Category: 714273-83-3

Electric Literature of 714273-83-3,Some common heterocyclic compound, 714273-83-3, name is 5-(tert-Butyl)-1H-imidazole-4-carbaldehyde, molecular formula is C8H12N2O, 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: First diacetyl piperazine diketone (DKP) and the aldehyde intermediate a or deuterium aldehyde compound b condensation reaction to form a heterocyclic compound c or deuterium-containing heterocyclic compound d;

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-(tert-Butyl)-1H-imidazole-4-carbaldehyde, its application will become more common.

Reference:
Patent; Tsingtao Ocean Bio-pharmaceutical Institute Co., Ltd.; Li Wenbao; Ding Zhongpeng; Wang Shixiao; Zhao Jianchun; Guan Huashi; (12 pag.)CN107286139; (2017); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 714273-83-3, These common heterocyclic compound, 714273-83-3, name is 5-(tert-Butyl)-1H-imidazole-4-carbaldehyde, 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.

5 g (32.85 mmol) of 5-(tert-butyl)-1H-imidazole-4-carbaldehyde was added to 35 mL of DMF,An additional 13.02 g (65.7 mmol) of N,N’-diacetylpiperazine-2,5-dione nitrogen was added to protect the exhaust, and 16.05 g (49.28 mmol) of cesium carbonate was added to protect the exhaustThe reaction was stirred at room temperature in the dark for 20 h. The reaction solution was poured into 500 mL of ice water and suction filtered.The filter cake was washed with water (100 mL * 2), petroleum ether: ethyl acetate = 8: 1 (400 mL),The filter cake was dispersed ultrasonically with ethanol and dichloromethane, insoluble matter was filtered off, and concentrated under reduced pressure.Anhydrous ethanol with water. It was further slurried with ethyl acetate (200 mL) to obtain a brown-yellow solid. Get 4.05 g of (Z)-1-acetyl-3-((5-(tert-butyl)-1H-imidazol-4-yl)methylene)piperazine-2,5-dione, Yield: 42%.

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

Reference:
Patent; Tsingtao Ocean Bio-pharmaceutical Institute Co., Ltd.; Li Wenbao; Fu Zhangyu; Hou Yingwei; Ji Cunpeng; Wang Shixiao; Ma Mingxu; Guan Huashi; (21 pag.)CN110240592; (2019); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 714273-83-3, name is 5-(tert-Butyl)-1H-imidazole-4-carbaldehyde, 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. Safety of 5-(tert-Butyl)-1H-imidazole-4-carbaldehyde

1 g (6.5 mmol) of 5- (tert-butyl) -1H-imidazole-4-carbaldehyde was added to 7 mL of DMF,An additional 2.59 g (13 mmol)N, N-diacetylpiperazine-2,5-dione nitrogen protection row of the third gas,3.19 g (9.8 mmol) of cesium carbonate,Nitrogen gas to protect the row of gas,The reaction was stirred at room temperature for 20 h without light.The reaction was poured into ice-water (100 mL) and suction filtered. The filter cake was washed with water (100 mL * 2), then with petroleum ether: ethyl acetate 8: 1 (90 mL). The filter cake was washed with ethanol and dichloromethane Ultrasound pointsScattered, filtered to remove insoluble material, concentrated under reduced pressure, anhydrous ethanol with water. Beating with ethyl acetate (50 mL) afforded a tan solid(Z) -1 -acetyl-3 – ((5- (tert-butyl) -1H-imidazol-4-yl) methylene) piperazine-2,5-dione 0.89 g, yield 46.9%.

The synthetic route of 5-(tert-Butyl)-1H-imidazole-4-carbaldehyde has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Tsingtao Ocean Bio-pharmaceutical Institute Co., Ltd.; Li Wenbao; Ding Zhongpeng; Wang Shixiao; Sun Tianwen; Hou Yingwei; Guan Huashi; (14 pag.)CN107011322; (2017); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 714273-83-3, name is 5-(tert-Butyl)-1H-imidazole-4-carbaldehyde, 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 714273-83-3, Recommanded Product: 5-(tert-Butyl)-1H-imidazole-4-carbaldehyde

Example 1 Preparation of 5-(tert-butyl)-1H-imidazole-4-carbaldehyde-d (deuterium aldehyde compound b), as Show in the Following Figure The specific process for preparing the compound comprises the following step: 5-(tert-butyl)-1H-imidazole-4-carbaldehyde (304 mg, 2 mmol) was weighed and added into a dry and round bottom flask with a volume of 50 mL, and nitrogen was aerated for protection. anhydrous EtOH (5 mL) and NaBD4 (420 mg, 10 mmol) was added into the reaction flask under nitrogen. The resultant mixture was reacted overnight at room temperature. To the quenching reaction, 10 mL water was added. The organic phase was extracted by ethyl acetate. The product was spin-dryed and to be used for the next step directly. 10 mL acetone and MnO2 (1.7 g, 20 mmol) was added, and reaction was carried out overnight at room temperature. Carrying out suction filtration via the sand core funnel, spin-drying the solvent, carrying out column chromatography isolation and purification to obtain off-white solid of 5-tert-butyl-1H-imidazole-4-carbaldehyde-d (199 mg, 1.3 mmol), with yield of 65%. 1H NMR (400 MHz, DMSO-d6) delta 6.97 (s, 1H), 6.66 (s, 1H) 1.05 (s, 9H); MS (ESI) m/z 154.10 (M+H)+ (calcd for C8H12DN2O 154.10).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; MARINE BIOMEDICAL RESEARCH INSTITUTE OF QINGDAO CO., LTD.; LI, Wenbao; SUN, Tianwen; WANG, Shixiao; ZHAO, Jianchun; CAI, Bing; GUAN, Huashi; (17 pag.)US2018/140600; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 714273-83-3, name is 5-(tert-Butyl)-1H-imidazole-4-carbaldehyde, 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 714273-83-3, Recommanded Product: 5-(tert-Butyl)-1H-imidazole-4-carbaldehyde

Example 1 Preparation of 5-(tert-butyl)-1H-imidazole-4-carbaldehyde-d (deuterium aldehyde compound b), as Show in the Following Figure The specific process for preparing the compound comprises the following step: 5-(tert-butyl)-1H-imidazole-4-carbaldehyde (304 mg, 2 mmol) was weighed and added into a dry and round bottom flask with a volume of 50 mL, and nitrogen was aerated for protection. anhydrous EtOH (5 mL) and NaBD4 (420 mg, 10 mmol) was added into the reaction flask under nitrogen. The resultant mixture was reacted overnight at room temperature. To the quenching reaction, 10 mL water was added. The organic phase was extracted by ethyl acetate. The product was spin-dryed and to be used for the next step directly. 10 mL acetone and MnO2 (1.7 g, 20 mmol) was added, and reaction was carried out overnight at room temperature. Carrying out suction filtration via the sand core funnel, spin-drying the solvent, carrying out column chromatography isolation and purification to obtain off-white solid of 5-tert-butyl-1H-imidazole-4-carbaldehyde-d (199 mg, 1.3 mmol), with yield of 65%. 1H NMR (400 MHz, DMSO-d6) delta 6.97 (s, 1H), 6.66 (s, 1H) 1.05 (s, 9H); MS (ESI) m/z 154.10 (M+H)+ (calcd for C8H12DN2O 154.10).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; MARINE BIOMEDICAL RESEARCH INSTITUTE OF QINGDAO CO., LTD.; LI, Wenbao; SUN, Tianwen; WANG, Shixiao; ZHAO, Jianchun; CAI, Bing; GUAN, Huashi; (17 pag.)US2018/140600; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 714273-83-3, name is 5-(tert-Butyl)-1H-imidazole-4-carbaldehyde, 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 714273-83-3, Safety of 5-(tert-Butyl)-1H-imidazole-4-carbaldehyde

General procedure: Cs2CO3 (1.5equiv., 4.9g) was added into the solution containing intermediate 1 (1.5 equiv., 3.0 g) and aromatic aldehyde (1.0 equiv., 10 mmol) in dry DMF (20 mL), and the mixture was stirred at room temperature for about 5 h. After the reaction was completed, the mixture was poured into crashed ice and the solid was filtered, washed with water for three times and dried. The target intermediates were obtained as white solids.

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, 5-(tert-Butyl)-1H-imidazole-4-carbaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Liao, Shengrong; Qin, Xiaochu; Li, Ding; Tu, Zhengchao; Li, Jinsheng; Zhou, Xuefeng; Wang, Junfeng; Yang, Bin; Lin, Xiuping; Liu, Juan; Yang, Xianwen; Liu, Yonghong; European Journal of Medicinal Chemistry; vol. 83; (2014); p. 236 – 244;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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

To a solution of compound 5 (50 g329 mmol) in EtOH (200 mL), NaBD4 (41 g, 979 mmol) was added portion wise under nitrogen. The mixture was stirred for 5 h at -20. The precipitate was removed by filtration. To the filtrate, 2 mol/L aqueous hydrochloric acid (250 ml) was added, and then filtrated. The filtrate was evaporated in vacuo, and then dissolving in water, the pH of the solution was adjusted to 8-9 using saturated potassium carbonate. The crude product was gain by filtration to get 44g compound 6 with a yield at 85%, and was used for next step without further purification. 1H NMR (500 MHz, CDCl3) delta 7.72 (s, 1H), 1.48 (s, 9H). MS (ESI): m/z = 157.22 [M + H] +

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 714273-83-3, its application will become more common.

Reference:
Article; Ding, Zhongpeng; Cheng, Hejuan; Wang, Shixiao; Hou, Yingwei; Zhao, Jianchun; Guan, Huashi; Li, Wenbao; Bioorganic and Medicinal Chemistry Letters; vol. 27; 6; (2017); p. 1416 – 1419;,
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

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