Category: 5098-11-3

These common heterocyclic compound, 5098-11-3, name is 5-Amino-1H-imidazole-4-carbonitrile, 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: C4H4N4

Example 1 : General procedure for the preparation of cyano-imidazo[1 ,5- a]pyrimidines of general formula (I) following Scheme 1N-[3-(8-cyano-imidazo[1 ,5-a]pyrimidin-4-yl)-phenyl]-N-ethyl- ethanesulfonamide0.035 g (0.32 mmol) of delta-amino-I H-imidazole^-carbonitrile and 0.1 g (0.32 mmol) of N-[3-[3-(dimethylamino)-1 -oxo-2-propenyl]phenyl]-N-ethyl- ethanesulfonamide were dissolved in 10 ml of glacial acetic acid. After refluxing for 4 hours, the solvent was removed by reduced pressure distillation. To the resultant residue 10 ml of dichloromethane and 10 ml of a saturated solution of sodium bicarbonate were added. The two layers were separated, and the aqueous layer was washed with 10 ml of dichloromethane. The organic layers were washed with 10 ml of water and dried over magnesium sulfate. The dichloromethane layer was evaporated to dryness to yield an oil which, in the presence of ethyl acetate gave a yellow solid, 58 mg (yield 51%) of N-[3-(8-cyano-imidazo[1 ,5-a]pyrimidin-4-yl)-phenyl]-N-ethyl- ethanesulfonamide1H NMR (400 MHz, CDCI3): delta 1.2 (3H, t, J= 7.2 Hz), 1.41 (3H, t, J= 7.6 Hz), 3.08 (2H, q, J= 7.6 Hz), 3.84 (2H, q, J= 7.6 Hz), 6.85 (1 H, d, J= 4 Hz), 7.58- 7.71 (3H, m), 7.76-7.77 (1 H, m), 8.25 (1 H, s), 8.56 (1 H, d, J= 4 Hz). MS (ES) m/z = 356 (MH+) HPLC = 94.2%

The synthetic route of 5-Amino-1H-imidazole-4-carbonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FERRER INTERNACIONAL, S. A.; WO2006/84835; (2006); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 5098-11-3, name is 5-Amino-1H-imidazole-4-carbonitrile, molecular formula is C4H4N4, 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. Application In Synthesis of 5-Amino-1H-imidazole-4-carbonitrile

Example 46: General procedure for the preparation of 4-fluoro-benzoyl- imidazo[1 ,5-a]pyrimidines of general formula (I) following Scheme 1. N-[3-[8-(4-fluoro-benzoyl)-imidazo[1 ,5-a]pyrimidin-4-yl]-phenyl]-N-methyl- methanesulfonamide Part A EPO A solution of 4-fluoro-phenyl magnesium bromide was prepared from 1.0 g ( 42 mmol) of magnesium and 7.9 g (42 mmol) of 1-bromo-4-fluoro-benzene in 40 ml of dry tetrahydrofuran.To the solution of the Grignard reagent, cooled by an ice-salt bath, a mixture of 1 g (9.3 mmol)of 5-amino-1 H-imidazole-4-carbonitrile and 20 ml of dry tetrahydrofuran was slowly added with stirring. After standing at room temperature for 2 hours, the mixture was cooled and decomposed by adding, with stirring, 40 ml of 3M hydrochloric acid. When the decomposition was completed (1 hour at a temperature between 90-950C), the reaction mixture was basified to ph 10 with 25% ammonium hydroxide and was extracted with methylene chloride. The solution was dried with anhydrous sodium sulfate and the methylene chloride was distilled under diminished pressure to yield an oil which was chromatographied (silica gel) using methylene chloride/methanol as eluent to produce 1.16 g (yield 62%) of (5-amino-1 H- imidazol-4-yl)-(4-fluoro-phenyl)-methanone.1H NMR (400 MHz, DMSO): 6.86 (2H, b), 7.14-7.29 (3H, m), 8.44 (2H, b),11.56 (1 H, b).MS (ES) m/z = 206 (MH+)HPLC = 96.8%

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5098-11-3, its application will become more common.

Reference:
Patent; FERRER INTERNACIONAL, S. A.; WO2006/84835; (2006); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 5098-11-3, name is 5-Amino-1H-imidazole-4-carbonitrile, molecular formula is C4H4N4, 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. COA of Formula: C4H4N4

Example 37: General procedure for the preparation of 4-methoxy-benzoyl- imidazo[1 ,5-a]pyrimidines of general formula (I) following Scheme 1.N-[3-[8-(4-methoxy-benzoyl)-imidazo[1 ,5-a]pyrimidin-4-yl]-phenyl]-N-methyl- methanesulfonamidePart A A solution of 4-methoxy-phenyl magnesium bromide was prepared from 1.0 g (42 mmol) of magnesium and 7.9 g (42 mmol) of 1 -bromo-4-methoxy-benzene in 40 ml of dry tetrahydrofuran.To the solution of the Grignard reagent, cooled by an ice-salt bath, a mixture of 1 g (9.3 mmol)of 5-amino-1 H-imidazole-4-carbonitrile and 20 ml of dry tetrahydrofuran was slowly added with stirring. After standing at room temperature for 2 hours, the mixture was cooled and decomposed by adding, with stirring, 40 ml of 3M hydrochloric acid. When the decomposition was completed (1 hour at a temperature between 90-950C), the reaction mixture was basified to ph 10 with 25% ammonium hydroxide and was extracted with methylene chloride. The solution was dried with anhydrous sodium sulfate and the methylene chloride was distilled under diminished pressure to yield an oil which was chromatographied (silica gel) using methylene chloride/methanol as eluent to produce 1.52 g (yield 77%) of (5-amino-1 H- imidazol-4-yl)-(4-methoxy-phenyl)-methanone. 1H NMR (400 MHz, CDCI3): 3.85 (3H, s), 5.41 (1 H, b), 6.69 (2H, d, J= 8.4 Hz), 7.3 (1 H, s), 7.81 (2H, d, J= 8.4 Hz). MS (ES) m/z = 218 (MH+) HPLC = 91%

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5098-11-3, its application will become more common.

Reference:
Patent; FERRER INTERNACIONAL, S. A.; WO2006/84835; (2006); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 5098-11-3, name is 5-Amino-1H-imidazole-4-carbonitrile, 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 5098-11-3, Safety of 5-Amino-1H-imidazole-4-carbonitrile

4-amino-5-imidazolecarboxamide hydrochloride was heated to reflux in phosphorus oxychloride for 3.5 hs and after purification gave 4-amino-5-nitrile imidazole. This was resuspended in ethanol saturated with HCl overnight and purification gave 4-amino-5-ethylimino ester imidazole hydrochloride. This was combined with diphenylborinic acid ethanolamine ester in tetrahydrofuran (THF) overnight to yield the title compound.

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-Amino-1H-imidazole-4-carbonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Benkovic, Stephen J.; Shapiro, Lucy; Wright, Rachel; Stephens, Craig; Kahng, Lyn Sue; Berdis, Anthony; Lee, Irene; US2005/227933; (2005); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 5098-11-3, name is 5-Amino-1H-imidazole-4-carbonitrile, 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 5098-11-3, Formula: C4H4N4

4-amino-5-imidazolecarboxamide hydrochloride was heated to reflux in phosphorus oxychloride for 3.5hs and after purification gave 4-amino-5-nitrile imidazole. This was resuspended in ethanol saturated with HCl overnight and purification gave 4-amino-5-ethylimino ester imidazole hydrochloride. This was combined with diphenylborinic acid ethanolamine ester in tetrahydrofuran (THF) overnight to yield the title compound.

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-Amino-1H-imidazole-4-carbonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; The Penn State Research Foundation; EP1420021; (2004); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 5098-11-3, name is 5-Amino-1H-imidazole-4-carbonitrile, 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: C4H4N4

Example 1 : General procedure for the preparation of cyano-imidazo[1 ,5- a]pyrimidines of general formula (I) following Scheme 1N-[3-(8-cyano-imidazo[1 ,5-a]pyrimidin-4-yl)-phenyl]-N-ethyl- ethanesulfonamide0.035 g (0.32 mmol) of delta-amino-I H-imidazole^-carbonitrile and 0.1 g (0.32 mmol) of N-[3-[3-(dimethylamino)-1 -oxo-2-propenyl]phenyl]-N-ethyl- ethanesulfonamide were dissolved in 10 ml of glacial acetic acid. After refluxing for 4 hours, the solvent was removed by reduced pressure distillation. To the resultant residue 10 ml of dichloromethane and 10 ml of a saturated solution of sodium bicarbonate were added. The two layers were separated, and the aqueous layer was washed with 10 ml of dichloromethane. The organic layers were washed with 10 ml of water and dried over magnesium sulfate. The dichloromethane layer was evaporated to dryness to yield an oil which, in the presence of ethyl acetate gave a yellow solid, 58 mg (yield 51%) of N-[3-(8-cyano-imidazo[1 ,5-a]pyrimidin-4-yl)-phenyl]-N-ethyl- ethanesulfonamide1H NMR (400 MHz, CDCI3): delta 1.2 (3H, t, J= 7.2 Hz), 1.41 (3H, t, J= 7.6 Hz), 3.08 (2H, q, J= 7.6 Hz), 3.84 (2H, q, J= 7.6 Hz), 6.85 (1 H, d, J= 4 Hz), 7.58- 7.71 (3H, m), 7.76-7.77 (1 H, m), 8.25 (1 H, s), 8.56 (1 H, d, J= 4 Hz). MS (ES) m/z = 356 (MH+) HPLC = 94.2%

The synthetic route of 5-Amino-1H-imidazole-4-carbonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FERRER INTERNACIONAL, S. A.; WO2006/84835; (2006); A1;,
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. 5098-11-3, name is 5-Amino-1H-imidazole-4-carbonitrile, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 5098-11-3

Example 28: General procedure for the preparation of 4-methyl-benzoyl- imidazo[1 ,5-a]pyrimidines of general formula (I) following Scheme 1 N-[3-[8-(4-methyl-benzoyl)-imidazo[1 ,5-a]pyrimidin-4-yl]-phenyl]-N-methyl- methanesulfonamidePart AA solution of 4-methyl-phenyl magnesium bromide was prepared from 1.0 g ( 42 mmol) of magnesium and 7.2 g (42 mmol) of 1 -bromo-4-methyl-benzene in 40 ml of dry tetrahydrofuran. To the solution of the Grignard reagent, cooled by an ice-salt bath, a mixture of 1 g (9.3 mmol)of 5-amino-1 H-imidazole-4-carbonitrile and 20 ml of dry tetrahydrofuran was slowly added with stirring. After standing at room temperature for 2 hours, the mixture was cooled and decomposed by adding, with stirring, 40 ml of 3M hydrochloric acid. When the decomposition was completed (1 hour at a temperature between 90-950C), the reaction mixture was basified to pH 10 with 25% ammonium hydroxide and was extracted with methylene chloride. The solution was dried with anhydrous sodium sulfate and the methylene chloride was distilled under diminished pressure to yield an oil which was chromatographied (silica gel) using methylene chloride/methanol as eluent to produce 1.11 g (yield 61%) of (5-amino-1 H- imidazol-4-yl)-p-tolyl-methanone. 1H NMR (400 MHz, DMSO): . . 2.33 (3H, s), 6,3155 (4H, m), 8.27 (1 H, s). EPO MS (ES) m/z = 202 (MH+) HPLC = 95%

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 5098-11-3.

Reference:
Patent; FERRER INTERNACIONAL, S. A.; WO2006/84835; (2006); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 5098-11-3, name is 5-Amino-1H-imidazole-4-carbonitrile, 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 5098-11-3, Application In Synthesis of 5-Amino-1H-imidazole-4-carbonitrile

Example 19: General procedure for the preparation of (thiophene-2- carbonyl)-imidazo[1 ,5-a]pyrimidines of general formula (I) following Scheme 1. N-[3-[8-(thiophene-2-carbonyl)-imidazo[1 ,5-a]pyrimidin-4-yl]-phenyl]-N- methyl-methanesulfonamidePart A A solution of thiophen-2-yl magnesium bromide was prepared from 1.0 g ( 42 mmol) of magnesium and 6.94 g (42 mmol) of 2-bromo-thiophene in 40 ml of dry tetrahydrofuran.To the solution of the Grignard reagent, cooled by an ice-salt bath, a mixture of 1 g (9.3 mmol)of 5-amino-1 H-imidazole-4-carbonitrile and 20 ml of dry tetrahydrofuran was slowly added with stirring. After standing at room temperature for 2 hours, the mixture was cooled and decomposed by adding, with stirring, 40 ml of 3M hydrochloric acid. When the decomposition was completed (1 hour at a temperature between 90-950C), the reaction mixture EPO was basified to ph 10 with 25% ammonium hydroxide and was extracted with methylene chloride. The solution was dried with anhydrous sodium sulfate and the methylene chloride was distilled under diminished pressure to yield an oil which was chromatographied (silica gel) using ethyl acetate/methanol as eluent to produce 0.28 g (yield 16%) of (5-amino-1 H-imidazol-4-yl)- thiophen-2-yl-methanone. MS (ES) m/z = 194 (MH+)

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.

Adding a certain compound to certain chemical reactions, such as: 5098-11-3, name is 5-Amino-1H-imidazole-4-carbonitrile, 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 5098-11-3, Quality Control of 5-Amino-1H-imidazole-4-carbonitrile

General procedure: Na3PSO3·xH2O (?90% purity, 0.320 mmol, 64 mg) was dissolvedin degassed 10% D2O in H2O (0.5 mL) in an Eppendorf tube andthe pH was lowered to 6.5 (5.0 in the case of 26) using degassedHCl. The nitrile was added (0.080 mmol), and the volume madeup to 1 mL with degassed 10% D2O. The reaction was sealed andheated at 50 C for 24 h taking time points at 8 and 24 h.

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.