Tag: M.W=100-200

Related Products of 583-39-1, 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 583-39-1 as follows.

General procedure: A mixture of 0.001 mol of chloroethynylphosphonate1a-1c and 0.002 mol of benzimidazole-2-thione 2d in 15 mL of anhydrous acetonitrile was stirred at room temperature for 2-5 h. The precipitate was filtered off. The solvent was removed from the filtrate, the precipitate was combined and recrystallizedfrom ethanol. Yields and melting points of the obtained compounds are given in Table 1.

According to the analysis of related databases, 583-39-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Egorov; Piterskaya, Yu. L.; Kartsev; Polukeev; Krivchun; Dogadina; Russian Journal of General Chemistry; vol. 88; 9; (2018); p. 1824 – 1831; Zh. Obshch. Khim.; vol. 88; 9; (2018); p. 1478 – 1485,8;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 33468-69-8, These common heterocyclic compound, 33468-69-8, name is 4-(Trifluoromethyl)-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.

l-10h) 4-(trifluoromethyl)-1 /-/-imidazole (Flourine Chemicals, Shanghai, China) (291 mg) was stirred in 20 ml_ anhydrous THF at room temperature under nitrogen. A lithium bis(trimethylsilyl)amide solution (1.96 ml_ , 1.0 M in THF) was added. After 50 minutes, a solution of intermediate (l-10g) (685 mg) in 10 ml_ anhydrous THF was added. The reaction was stirred for 2 hours. The reaction was quenched with saturated ammonium chloride and diluted with brine and ethyl acetate. The aqueous layer was extracted, dried, filtered, and then concentrated. The resulting residue was purified (Combi-flash, Redi-sep 40 g, 30% ethyl acetate/heptane gradient to 100% ethyl acetate/heptane) to afford (l-10h): m/z 307.4 (M+H)+.

The synthetic route of 33468-69-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC.; BENBOW, John William; LOU, Jihong; PFEFFERKORN, Jeffrey Allen; TU, Meihua Mike; WO2010/29461; (2010); A1;,
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Imidazole | C3H4N2 – PubChem

Reference of 4316-42-1, A common heterocyclic compound, 4316-42-1, name is 1-Butyl-1H-imidazole, molecular formula is C7H12N2, 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.

1-butyl imidazole put 1.82 mmol (0.24 mL) and 2.18 mmol NH4I (317 mg) and trimethyl ortho formate 9.1mmol (1 mL) in a Schlenk reaction tube and reflux under air or N2. Confirming that the protonated imidazole disappears then removed trimethyl ortho formate remaining under vacuum, and then, a small amount of the protonated imidazole deprotonation was passed through a basic alumina dissolved in ethyl acetate. After having passed through this solution, putting them in a vacuum and the product was confirmed by NMR. Yield: 98%

The synthetic route of 4316-42-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Pusan National UniversityIndustry-AcademicCooperation Foundation; Park, Jin Gyun; Kim, Do Chung; Oh, Gyung Hwan; (23 pag.)KR2015/79403; (2015); A;,
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Imidazole | C3H4N2 – PubChem

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. 6160-65-2, name is 1,1′-Thiocarbonyldiimidazole, A new synthetic method of this compound is introduced below., COA of Formula: C7H6N4S

To a stirred solution of 6.8 g (35.0 mmol) of (5) in 150 mL Of CH2Cl2 at RT was added 6.4g (35mmol) of l,l ‘-thiocarbonyldiimidazole. The mixture was stirred at room temperature for 15 minutes and then evaporated under reduced pressure and the residue was passed through a short pad of silica gel, eluting with a gradient of hexane/EtOAc, which gave (5-Isothiocyanato-2-methoxy-phenyl)-methyl-propyl-amine (6) (7.85g, 95%) as a colorless oil.

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; SYNTA PHARMACEUTICALS CORP.; WO2008/57246; (2008); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 4887-88-1,Some common heterocyclic compound, 4887-88-1, name is 5-Bromo-1H-benzo[d]imidazole, molecular formula is C7H5BrN2, 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.

To a solution of 5-bromo-1H-benzimidazole (1.0 g, 5.1 mmol) in dichloromethane (25 mL) was added triethylamine (3.6 mL, 25.5 mmol) followed by di-t-butyldicarbonate (3.3 g, 15.2 mmol) and 4-(dimethylamino)-pyridine (cat). The reaction was stirred at room temperature for 30 min, then was quenched with H2O. The layers were separated and the aqueous extracted 2¡Á CH2Cl2. The combined organics were dried (Na2SO4), concentrated in vacuo, and chromatographed (10-20% EtOAc/hexanes). This provided the product as the two Boc regioisomers which were separated and characterized but not assigned as to the specific regioisomer. The more polar isomer was used for the subsequent reactions.Isomer a (less polar): 1H NMR (400 MHz, CDCl3): delta-8.40 (s, 1H), 7.92 (s, 1H), 7.86 (d, 1H, J=8.5 Hz), 7.49 (d, 1H, J=8.5 Hz), 1.69 (s, 9H).Isomer b (more polar): 1H NMR (400 MHz, CDCl3): delta-8.38 (s, 1H), 8.18 (s, 1H), 7.63 (d, 1H, J=8.5 Hz), 7.46 (d, 1H, J=8.5 Hz), 1.69 (9H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Bromo-1H-benzo[d]imidazole, its application will become more common.

Reference:
Patent; Diaz, Caroline Jean; Haffner, Curt Dale; Speake, Jason Daniel; Zhang, Cunyu; Mills, Wendy Yoon; Spearing, Paul Kenneth; Cowan, David John; Green, Gary Martin; US2010/222345; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 714273-83-3, A common heterocyclic compound, 714273-83-3, name is 5-(tert-Butyl)-1H-imidazole-4-carbaldehyde, molecular formula is C8H12N2O, 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.

In 5000 ml dry three-mouth flask was added magnesium chips (14.4g, 0.60 mol) and dry tetrahydrofuran (1L). Drop 1ml 1,2-dibromoethane and initiate the reaction. Then slowly add dropwise bromoacetaldehyde ethylene acetal (100g, 0.60 mol) in tetrahydrofuran solution (500 ml). After adding dropwise, stir for two hours until magnesium chips disappear. Then 5-tert-butyl-1H-imidazole-4-carbaldehyde (30g, 0.20 mol) in tetrahydrofuran solution (500 ml) was slowly added dropwise to the above solution. Stir overnight. Then use concentrated hydrochloric acid to adjust to acidic (pH=1), and heated to 60 C and stir for 30 minutes. Steaming and remove the tetrahydrofuran, adding the ethyl acetate extraction. The organic phase and water washing twice, a saturated salt water washing, final drying with anhydrous sodium sulfate, concentrated. The crude product is purified by column chromatography (petroleum ether/ethyl acetate of the volume ratio: 2/1) to obtain a yellow solid (17.8g, yield: 50%).

The synthetic route of 714273-83-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shenzhen Haiwang Pharmaceutical Technology Research Institute Co., Ltd.; Tang, Tian; Peng, Jianghua; Wu, Jing; Feng, Yidong; Yang, Jingan; She, Qin; Feng, Hanlin; (28 pag.)CN106565685; (2017); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 68282-53-1, 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 68282-53-1 as follows.

COMPOUND 12.1. 53: NN-DIETHYL-4- {6-METHOXY-2- [4-METHYL-lH- IMIDAZOL-5-YL)METHYL]-7-NITRO-1,2,3,4-TETRAHYDROISOQUINOLIN-1- YLdBENZAMIDE; To a solution of INTERMEDIATE 9.2. 2 (1.16 g, 3.00 mmole) and 4-methyl-5- imidazolecarboxaldehyde (0.31 g, 2.8 mmole) in 1,2-dichloromethane (25 mL) was added sodium triacetoxyborohydride (1.65 g, 7.8 mmole) and the resulting solution was stirred at room temperature for 18 h. Sodium hydroxide (1M, 100 mL) was added and the mixture extracted with ethyl acetate (3 x 100 mL). The organic extracts were dried (MgSO4), filtered and the solvent removed in vacuo. The residue was purified by flash chromatography (ethyl acetate/10% methanol in chloroform, 2/8) to give COMPOUND 12.1. 53 (1.12 g, 78%) as a yellow amorphous solid. 1H NMR (500 MHz, CDC13) : 5 1.12, 1.23 (2 br s, 6H), 2.05 (s, 3H), 2.55 (m, 1H), 2.82 (dd, J3. 5,13 Hz, 1H), 3.02 (m, 1H), 3.12 (m, 1H), 3. 26 (br s, 2H), 3.30 (d, J 13.5 Hz, 1H), 3.54 (br s, 2H), 3.56 (d, J 13.5 Hz, 1H), 3.91 (s, 3H), 4.56 (s, 1H), 6.73 (br s, 2H), 6. 80 (s, 1H), 7.20 (s, 1H), 7.30 (m, 5H); 13C NMR (125 MHz, CDC13) : 8 10.76, 12.82, 14.13, 29.35, 39.39, 43.45, 46.11, 49.33, 56.46, 67.12, 113. 00, 126.13, 126.59, 127.03, 129.45, 129.50, 130.33, 133.05, 136.52, 137.67, 142.46, 144.01, 151.23, 171.07 ; (+) LRESIMS m/z 478 [M+H] +.

According to the analysis of related databases, 68282-53-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; WO2005/61484; (2005); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 41716-18-1, name is 1-Methyl-1H-imidazole-4-carboxylic acid, belongs to imidazoles-derivatives 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 41716-18-1, SDS of cas: 41716-18-1

To a solution of intermediate 24-d (580 mg, 1.11 mmol) in DMF, cooled to 0¡ã C., were sequentially added 1-methyl-1H-imidazole-4-carboxylic acid (168 mg, 1.33 mmol), HATU (591 mg, 1.55 mmol) and DIPEA (581 uL, 3.33 mmol) and the reaction mixture was stirred at 0¡ã C. for 1 hour. Saturated aqueous ammonium chloride and ethyl acetate were added; the organic layer was separated, washed with saturated aqueous ammonium chloride, saturated aqueous NaHCO3 and brine, dried over anhydrous MgSO4, filtered and concentrated in vacuo. Purification by silica gel chromatography provided intermediate 27-a as a white foam.

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Reference:
Patent; Pharmascience Inc.; Laurent, Alain; Proulx, Melanie; Rose, Yannick; Denissova, Irina; Dairi, Kenza; Jarvis, Scott; Jaquith, James B.; (189 pag.)US9284350; (2016); B2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 17325-26-7, A common heterocyclic compound, 17325-26-7, name is Methyl 1H-imidazole-5-carboxylate, molecular formula is C5H6N2O2, 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.

lambda/-bromosuccinimide (0.900 g, 5.0 mmol) was added to a stirred solution of methyl 1 H-imidazole-4-carboxylate (0.630 g, 5.0 mmol) in CH3CN (50 mL). The reaction mixture was stirred for 12 h in the dark and then concentrated in the presence of silica gel. The absorbed crude material was purified by column chromatography (20- 100% EtOAc/hexanes) to afford the title compound (0.708 g, 70%) as a white solid. 1H NMR (400 MHz, DMSOd6) delta ppm 1 1.00 (br. s., 1 H), 7.81 (s, 1 H), 3.81 (s, 3 H). ES-LCMS: m/z 204.9, 206.9 (M+1 ).

The synthetic route of 17325-26-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/154271; (2008); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 3012-80-4, 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. 3012-80-4, name is 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: The equimolar aldehyde 3a?3d (1 mmol) and substituted phenylhydrazine 5a?5s (1 mmol) weremixed in CH3OH (10 mL) and stirred at room temperature [18]. After about 2 h, the reaction wascompleted (monitored by TLC). The residual crude was purified via silica gel column chromatogramusing a gradient mixture of petroleum ether and ethyl acetate to obtain the pure target compounds6a?6ai (in 45?80percent yield).

The synthetic route of 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Xing; Chen, Yong-Fei; Yan, Wei; Cao, Ling-Ling; Ye, Yong-Hao; Molecules; vol. 21; 11; (2016);,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem