Category: 60-56-0

Some common heterocyclic compound, 60-56-0, name is 1-Methyl-1H-imidazole-2(3H)-thione, molecular formula is C4H6N2S, 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. Recommanded Product: 1-Methyl-1H-imidazole-2(3H)-thione

Dithiafulvalenyl compound 1 (0.2 mmol), mercapto-thiazole 2 (2 mmol, 10 equiv.), and I2 (0.6 mmol, 3 equiv., 152.4 mg) were dissolved in DMSO (3 mL). The reaction mixture was stirred at 25 C for 12 h under N2 atomsphere. Then quenched with a saturated solution of Na2S2O3 and stirred for half an hour, the solution was extracted with dichloromethane (CH2Cl2). The organic layer was separated, and dried over Na2SO4. Then the organic solvent was removed in vacuo to afford the respective thiadiazole-based dithiafulvalene (DTF) derivatives (3), which were purified by column chromatography (silica gel, PE / CH2Cl2) to afford pure substances.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 60-56-0, its application will become more common.

Reference:
Article; Fu, Huimin; Zhao, Bangtun; Zhu, Weimin; Tetrahedron Letters; vol. 60; 2; (2019); p. 124 – 128;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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 60-56-0 as follows. Recommanded Product: 1-Methyl-1H-imidazole-2(3H)-thione

General procedure: To a solution containing a thione (1, 6, 8, or 10, 1.0 equiv) in water (2.5 mL) and acetonitrile(1.5 mL) was added saturated aqueous ammonium hydroxide. After the solution was stirred atroom temperature for 30 min, a 3-(chloromethyl)coumarin (2, 1.5 equiv) was added and stirring wascontinued at room temperature for 15 min to 2.0 h. Acetonitrile therein was removed under reducedpressure and water was further removed under reduced pressure over P2O5 with a Kuegelrohr GKR-51apparatus (BUCHI, Flawil, Switzerland). The residue was purified by use of column chromatographypacked with silica gel to give the desired products with purity of >98.0%, as determined by HPLC(see Supplementary Materials).

According to the analysis of related databases, 60-56-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Tsay, Shwu-Chen; Lin, Shu-Yu; Huang, Wen-Chieh; Hsu, Ming-Hua; Hwang, Kuo Chu; Lin, Chun-Cheng; Horng, Jia-Cherng; Chen, I-Chia; Hwu, Jih Ru; Shieh, Fa-Kuen; Leyssen, Pieter; Neyts, Johan; Molecules; vol. 21; 2; (2016);,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 60-56-0,Some common heterocyclic compound, 60-56-0, name is 1-Methyl-1H-imidazole-2(3H)-thione, molecular formula is C4H6N2S, 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 slurry of the substituted imidazole-2-thione or pyrimidine-2-thiol (1.0 mmol) and sodium methoxide (2.2 mmol) in methanol (20 mL) was added a solution of substituted 2-(chloromethyl)-pyridine (1.0 mmol) in methanol (10 mL). After the mixture was refluxed with stirring for 4-6 h, the solvent was removed in vacuo and the residue was washed with water to remove the salt, and then extracted with dichloromethane (3 9 10 mL) at room temperature. The solid product was directly obtained by the removal of solvent and further dried at 45 C overnight. The purity of the product was tested by HPLC and characterization of the product was confirmed by IR, 1H NMR, and mass spectroscopies.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Methyl-1H-imidazole-2(3H)-thione, its application will become more common.

Reference:
Article; Ma, Sen; Jia, Ai-Quan; Fan, Fang-Fang; Shi, Hua-Tian; Zhang, Qian-Feng; Journal of Chemical Crystallography; vol. 46; 3; (2016); p. 137 – 143;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 60-56-0, These common heterocyclic compound, 60-56-0, name is 1-Methyl-1H-imidazole-2(3H)-thione, 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.

General procedure: A mixture of N-(naphthalen-1-yl)propanamide (1.50 mmol,0.35 g) and mercapto derivatives (1.50 mmol) were dissolved in acetone (15 ml). For catalytic purposes, potassium carbonate(1.50 mmol, 0.21 g) was added to the round bottom flask. After 2 h, the reaction was monitored by TLC. Ultimately the solvent was vanished to dryness, the solid was filtered and washed with water. The final products were recrystallized from ethanol.

The synthetic route of 60-56-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Evren, Asaf E.; Yurttas, Leyla; Y?lmaz-Cankilic, Meral; Phosphorus, Sulfur and Silicon and the Related Elements; vol. 195; 2; (2020); p. 158 – 164;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

60-56-0, Name is 1-Methyl-1H-imidazole-2(3H)-thione, 60-56-0, belongs to imidazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows.

A solution of 0.139 g (1.22 mmol) of imidazole 2 in 2 mL of DMF and 0.084 g (0.66 mmol) of K2CO3 were added to a solution of 0.298 g (1.22 mmol) of thiaselenole 1 in 3 mL of DMF. The reaction mixture was stirred at room temperature for 2 h, diluted with water (50 mL), and the reaction products were extracted with CCl4 (3 ¡Á 5 mL). The extract was washed with water (3 ¡Á 5 mL), dried over Na2SO4, and the solvent was removed in a vacuum. Yield 0.270 g (80%), brown oily substance. 1H NMR spectrum (CDCl3), delta, ppm: 3.08 d.d (1, Se, 2J12.1, 3J 7.8 Hz), 3.43 d.d (1, Se, 2J 12.1, 3J2.6 Hz), 3.57 s (3, N3), 4.80 d.d (1, SS, 3J7.8, 3J 2.6 Hz), 6.24 d (1, =S, 3J 9.9 Hz), 6.34 d(1, SeCH=, 3J 9.9, 2JSe,H 51.2 Hz), 6.89 d (1, 5, 3J1.3 Hz), 6.97 d (1, 4, 3J 1.3 Hz). 13C NMR spectrum(CDCl3), delta, ppm: 24.58 (2Se, 1JC,Se 64.0 Hz), 33.55(N3), 47.27 (SS), 109.61 (=Se, 1JSe,C 116.6 Hz),117.86 (=S), 122.85 (5), 129.49 (4), 137.56 (C2).77Se NMR spectrum (CDCl3), delta, ppm: 193.3. 15N NMRspectrum (CDCl3), delta, ppm: -212.0 (N1), -109.7 (N3).Mass spectrum, m/z (Irel, %): 278 (71) [M]+, 219 (10),197 (16), 164 (57), 151 (15), 139 (100), 114 (95), 84(78), 60 (49), 42 (54). Found, %: C 34.47; H 3.54; N9.92; S 23.00. C8H10N2S2Se. Calculated, %: C 34.65;H 3.64; N 10.10; S 23.13.

Statistics shows that 1-Methyl-1H-imidazole-2(3H)-thione is playing an increasingly important role. we look forward to future research findings about 60-56-0.

Reference:
Article; Amosova; Filippov; Potapov; Makhaeva; Albanov; Russian Journal of Organic Chemistry; vol. 54; 11; (2018); p. 1697 – 1701; Zh. Org. Khim.; vol. 54; 11; (2018); p. 1682 – 1686;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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. 60-56-0 name is 1-Methyl-1H-imidazole-2(3H)-thione, 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. 60-56-0

EXAMPLE 4 1-methyl-2-[3-[(p-isobutyloxycarbonyl)-phenoxy]-2-hydroxy-propylthio]-imidazole hydrochloride The suspension of 5.73 g (50 mmoles) of 1-methyl-2-mercapto-imidazole in absolute ethanol (100 ml) is added with 2,6-lutidine in catalytic amount and there is dropwise added the solution of isobutyl p-(2,3-epoxy)-propyloxybenzoate (12.5 g; 50 mmoles) in absolute ethanol (50 mmoles) at room temperature under stirring.The mixture is heated to reflux for 6 hours. The solvent is evaporated under vacuum, the residue is taken with ethyl acetate and washed with aqueous saturated solution of sodium bicarbonate and with water. The mixture is made anhydrous over anhydrous sodium sulfate and concentrated to an oil. The lutidine is completely removed by evaporation under vacuum. The product, dissolved in acetone, is treated with an excess of 37% aqueous hydrochloric acid and maintained under stirring until the salification is completed.The mixture is concentrated to dryness under vacuum with subsequent additions of toluene/ethanol, the solid is comminuted with ethyl ether/hexane and is crystallized from a mixture of acetone/ethyl acetate.The product is obtained with a yield of 64% and has melting point 104-108oC.. By repeating the operating method of example 4 the following derivatives are prepared:

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Methyl-1H-imidazole-2(3H)-thione, and friends who are interested can also refer to it.

Reference:
Patent; PIERREL S.p.A.; EP520552; (1992); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

60-56-0, Adding some certain compound to certain chemical reactions, such as: 60-56-0, name is 1-Methyl-1H-imidazole-2(3H)-thione, 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 60-56-0.

To 10 mL of Acetonitrile were added 3 mmol (1.05 g) of methyl 4-chloro-3-[(E)- dimethylaminomethyleneamino]sulfonyl-5-nitro-benzoate (WO 2012/018635) 3.3 mmol (376 mg) of 2-mercapto-1-methylimidazole and 6.6 mmol (910 mg) of K2C03. The solution was stirred at room temperature overnight. When TLC showed no remaining methyl 4-chloro-3-[(E)- dimethylaminomethyleneamino]sulfonyl-5-nitro-benzoate the reaction mixture was diluted with 10 mL of water and extracted with ethyl acetate. The combined organic layers were washed with brine, dried with Na2S04 and evaporated under reduced pressure. The crude product was then purified by recrystallization from ethanol to yield 1.04 g of yellow crystals (81 % yield). 1H NMR (200 MHz, DMSO-cf6) d 8.66 (d, J = 1.9 Hz, 1 H), d 8.34 (d, J = 1.8 Hz, 2H), d 7.28 (s, 1 H), d 6.87 (s, 1 H), d 3.91 (s, 3H), 3.51 (s, 3H), d 3.10 (s, 3H), d 2.92 (s, 3H). MS m/z: not found

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 60-56-0.

Reference:
Patent; UNIVERSITAeT WIEN; ERKER, Thomas; SCHREPPEL, Philipp; (235 pag.)WO2019/193159; (2019); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

60-56-0, A common heterocyclic compound, 60-56-0, name is 1-Methyl-1H-imidazole-2(3H)-thione, molecular formula is C4H6N2S, 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.

Figure 1 shows the structures and synthetic pathways of methimazole derivatives. Briefly, compound 3 (3) was prepared through the reaction of an MMI (compound 2; 2) (400 mg, 3.5 mmol) and potassium carbonate (968 mg, 7 mmol) in 7 mL of N,N-dimethylformamide and the subsequently di-tert-butyl dicarbonate (1.1 mL, 5.2 mmol) was added. The reaction mixture was stirred at 60 C for 30 min in an N2 atmosphere. The resulting mixture was partitioned between ethyl acetate (40 mL) and H2O (20 mL). The organic layer was washed with brine (20 mL), dried over MgSO4, and then concentrated in vacuo. The residue was separated by chromatography over silica gel and eluted with hexane/ethyl acetate (1:1) to afford 665 mg (89% yield) of 3.

The synthetic route of 60-56-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Chan, Chin-Feng; Lai, Shih-Ting; Guo, Yi-Cin; Chen, Ming-Jen; Bioorganic and Medicinal Chemistry; vol. 22; 9; (2014); p. 2809 – 2815;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

60-56-0, These common heterocyclic compound, 60-56-0, name is 1-Methyl-1H-imidazole-2(3H)-thione, 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.

150 g of (3-mercaptopropyl) triethoxysilane (manufactured by Tokyo Chemical Industry Co., Ltd.), 85.7 g of limonene (manufactured by Tokyo Chemical Industry Co., Ltd.), 2 g of 2,2′-azobis (isobutyronitrile ) (Manufactured by Wako Pure Chemical Industries, Ltd.) and 300 ml of ethanol were mixed in a recovery flask, bubbled with nitrogen gas for 30 minutes, and reacted at 70 C. for 6 hours.After that, the reaction solution was concentrated to obtain 227 g of a colorless liquid (yield: 97%).To 150 g of the obtained compound, 45.7 g of 1-methylimidazole-2-thiol (manufactured by Wako Pure Chemical Industries, Ltd.), 2 g of 2,2′-azobis (isobutyronitrile) (manufactured by Wako Pure Chemical Industries, ) And 300 ml of ethanol were mixed in a recovery flask, bubbled with nitrogen gas for 30 minutes, and reacted at 70 C. for 6 hours.After that, the reaction solution was concentrated to obtain 185 g of a white solid (yield: 95%).The reaction formula is as follows, and 1-methyl-2-((2-methyl-5-(2-((3-(triethoxysilyl)propyl)thio)propan-2-yl)cyclohexyl)thio)-1H-imidazole.

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 60-56-0.

Reference:
Patent; TOYO TIRE & RUBBER COMPANY LIMITED; YURI, TAKASHI; (21 pag.)JP6047434; (2016); B2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 60-56-0, name is 1-Methyl-1H-imidazole-2(3H)-thione, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity,

Add 1-methyl-2-mercaptoimidazole (0.23 g, 2.04 mmol) to a 150 mL round bottom flask with potassium carbonate as the base(0.32g, 2.35mmol), acetonitrile was stirred at 70 C for 30 minutes, then cooled to room temperature and then added to compound III.(0.

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 60-56-0.