Category: 6629-04-5

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. 6629-04-5, name is N-Cyanoacetylurethane, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: N-Cyanoacetylurethane

A suspension of 5-dichloro-4-(6-chloro-5-isopropyl-pyridazin-3-yloxy)-phenylamine (24) (134 mg, 0.42 mmol) in water (5.6 mL) was treated with concentrated hydrochloric acid (2.8 mL). The reaction mixture was cooled to 00C and then was treated with a solution of sodium nitrate (36.5 mg, 0.529 mmol) in water (0.2 mL) under the surface of the reaction mixture followed by a water (0.2 mL) rinse. The reaction mixture was stirred at 00C for 30 min, and a solution formed. In a separate flask, equipped with a magnetic stirrer, was added N-cyanoacetylurethane (73 mg, 0.46 mol), water (9.4 mL) and pyridine (2.8 mL). This reaction mixture was cooled to 00C and the solution from the first reaction was quickly filtered and poured into the second reaction mixture. An orange precipitate formed and the suspension was stirred at 00C for 30 min. The solid was filtered and rinsed with water followed by petroleum ether. The solid was dried in a vacuum oven overnight at 800C to afford 2-cyano-2-{ [3,5-dichloro-4-(5-isopropyl-6-oxo-l,6-dihydro-pyridazin-3-yloxy)- phenyl]-hydrazono}-acetyl)-carbamic acid ethyl ester (30) (156 mg, 76%) as an orange solid; EI(+)-HRMS m/z calcd for Ci9Hi8Cl2N6O5 (M+H) 481.0789, found 481.0790. Molecular Weight =481.2985; Exact Mass =480.0716

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 6629-04-5.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2007/9913; (2007); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 6629-04-5, These common heterocyclic compound, 6629-04-5, name is N-Cyanoacetylurethane, 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.

A mixture of 6-(4-amino-2,6-dichloro-phenoxy)-4-isopropyl-2-methyl-2H-pyridazin-3-one (67) (1O g, 30.47 mmol) in glacial acetic acid (60 mL) and concentrated hydrochloric acid (9.06 mL) cooled to 5-100C was treated dropwise with a solution of sodium nitrite (2.3 g, 32.3 mmol) in water (6 mL). The reaction was stirred at 5-100C for 30 min. At this time, EPO the reaction was treated with N-cyanoacetylurethane (5.34 g, 33.52 mmol) followed by a solution of sodium acetate (7.5 g, 91.41 mmol) in water (22.5 mL). The reaction was stirred at 5-100C for 30 min and then was diluted with water (50 mL). The resulting solids were collected by filtration, washed with a 1:1 mixture of glacial acetic acid:water (40 mL) followed by water (2 x 60 mL), dried under house vacuum, and then dried under vacuum at 500C to afford (2-cyano-2-{ [3,5-dichloro-4-(5-isopropyl-l-methyl-6-oxo-l,6-dihydro- pyridazin-3-yloxy)-phenyl]-hydrazono}-acetyl)-carbamic acid ethyl ester (68) (15.04 g, 95%) as an orange solid; ES(+)-LRMS for C20H20Cl2N6O5 (M+H)+ at m/z = 495. Exact Mass = 494.0872; Molecular Weight = 495.33.

Statistics shows that N-Cyanoacetylurethane is playing an increasingly important role. we look forward to future research findings about 6629-04-5.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2007/9913; (2007); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 6629-04-5, name is N-Cyanoacetylurethane, This compound has unique chemical properties. The synthetic route is as follows., category: nitriles-buliding-blocks

General procedure: To the mixture of substituted anilines (0.08mol), concentrated hydrochloric acid (45.0mL) and water (120.0mL), aqueous solution of NaNO2 (60.0mL, 0.11mol) was added drop-wise under stir at a rate that the temperature below 0C, and the reaction mixture was stirred for 0.5h. A mixture of ethyl (2-cyanoacetyl)carbamate (13.7g, 0.09mol) and sodium acetate (24.0g, 0.27mol) in ethanol (400.0mL) was added drop-wise to the resulting diazonium salt solution below 0C and stirred for a further 2h. The precipitate was collected by filtration and washed with water (40.0 mL×2), dried to give compounds 7a-f.

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 6629-04-5.

Reference:
Article; Zhao, Sijia; Zhang, Yu; Zhou, Hongyang; Xi, Shuancheng; Zou, Bin; Bao, Guanglong; Wang, Limei; Wang, Jiao; Zeng, Tianfang; Gong, Ping; Zhai, Xin; European Journal of Medicinal Chemistry; vol. 120; (2016); p. 37 – 50;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 6629-04-5, name is N-Cyanoacetylurethane, A new synthetic method of this compound is introduced below., COA of Formula: C6H8N2O3

Example 19A 2-(1,3-Dimethyl-2-oxo-2,3-dihydro-1H-benzimidazol-5-yl)-3,5-dioxo-2,3,4,5-tetrahydro-1,2,4-triazine-6-carboxylic acid A solution of 3.65 g (23.4 mmol) of ethyl (cyanoacetyl)carbamate in 10 ml of ethanol was added to a solution of 8.5 g (103 mmol) of sodium acetate in 25 ml of water, and the mixture was stirred at RT for 2 h. In another flask, 5.00 g (23 4 mmol) of the compound from Example 18A were suspended in 10 ml of ethanol. 15 ml of water and 3 ml of conc. hydrochloric acid were added in succession. The mixture was cooled to 0 C., and a solution of 1.62 g (23.4 mmol) of sodium nitrite in 5 ml of water was slowly added such that the temperature did not exceed 2 C. At the end of the addition, this solution was stirred at 0 C. for another 30 min and then stirred into the ethyl (cyanoacetyl)carbamate solution which had been prepared beforehand. The reaction mixture was stirred at RT overnight. The suspension formed was diluted with 80 ml of 6N aqueous hydrochloric acid and stirred for 10 min The solid was filtered off with suction, washed with a little water, stirred with 200 ml of 2-propanol and filtered off again. The solid was suspended in 100 ml of glacial acetic acid, and 2.9 g (35.1 mmol) of sodium acetate were added. The mixture was heated at reflux temperature overnight. LC-MS of a small sample showed the intermediate 2-(1,3-dimethyl-2-oxo-2,3-dihydro-1H-benzimidazol-5-yl)-3,5-dioxo-2,3,4,5-tetrahydro-1,2,4-triazine-6-carbonitrile (Method 1, Rt=0.62 min; m/z=299 (M+H)+.). The mixture was cooled slightly (to about 95 C.), 19 ml of conc. hydrochloric acid were added and the mixture was heated at reflux for 3 days, with the reaction being monitored by LC-MS. After complete hydrolysis, the mixture was allowed to cool to RT and then added to 1.5 l of ice-water. The solid formed was filtered off, washed with diethyl ether and dried under HV. This gave 4.10 g (54% of theory) of the title compound. LC-MS (Method 6): Rt=0.51 min; m/z=318 (M+H)+. 1H-NMR (400 MHz, DMSO-d6): delta[ppm]=3.37 (s, 3H), 7.16-7.27 (m, 2H), 7.30 (d, 1H), 12.54 (br. s, 1H), 13.67 (br. s, 1H). (signal of one methyl group probably hidden under the water signal).

The synthetic route of 6629-04-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bayer Pharma Aktiengesellschaft; FUeRSTNER, Chantal; ACKERSTAFF, Jens; STRAUB, Alexander; MEIER, Heinrich; TINEL, Hanna; ZIMMERMANN, Katja; ZUBOV, Dmitry; SCHAMBERGER, Jens; (35 pag.)US2016/287599; (2016); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 6629-04-5, name is N-Cyanoacetylurethane, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: N-Cyanoacetylurethane

General procedure: To the mixture of substituted anilines (0.08mol), concentrated hydrochloric acid (45.0mL) and water (120.0mL), aqueous solution of NaNO2 (60.0mL, 0.11mol) was added drop-wise under stir at a rate that the temperature below 0C, and the reaction mixture was stirred for 0.5h. A mixture of ethyl (2-cyanoacetyl)carbamate (13.7g, 0.09mol) and sodium acetate (24.0g, 0.27mol) in ethanol (400.0mL) was added drop-wise to the resulting diazonium salt solution below 0C and stirred for a further 2h. The precipitate was collected by filtration and washed with water (40.0 mL×2), dried to give compounds 7a-f.

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 6629-04-5.

Reference:
Article; Zhao, Sijia; Zhang, Yu; Zhou, Hongyang; Xi, Shuancheng; Zou, Bin; Bao, Guanglong; Wang, Limei; Wang, Jiao; Zeng, Tianfang; Gong, Ping; Zhai, Xin; European Journal of Medicinal Chemistry; vol. 120; (2016); p. 37 – 50;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 6629-04-5, These common heterocyclic compound, 6629-04-5, name is N-Cyanoacetylurethane, 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 stirred and cooled (5-10C) mixture of 5.6 parts of 4-amino-alpha-(4-chlorophenyl)-2-methoxybenzeneacetonitrile, 6.2 parts of concentrated hydrochloric acid and 50 parts of acetic acid is added dropwise, during a 15 minutes period, a solution of 1.25 parts of sodium nitrite in 10 parts of water at about 10C. Upon completion, the whole is stirred for 60 minutes and then 3.6 parts of anhydrous sodium acetate and 2.8 parts of ethyl (2-cyanoacetyl)carbamate are added and stirring is continued for 2 hours at room temperature. The reaction mixture is poured into 250 parts of water. The product is filtered off, washed with water and dissolved in a mixture of trichloromethane and methanol (90:10 by volume). The organic layer is dried, filtered and evaporated. The residue is purified by column chromatography over silica gel using a mixture of trichloromethane and methanol (95:5 by volume) as eluent. The pure fractions are collected and the eluent is evaporated in vacuo , yielding ethyl [2-[[4-[(4-chlorophenyl)cyanomethyl]-3-methoxyphenyl]hydrazono]-2-cyanoacetyl]carbamate.

Statistics shows that N-Cyanoacetylurethane is playing an increasingly important role. we look forward to future research findings about 6629-04-5.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; EP232932; (1991); B1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 6629-04-5,Some common heterocyclic compound, 6629-04-5, name is N-Cyanoacetylurethane, molecular formula is C6H8N2O3, 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.

According to Scheme 5 Step 1: To a suspension of nitoaniline (5 g, 36.2 mmol) in concentrated HCl (9 mL) and water (50 mL) at 0 C. was added dropwise over 30 minutes a solution of sodium nitrite (5 g, 72.4 mmol in 200 mL water) the crude orange suspension was filtered at 0 C. and the obtained diazonium salt was added portionwise over 1 hour under vigorous stirring to a suspension of ethyl 2-cyanoacetate (6.22 g, 39.8 mmol) and sodium acetate (21.0 g, 257 mmol) in ethanol (200 mL). The reaction mixture was allowed to rest at 0 C. for 1 h. The mixture was filtered, washed with water then cooled ethanol and dried to afford (Z)-2-cyano-2-(2-(3-nitrophenyl)hydrazono)acetylcarbamate 9(A) (11.0 g, 100%, 75% of purity) as an orange solid. The crude solid was used in the next step without further purification.Rf=0.32 CH2Cl2/MeOH (95/5)LC1: Rt=3.65MS m/z (ES) [M+H]+=306

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

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. 6629-04-5, name is N-Cyanoacetylurethane, A new synthetic method of this compound is introduced below., Computed Properties of C6H8N2O3

General procedure: To the mixture of substituted anilines (0.08mol), concentrated hydrochloric acid (45.0mL) and water (120.0mL), aqueous solution of NaNO2 (60.0mL, 0.11mol) was added drop-wise under stir at a rate that the temperature below 0C, and the reaction mixture was stirred for 0.5h. A mixture of ethyl (2-cyanoacetyl)carbamate (13.7g, 0.09mol) and sodium acetate (24.0g, 0.27mol) in ethanol (400.0mL) was added drop-wise to the resulting diazonium salt solution below 0C and stirred for a further 2h. The precipitate was collected by filtration and washed with water (40.0 mL×2), dried to give compounds 7a-f.

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.

Related Products of 6629-04-5, The chemical industry reduces the impact on the environment during synthesis 6629-04-5, name is N-Cyanoacetylurethane, I believe this compound will play a more active role in future production and life.

To a stirred and cooled (5-10 C.) mixture of 5.6 parts of 4-amino-alpha-(4-chlorophenyl)-2-methoxybenzeneacetonitrile, 6.2 parts of concentrated hydrochloric acid and 50 parts of acetic acid is added dropwise, during a 15 minutes period, a solution of 1.25 parts of sodium nitrite in 10 parts of water at about 10 C. Upon completion, the whole is stirred for 60 minutes and then 3.6 parts of anhydrous sodium acetate and 2.8 parts of ethyl (2-cyanoacetyl)carbamate are added and stirring is continued for 2 hours at room temperature. The reaction mixture is poured into 250 parts of water. The product is filtered off, washed with water and dissolved in a mixture of trichloromethane and methanol (90:10 by volume). The organic layer is dried, filtered and evaporated. The residue is purified by column chromatography over silica gel using a mixture of trichloromethane and methanol (95:5 by volume) as eluent. The pure fractions are collected and the eluent is evaporated in vacuo, yielding ethyl [2-[[4-[(4-chlorophenyl)cyanomethyl]-3-methoxyphenyl]hydrazono]-2-cyanoacetyl]carbamate.

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, N-Cyanoacetylurethane, other downstream synthetic routes, hurry up and to see.

Application of 6629-04-5, 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. 6629-04-5 name is N-Cyanoacetylurethane, 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.

Compound 18 (0.5 g, 1.58 mmol) and concentrated hydrochloric acid (7 ml) were added to water (15 ml), and the solution was dropped to 0.After C, an aqueous solution of sodium nitrite (0.143 g, 2.05 mmol, 2 ml) was slowly added dropwise to the above solution, and the reaction was carried out for 0.5 h.In a reactor, compound 10 (0.246 g, 1.58 mmol), pyridine (5 ml), water (15 ml) was added thereto, and the solution was lowered.To 0 C, then the reaction solution in the previous reactor was quickly poured into it, and the reaction was stirred for 0.5 h. After the reaction was completed, ethyl acetate(30 ml × 2) was extracted, and the organic phases were combined, dried, and dried to give an orange-yellow solid, 0.48 g, yield 63%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, N-Cyanoacetylurethane, and friends who are interested can also refer to it.