Category: 10061-02-6

Some common heterocyclic compound, 10061-02-6, name is trans-1,3-Dichloropropene, molecular formula is C3H4Cl2, 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. Safety of trans-1,3-Dichloropropene

To a solution of i-Pr2NH (7.06 mL, 50.4 mmol, dried over CaH2) in dry THF (50 mL) cooled at -78 C under N2 was added n-BuLi (24.6 mL, 49.2 mmol, 2.0 M) dropwise. The resultant solution was allowed to warm to 0 C followed by stirring for 1 h at the same temperature to form a yellow solution of lithium diisopropylamide (LDA).To the above prepared LDA solution cooled at -78 C, was added slowly methyl acetoacetate (2.59 mL, 24 mmol) followed by stirring at 0 C for 1 h. To the resultant solution cooled at -78 C was added a solution of (E)-1,3-dichloropropene (1.85 mL, 20 mmol) in dry THF (10 mL) using a syringe followed by stirring for 10 min at the same temperature. The reaction was allowed to warm to 0 C; after stirringat 0 C for 16 h and at room temperature for another 2 h, the reaction was quenched by addition of H2O (50 mL). The reaction mixture was extracted with EtOAc (50 mL x 3). The combined organic layer was washed with brine (50 mL) and dried over anhydrous Na2SO4, filtered, and concentrated under reduced pressure. The residue was purified by flash column chromatography over silica gel (17% EtOAc in hexane) to afford the product 44 (3.31 g, 87%) as a colorless oil. IR (film): 2955, 2929, 1747, 1717, 1633,1438, 1323, 1261 cm1; 1H NMR (400 MHz, CDCl3) d 5.96 (d,J 13.2 Hz, 1H), 5.82 (dt, J 13.2, 7.2 Hz, 1H), 3.68 (s, 3H), 3.41 (s,2H), 2.61 (t, J 7.2 Hz, 2H), 2.30 (dt, J 7.2, 7.2 Hz, 2H); 13C NMR(100 MHz, CDCl3) d 201.2, 167.4, 131.7, 118.4, 52.5, 49.0, 41.8, 24.6;HRMS (CI) calcd for C8H12ClO3 191.0475 (MH), found 191.0470 and C8H1237ClO3 193.0445 (MH), found 193.0448.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 10061-02-6, its application will become more common.

Reference:
Article; Su, Ye-Xiang; Dai, Wei-Min; Tetrahedron; vol. 74; 13; (2018); p. 1546 – 1554;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 10061-02-6, A common heterocyclic compound, 10061-02-6, name is trans-1,3-Dichloropropene, molecular formula is C3H4Cl2, 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.

Eine geruehrte Loesung von 77,7 ml Diisopropylamin und 200 ml Tetrahydrofuran wird auf -20 C gekuehlt und waehrend 15 Minuten mit 200 ml 2,5 M n-Hexyllithiumloesung (in Hexan) versetzt. Die Loesung wird 15 Minuten bei -20 C nachgeruehrt und anschliessend wird waehrend 30 Minuten eine Loesung von 75,3 ml Isovaleriansaeureethylester in 80 ml Tetrahydrofuran zugetropft. Die Loesung wird 10 Minuten nachgeruehrt und dann waehrend 10 Minuten bei -20 C mit 80 ml DMPU versetzt. Zugabe von 8,2 g Natriumiodid und 19,5 g trans-1,3-Dichlorpropen. Das Reaktionsgemisch wird noch 23 Stunden bei – 20 C nachgeruehrt und anschliessend mit 500 ml 20%-iger waessriger Ammoniumchloridloesung versetzt. Die Mischung wird mit tert.-Butylmethylether (2x 400 ml) extrahiert und die organischen Phasen nacheinander mit 0,1 M Natriumthiosulfatloesung (1x 500 ml), Wasser (1x 500 ml) und Sole (1x 500 ml) gewaschen. Die vereinigten organischen Phasen werden mit 150 g Natriumsulfat getrocknet und eingedampft. Aus dem Rueckstand wird mittels Destillation die Titelverbindung A1 als farbloses Oel erhalten (86,1 g, 84 %). 1H-NMR (400 MHz, CDCl3, delta) : 0,95 (m, 6H), 1,30 (t, 3H), 1,92 (m, 1H), 2,20 – 2,40 (m, 3H), 4,20 (m, 2H), 5, 80 – 6,10 (m, 2H) ppm.

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; Speedel Pharma AG; EP1200384; (2004); B1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 10061-02-6, 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 10061-02-6 as follows.

A reactor was charged with 1.0 kg (9.0 mol) of trans-1, 3-dicloropropene, 3 L of acetonitrile and 1.02 kg (10 mol) of sodium bromide. The suspension was heated to reflux for at least 24 hours, then cooled to 20/250C at the end of the reaction; the salts were filtered and washed with 2 x 500 mL of acetonitrile. The filtrate was distilled through a Vigreux column at atmospheric pressure and internal temperature of 80/l00C to remove the acetonitrile, getting 1.096 kg of a dark orange oil. Weight composition by 1H-NMR: 89% of trans-3-bromo-l- chloropropene, 8% of trans-1, 3 -dicloropropene and 3% of solvent. 1H NMR (CDC13) delta: 3.93 (m, 2H, CH2), 6.14 (m, IH, CH), 6.33 (dt, IH, CHCl). MS (EI) m/z: 156 (M+), 77.

According to the analysis of related databases, 10061-02-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F.I.S. FABBRICA ITALIANA SINTETICI S.p.A; WO2008/6394; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 10061-02-6, name is trans-1,3-Dichloropropene, 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 10061-02-6, Product Details of 10061-02-6

2-Chloroethylammonium chloride (Entry 1) was reacted with 2-methyl-4-nitrophenyl isothiocyanate according to Method C1a to give the thiazolidine, which was reacted with (E)-1,3-dichloropropene according to Method D2a to give 2-(2-methyl-4-nitrophenylimino)-3-((E)-chloroprop-1-en-3-yl)-1,3-thiazolidine

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, trans-1,3-Dichloropropene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Bayer Corporation; US6353006; (2002); B1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 10061-02-6, name is trans-1,3-Dichloropropene, 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 10061-02-6, Quality Control of trans-1,3-Dichloropropene

To a 3000 mL three-necked flask equipped with a thermometer, a condenser, a constant pressure dropping funnel and a stirrer, 437.2 g (1.0 mol) of fipronil, 60 g (1.5 mol) of NaOH and 1500 mL of ethanol were added, 138.8 g (1.25 mol) of 1,3-trans-dichloropropene was added dropwise at -10 C, and after completion of the dropwise addition, the temperature was controlled at -10 C for 24 hours. The reaction was completed, filtered, the filtrate was adjusted with concentrated hydrochloric acid system pH to neutral, under 40 C vacuum solvent recovery, the residue was slowly added dropwise to ice water, the temperature was controlled at 0 ~ 5 crystallization, filtration, residue by methanol Crystallization, filtration, drying, to give a white crystalline solid 390.0g. Yield 72.8%, liquid chromatography quantitative analysis of content of 95.5%.

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, trans-1,3-Dichloropropene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hunan Chemical Institute Co., Ltd.; Du Shenghua; Lan Shilin; Liu Weidong; Liu Yuan; Huang Chaoqun; Wang Yanli; Luo Liangming; (6 pag.)CN105949126; (2016); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 10061-02-6, 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. 10061-02-6 name is trans-1,3-Dichloropropene, 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 mixture of step (2) obtained N- hydroxy phthalimide was dissolved in 10%aqueous sodium hydroxide was added dropwise at room temperature 65.8g of trans-1,3-D, the reaction is complete, filtration to give 2-(3-chloro-allyloxy)isoindole-1,3-dione

At the same time, in my other blogs, there are other synthetic methods of this type of compound, trans-1,3-Dichloropropene, and friends who are interested can also refer to it.

Reference:
Patent; Shandong Kaisheng New Materials Co., Ltd.; Wang, Deyao; Zhang, Taiming; Wu, Yixia; Wu, Qiang; Song, Liwei; Xie, Shengming; (5 pag.)CN105348139; (2016); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

10061-02-6, name is trans-1,3-Dichloropropene, belongs to chlorides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Recommanded Product: 10061-02-6

PREPARATION OF DIAZOKETONE (4C)Ester (2a) (4.3 g, 28 mmol) was added to a solution of sodium hydride (60% dispersion in mineral oil, 1.4 g, 36 mmol) in DMF (50 mL) at 0 C. The mixture was stirred for 10 min before the addition of 1,3-dichloro-1-propene (1:1 E,Z-mixture, 92%, 4.1 mL, 42 mmol) and warmed to r.t. After 4 h, the reaction was quenched by addition of sat. NH4Cl solution (20 mL), and the reaction mixture was extracted with Et2O (100 mL*2). The organic phase was washed with brine (50 mL), dried over MgSO4, filtered and concentrated. Purification of the residue by flash column chromatography (hexanes-EtOAc, 3:1) gave methyl ester (4a) (1.8 g, 30%).Rf 0.53 (hexanes-EtOAc, 1:1). 1H NMR (500 MHz, CDCl3): d 6.19 (dt, J=1.2, 13.2 Hz, 1H), 5.94 (dt, J=7.9, 13.3 Hz, 1H), 3.85 (s, 3H), 3.16 and 3.02 (ABq, J=18.2 Hz, 2H), 2.67 2.56 (m, 2H), 2.21 (s, 3H). 13C NMR (125 MHz, CDCl3): d 202.7, 168.6, 125.5, 123.7, 118.2, 54.1, 48.9, 44.6, 38.1, 29.6.

The synthetic route of 10061-02-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SNU R&DB FOUNDATION; US2011/28741; (2011); A1;,
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 10061-02-6 as follows. 10061-02-6

To a 3000 mL three-necked flask equipped with a thermometer, a condenser, a constant pressure dropping funnel and a stirrer, 437.2 g (1.0 mol) of fipronil, 60 g (1.5 mol) of NaOH and 1500 mL of ethanol were added, 138.8 g (1.25 mol) of 1,3-trans-dichloropropene was added dropwise at -10 C, and after completion of the dropwise addition, the temperature was controlled at -10 C for 24 hours. The reaction was completed, filtered, the filtrate was adjusted with concentrated hydrochloric acid system pH to neutral, under 40 C vacuum solvent recovery, the residue was slowly added dropwise to ice water, the temperature was controlled at 0 ~ 5 crystallization, filtration, residue by methanol Crystallization, filtration, drying, to give a white crystalline solid 390.0g. Yield 72.8%, liquid chromatography quantitative analysis of content of 95.5%.

According to the analysis of related databases, 10061-02-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hunan Chemical Institute Co., Ltd.; Du Shenghua; Lan Shilin; Liu Weidong; Liu Yuan; Huang Chaoqun; Wang Yanli; Luo Liangming; (6 pag.)CN105949126; (2016); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

10061-02-6, A common compound: 10061-02-6, name is trans-1,3-Dichloropropene, belongs to chlorides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

Example 1; 382g (406ml) of DMF were initially charged in a Schmizzo and 137g (141 ml) of 1.0 eq. NaOMe (30% solution in methanol) were added. This mixture was then heated to 600C (+ 3C) and 131g (0.753mol) of dimethyl isopropylmalonate were metered in within one hour. Subsequently, a methanol/DMF mixture (201 g) was distilled off under pressure (300 mbar to 60 mbar) and a temperature of 600C. Thereafter, at 800C (+ 30C), 86 g (79 ml, 0.779 mol, 1.03 eq.) of 1 ,3-dichloropropene were metered in within one hour and the reaction mixture was then heated at 800C (+ 3C) for two hours.The reaction mixture was heated to 1400C and a 25% solution of LiCI (0.6 eq.) in methanol (19 g of LiCI in 58 g of methanol) was metered in within two hours, and the reaction mixture was heated at 140-1420C for a further 6 hours, in the course of which a portion of the methanol was distilled off and approx. 1.5 mol of gas (mainly CH3CI and CO2) formed. The maximum amount of gas in the first half hour was approx. 6 liters.On completion of reaction, the solvent (DMF) and the excess methanol were distilled off substantially fully under reduced pressure. The remainder was admixed with 200 g of water, 89 g of 34% HCI and 200 g of MTBE, and the phases were separated. The organic phase was washed 1x with 50 g of water and the solvent was removed under reduced pressure. Approx. 140 g of product were obtained, of which approx. 125 g were ester and 13 g the corresponding acid.To prepare the corresponding acid, the above product was processed further. 140 g of crude product were suspended in 15O g of water and 70 g of 50% NaOH (1.15 eq.) were added. The reaction mixture was initially charged in an autoclave and heated at max. 3 bar and a temperature of 100-1100C for two hours. On completion of reaction, the methanol formed was distilled off via the top. Thereafter, the mixture EPO was adjusted to pH 1.5 with H2SO4 (76%) and extracted 2x with 100 g of IPAT each time, and the solvent was removed under reduced pressure. 125-127 g of acid (96% of theory) were obtained as a colorless liquid; Example 2; A reaction vessel was charged with dimethylformamide (406 ml, 382 g) and sodium methoxide (140 ml, 136 g, 753 mmol, a 30% solution in methanol). The reaction mixture was heated to 600C. Dimethyl isopropylmalonate (127 ml, 131 g, 753 mmol) was metered in within thirty minutes, and methanol was distilled off at a temperature of 69-74C and a pressure of 330-50 mbar. frans-1 ,3-Dichloropropene (70 ml, 84 g, 753 mmol) was metered in at 800C within one hour and the reaction solution was stirred at 8O0C for ninety minutes.CaCb (83.5 g, 753 mmol) was added and the mixture was heated to 140-1450C. Methanol was metered in continuously (a total of 30 ml, 24 g, 742 mmol), in the course of which the reaction temperature was kept at approx. 140-1450C. The suspension is stirred at this temperature for 12 hours, in the course of which gas (mainly CH3CI and CO2) formed. The maximum amount of gas in the first half hour was approx. 6 liters.Dimethylformamide (260 ml, 247 g) was distilled off at 70-800C and a pressure of (150 – 25 mbar). The resulting suspension was cooled to 55C, and admixed with 250 g of water, 90 g of HCI (a 34% aqueous solution) and 190 g of MTBE. The phases were separated and the organic phase was washed with 100 g of water. The organic phase thus obtained was worked up as follows: EPO The organic MTBE phase was concentrated under reduced pressure. The remainder of MTBE was removed by adding 50 g of water and distilling off an MTBE/water mixture.Water (135 g) and sodium hydroxide solution (75 g, 49 ml, a 50% aqueous solution) were added, and the reaction solution was heated at a pressure of max. 3 bar and 105-1100C for two hours. On completion of reaction, approx. 60 ml of an MeOH/water mixture were distilled off. Thereafter, water (135 g) was added and adjusted to pH 3.0-4.0 with H2SO4 (76% aqueous solution). The solution was admixed with isopropyl acetate at 25C and the phases were separated. The organic phase was washed with 30 g of water and the solvent was removed under reduced pressure. 191 g of racemic acid were obtained as brownish liquid (92% of theory).The organic MTBE phase was extracted with water (25 g) and sodium hydroxide solution (10 g, 50% aqueous solution), and then washed with water (25 g). The combined aqueous phases contained 17 g of rac. acid (13% of theory) which can be esterified with MeOH and catalytic amounts of H2SO4.The organic phase was concentrated under reduced pressure and the residue was distilled at 170-1710C and standard pressure. 113 g of rac. ester were obtained as a colorless liquid (79% of theory).

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, trans-1,3-Dichloropropene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; DSM FINE CHEMICALS AUSTRIA NFG GMBH & CO KG; WO2007/17018; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

10061-02-6, 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 10061-02-6 as follows.

General procedure: Activated Al2O3 (10 g) was stirred with a solution of 0.56 g (5 mmol) of t-BuOK in 10 mL of tert-butyl alcohol under argon for 20 min. The solvent was removed in a vacuum. To the dry residue was added 0.65 g (5 mmol) of ethyl acetoacetate 1b, the mixture was stirred for 1 h under an argon atmosphere. Then, 0.55 g (5 mmol) of (E)-1,3-dichloropropene 2 was added to the mixture, and the mixture was stirred until the reaction completed (8-10 h, GLC monitoring). The solid was washed with ethyl acetate (150 mL) on as hort column, and the solvent was removed in avacuum. The crude product was purified by column chromatography (SiO2, hexane-ethyl acetate, 9 :1?8 : 2). Yield 0.81 g (79%).

According to the analysis of related databases, trans-1,3-Dichloropropene, the application of this compound in the production field has become more and more popular.

Reference:
Letter; Shakhmaev; Sunagatullina, A. Sh.; Alieva; Zorin; Russian Journal of General Chemistry; vol. 87; 10; (2017); p. 2472 – 2476; Zh. Obshch. Khim.; vol. 87; 10; (2017); p. 1723 – 1727,5;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics