Category: 360-97-4

Related Products of 360-97-4,Some common heterocyclic compound, 360-97-4, name is 4-Amino-1H-imidazole-5-carboxamide, molecular formula is C4H6N4O, 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.

A mixture of 0.252 g 5-amino-1H-imidazole-4-carboxamide(Acros Organics, 2 mmol) and 0.764 g 3Me-STB(2 mmol) in 10 cm3 MeOH was heated to reflux for 3 h.The reaction mixture was left at room temperature (24 h)and filtered. The formed solid was crystallized from 5 cm3MeOH to give 0.37 g (69 %) light brown crystals of 3a.M.p.: [410 C; 1H NMR (500 MHz, DMSO-d6):d = 10.43 (s, 1H, NH), 10.19 (s, 1H, C(20)-OH), 10.16(s, 1H, C(40)-OH), 8.26 (s, 1H, C(2)-H), 7.37 (s, 1H,C(60)-H), 6.43 (d, J = 8.90 Hz, 1H, C(50)-H), 2.03 (s, 3H,CH3) ppm; 13C NMR (125 MHz, DMSO-d6): d = 161.7,158.6, 154.7, 136.9. 134.9, 133.4, 126.1, 122.6, 111.2,110.1, 107.4, 8.0 ppm; MS (70 eV): m/z (%) = 275 (M?,100), 274 (5), 259 (5), 192 (20), 167 (26), 151 (25), 110(5), 68 (16).

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

Reference:
Article; Matysiak, Joanna; Skrzypek, Alicja; Niewiadomy, Andrzej; Juszczak, Malgorzata; Langner, Ewa; Lemieszek, Marta; Rzeski, Wojciech; Karpiska, Monika M.; Walczak, Katarzyna; Monatshefte fur Chemie; vol. 146; 8; (2015); p. 1315 – 1327;,
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. 360-97-4, name is 4-Amino-1H-imidazole-5-carboxamide, A new synthetic method of this compound is introduced below., Quality Control of 4-Amino-1H-imidazole-5-carboxamide

To a solution of 5-amino-lH-imidazole-4-carboxylic acid amide (lOg, 79.36 mmol) and DMAP (291 mg, 2.38 mmol) in anhydrous pyridine (200 mL) was slowly added 2,2- dimethyl-propionyl chloride (10.74 mL, 87.30 mmol) and the reaction mixture was stirred at 80 C for 8 h. The solvent was evaporated under reduced pressure and the residue was diluted with cold water (50 mL). The precipitate was filtered, washed with water (30 mL) and dried to get yield the title compound (9 g, 54 %) as ash-color solid. MS(m/e): 211.4 (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; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BENDELS, Stefanie; GRETHER, Uwe; KIMBARA, Atsushi; NETTEKOVEN, Matthias; ROEVER, Stephan; ROGERS-EVANS, Mark; SCHULZ-GASCH, Tanja; WO2014/177490; (2014); 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. 360-97-4, name is 4-Amino-1H-imidazole-5-carboxamide, A new synthetic method of this compound is introduced below., Recommanded Product: 360-97-4

(c) 4-f(2-Meth.yl-2-propoxypropyl)amino]–lH-imidazole-5-carboxamide; The reaction mixture of 2-methyl-2-propoxypropanal, which was obtained from Example 2(b), (1.0 g, 8.3 mmol), 5-amino-4-irnidazolecarboxamide (0.5 g, 4.0 mmol), sodium cyanoborohydride (0.25 g, 4.0 mmol) and acetic acid (0.45 mL, 7.9 mmol) in 10 mL of methanol was stirred at ambient temperature for 1 h. The solvent was removed in vacuo. Water (20 mL) and ethyl acetate (20 mL) were added. The organic phase was separated and the solvent was removed in vacuo. Purification by ISCO flash (EtOAc:Heptane, gradient elution 1:1 to 100% EtOAc) gave 0.19 g (20 %) of the title compound. 1R NMR (CDCl3) delta ppm 6.98 (s, IH), 6.39 (br s, IH), 3.40 (t, 2H, J=6.7 Hz), 3.14 (d, 2H, J=4.3 Hz), 1.56-1.65 (m, 2H), 1.22 (s, 6H), 0.95 (t, 3H, J=7.5 Hz); MS (ESI) m/z 241 (M+l).

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; WO2007/142576; (2007); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 360-97-4, name is 4-Amino-1H-imidazole-5-carboxamide, 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. COA of Formula: C4H6N4O

A solution of 5-amino-1H-imidazole-4-carboxamide (35 g, 277 mmol) in MeSO3H (150 mL) and EtOH (560 mL) was stirred at reflux conditions for 2 days, and then concentrated in vacuo. To the resulting residue, water (400 mL) was added and while stirring and cooling (ice/water) sodium hydroxide solution (32 %) was added until pH = 7 was reached. The water layer was saturated with sodium chloride and extracted with DCM (200 mL x 3). The combined organic layers were dried (MgSO4), and filtered. The filtrate was concentrated in vacuo to afford ethyl 5-amino-1H-imidazole-4-carboxylate (13.7 g, 45%) as a white solid.

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

Reference:
Patent; LYSOSOMAL THERAPEUTICS INC.; SKERLJ, Renato, T.; BOURQUE, Elyse Marie Josee; LANSBURY, Peter, T.; GREENLEE, William, J.; GOOD, Andrew, C.; (309 pag.)WO2017/176961; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 360-97-4,Some common heterocyclic compound, 360-97-4, name is 4-Amino-1H-imidazole-5-carboxamide, molecular formula is C4H6N4O, 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.

A mixture of 0.252 g 5-amino-1H-imidazole-4-carboxamide(Acros Organics, 2 mmol) and 0.874 g 5Cl-STB(2 mmol) in 10 cm3 MeOH was heated to reflux for 3 h.The reaction mixture was left at room temperature (24 h)and filtered. The formed solid was crystallized from 5 cm3MeOH to give 0.47 g (80 %) brown crystals of 3d. M.p.:[410 C; 1H NMR (500 MHz, DMSO-d6): d = 13.49 (s,broad, 2H, NH, C(20)-OH), 10.45 (s, 1H, C(40)-OH), 8.34(s, 1H, C(2)-H), 7.54 (s, 1H, C(60)-H), 6.66 (s, 1H, C(30)-H) ppm; 13C NMR (125 MHz, DMSO-d6): d = 165.0,157.5, 154.7, 134.8, 133.4, 130.3, 128.8, 120.5, 117.4,111.7, 103.4 ppm; MS (70 eV): m/z (%) = 295 (M?, 100),261 (14), 260 (15), 235 (13), 187 (19), 165 (7), 171 (14),153 (7), 69 (7).

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

Reference:
Article; Matysiak, Joanna; Skrzypek, Alicja; Niewiadomy, Andrzej; Juszczak, Malgorzata; Langner, Ewa; Lemieszek, Marta; Rzeski, Wojciech; Karpiska, Monika M.; Walczak, Katarzyna; Monatshefte fur Chemie; vol. 146; 8; (2015); p. 1315 – 1327;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 360-97-4, 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. 360-97-4 name is 4-Amino-1H-imidazole-5-carboxamide, 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.

A solution of 5-amino-1H-imidazole-4-carboxamide (820mg, 6.5mmol), compound 40a (1.83 mg,6.5 mmol), and Et3N (3 mL) in dry acetonitrile (40 mL) was heated at 50 C for 16 h. After cooling,The brown solid precipitated was collected by filtration and washed with H2O to affordcompound 40b (433 mg, 37%) without further purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Amino-1H-imidazole-5-carboxamide, and friends who are interested can also refer to it.

Reference:
Article; Bai, Gang; Cai, Shi; Chen, Yun; Ding, Jian; Duan, Wenhu; Ning, Yi; Song, Peiran; Xie, Hua; Zhang, Huibin; Zhang, Tao; Zhou, Jinpei; European Journal of Medicinal Chemistry; vol. 190; (2020);,
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. 360-97-4, name is 4-Amino-1H-imidazole-5-carboxamide, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 4-Amino-1H-imidazole-5-carboxamide

A solution of delta-amino-I H-imidazole^-carboxamide (1.4 g, 11 mmol), toluene- 4-sulfonic acid 1 -(tert-butoxycarbonyl-isopropyl-amino)-propyl ester (5 g, 13 mmol) previously prepared (cf. Llauger et al., “Evaluation of 8-Arylsulfanyl, 8- Arylsulfoxyl, and 8-Arylsulfonyl Adenine Derivatives as Inhibitors of the Heat Shock Protein 90”, J. Med. Chem. 2005, vol. 48, p. 2892), and Cs2CO3 (3.6 g, 11 mmol) in 40 ml_ of DM F was stirred at 8O0C for 16 h. Removal of the solvent and purification by chromatography on silica (CHCI3/MeOH, 5%) yielded ^-(delta-Amino^-carbamoyl-imidazol-i-yO-propyll-isopropyl-carbamic acid tert-butyl ester (1.45 g, 40%) as a viscous oil . 1H-NMR [CDCI3, delta, ppm]: 7.12 (s, 1 H), 3.37 (m, 2H), 3.32 (m, 1 H), 3.07 (m, 2H), 1.92 (m, 2H), 1.40 (s, 9H), 1.07-1.06 (2s, 6H).

According to the analysis of related databases, 360-97-4, the application of this compound in the production field has become more and more popular.

Electric Literature of 360-97-4, 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. 360-97-4, name is 4-Amino-1H-imidazole-5-carboxamide belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

A solution of 5-amino-1 H-imidazole-4-carboxamide (0.6 g, 4.7 mmol), toluene- 4-sulfonic acid butyl ester previously prepared (cf. Sekera, V. et al., “Higher alkyl sulfonates”, J. Am. Chem. Soalpha, 1993, vol. 55, p. 345) (1.3 g, 5.7 mmol), and Cs2CO3 (1.5 g, 4.7 mmol) in 25 ml_ of DMF was stirred at 8O0C for 16 h. Removal of the solvent and purification by chromatography on silica (CHCI3/MeOH, 5%) yielded delta-amino-i -butyl-I H-imidazole^-carboxamide (0.5 g, 62%) as a viscous oil . 1H-NMR [CDCI3, delta, ppm]: 8.1 (s, 1 H), 3.79 (m, 2H, CH2N), 1.54 (m, 2H, CH2), 1.37 (m, 2H, CH2), .0.92 (m, 3H, CH3).

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

Electric Literature of 360-97-4, These common heterocyclic compound, 360-97-4, name is 4-Amino-1H-imidazole-5-carboxamide, 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.

(b) tert-Butyl {2-[(5-carbamoyl-lH-irnidazol-4-yl)amno]-l-methylethyl}comega’bamate; To a stirred solution tert-butyl (l-methyl-2-oxoethyl-carbamate (0.82 g, 4.8 mmol, obtained from Example 29(a)) in ethanol (10 mL) was added 5-aminoimidazole-4- carboxamide (9.4 mL, 67 mmol). After 1 h, glacial acetic acid (0.28 mL, 4.0 mmol) was added. After another 1 h, sodium cyanoborohydride (0.48 g, 4.0 mmol) was added. After 20 h, the solvent was removed in vacuo. The product was purified by silica gel column chromatography (dichloromethane / methanol, 95:5 then 90:10) to give the title compound (0.95 g, 66% yield) as a solid.1H NMR (CDCl3) delta ppm 7.17 (IH), 6.51 (IH), 4.71 (IH), 3.57-3.46 (IH), 3.40 (IH)5 3.06- 2.96 (IH)5 1.48 (9H)5 1.25 (3H); MS (ESI) m/z 284 (M+l).

Statistics shows that 4-Amino-1H-imidazole-5-carboxamide is playing an increasingly important role. we look forward to future research findings about 360-97-4.

Reference:
Patent; ASTRAZENECA AB; WO2007/120098; (2007); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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 360-97-4 as follows. Application In Synthesis of 4-Amino-1H-imidazole-5-carboxamide

EXAMPLE 3 Preparation of 1-(m-cyanobenzyl)-5-aminoimidazole-4-carboxamide A mixture of 5-aminoimidazole-4-carboxamide (5.00 g), potassium carbonate (12.0 g), and alpha-bromo-m-tolunitrile (9.80 g) were refluxed in acetone (300 ml) for 24 hours under a nitrogen atmosphere. The mixture was cooled to room temperature and filtered. The solid residue was washed with acetone and the combined filtrates were evaporated to dryness. The residual solid was dissolved in acetone (50 ml), concentrated to a volume of 20 ml in vacuo, and diluted with diethyl ether (100 ml) to provide a gum. The solvent was decanted from the residue and deposited crystals of crude product on standing. The gum was triturated twice with acetone, and the acetone layers were combined with the above crystals, and evaporated to provide 5.9 g of a dark gum. The gum was dissolved in methanol (100 ml), filtered, added to 100 ml. E. Merck 7734 silica gel, and evaporated to dryness in vacuo. The product on silica gel was placed on top of a column of 1200 ml E. Merck 7734 silica gel and eluted with 9:1 v/v methylene chloride/methanol. After a forerun of 1.0 l, 400 ml fractions were collected and fractions 8-11 and 12-15 were combined separately and evaporated to dryness. The solid product from fractions 8-11 was triturated with a small volume of acetone and filtered. The filtrate was combined separately with the product from fractions 12-15 and evaporated to dryness. The product was recrystallized from methanol to provide 320 mg of 1-(m-cyanobenzyl)-5-aminoimidazole-4-carboxamide, m.p. 246-247 C.

According to the analysis of related databases, 360-97-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Merck & Co., Inc.; US4659720; (1987); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem