Category: 35203-44-2

Synthetic Route of 35203-44-2,Some common heterocyclic compound, 35203-44-2, name is 1-Propyl-1H-imidazole, molecular formula is C6H10N2, 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.

Take a 100 mL two-necked flask, add N-propyl imidazole (2.17 g, 19.0 mmol), 35 mL toluene,3-Bromopropyldiphenylphosphine oxide (6.46 g, 20.0 mmol) was added dropwise with heating and stirring; the reaction was carried out at 85°C for 8 h and cooled to room temperature. The upper layer of toluene is poured out, and 100 mL of deionized water is added to dissolve the product to obtain an aqueous phase.The aqueous phase was washed with an EtOAc_PE=3:1 organic phase (30 mL x 4) to separate the aqueous phase two;Di(2-ethylhexyl)phosphate (P204) (6.12 g, 19.0 mmol) was refluxed for 23 h under sodium.The resulting sodium salt was dissolved in dichloromethane and the previously separated aqueous phase was stirred at room temperature for 3 h.Add 50 mL of CH2Cl2 and stir to separate the organic phase. Wash the organic phase with deionized water (20 mL x 5)Separate the organic phase two, add anhydrous Na2SO4 to dry the organic phase two, filter,The majority of CH2Cl2 was evaporated under reduced pressure and vacuum dried at 70°C for 3 hours.The pale yellow viscous liquid was 10.93 g (yield 90percent),

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Propyl-1H-imidazole, its application will become more common.

Reference:
Patent; Ningbo University; Wang Junping; Liang Hongze; Feng Da; Zhao Jieying; Kang Xinchun; Zhang Xiaozhen; Shen Fei; Huang Feilong; (21 pag.)CN104945435; (2018); B;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 35203-44-2,Some common heterocyclic compound, 35203-44-2, name is 1-Propyl-1H-imidazole, molecular formula is C6H10N2, 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 100-mL two-neck flask was placed, N-propylimidazole (2.10 g, 18.0 mmol) and 35 mL of toluene were added, and 3-bromopropyldiethoxyphosphine oxide (5.18 g, 20.0 mmol) was added dropwise with heating and stirring.And reacted at 85 °C for 6 h and cooled to room temperature. Pour out the upper toluene,100 mL of deionized water was added to dissolve the product to obtain an aqueous phase. The aqueous phase was washed with an EtOAc_PE=3:1 organic phase (30 mL×4) to separate the aqueous phase II; di(2-ethylhexyl) phosphate (P204). ) (5.80 g, 18.0 mmol) was refluxed under the action of sodium for 24 h. The resulting sodium salt was dissolved in methylene chloride and the separated aqueous phase was stirred at room temperature for 3 h.Add 50 mL of CH2Cl2 and stir to separate the organic phase. The organic phase was washed with deionized water (20 mL×5) and the organic phase was obtained after liquid separation. The organic phase was dried by adding anhydrous Na 2 SO 4 , filtered, and most of the CH 2 Cl 2 was evaporated under reduced pressure and dried in vacuum at 70° C. for 3 h. Yellow sticky liquid product 9.45g (yield 86percent),

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Propyl-1H-imidazole, its application will become more common.

Reference:
Patent; Ningbo University; Wang Junping; Liang Hongze; Feng Da; Zhao Jieying; Kang Xinchun; Zhang Xiaozhen; Shen Fei; Huang Feilong; (21 pag.)CN104945435; (2018); B;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

35203-44-2, A common compound: 35203-44-2, name is 1-Propyl-1H-imidazole, belongs to imidazoles-derivatives 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.

Weigh 184g of 1,3-propane sultone, and add 1L of ethyl acetate to the reactor, and install a constant pressure dropping funnel.Magnetic stirrer and reflux condenser, slowly add 123g N-propyl imidazole when heated to 60 ° C in a water bath.After the completion of the dropwise addition, the system was kept at 80 ° C for 2 h to produce a white precipitate;The system was subjected to vacuum filtration, and the cake was washed with ethyl acetate.It is dried in an oven at 100 ° C, and the obtained product is 1-(3-sulfonate)propyl-3-propylimidazolium salt;The 1-(3-sulfonate)propyl-3-propylimidazolium salt is dissolved in water, and concentrated sulfuric acid is added to carry out the reaction at 85 ° C.The water is then removed to give a pale yellow viscous liquid product which is the 1-propyl-3-propanesulfonic acid imidazolium hydrogensulfate ionic liquid.

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-Propyl-1H-imidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hangzhou Geng Lan Biological Technology Co., Ltd.; Dong Qiuyue; Yang Caihua; (6 pag.)CN109053372; (2018); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 35203-44-2, 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 35203-44-2 as follows.

General procedure: All of the imidazolium salts were synthesized with good yields (>85percent, see Supporting Information online) by thequaternization of N-substituted imidazole with corresponding iodide alkane, according to Scheme 1. Take 1-hexadecyl-3-methylimidazolium iodide (1a) for example: the mixture of 1-methylimidazole and 1-iodohexadecane was dissolved in acetone. Then the solution was placed into a 58 mL Teflon-lined, stainless-steel autoclave and heated at 100 °C for 12 h. The final product was obtained by multiple crystallizations from diethyl ether. The purity of all the imidazolium salts was confirmed by 1H NMR and elemental analysis (see Supporting Information online).

According to the analysis of related databases, 35203-44-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Wang, Meng; Pan, Xu; Chen, Jian; Dai, Songyuan; Science China Chemistry; vol. 58; 12; (2015); p. 1884 – 1890;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 35203-44-2, 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 35203-44-2 as follows.

General procedure: A solution of N-alkylimidazole (10 mmol, 2 equivalents) and Dibromoalkane (5 mmol, 1 equivalent) was refluxed in toluene (20 mL) for 24?30 h. The reaction mixture was allowed to cool and toluene was decanted leaving a sticky solid behind. The sticky solid was washed three times with dry THF and finally with diethyl ether once. Solvent was removed under vacuum to get a white amorphous hygroscopic powder (88?94 percent yield). NMR spectra were recorded in D2O and/or DMSO-d6.

According to the analysis of related databases, 35203-44-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Aher, Sainath Babaji; Bhagat, Pundlik Rambhau; Research on Chemical Intermediates; vol. 42; 6; (2016); p. 5587 – 5596;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 35203-44-2, 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. 35203-44-2 name is 1-Propyl-1H-imidazole, 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.

(Reference Example 19) Synthesis of 1-propyl-1H-imidazole-2-carbaldehyde: A solution of 1-propyl-1H-imidazole (1.67 g, 15.2 mmol) in tetrahydrofuran (30.4 mL) was cooled to -78°C. n-Butyllithium (1.62 M n-hexane solution, 10.3 mL, 16.7 mmol) was added to the reaction liquid at -78°C. The reaction liquid was stirred at the same temperature for 1 hour and then N,N-dimethylformamide (1.41 mL, 18.2 mmol) was added at -78°C. After the reaction liquid was stirred at the same temperature for 1 hour, the temperature of the reaction liquid was raised to room temperature. A saturated aqueous solution of ammonium chloride was added to the reaction liquid and then ethyl acetate was added. The organic layer was washed with a 10percent aqueous solution of sodium chloride and then dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated under reduced pressure. The residue was purified by flash column chromatography (silica gel, n-hexane/ethyl acetate) to obtain 1-propyl-1H-imidazole-2-carbaldehyde (0.492 g, 3.56 mmol, 24percent) as a colorless oil. 1H-NMR (400 MHz, CDCl3) delta: 0.91-0.95 (3H, m), 1.79-1.84 (2H, m), 4.34-4.38 (2H, m), 7.15 (1H, s), 7.28 (1H, s), 9.82 (1H, s). ESI-MS: m/z= 139 (M+H)+.

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

Reference:
Patent; Toray Industries, Inc.; ARAI Tadamasa; MORITA Yasuhiro; UDAGAWA Shuji; ISEKI Katsuhiko; IZUMIMOTO Naoki; (95 pag.)EP3263565; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 35203-44-2, These common heterocyclic compound, 35203-44-2, name is 1-Propyl-1H-imidazole, 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.

2.2.2 Synthesis of [Ru(eta6-p-cymene)(N-PrIm)Cl2] (2) The [Ru(eta6-p-cymene)(N-PrIm)Cl2] was synthesized following the literature method of Vock et al [10] . To a suspension of [Ru-(eta6-p-cymene)Cl2]2 (0.199?g, 0.326?mmol) in toluene (30?mL), N-Propylimidazole (0.0756?mL, 0.652?mmol) was added at room temperature. The resulting mixture was heated and refluxed for 3?h. After, the mixture was cooled, and the precipitate was filtered. Crystals suitable for X-ray structure analysis were obtained from toluene filtrate (109.5?mg, yield: 40.32percent). Melting point?=?198?°C. Anal. Cal. for C16H24N2Cl2Ru (Mw?=?416.34) C: 46.16, H: 5.81, N: 6.73; found: C: 46.66, H: 5.69, N: 6.58percent. 1HNMR (200?MHz, CDCl3): delta(ppm) 0.93 (t, 3H, 3″-H3), 1.28 (d, 6H, 1-CH(CH3)2), 1.70-1.89 (m, 2H, 2″-H2), 2.19 (s, 3H, 4-CH3), 2.97 (sept, 1H, 1-CH(CH3)2), 3.85 (t, 2H, 1″-H2), 5.24 (d, 2H, 2-H, 6-H), 5.44 (d, 2H, 3-H, 5-H), 6.88 (t, 1H, 4′-H), 7.32 (t, 1H, 5′-H), 7.90 (t, 1H, 2′-H). 13CNMR (50?MHz, CDCl3): delta(ppm) 11.02 (C-3″), 18.51 (4-CH3), 22.28 (1-CH(CH3)2), 23.92 (1-CH(CH3)2), 30.71 (C-2″), 49.89 (C-1″), 81.39 (C-2, C-6), 82.67 (C-3, C-5), 97.36 (C-4), 102.54 (C-1), 119.36 (C-4′), 132.16 (C-5′), 139.78 (C-2′). IR (KBr, pellet): nu (cm-1) 3143, 3110, 3044 (nu=CH), 2958, 2931, 2874 (nuCH), 1618 (nuC=N), 1533, 1520, 1498 (nuC=C). UV-Vis (H2O, C?=?10-4 M): lambdamax/nm (epsilon/L mol-1 cm-1): 254 (3005.21), 307 (1865.98) and 393 (1123.65).

Statistics shows that 1-Propyl-1H-imidazole is playing an increasingly important role. we look forward to future research findings about 35203-44-2.

Reference:
Article; Djuki?, Maja; Jeremi?, Marija S.; Jeli?, Ratomir; Klisuri?, Olivera; Koji?, Vesna; Jakimov, Dimitar; Djurdjevi?, Predrag; Matovi?, Zoran D.; Inorganica Chimica Acta; vol. 483; (2018); p. 359 – 370;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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. 35203-44-2, name is 1-Propyl-1H-imidazole, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 1-Propyl-1H-imidazole

Part of the trans-[RuCl4(DMSO)2]Na 0.10g (0.24mmol) prepared in Example 1 was dissolved in acetone andTo 0.33 ml of dimethyl sulfoxide, 0.14 ml (1.23 mmol) of N-propylimidazole was further added. The ultrasonic reaction was carried out for 2 hours. The reaction liquid was filtered, and a mixture of chloroform and diethyl ether was added to the filtrate to cause crystallization. The crystals were filtered, washed with a mixture of chloroform/diethyl ether (v/v = 1:9) and dried over silica gel to give the desired product G99. Yield: 70percent.

According to the analysis of related databases, 35203-44-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; China Zhongyi Academy Of Sciences Traditional Chinese Medicine Institute; Beijing Tangshi Traditional Chinese Medicine Research Center; Gu Liwei; Liang Yaohua; Li Canghai; Shen Jianying; Liang Guogang; Jiang Tingliang; Li Xiaodong; (16 pag.)CN104744518; (2018); B;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 35203-44-2,Some common heterocyclic compound, 35203-44-2, name is 1-Propyl-1H-imidazole, molecular formula is C6H10N2, 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.

Take a 100 mL two-necked flask, add N-propyl imidazole (2.17 g, 19.0 mmol), 35 mL toluene,3-Bromopropyldiphenylphosphine oxide (6.46 g, 20.0 mmol) was added dropwise with heating and stirring; the reaction was carried out at 85°C for 8 h and cooled to room temperature. The upper layer of toluene is poured out, and 100 mL of deionized water is added to dissolve the product to obtain an aqueous phase.The aqueous phase was washed with an EtOAc_PE=3:1 organic phase (30 mL x 4) to separate the aqueous phase two;Di(2-ethylhexyl)phosphate (P204) (6.12 g, 19.0 mmol) was refluxed for 23 h under sodium.The resulting sodium salt was dissolved in dichloromethane and the previously separated aqueous phase was stirred at room temperature for 3 h.Add 50 mL of CH2Cl2 and stir to separate the organic phase. Wash the organic phase with deionized water (20 mL x 5)Separate the organic phase two, add anhydrous Na2SO4 to dry the organic phase two, filter,The majority of CH2Cl2 was evaporated under reduced pressure and vacuum dried at 70°C for 3 hours.The pale yellow viscous liquid was 10.93 g (yield 90percent),

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Propyl-1H-imidazole, its application will become more common.

Reference:
Patent; Ningbo University; Wang Junping; Liang Hongze; Feng Da; Zhao Jieying; Kang Xinchun; Zhang Xiaozhen; Shen Fei; Huang Feilong; (21 pag.)CN104945435; (2018); B;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 35203-44-2,Some common heterocyclic compound, 35203-44-2, name is 1-Propyl-1H-imidazole, molecular formula is C6H10N2, 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.

General procedure: To a solution of 4-(bromomethyl)-6-methyl-coumarin (0.506 g, 2 mmol) in 30 mL of anhydrous dioxane, N-methylimidazole (0.164 g, 2 mmol) was added drop wise. The mixture was stirred for 48 h at 85 °C, after which a white solid obtained was filtered, washed with fresh anhydrous dioxane and dried. Then, to a methanolic solution (10 mL) of obtained bromide salt 1 (1 g, 2.5 mmol), 1-ethyl-3-((6-methyl-2-oxo-2H-chromen-4-yl)methyl)-3-propyl-1H-imidazolium bromide, KPF6 (0.691 g, 3.75 mmol) in 10 mL of water methanol (1:9 v/v) mixture is added drop wise under continuous stirring, white solid separates out. The reaction is allowed to stir for another 2 h after which excess water is added to the reaction mixture and filtered. This off-white solid was recrystallized by repeated precipitation using acetonitrile and diethyl ethyl ether mixture to afford pure imidazolium hexafluorophosphate salt 8.

The synthetic route of 35203-44-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Achar, Gautam; Shahini; Patil, Siddappa A.; Budagumpi, Srinivasa; Journal of Organometallic Chemistry; vol. 833; (2017); p. 28 – 42;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem