Category: 68282-47-3

Reference of 68282-47-3,Some common heterocyclic compound, 68282-47-3, name is 2-Phenyl-1H-imidazole-4-carbaldehyde, molecular formula is C10H8N2O, 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.

EXAMPLE 45 3-(2-Phenyl-4-imidazolylmethylene)carbazic acid ethyl ester A mixture of 8.16 gm. of 2-phenyl-4-imidazolecarboxaldehyde and 5.52 gm. of ethyl carbazate are reacted as described in Example 32 giving the desired product, m.p. 196-200 C.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Phenyl-1H-imidazole-4-carbaldehyde, its application will become more common.

Reference:
Patent; American Cyanamid Company; US4168964; (1979); A;; ; Patent; American Cyanamid Company; US30511; (1981); E1;; ; Patent; American Cyanamid Company; US4124766; (1978); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 68282-47-3, 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. 68282-47-3, name is 2-Phenyl-1H-imidazole-4-carbaldehyde belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

COMPOUND 12.1.58: N,N-DIETHYL-4-{5,6,7-TRIMETHOXY-2-[(2-PHENYL- 1H-IMIDAZOL-5-YL)METHYL]-1,2,3,4-TETRAHYDROISOQUINOLIN-1- YLIBENZAMIDE; 2-Phenyl-imidazole-4-carboxyaldehyde (92.6 mg, 0.54 mmol) was added to a solution of INTERMEDIATE 5.1. 16 (107.7 mg, 0.27 mmol) in 1,2-dichloroethane (5 mL) and the reaction mixture stirred at room temperature for 10 min. Sodium triacetoxyborohydride (400 mg, 1.89 mmol) was added followed by N-methyl-2- pyrrolidinone (350 pL) and the reaction mixture stirred at RT for 16 h. 1 N NaOH (5 mL) was added and the organic solvent removed in vacuo. The residue was extracted with EtOAc (3 x 20 mL) and the organic layer washed with water (20 mL). The organic layer was concentrated in vacuo and the residue purified by flash chromatography on SiOx column (EtOAc: MeOH 95: 5) to afford COMPOUND 12.1. 58 as an oil (33 mg, 22%). lH NMR (500 MHz, CDC13) : 8 1.10 (br s, 3H), 1.24 (br s, 3H), 2.63 (m, 1H), 2.76 (m, 2H), 3. 10 (m, 1H), 3.26 (br s, 2H), 3.57 (s, 3H), 3.51-3. 62 (m, 4H), 3.84 (s, 3H), 3. 88 (s, 3H), 4.65 (s, 1H), 5.98 (s, 1H), 6.91 (s, 1H), 7.25-7. 35 (m, 7H), 7.87 (d, J 8.5 Hz, 2H) ; 13C NMR (125 MHz, CDCl3) : 6 13.12, 14.45, 22. 51, 39.70, 43.67, 46.18, 49.68, 56.09, 60.70, 61.03, 66. 58, 107.94, 121.56, 125.43, 126.50, 128.46, 128.90, 129.91, 130. 76, 132. 78,136. 08,140. 72,144. 76, 146.76, 147.07, 150. 89, 151. 73, 171.64 ; (+) LRESIMS m/z 555.25 [M+H]+.

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, 2-Phenyl-1H-imidazole-4-carbaldehyde, other downstream synthetic routes, hurry up and to see.

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

Some common heterocyclic compound, 68282-47-3, name is 2-Phenyl-1H-imidazole-4-carbaldehyde, molecular formula is C10H8N2O, 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. category: imidazoles-derivatives

Example 6; Step 1 : 4-Formyl-2-phenyl-imidazole-1-carboxylic acid 4-nitro-benzyl ester 4-Formyl-2-phenylimidazole (624 mg) and sodium hydrogen carbonate (791 mg) were dissolved in dioxane (3.6 mL), THF (3.6 mL) and water (7.2 mL). The 48.7% solution of p-nitrobenzyl chloroformate (PNZCI) in dioxane (2.08 mL) was added to the mixture at room temperature and stirred for 2.5 h. The mixture was diluted with ethyl acetate and washed with brine. The organic layer was dried (MgS04) and concentrated under reduced pressure. The residue was crystallized from ethyl acetate and n-hexane to give the title compound (956 mg, 75%).’H NMR (8, CDCI3) 5.41 (s, 2H), 7.32 (d, 2H, J= 8.6 Hz), 7.40-7. 51 (m, 3H), 7.56-7. 58 (m, 2H), 8.17-8. 20 (m, 2H), 8.22 (s, 1H), 9.97 (s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 68282-47-3, its application will become more common.

Reference:
Patent; WYETH; WO2003/93277; (2003); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 68282-47-3, 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. 68282-47-3 name is 2-Phenyl-1H-imidazole-4-carbaldehyde, 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.

To a solution of 2-phenyl-1H-imidazole-4-carbaldehyde (1.73 g) in ethanol (30 mL) was added 40% methylamine-methanol solution (2.36 g) and the mixture was stirred at 65C for 1 hr. The mixture was allowed to cool to room temperature, sodium borohydride (571 mg) was added and the mixture was stirred for 30 min. 1 mol/L Hydrochloric acid was added to the reaction mixture, and the mixture was concentrated under reduced pressure. A saturated aqueous sodium hydrogen carbonate solution was added to the residue, and the mixture was extracted with tetrahydrofuran. The extract was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by basic silica gel column chromatography (eluent: ethyl acetate-methanol=1:0?4:1) and dissolved in methanol (10 mL). A 4 mol/L hydrogen chloride-ethyl acetate solution (5 mL) was added, and the mixture was concentrated under reduced pressure. The residue was crystallized from ethyl acetate to give the title compound as colorless crystals (yield 1.06 g, yield 41%). 1H-NMR(DMSO-d6)delta:2.62(3H,s), 4.33(2H,s), 7.55-7.73(3H,m), 7.83(1H,s), 8.21(2H,br), 9.64(2H,br), 2H not detected.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Phenyl-1H-imidazole-4-carbaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2196459; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 68282-47-3, These common heterocyclic compound, 68282-47-3, name is 2-Phenyl-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.

COMPOUND 12.1. 36: 1-{4-[(DIETHYLAMINO)CARBONYL]PHENYL}-2-[(2- PHENYL-1N-IMIDAZOL-5-Y ; L) METHYL1-L23, 4- TETRAHYDROISOQUINOLIN-6-YL DIMETHYLSULFAMATE; INTERMEDIATE 6.4. 2 (12 mg, 0.028 mmol) and 2-phenyl-4 (5)- imidazolecarbaldehyde (10 mg, 0.056 mmol) were dissolved in 1,2-dichloroethane (3 mL) and sodium triacetoxyboronhydride (18 mg, 0. 084 mmol) was added. The mixture was stirred for 18 h after which ethyl acetate and 1 M aqueous sodium hydroxide solution were added. After phase separation the aqueous phase was extracted with more ethyl acetate and the combined organic phases were washed with water and brine. Resin-bound tosylhydrazine (147 mg, 1.5 mmol/g) was added and the mixture was stirred for 2 h. After filtration and thorough washing of the resin, the filtrate was evaporated and the residue was purified by flash chromatography to yield the product (11 mg, 0.019 mmol, 67%). 1H NMR (500 MHz, CDCl3) : 1.14, 1.27 (2 brs, 6H), 2.67, 2.86, 3.05, 3.17 (4 m, 4H), 2.97 (s, 6H), 3.18, 3.60 (2 brs, 4H), 3. 51, 3.60 (2 d, J 12.0 Hz, 2H), 4.72 (s, 1H), 6.69 (d, 8.5 Hz, 1H), 6.92 (s, 1H), 6.94 (dd, J 8. 5,2. 0 Hz, 1H), 7.08 (d, J 2.0 Hz, 1H), 7.34 (m, 7H), 7.86 (d, J 7.5 Hz, 2H). (+) LRESIMS m/z 559 (100) [M+H] +.

The synthetic route of 68282-47-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; WO2005/61484; (2005); 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. 68282-47-3, name is 2-Phenyl-1H-imidazole-4-carbaldehyde, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C10H8N2O

a 4-Aminomethyl-2-phenylimidazole dihydrochloride Hydroxylamine hydrochloride (229 mg, 3.3 mmol) was added to a suspension of 2-phenylimidazole4-carboxaldehyde (516 mg, 3 mmol; prepared according to J. Chem. Soc. Perkin Trans. I 1974, 1527) and sodium acetate (541 mg, 6.6 mmol) in absolute EtOH (5 mL) and H2 O (5 mL) at RT. A yellow, homogeneous solution was produced. After 15 min, the reaction was concentrated on the rotavap to remove the EtOH, and the oily, aqueous mixture was extracted with 20% MeOH/CHCl3 (10 mL) then with CHCl3 (10 mL). The combined organic layers were dried (MgSO4) and concentrated to leave a yellow foam. The yellow foam was dissolved in absolute EtOH (9 mL), and 1.0 N HCl (6 mL, 6 mmol) and 10% Pd/C (0.32 g, 0.3 mmol) were added. The mixture was shaken on a Parr apparatus at RT under H2 (50 psi) for 4 h, then was filtered through Celite. The filtrate was concentrated on the rotavap to leave a light yellow solid. Recrystallization fron absolute EtOH/H2 O gave the title compound as a light pink solid (465 mg, 63%): mp 273-275 C. (dec.); 1 H NMR (250 MHz, CD3 OD) delta 7.93-8.12 (m, 2H), 7.80 (s, 1H), 7.50-7.76 (m, 3H), 4.40 (s, 2H); MS (ES) m/e 347.2 (2M+H)+, 174.0 (M+H)+, 157.0 (M+H–NH3)+.

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 68282-47-3.

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. 68282-47-3, name is 2-Phenyl-1H-imidazole-4-carbaldehyde, A new synthetic method of this compound is introduced below., Formula: C10H8N2O

EXAMPLE XVI To a solution of 220 mg of 2-phenyl-4-imidazole carboxaldehyde in 5 mL of tetrahydrofuran was added 6.4 mL of a 1L methyllithium solution in tetrahydrofuran. The reaction mixture was quenched with 50 mL of water and the mixture extracted with 2*50 mL aliquots of ethyl acetate. The combined ethyl acetate extracts were dried over anhydrous sodium sulfate, filtered and the solvent evaporated under reduced pressure to yield 250 mg of 2-phenyl-4(5)-(1-hydroxyethyl)imidazole which was used in the next step without further purification or characterization.

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.

Synthetic Route of 68282-47-3,Some common heterocyclic compound, 68282-47-3, name is 2-Phenyl-1H-imidazole-4-carbaldehyde, molecular formula is C10H8N2O, 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.

COMPOUND 12.1. 8: 4-6. 7-DIMETHOXY-2-f (2-PHENYL-l-IMIDAZOL-5- YL)METHYL]-1,2,3,4-TETRAHYDROISOQUINOLIN-1-YL}METHYL)-N,N- DIETHYLBENZAMIDE; INTERMEDIATE 5.1. 5 (15 mg, 0. 04 mmol) and 2-phenyl-4 (5) – imidazolecarbaldehyde (20 mg, 0.12 mmol) were dissolved in DCE (1.0 mL) and stirred for 15 min at room temperature. Sodium triacetoxyborohydride (34 mg, 0.16 mmol) was added and the reaction mixture was stirred for 18 h at room temperature. 1 M aqueous sodium hydroxide solution (15 mL) and DCM (15 mL) were added, the mixture stirred for 30 min and passed through a Whatman IPS silicon-treated filter paper. The organic layer was evaporated in vacuo and the crude product was purified by flash chromatography to give the product (12.5 mg, 0.025 mmol, 63%). 1H NMR (500 MHz, CDC13) : 15 1. 10,1. 27 (2 brs, 6H), 2.92-3. 12,3. 42-3. 64,3. 85-3.90 (3 m, 10H), 3.24 (brs, 2H), 3.73, 3. 88 (2 s, 6H), 3.95 (m, 1H), 6.28 (brs, 1H), 6.63 (s, 1H), 7.12, 7.24 (m, 4H), 7.29 (s, 1H), 7.34 (d, J 7.0 Hz, 1H), 7.43 (dd, J 7.0 Hz, 2H), 7.84 (d, J 7 Hz, 2H). 13C NMR (125 MHz, CDC13) : a 13. 1,14. 4,23. 3,39. 6,42. 3,43. 5, 56.1, 61.6, 111.4, 111. 8, 125.3, 126.5, 129.0, 129.9, 128.7, 130.1, 130.3, 135.4, 2 x 147.2, 147.9, 171.6. (+) LRESIMS m/z 539 [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 2-Phenyl-1H-imidazole-4-carbaldehyde, its application will become more common.

68282-47-3, name is 2-Phenyl-1H-imidazole-4-carbaldehyde, 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. COA of Formula: C10H8N2O

To a solution of 2-phenyl-1H-imidazole-4-carbaldehyde (0.35 g) in dimethylformamide (5 mL) were added potassium carbonate (843 mg) and 1-(bromomethyl)-4-fluorobenzene (462 mg) and the mixture was stirred at 75C for 2 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was dissolved in a mixture of 40% methylamine-methanol solution (474 mg) and methanol (5 mL), and the mixture was stirred for 5 min. Sodium borohydride (154 mg) was added and the mixture was stirred for 1 hr. Saturated sodium hydrogen carbonate solution was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by basic silica gel column chromatography (eluent: ethyl acetate-methanol=1:0?4:1) and dissolved in methanol. A 4 mol/L hydrogen chloride-ethyl acetate solution (2 mL) was added, and the mixture was concentrated under reduced pressure. The residue was crystallized from a mixed solution of methanol-tetrahydrofuran (1:4) to give the title compound as colorless crystals (yield 450 mg, yield 60%). melting point: 169-171C. 1H-NMR(DMSO-d6)delta:2.59(3H,t,J=5.1Hz), 4.25(2H,t,J=4.9Hz), 5.49(2H,s), 7.13-7.30(4H,m), 7.53-7.68(3H,m), 7.70-7.76(2H,m), 7.83(1H,s), 9.72(2H,brs), 1H not detected.

The synthetic route of 68282-47-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2196459; (2010); A1;,
Imidazole – Wikipedia,
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. 68282-47-3, name is 2-Phenyl-1H-imidazole-4-carbaldehyde, A new synthetic method of this compound is introduced below., name: 2-Phenyl-1H-imidazole-4-carbaldehyde

COMPOUND 12. 1.34 : 1- (DIETHYLAMINO) CARBONYUPHENYL-2-rC2- PHENYL-1-IMIDAZOL-5-YL) METHYL]-L24- TETRAHYDROISOQUINOLIN-6-YL METHANESULFONATE; INTERMEDIATE 6.4. 1 (27 mg, 0.067 mmol) and 2-phenyl-4 (5)- imidazolecarbaldehyde (23 mg, 0.134 mmol) were dissolved in 1,2-dichloroethane (3.0 mL) and sodium triacetoxyboronhydride (43 mg, 0.20 mmol) was added. The mixture was stirred for 18 h after which ethyl acetate and 1 M sodium hydroxide solution were added. After phase separation the aqueous phase was extracted with more ethyl acetate and the combined organic phases were washed with water and brine. Tosylhydrazine resin (100 mg, 1.5 mmol/g) was added and the mixture was stirred for 2 h. After filtration and thorough washing of the resin the filtrate was evaporated and the residue was purified by flash chromatography the product (36 mg (0.064 mmol, 96%). 1H NMR (500 MHz, CDC13) : 1.13, 1.27 (2 brs, 6H), 2.64, 2. 82, 3.10, 3.12 (4 m, 4H), 3.11 (s, 3H), 3.28, 3.56 (2 brs, 4H), 3.45, 3.56 (2 d, J 12. 0 Hz, 2H), 4. 68 (s, 1H), 6.68 (d, 8.5 Hz, 1H), 6.86 (s, 1H), 6.90 (dd, J 8.5, 2.0 Hz, 1H), 7.05 (d, J 2.0 Hz, 1H), 7.34 (m, 7H), 7.89 (d, J 7.5 Hz, 2H). (+) LRESIMS m/z 559 (100) [M+H] +.

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