Tag: M.W=100-200

Some common heterocyclic compound, 7149-75-9, name is 4-Chloro-3-methylaniline, molecular formula is C7H8ClN, 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. category: chlorides-buliding-blocks

Step 1 (0424) To a mixture of 5-hydroxy-3,4-dihydro-2H-naphthalen-1-one (693 mg), 4-chloro-3-methylphenylamine (550 mg) and methanol (20 mL) was added decaborane (236 mg), and the mixture was stirred at room temperature for 8 hours. After the mixture was diluted with ethyl acetate, to the resulting mixture was added aminopropyl silica gel powder (5 g). The resulting mixture was filtered and the filtrate was concentrated under reduced pressure to give 5-(4-chloro-3-methylphenylamino)-5,6,7,8-tetrahydronaphthalen-1-ol (1.1 g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 7149-75-9, its application will become more common.

Reference:
Patent; Kissei Pharmaceutical Co., Ltd.; Inoue, Hitoshi; Ohno, Kohsuke; Nakamura, Tetsuya; Ohsawa, Yusuke; (58 pag.)US2016/362368; (2016); A1;,
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Electric Literature of 20850-43-5, These common heterocyclic compound, 20850-43-5, name is 5-(Chloromethyl)benzo[d][1,3]dioxole, 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.

[[002511] To a mixture of 6-chloro-4- (3, 3-dimethyl-piperidin- 4-ylamino) -chromen-2-one, di-HBr salt (88 mg, 0.188 mmol) in THF was added Cs2CO3 (287 mg, 0.881 mmol) and the suspension was stirred for 5 min under nitrogen before 5-chloromethyl- benzo [[1,] 3] dioxole (124 mg, 0.363 mmol) was added dropwise. The mixture was stirred for 70 h at [25 C] before being refluxed 24 h. The reaction was concentrated with nitrogen flow. The crude product was partitioned between saturated aqueous [NAHC03] and EtOAc and the aqueous layer was extracted with EtOAc [(3X).] The combined organic layers were washed with saturated aqueous [NACL,] dried over [MGS04,] filtered, concentrated, and purified by C-18 RP LC-MS chromatography to afford 33 mg [(40%)] of the title compound as a white solid. MS (ESI (+) [Q1MS)] m/z 442 [(M+H)] + ; 1H NMR (300 MHz, DMSO) [B] ppm 0. [80] (s, 3H), 1. [06] (s, 3H), 1.52-1. 62 (m, [1H),] 1.84-2. 14 (m, 3H), 2.37-2. 55 (m, 1H), 2.80-2. 90 (m, 1H), 3.25-3. 37 (m, 1H), 3.39-3. 52 (m, 2H), 5.44 (s, 1H), 5.97-6. 02 (m, 2H), 6.73-6. 90 (m, 4H), 7.31-7. 38 (m, 1H), 7.60-7. 67 (m, 1H), 8.45-8. 50 (m, 1H).

Statistics shows that 5-(Chloromethyl)benzo[d][1,3]dioxole is playing an increasingly important role. we look forward to future research findings about 20850-43-5.

Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; WO2003/106452; (2003); A2;,
Chloride – Wikipedia,
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Electric Literature of 2106-02-7, These common heterocyclic compound, 2106-02-7, name is 2-Chloro-4-fluoroaniline, 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 8; Synthesis of N-(2-chloro-4-fluoropheny?-N-(2-cvano-4-fluorophenv?-2-(5- isoquinolinyloxy)acetamide; 1 ) 2-[Y2-chloro-4-f*luorophenyl)amino1-5-fluorobenzonitrile; To a solution of 2-chloro-4-fluoroaniline (3.07 g) in N-methyl-2-pyrrolidone (40ml) was added potassium t-butoxide (4.97 g), the solution was stirred for 10 minutes, added 2,5-difluorobenzonitrile (3.26 g) in N-methyl-2-pyrrolidone (4ml), and then the solution was stirred for 4 hours at room temperature. While cooling on ice, water was added and then extraction was conducted with ethyl acetate. The organic phase was washed with water and a saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The resultant residue was purified by a silica gel chromatography (hexane:chloroform=6: l to 1 : 1) to obtain an orange solid, which was washed with hexane (40 ml) to obtain the title compound (2.62 g) as a pale orange solid.

The synthetic route of 2106-02-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BANYU PHARMACEUTICAL CO.,LTD.; SUGIMOTO, Yuichi; SATOH, Atsushi; NISHIMURA, Teruyuki; WO2010/117084; (2010); A1;,
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Some common heterocyclic compound, 6276-54-6, name is 3-Chloropropan-1-amine hydrochloride, molecular formula is C3H9Cl2N, 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 C3H9Cl2N

General procedure: Toa suspension of lawsone (0.87 g, 5.0 mmol) in ethanol(10 mL) were added sequentially: i) the corresponding amine (5.5 mmol) – andtriethylamine (5.0 mmol, 0.7 mL) in the case of 3-(chloropropyl)aminehydrochloride – and ii) the respective aldehyde (6.0 mmol). The reactionmixture was stirred at RT, in the dark for 12h, after which time the orangeprecipitate was filtered, washed with ethanol, diethyl ether and dried undervacuum.Forthe syntheses of 6a, 6b, 6e, 6f, 6g and 6h, which are more soluble than the other products, the reactionswere carried out in the same amount of ethanol, but using 10.0 mmol of lawsone,10.0 mmol of heptylamine and 12.0 mmol of aldehydes.Compounds4a, 5a, 8a, 4b, 5b, 4c, 5c, 4d, 5d, 6d, 7d, 8d, 9e, 5g, 4h and 5h were synthesized as describedpreviously.3-5

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6276-54-6, its application will become more common.

Reference:
Article; da Silva, Gustavo B.; Neves, Amanda P.; Vargas, Maria D.; Marinho-Filho, Jose D.B.; Costa-Lotufo, Leticia V.; Bioorganic and Medicinal Chemistry Letters; vol. 26; 15; (2016); p. 3537 – 3542;,
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Synthetic Route of 622-24-2,Some common heterocyclic compound, 622-24-2, name is (2-Chloroethyl)benzene, molecular formula is C8H9Cl, 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-Ethyl-4-methyl-2-oxo-3-pyrroline-1-carboxamide (A) (35 g, 2.1 mol) and (2-chloroethyl)benzene (B) (32.8 g, Mix 2.52 mol) and add 50% sodium hydroxide solution (55ml),In a flask of a mixture of petroleum ether (72 ml) and copper iodide (5.07 g, 0.78 mol), the reaction was carried out at 85C for 9 hours. After the reaction was completed, the temperature was lowered to 6C to obtain of 3-ethyl-4-methyl-2-oxo-N-(2-phenylethyl)-2,5-dihydro-1H-pyrrole-1-carboxamide (C) (53.8 g) in a yield of 85.24%.Purity is 99.78%.

The synthetic route of 622-24-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dong Dandan; (7 pag.)CN107963988; (2018); A;,
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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. 29671-92-9, name is Carbamimidic chloride hydrochloride belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. category: chlorides-buliding-blocks

Step 3; 2-Amino-6- (4-chloro-2-methylphenoxymethyl)benzonitrile mg; 0.29 mmol) and chloroformamidine hydrochloride (51.0 mg, 0.44 mmol) were heated at 140 C in diglyme for 3 hours. The reaction mixture was diluted with water, stirred for 2 hours, filtered, washed with water and dried. Purification by silica gel chromatography (5% methanol in dichloromethane) yielded 55 mg of the 5-(4-chloro- 2-methylphenoxymethyl) quinazoline-2,4-diamine.

The synthetic route of 29671-92-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DECODE CHEMISTRY, INC.; SINGH, Jasbir; GURNEY, Mark E.; WO2005/123724; (2005); A1;,
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Application of 83121-15-7, The chemical industry reduces the impact on the environment during synthesis 83121-15-7, name is 3,5-Dichloro-2,4-difluoroaniline, I believe this compound will play a more active role in future production and life.

In a 500ml stainless steel autoclave equipped with a hydrogen port, cooling circulating water, pressure gauge and electric heating device,160 g of methanol and 22.8 g (0.1 mol) of compound (II) 3,5-dichloro-2,4-difluoronitrobenzene were added.0.80 g of 3% platinum carbon and 0.85 g (0.007 mol) of 85% phosphoric acid were added by stirring, and the pipe was rinsed with 20 g of methanol to close the kettle;Wherein the molar amount of platinum carbon is calculated as 0.80*(1-60% aqueous)*3% dry basis platinum content/195.078 platinum molecular weight=0.0000492 mol; First, hydrogen is introduced to the internal pressure of 0.2 to 0.4 MPa for 2 to 3 times, then hydrogen is introduced to the internal pressure of 1.0 to 1.5 MPa, and the temperature is controlled at 75 to 80 C to stir the reaction. During the period, hydrogen is added until the pressure is no longer lowered.HPLC monitoring raw material (II) basically disappeared or the content was less than 0.5%; reaction 6h, the reaction solution was suction filtered, the filter residue was washed twice with methanol, 10ml each time; solid platinum carbon was recovered and applied; The filtrate was vacuum-recovered to recover a large amount of light yellow solids. The mixture was stirred and dripped into 50 g of water, stirred rapidly for 30 minutes, slowly cooled to 0 to 5 C for 1 h, filtered, and dried.The solid was further washed with water to neutrality, rinsed with 10 g of water, and dried at 50 C under normal pressure to obtain a white-white powdery solid. The weight: 19.0 g, content: 97.2%; yield: 96.0%.

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, 3,5-Dichloro-2,4-difluoroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Jiangsu Zhongqi Technology Co., Ltd.; Chen Qinghong; Zhang Pu; Wang Fengyun; Hou Yuanchang; (7 pag.)CN109369414; (2019); 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. 6940-78-9, name is 1-Bromo-4-chlorobutane, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C4H8BrCl

General procedure: A 2.6 M methanolic solution of MeSNa (23 mL, 1.2 equiv.) was added dropwise to a stirred solution of omega-bromochloroalkane 6 (50 mmol) in dry methanol (80 mL) at room temperature (r.t.). Stirring was continued until complete consumption of the dihalide (2-3 h, GC monitoring). The mixture was concentrated in vacuo and the resulting white slurry was taken in cold water and extracted with dichloromethane. After drying the organic phase over MgSO4, filtration and concentration in vacuo, the oily residue was purified by flash chromatography using silica gel (230-400 mesh) with hexane as eluent to afford 7a-d as light yellow oils.

According to the analysis of related databases, 6940-78-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Mavratzotis, Manolis; Cassel, Stephanie; Montaut, Sabine; Rollin, Patrick; Molecules; vol. 23; 4; (2018);,
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Synthetic Route of 4535-90-4,Some common heterocyclic compound, 4535-90-4, name is 2-Chloro-N-methylethanamine hydrochloride, molecular formula is C3H9Cl2N, 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.

A solution of 50 mg of 3-((2-(4-((3-(trifluoromethyl)benzyl)carbamoyl)pyridin-2-yl)-4-(piperidin-1-yl)phenyl)carbamoyl)benzoic acid 4.1e, 9.3 mg of N-methyl-N-(2-chloroethyl)amine hydrochloride, 43 muL of diisopropylethylamine, and 35 mg of HATU in 1000 muL of DMF was stirred for 1 h. The mixture was diluted with 20 mL of water, and the resulting precipitate was collected by filtration. It was dissolved in dichloromethane and the solution was washed with water and dried (Na2SO4). The solvent was evaporated to give 42 mg of product.

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-N-methylethanamine hydrochloride, its application will become more common.

Reference:
Patent; Ardelyx, Inc.; Lewis, Jason G.; Jacobs, Jeffrey W.; Reich, Nicholas; Leadbetter, Michael R.; Bell, Noah; Chang, Han-Ting; Chen, Tao; Navre, Marc; Charmot, Dominique; Carreras, Christopher; Labonte, Eric; (323 pag.)US9301951; (2016); B2;,
Chloride – Wikipedia,
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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. 32768-54-0, name is 2,3-Dichlorotoluene, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H6Cl2

EXAMPLE 1 Preparation of 2,3-dichloro-6-nitrotoluene 208 mmole concentrated nitric acid and 270 mmole concentrated sulfuric acid were mixed and cooled to ambient temperature. 200 mmole 2,3-dichlorotoluene was added to a reaction flask and was cooled in an ice-water bath. The acid mixture was added slowly with stirring to the dichlorotoluene keeping the dichlorotoluene in the ice-water bath. After all the acid had been added, the mixture in the ice-water bath was stirred for about 10 minutes. A drying tube was attached to the reaction flask and the reaction mixture warmed to ambient temperature. The reaction mixture was heated at 50 C. with stirring for three hours. The reaction mixture was transferred to a separatory funnel and the acid drained. The organic layer was washed with water and discarded. 1 % sodium carbonate was added to neutralize the acid. Ethyl acetate was added and partitioned the product to the organic phase. Ethyl acetate was added until the organic phase cleared. The organic phase was washed with water, followed by washing with half-saturated aqueous brine solution and washing with saturated aqueous brine solution. The organic phase was dried with sodium sulfate and the solvent evaporated under reduced pressure. The crude product was purified by flash column chromatography using silica gel 60 (35 to 70-um particle size) at 5% product loading. The elution solvent was 100% hexane. Unreacted starting material elutes first followed by the ortho nitro product then by a material hypothesized to be the para nitro compounds. The yield was about 50% of a light yellow solid based on 2,3-dichlorotoluene.

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; Roberts Laboratories Inc.; US5801245; (1998); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics