Tag: M.W=100-200

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. 7152-24-1, name is 2-(Methylthio)benzimidazole, A new synthetic method of this compound is introduced below., Recommanded Product: 2-(Methylthio)benzimidazole

General procedure: A mixture of KOH and 2-methylmercaptobenzimidazole was stirred in DMF at room temperature for 1 h. The dibromo compound was added to the above reaction mixture was allowed to stir continuously at room temperature for 24 h. The reaction was quenched by adding water. The resulting powder was collected by filtration and was dried.

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:
Article; Rajakannu, Palanisamy; Elumalai, Palani; Mobin, Shaikh M.; Lu, Kuang-Lieh; Sathiyendiran, Malaichamy; Journal of Organometallic Chemistry; vol. 743; (2013); p. 17 – 23;,
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Imidazole | C3H4N2 – PubChem

93-84-5, name is 5-Nitro-1H-benzo[d]imidazol-2(3H)-one, 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. Computed Properties of C7H5N3O3

Preparation 10. 5-amino-1H-benzo[d]imidazol-2(3H)-one[358] A mixture of 5-nitro-2-benzimidazolinone (100 mg, 0.56 mmol), palladium/charcoal (10 mg, 10 wt%), and methanol/ethyl acetate (3 ml / 0.5 ml) was stirred at room temperature under hydrogen atmosphere overnight. The reaction mixture was filtered through a celite pad. The resulting filtrate was concentrated under reduced pressure. The resulting residue was purified with silica gel column chromatography (dichloromethane/methanol = 30/1) to give 85 mg of the titled compound as a red solid.[359] 1H-NMR(400MHz, CD3OD) delta 6.80(d, 1H), 6.52-6.47(m, 2H)

The synthetic route of 93-84-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; YUHAN CORPORATION; SIM, Jae-Young; CHA, Myung-Hun; KIM, Tae-Kyun; LEE, Hyun-Joo; YOON, Young-Ae; KIM, Dong-Hoon; AHN, Hee-Jeong; LEE, Tai-Au; AHN, Kyoung-Kyu; HYUN, Kwan-Hoon; WO2012/115479; (2012); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 20034-02-0, name is (6-Methyl-1H-benzo[d]imidazol-2-yl)methanol, 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. Formula: C9H10N2O

General procedure: One of compounds 4a-4f (5 mmol) was dissolved in THF (25 mL) and DCC (1.24 g, 6 mmol), and DMAP (0.12 g, 1 mmol) was slowly added and the mixture was stirred for 30 min. Compounds 2a-2c (5 mmol) was added and the mixture was stirred for 7-9 h. The by-product, N,N’-dicyclohexylurea, was removed by filtration. The filtrate was concentrated in vacuum to give a solid which was dissolved in CH2Cl2 and the product 5a-5n was filtered off.

The synthetic route of (6-Methyl-1H-benzo[d]imidazol-2-yl)methanol has been constantly updated, and we look forward to future research findings.

Reference:
Letter; Zhang; Xu; Wang; Kang; Russian Journal of General Chemistry; vol. 87; 12; (2017); p. 3006 – 3016;,
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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

Reference of 33468-69-8, 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. 33468-69-8, name is 4-(Trifluoromethyl)-1H-imidazole, This compound has unique chemical properties. The synthetic route is as follows.

Intermediate (3): 1-(2-methyl-4-nitrophenyl)-4-(trifluoromethyl)-1H-imidazole A mixture of 4-(trifluoromethyl)-1H-imidazole (198 mg, 1.46 mmol), 1-fluoro-2-methyl-4-nitrobenzene (216 mg, 1.53 mmol) and potassium carbonate (402 mg, 2.91 mmol) in acetonitrile (1.5 mL) was heated to 85 C. for 24 hours. The mixture was diluted with water and saturated ammonium chloride and was extracted with ethyl acetate twice. The combined organic layers were dried over sodium sulfate, filtered and concentrated. Purification by column chromatography (0-50% ethyl acetate in heptane), gave 1-(2-methyl-4-nitrophenyl)-4-(trifluoromethyl)-1H-imidazole. 1H NMR (500 MHz, CDCl3, delta): 8.30 (d, J=2.44 Hz, 1H), 8.21-8.25 (m, 1H), 7.70 (s, 1H), 7.45-7.49 (m, 2H), 2.38 (s, 3H).

The chemical industry reduces the impact on the environment during synthesis 4-(Trifluoromethyl)-1H-imidazole. I believe this compound will play a more active role in future production and life.

Reference:
Patent; PFIZER INC.; US2012/202834; (2012); A1;,
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Imidazole | C3H4N2 – PubChem

Electric Literature of 75370-65-9, The chemical industry reduces the impact on the environment during synthesis 75370-65-9, name is 4-Amino-1H-benzo[d]imidazol-2(3H)-one, I believe this compound will play a more active role in future production and life.

Preparation of 1-(4-(pyrrolidin-1-yl)benzyl)-3-(2,3-dihydro-2-oxo-1H-benzo[d]imidazol-4-yl)urea (4-(pyrrolidin-1-yl)phenyl)methanamine 21 (774 mg, 4.4 mmol) was dissolved in 40ml of AcOEt and at 0C triphosgene (1.3 g, lequiv.) was added to the solution. The mixture was warmed at 80C for 4 hours then evaporated and the residue was dissolved in 20 ml of DMF. The solution of the isocyanate was added dropwise to a solution in DMF (10 ml) of compound 1a (660 mg, 4.4 mmol) and the mixture was warmed at 80C for 8 hours. (TLC AcOEt 9.5 / MeOH 0.5). The solvent was evaporated and the crude was dissolved in AcOEt (50 ml) and washed with water (1 X 30 ml) and brine. The organic phase was dried over sodium sulfate and concentrated under vacuum. The purification of the crude residue by chromatographic column gave 250 mg of a white solid. Yield = 16% 1HNMR (DMSO, 200 MHz) delta 1.92 (4H, m), 3.17 (4H,m), 4.17 (2H, d, J = 5.6 Hz), 6.58 (4H, m), 6.84 (2H, m), 7.12 (2H, d, J = 8.6 Hz), 8.16 (1H, bs), 9.93 (1H, bs), 10.58 (1H, bs); [M+1] 352.3 (C19H21N5O2 requires 351.4).

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, 4-Amino-1H-benzo[d]imidazol-2(3H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Pharmeste S.r.l.; EP2377850; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 104619-51-4, 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. 104619-51-4, name is Di(1H-imidazol-1-yl)methanimine, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 2-hydrazinylpyridine (5.2 g, 47.6mmol) in THF (70 ml) was added di(1H-imidazol-1-yl)methanimine (7.8 g, 48.4 mmol). The mixture was heated to reflux overnight. The crude mixture was evaporated and purifiedon a Biotage silica gel column (0-25%, methanol-methylenechloride) collecting the purple-colored spot, [1,2,4]triazolo[4,3-a]pyridine-3-amine (4.7 g, 35 mmol, 73.5%).

The chemical industry reduces the impact on the environment during synthesis Di(1H-imidazol-1-yl)methanimine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; COOK II, JAMES H; MCDONALD, IVAR M; KING, DALTON; OLSON, RICHARD E; WANG, NENGHUI; IWUAGWU, CHRISTIANA I; ZUSI, F.CHRISTOPHER; MACOR, JOHN E; (330 pag.)JP5714745; (2015); B2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 89830-98-8, These common heterocyclic compound, 89830-98-8, name is 5-Cyclopropyl-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.

To a suspension of 7-iodo-6-methyl-3,4-dihydro-2H-isoquinolin-1-one (446.0 mg, 1.476 mmol), 4-cyclopropyl-1H-imidazole (218.4 mg, 1.919 mmol) in DMSO (2.5 mL) is added K2C03 (0.408 g, 2.952 mmol). The mixture is degassed with a stream of N2 for 5minutes. L-Proline (0.034 g, 0.295 mmol) and CuT (0.0562 g, 0.295 mmol) are added sequentially and the resulting mixture is stirred at 130 C for 5 hours under microwave conditions. The reaction mixture is slowly quenched with water (30 mL). The aqueous phase is extracted with EtOAc (2×80 mL) and washed with saturated brine (25 mL). The organic extracts are dried over Na2 SO4, filtered, and evaporated to dryness. The crude product is purified by silica gel flash chromatography, eluting with a gradient of 0% to 4% MeOH in DCM to give the title compound (0.198 g, 47.68%) as a white solid. ES/MS (m/z):268.0 (M+H).

Statistics shows that 5-Cyclopropyl-1H-imidazole is playing an increasingly important role. we look forward to future research findings about 89830-98-8.

Reference:
Patent; ELI LILLY AND COMPANY; LILLY CHINA RESEARCH AND DEVELOPMENT CO., LTD; LEI, Hui; LIU, Gang; TIAN, Yuan; ZHANG, Haizhen; (0 pag.)WO2018/160406; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature 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.

1 g (6.5 mmol)5- (tert-Butyl) -1H-imidazole-4-carbaldehyde was added to 7 mL DMF followed by 2.59 g (13 mmol)N, N-diacetylpiperazine-2,5-dione nitrogen protection row of the third gas,3.19g (9.8mmol) of cesium carbonate was added and the atmosphere was purged with nitrogen for three times. The mixture was stirred for 20h at room temperature without light.The reaction mixture was poured into (100 mL) ice-water, suction filtered, the filter cake was washed with water (100mL * 2), petroleum ether:Ethyl acetate = 8: 1 (90 mL). The filter cake was ultrasonically dispersed with ethanol and methylene chloride. The insoluble material was filtered off and concentrated under reduced pressure. Absolute ethanol was taken in water.Further beating with ethyl acetate (50 mL).0.89g of a tan solid was obtained(Z) -1 -acetyl-3 – ((5- (tert-butyl) -1H-imidazol-4-yl) methylene) piperazine-2,5-dione in 46% yield.

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; Tsingtao Ocean Bio-pharmaceutical Institute Co., Ltd.; Li Wenbao; Wang Shixiao; Ding Zhongpeng; Hou Yingwei; Guan Huashi; (21 pag.)CN107011331; (2017); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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. 39021-62-0, name is 1-Methyl-1H-imidazole-5-carbaldehyde belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 1-Methyl-1H-imidazole-5-carbaldehyde

Example 18 rac-(3aR,14bR)-10-CyclohexyI-N7-(dimethylsulfamoyl)-13-methoxy-N3a,N3a- dimethyl-2-((l-methyl-lH-imidazol-5-yl)methyl)-l,2,3,14b-tetrahydroindolo[2,l~ a]pyrrolo[3,4-d][2]benzazepine-3a,7(4H)-dicarboxamide. 1 -Methyl- 1H-imidazole- 5-carbaldehyde (16.3 mg, 0.15 mmol) and then NaCNBH3 (9.3 mg, 0.15 mmol) were added to a slurry of rac-(3aR,14bR)- 10-cyclohexyl-N7-(dimethylsulfamoyl)- 13- methoxy-N3a,N3a-dimethyl-l,2,3,14b-tetrahydroindolo[2,1-alpha]pyrrolo[3,4-d][2]benzazepine-3a,7(4H)-dicarboxamide (30 mg, 0.049 mmol) in MeOH (2 mL). The reaction mixture was stirred at rt for 4h, diluted with THF (1 mL) and treated with additional 1 -methyl- 1H-imidazole-5-carbaldehyde (25 mg). The reaction mixture was stirred at rt for 16h, diluted with DMF (1 mL) and treated with additional NaCNBH3 (10 mg). The reaction mixture was stirred at rt for Id, diluted with MeOH, and purified by preparative HPLC (H2O/MeOH with 0.1% TFA buffer) to yield rac-(3aR,14bR)- 10-cyclohexyl-N7-(dimethylsulfamoyl)- 13-methoxy-N3a,N3a- dimethyl-2-((l -methyl- lH-imidazol-5-yl)methyl)-l ,2,3 , 14b-tetrahydroindolo[2, 1 – alpha]pyrrolo[3,4-d] [2]benzazepine-3a,7(4H)-dicarboxamide (20.2 mg, 0.029 mmol, 58% yield) as a white solid. 1H NMR (300 MHz, CD3OD) delta 1.25 – 1.65 (m, 4H), 1.77 – 2.23 (m, 7H), 2.66 (d, J= 10.6 Hz, IH), 2.94 – 3.07 (m, 2H), 3.05 (s, 6H), 3.10 – 3.35 (m, 6H), 3.51 (d, J= 15.0 Hz, IH), 3.58 (d, J= 15.0 Hz, IH), 3.64 (s, 3H), 3.79 (d,J = 10.6 Hz, IH), 3.91 (s, 3H), 4.04 (d, J= 15.0 Hz, IH), 4.15 (dd, J= 10.6, 7.7 Hz, IH), 4.52 (d, J= 15.0 Hz, IH), 7.06 – 7.15 (m, 3H), 7.41 (d, J= 8.4 Hz, IH), 7.65 (dd, J= 8.4, 1.5 Hz, IH), 7.95 (d, J= 8.4 Hz, IH), 8.03 (d, J= 1.5 Hz, IH), 8.55 (br s, IH). LCMS: m/e 702 (M+H)+, ret time 3.16 min, 4 minute gradient.

The synthetic route of 39021-62-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2009/120733; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem