Month: November 2020

623-50-7, Adding a certain compound to certain chemical reactions, such as: 623-50-7, Ethyl 2-hydroxyacetate, 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, 623-50-7, blongs to alcohols-buliding-blocks compound.

2-Chloro-3-pyridinecarbonitrile, 1 , (4.0Og, 28.9mmol), Cs2CO3 (28.2g, 86.6mmol) and ethyl glycolate (3mL, 31.7mmol) were placed in a flask under Ar(g). Dry NMP was added, and the suspension was heated at 75C for 2Oh with vigorous stirring. The reaction mixture was cooled to rt, whereupon water (200 mL) and Et2theta (3 x 10OmL) were added. The organic layers were combined, washed with water (3 x 15mL) before being dried (MgSO4) and concentrated in vacuo. Purification by flash column chromatography on silica (eluant 15-40% EtOAc/Hex) gave 2 (2.41 g, 1 1 Jmmol, 40%) as a white solid.1H NMR (400MHz, CDCI3) deltaH: 8.51 (dd, J=5.0, 2.0Hz, 1 H), 7.96 (dd, J=8.0, 2.0Hz, 1 H), 7.23-7.28 (m, 1 H), 4.44 (q, J=7.0Hz, 2H), 4.01 (br. s., 2H), 1.44 (t, J=7.0Hz, 3H).MS (ES+) 229 (100%, [M+Na]+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,623-50-7, its application will become more common.

Reference:
Patent; KARUS THERAPEUTICS LIMITED; SHUTTLEWORTH, Stephen Joseph; CECIL, Alexander Richard Liam; HILL, Thomas James; SILVA, Franck Alexandre; WO2011/21038; (2011); A1;,
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770-71-8, Adding a certain compound to certain chemical reactions, such as: 770-71-8, Adamantan-1-ylmethanol, 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, 770-71-8, blongs to alcohols-buliding-blocks compound.

Preparation 7.2 Adamant-1-ylmethyl methanesulfonate (III) A mixture of 3 g of adamantan-1-ylmethanol and 5 ml of triethylamine in 50 ml of DCM is cooled to 0 C., 2 ml of methanesulfonyl chloride are added dropwise, and the mixture is left to stir while allowing the temperature to return to AT. A mixture of water/ice is added to the reaction mixture, the mixture is extracted with DCM, the organic phase is dried over Na2SO4, and the solvent is evaporated off under vacuum. 2 g of the expected compound are obtained.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,770-71-8, its application will become more common.

Reference:
Patent; SANOFI-AVENTIS; US2009/281107; (2009); A1;,
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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. 2807-30-9, name is 2-Propoxyethanol. This compound has unique chemical properties. The synthetic route is as follows. 2807-30-9

100 g of 2-n-propoxyethanol,0.1 g of dodecyltrimethylammonium chloride was addedIn a reaction vessel equipped with a reflux condenser,120 g of thionyl chloride (content 99.0%Sulfuryl chloride content of 0.1%) by adding constant pressure dropping funnel,Stirring, slow to the reaction container dropwise addition of thionyl chloride, the reaction process release sulfur dioxide and hydrogen chloride gas,The temperature of the reaction solution was maintained at 30 ¡À 5 C by controlling the dropwise addition of thionyl chloride.Dropping of sulfoxide is completed, turn on heating,The temperature was gradually raised to 90 C according to the reaction gas evolution rate,Until no gas release, continue to heat 2h get crude; Crude direct distillation purification,105.9 g of chloroethyl n-propyl ether was obtained,After testing, product chromatographic content of 99.51%The water content was 0.17% and the yield was 89.97%.

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, 2807-30-9, 2-Propoxyethanol.

Reference:
Patent; Shandong Kaisheng New Materials Co., Ltd.; Zhang, Taiming; Bi, Yixia; Wang, Ronghai; Zhang, Shanmin; Li, Wenjuan; Jia, Yuanchao; (6 pag.)CN105348051; (2016); A;,
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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. 100-37-8, name is 2-(Diethylamino)ethanol, molecular formula is C6H15NO, The 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. 100-37-8

1. Synthesis of diethyl-[2-(2-methyl-[1,10]phenanthrolin-4-yloxy)-ethyl]amine To a suspension of sodium hydride (60% in mineral oil, 5.25 g, 131.1 mmol) in anhydrous THF (90 mL) a solution of N,N-diethyl-2-hydroxyethylamine (15.30 g, 131.1 mmol) in anhydrous THF (60 mL) was slowly added. The mixture was stirred at room temperature for 20 minutes and a solution of 4-chloro-2-methyl-[1,10]phenanthroline(6.00 g, 26.2 mmol) in anhydrous THF (90 mL) was slowly added. The reaction mixture was refluxed for 18 hours and then allowed to cool down to room temperature, quenched with 1 N HCl and evaporated. The residue was redissolved in 1N NaOH (150 mL) and extracted with methylene chloride (3 x 200 mL). The combined organic layers were dried (Na2SO4), filtered and concentrated in vacuo. The residue was washed with hexane and purified by flash chromatography (SiO2, MeOH/DCM, 1:40) to yield the pure product as an orange oil (5.1 g, 63%).

The chemical industry reduces the impact on the environment during synthesis 100-37-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; NOSCIRA, S.A.; EP2002863; (2008); A1;,
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100-37-8, 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. 100-37-8, name is 2-(Diethylamino)ethanol. This compound has unique chemical properties. The synthetic route is as follows.

180 g of 2-acetylsalicylic acid,And dissolved in 1000 ml of chloroform.The mixture was cooled to 5 C. 103 g of 1,3-Dicyclohexylcarbodiimide was added to the mixture.The mixture was stirred at room temperature for 2 hours. Solid waste is filtered out,It was washed with chloroform (3 ¡Á 300 ml).59 g of diethylaminoethanol was added to the reaction mixture.The mixture was stirred at room temperature for 3 hours. The organic solution was evaporated.After drying 220 g of the desired product was obtained (96%).

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, 100-37-8, 2-(Diethylamino)ethanol.

Reference:
Patent; Yu, Chauncy; Tech Fields Inc.; Schuh, Rina; (73 pag.)JP2017/105853; (2017); A;,
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621-63-6 , The common heterocyclic compound, 621-63-6, name is 2,2-Diethoxyethanol, molecular formula is C6H14O3, 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.

(d) 2,2-Diethoxyethyl (2S)-2-(Acetyloxy)phenylacetate A 3-necked, 250 mL, round bottom flask equipped with a stir bar and a condenser is charged with 2,2-diethoxyethanol (10 g), dry methylene chloride (100 mL) and triethylamine (9 g). The mixture is cooled to 0-5¡ã C. over a period of 1-2 hours. The flask is slowly charged with (2S)-2-(acetyloxy)phenylacetyl chloride (16.6 g) while maintaining IT<10¡ã C. over a period of 0.5-1 hour. The reaction is stirred at 15-20¡ã C. for 1-2 hours. The reaction mixture is filtered and the filter cake is washed with dichloromethane (10 mL). The organic layer is transferred to a separatory funnel and washed with deionized water (2*40 mL) followed by brine (1*30 mL). The organic layer is dried over anhydrous sodium sulfate and evaporated to give 21 g of 2,2-diethoxyethyl (2S)-2-(acetyloxy)phenylacetate as a syrup. According to the analysis of related databases, 621-63-6, the application of this compound in the production field has become more and more popular. Reference:
Patent; Brantford Chemicals Inc.; US6380388; (2002); B1;,
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870-72-4, 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. 870-72-4, name is Hydroxymethanesulfonic Acid Sodium Salt, the common compound, a new synthetic route is introduced below.

In a 1 L separable flask equipped with a mechanical stirrer, 3- (ethoxymethyl) aniline (15.1 g, 100 mmol),Sodium formaldehyde bisulfite(13.8 g, 100 mmol) and water (23.5 mL) were added, and aniline derivative 7 was synthesized by vigorous stirring at 70 C. for 1 hour and a half, and cooled in an ice bath at 0 C. After cooling, water (150 mL) was added, and the previously prepared aqueous solution of 4-nitrobenzendiazonium chloride (benzenediazonium salt 2) was added dropwise at 0 C. over 5 minutes. The reaction mixture was stirred for 3 hours while gradually warming to room temperature.

Statistics shows that 870-72-4 is playing an increasingly important role. we look forward to future research findings about Hydroxymethanesulfonic Acid Sodium Salt.

Reference:
Patent; JNC Corporation; JNC Petrochemical Co., Ltd.; Sagami Central Chemical Research Institute; Kobayashi, Osamu; Ichijo, Hiroki; Hirai, Kenji; Fujima, Daisuke; Koseki, Yohei; (61 pag.)JP2019/156841; (2019); A;,
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With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.355-80-6, name is 2,2,3,3,4,4,5,5-Octafluoro-1-pentanol, molecular formula is C5H4F8O, molecular weight is 232.0719, as common compound, the synthetic route is as follows.355-80-6

To a solution of freshly distilled pyridine (0.35 mL, 4.35 mmol) in 2,2,3,3,4,4,5,5-octafluoropentanol (8 mL, 0.06 mol) was added 9H-fluorene-2,4,7-trisulfonyl trichloride 1 (0.50 g, 1.08 mmol). The reaction mass was heated for 1 h in an oil bath maintained at 90-100 C. After cooling, the resulting solution was diluted with 2-propanol (20 mL) and treated with concentrated hydrochloric acid (1 mL). A gel-like precipitate formed throughout the reaction volume. It was allowed to settle down, then filtered off, washed twice with 2-propanol (2 x 5 mL), and finally with water to give the crude product (0.86-0.87 g). It was dissolved in boiling 2-propanol (15 mL) and crystallized on standing. Yield 0.80-0.82 g (71-72%). Mp. 177.0-177.5 C. IR (KBr),?/cm-1: 3096, 1382, 1182, 1036, 803, 592. The filtrate was distilled with steam. The organic phase was then separated, washed with water, and fractionally distilled to regenerate the excess of octafluoropentanol. 1H NMR (Acetone-d6, 300 MHz), deltaH/ppm: 4.54 (2H, s, -CH2-), 4.94 (2H, t, J = 13.5 Hz, -OCH2-), 5.02 (2H, t, J = 13.8 Hz, -OCH2-), 5.05 (2H, t, J = 13.5 Hz, -OCH2-), 6.70 (1H, tt, J1 = 51.0 Hz, J2 = 5.4 Hz, -CHF2), 6.76 (2H, tt, J1 = 51.0 Hz, J2 = 5.4 Hz, -CHF2), 8.24 (1H, d, J = 8.4 Hz, Ar-H), 8.47 (1H, s, Ar-H), 8.69 (1H, s, Ar-H), 8.81 (1H, s, Ar-H), 8.92 (1H, d, J = 8.4 Hz, Ar-H). Found: C, 31.91; H,1.48; S, 9.02%; molecular formula C28H16F24O9S3 requires C, 32.07; H, 1.54; S, 9.17%.

Statistics shows that 355-80-6 is playing an increasingly important role. we look forward to future research findings about 2,2,3,3,4,4,5,5-Octafluoro-1-pentanol.

Reference:
Article; Kurdyukova, Irina V.; Ishchenko, Alexander A.; Mysyk, Dmitriy D.; Dyes and Pigments; vol. 142; (2017); p. 201 – 211;,
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115-20-8, 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 115-20-8 as follows.

Carbon monoxide was bubbled through a solution of 11′- iodovinorelbine (151 mg, 0.167 mmol), triethylamine (169 mg, 1.67 mmol) and bis (triphenylphosphine) palladium (II) dichloride (23 mg, 0.033 mmol) in a mixture of DMF/2,2, 2-trichloroethanol (4 mL, 1 : 1) for 5 min. The reaction mixture was heated at 50 C for 14 h under one atmosphere of carbon monoxide (balloon). The solution was diluted with ethyl acetate (35 mL) then washed with saturated NaHC03 (2 x 20 mL) and brine (20 mL), dried over MgS04, and evaporated to dryness in vacuo. The residue was purified by reverse phase chromatography (C18, acetonitrile/water, 0.05% TFA) to provide 11′- (2,2, 2-trichloroethoxycarbonyl) lvinorelbine Trifluoroacetate (78 mg, 40% yield) as a white powder after lyophilization

The chemical industry reduces the impact on the environment during synthesis 115-20-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; AMR TECHNOLOGY, INC.; WO2005/55943; (2005); A2;,
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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. 558-42-9, name is 1-Chloro-2-methyl-2-propanol. This compound has unique chemical properties. The synthetic route is as follows. 558-42-9

Example 1; l-Chloro-2-methyl-2-propyl methyl 1 ,4-dihydro-2,6-dimethyl-4-(3- nitrophenyl)- 1 -pyridine-3 , 5 -dicarboxylate; 31 g (0.26 moles) of thionyl chloride were added dropwise under stirring to a mixture of 78 g (0.235 moles) of 2,6-dimethyl-5-methoxycarbonyl-4- (3-nitrophenyl)-l,4-dihydropyridine-3-carboxylic acid, 420 ml methylene dichloride and 110 ml dimethyl formamide kept at temperature of -20C – +2¡ã under nitrogen. After terminating the addition of the thionyl chloride the stirring was continued under nitrogen for a further hour. To the above mixture a solution of 26 g (0.24 moles) of l-chloro-2-methyl-2-propanol in 60 ml methylene dichloride was added dropwise while stirring under nitrogen at a temperature of -50C – O0C. The stirring was continued for 3 EPO hours at O0C, afterwards the mixture was allowed to stand for 24 hours at room temperature. The solvent was evaporated under vacuum and the residue was dissolved in 1200 ml of ethylacetate. The organic solution was washed with saturated solution of sodium chloride and afterwards with a solution of 5percent Na2CO3. The organic layer was separated and dried with Na2SO4. The organic solution was evaporated to 500 ml and allowed to stand at O0C for 24 hours. The l-Chloro-2-methyl-2-prorhoyl methyl 1,4- dihydro-2,6-dimethyl-4-(3-nitrophenyl)-l-pyridine-3,5-dicarboxylate thus obtained was filtered and dried at 5O0C under vacuum. The weight was 58 g ( 58 percent yield) of about 98percent purity as determined by HPLC analysis, shown in Figure 1.The method for performing the HPLC was as follows:HPLC: Merck-Hitachi with autosamplerColumn: Symmetry C 18, 4,6 x 250mm (Waters)Detector: UV 237nmMobile Phase: 60percent Acetonitrile + 40percent buffer pH 4.0Flow rate: lml/minInjection Volume: 20mulTemparature: 3O0CThe buffer pH 4.0 was prepared by dissolving 5.14g potassium di- hydrogen phosphate and 2.4 ml triethylamine in 980 ml water with mixing. The pH of the solution was adjusted to 4.0 with phosphoric acid and distilled water was added to make 1 liter, and the solution was mixed.The product has the following 1H NMR Spectrum (300 MHz, CDCI3): 8.11 (lH,m), 8.04 (lH,m), 7.64 (lH,d, J=7.5Hz), 7.37 (lH,t, J=8.1Hz), 3.64 (3H,s), 2.97 (lH,s) 2.90 (lH,s) 2.35 (3H,s) 2.34 (3H,s), 1.47 (3H,s), 1.44 (3H,s).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,558-42-9, 1-Chloro-2-methyl-2-propanol, and friends who are interested can also refer to it.

Reference:
Patent; MOTIVAN LTD.; WO2006/59332; (2006); A1;,
Alcohol – Wikipedia,
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