1 53 g) in THF was added at 0C to a mixture of diisopropylic azodicarboxylate (2 ml_), triphenyl phosphine (2.9 g) and allyl alcohol (1.4 mL) in THF. After stirring one hour at 00C, the mixture was concentrated under reduced pressure to give a residue that was purified by chromatography (SiO2, heptane/EA) to afford 2-allyl-5-chloro-2/-/-benzotriazole (1.02 g, 53%). A mixture of 1- allyl-5-chloro-1/-/-benzotriazole and 1-allyl-6-chloro-1/-/-benzotriazole was also recovered (0.9 g, 47%). Alternatively, 2-allyl-5-chloro-2H-benzotriazole [4.87 g, 25%,Rf =0.4 (1 :3 EA/heptane)] was obtained using a procedure similar to that described in Example 1 , part a, except using 3-bromopropene. Similarly, a mixture of 1-allyl-5- chloro-1 H-benzotriazole and 1-allyl-6-chloro-1/-/-benzotriazole was also recovered [10.81 g, 56%, Rf =0.2 (1 :3 EA/heptane)]

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Chloro-1H-benzo[d][1,2,3]triazole, and friends who are interested can also refer to it.

Reference:
Patent; MERIAL LIMITED; AVENTIS AGRICULTURE; WO2008/144275; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 108649-59-8, 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. 108649-59-8 name is 1-(2-Bromoethyl)-2,4-dichlorobenzene, 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.

1- (2-BROMOETHYL)-2, 4-CHLOROBENZENE * (6.8g) was mixed with sodium sulphite (3.36g) in a 4: 1 mixture of water : dioxan (50MI) and heated to 140C overnight. A further 25ML of dioxan was added and reflux continued for a further 24 hours.. The mixture was then cooled to room temperature and concentrated in vacuo. The residue was triturated with diethyl ether and dried to give the title compound. RT 3.68min [M-Na] + 253. * Sharafian et AL., J. Het. Chem. 1994,31, 6,1421

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-(2-Bromoethyl)-2,4-dichlorobenzene, and friends who are interested can also refer to it.

Reference:
Patent; GLAXO GROUP LIMITED; WO2004/52851; (2004); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics