Category: 25808-30-4

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. 25808-30-4, name is 2-(Methylamino)acetonitrile hydrochloride, A new synthetic method of this compound is introduced below., Application In Synthesis of 2-(Methylamino)acetonitrile hydrochloride

REFERENCE SYNTHETIC EXAMPLE 41 2-(Methyl{[trans-4-(3-methyl-4-oxo-7-{[2-(trimethylsilyl)ethoxy]methyl}-2,3,4,7-tetrahvdro-1H-pyrrolo[3′,2′:5,6]pyrido[4,3-d]pyrimidin-1-yl)cyclohexyl]methyl}amino)acetonitrile To a solution of trans-4-(3-methyl-4-oxo-7-{[2-(trimethylsilyl)ethoxy]methyl}-2,3,4,7-tetrahydro-1H-pyrrolo[3′,2′:5,6]pyrido[4,3-d]pyrimidin-1-yl)cyclohexanecarbaldehyde (25 mg, 0.056 mmol) obtained in Reference Synthetic Example 29 in methanol (0.5 mL), methylaminoacetonitrile hydrochloride (7.8 mg, 0.073 mmol) and 2-picoline borane (8.1 mg, 0.073 mmol) were added, and the mixture was stirred at room temperature for 3 hours. The reaction mixture was mixed with 1 M aqueous sodium hydroxide and extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel thin-layer chromatography (ethyl acetate/2-propanol=9/1 (v/v)) to obtain the title compound as a colorless oil (27.5 mg, yield: 99percent).

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; Nissan Chemical Industries, Ltd.; TAKAHASHI, Keiji; WATANABE, Tsuneo; HAYASHI, Keishi; KURIHARA, Kazunori; NAKAMURA, Takanori; YAMAMOTO, Akio; NISHIMURA, Takuya; KAMIYAMA, Toshihiko; HIDAKA, Yuuki; EP2955181; (2015); A1;,
Nitrile – Wikipedia,
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Related Products of 25808-30-4,Some common heterocyclic compound, 25808-30-4, name is 2-(Methylamino)acetonitrile hydrochloride, molecular formula is C3H7ClN2, 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.

Step 1 To a solution of 3-(4-fluorobenzoyl)-2-pyridinecarboxylic acid (19.8 g) in dichloromethane (200 ml) were added thionyl chloride (29.1 ml) and DMF (one drop). The mixture was stirred for 4 hours at room temperature. The solvent was distilled off, and the residue was dissolved in dichloromethane (100 ml). This solution was added to a mixture of N-methylaminoacetonitrile hydrochloride (9.46 g), triethylamine (33.7 ml) and dichloromethane (150 ml), which was stirred for 16 hours at room temperature. The solvent was distilled off. To the residue was added water, which was subjected to extraction with ethyl acetate. The extract solution was washed with an aqueous solution of sodium hydrogencarbonate and water, which was then dried, followed by distilling off the solvent to leave N-cyanomethyl-3-(4-fluorobenzoyl)-N-methyl-2-pyridinecarboxamide (22.8 g). NMR(200 MHz,CDCl3) ppm: 3.16(3H*1/3,s), 3.21(3H*2/3,s), 4.44(2H*2/3,s), 4.55(2H*1/3,s), 7.17(2H,t,J=8.4 Hz), 7.50(1H,m), 7.85(3H,m), 8.75(1H,dd,J=1.6,4.8 Hz)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(Methylamino)acetonitrile hydrochloride, its application will become more common.

Reference:
Patent; Takeda Chemical Industries, Ltd.; US5585385; (1996); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 25808-30-4, 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. 25808-30-4, name is 2-(Methylamino)acetonitrile hydrochloride, This compound has unique chemical properties. The synthetic route is as follows.

To a suspension ofcompound 18 (147 mg, 0.67 mmol) in1,2-dichloroethane (8 mL), methylaminoacetonitrile hydrochloride (79mg, 0.74 mmol) was added at room temperature. After 5 min, DIPEA (130 muL, 0.74mmol) was added, followed by the slow addition of Na(OAc)3BH (185mg, 0.87 mmol). The reaction mixture was then heated to 70 °C and left to stirat that temperature for 24 h. Then, CH2Cl2 (10 mL) wasadded and the mixture extracted with saturated aqueous solution of NaHCO3(20 mL). The aqueous phase was further washed with CH2Cl2(2× 50 mL), the combined organic layers were dried with anhydrous Na2SO4,filtered, and evaporated under reduced pressure. The crude product was purifiedby flash column chromatography using CH2Cl2/MeOH/NH4OH= 10/1/0.1 as an eluent, to yield 80 mg (44percent) of yellow solid. Mp 116.0?117.0 °C;Rf = 0.23 (CH2Cl2/MeOH/NH4OH= 3/1/0.1); 1H NMR (400 MHz, DMSO-d6) delta 2.32 (s, 3H, CH3),3.87 (s, 2H, CH2CN), 3.95(s, 2H, CH2N), 7.17 (d, J = 8.9 Hz, 1H, Ar-H), 7.89 (d, J = 9.0 Hz,1H, Ar-H), 8.50 (d, J = 8.9 Hz, 1H, Ar-H), 9.13 (d, J = 9.0 Hz,1H, Ar-H), 11.28 (br s, 1H, OH);1H NMR (400 MHz, CDCl3) delta 2.51 (s, 3H, CH3), 3.60 (s, 2H, CH2CN),4.00 (s, 2H, CH2N), 7.22(d, J = 8.8 Hz, 1H, Ar-H), 7.88 (d, J = 8.9 Hz, 1H, Ar-H),8.59 (d, J = 8.8 Hz, 1H, Ar-H), 9.34 (d, J = 8.9 Hz, 1H, Ar-H),resonance for OH missing; 13C NMR (100 MHz, DMSO-d6) delta 41.35, 44.98, 61.32, 110.07, 115.81, 121.69,124.56, 128.52, 132.92, 135.16, 136.70, 157.79, 160.34; HRMS (ESI) m/z calculated for C11H13N4O3 [M+H]+ 273.0988, found 273.0986; HPLC purity, 95.51percent, tR = 8.66 min.

The chemical industry reduces the impact on the environment during synthesis 2-(Methylamino)acetonitrile hydrochloride. I believe this compound will play a more active role in future production and life.

Reference:
Article; Sosi?, Izidor; Mitrovi?, Ana; ?uri?, Hrvoje; Knez, Damijan; Brodnik ?ugelj, Helena; ?tefane, Bogdan; Kos, Janko; Gobec, Stanislav; Bioorganic and Medicinal Chemistry Letters; vol. 28; 7; (2018); p. 1239 – 1247;,
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. 25808-30-4, name is 2-(Methylamino)acetonitrile hydrochloride, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 25808-30-4

In a vessel load: 120 g of nitrobenzene and 53.3 g of aluminium chloride making attention to the exothermic effect, then 21.2 g of methylaminoacetonitrile hydrochloride were added. Then 27.1 g of veratrole and 0.6 g of anisole were poured into the mixture. In a few minutes a homogeneous solution was obtained, then hydrochloric acid was bubbled through the solution vigorously for 6 hrs at a temperature of 25° C.The mixture was then poured into 320 ml of water under cooling. Then the organic layer was separated at 75° C. and the aqueous layer underwent to vacuum distillation (50 ml are distilled off) in order to remove the latest traces of solvent. The obtained aqueous layer was then treated with 4.9 g of decolorizing charcoal for 1 hr at 80° C. Then the charcoal was filtered off and the panel washed with 50 ml of water which were joined together with the mother liqueur.

According to the analysis of related databases, 25808-30-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ALBANI, Davide; Arosio, Roberto; Merli, Valeriano; US2009/171110; (2009); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 25808-30-4,Some common heterocyclic compound, 25808-30-4, name is 2-(Methylamino)acetonitrile hydrochloride, molecular formula is C3H7ClN2, 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. N-Carbethoxy-N-methylaminoacetonitrile Triethylamine (5.2 ml; 37.6 mmoles) was added to a suspension of methylaminoacetonitrile hydrochloride (2.0 g; 18.8 mmoles) in 20 ml of methylene chloride. The resulting suspension was cooled in an ice-bath and a solution of ethyl chloroformate (2.14 g; 19.8 mmoles) in 10 ml of methylene chloride was added over a 0.5 hour period, and the mixture was then heated at reflux temperature for 18 hours. The reaction mixture was evaporated under reduced pressure to give a semi-solid residue which was triturated with diethyl ether and filtered, and the filtrate was evaporated under reduced pressure to yield the title compound as an oil (2.2 g), bp 96°-98°/5.2 mm Hg.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(Methylamino)acetonitrile hydrochloride, its application will become more common.

Reference:
Patent; Bristol-Myers Company; US4471122; (1984); A;; ; Patent; Bristol-Myers Company; US4510309; (1985); A;; ; Patent; Bristol-Myers Company; US4394508; (1983); A;,
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. 25808-30-4, name is 2-(Methylamino)acetonitrile hydrochloride, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 2-(Methylamino)acetonitrile hydrochloride

A. N-Carbophenoxy-N-methylaminoacetonitrile To a suspension of methylaminoacetonitrile hydrochloride (100 g; 0.94 mole) in 1 liter of methylene chloride (cooled in an ice-water bath) was added triethylamine (260 ml, 1.88 moles) and a solution of phenyl chloroformate (155.0 g; 0.99 mole) in 500 ml of methylene chloride. The reaction mixture was heated at reflux temperature for 18 hours, then evaporated under reduced pressure to give a semi-solid which was triturated with 1 liter of diethyl ether and filtered. The filtrate was evaporated under reduced pressure and the residual oil was vacuum distilled to yield the title compound (123 g), bp 111°-113°/0.25 mm Hg; the NMR spectrum (60 MHz) in CDCl3 gave the following resonances delta: 7.23 (m, 5H); 4.30 (s, 2H); 3.13 (s, 3H).

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 25808-30-4.

Reference:
Patent; Bristol-Myers Company; US4471122; (1984); A;; ; Patent; Bristol-Myers Company; US4510309; (1985); A;; ; Patent; Bristol-Myers Company; US4394508; (1983); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Some common heterocyclic compound, 25808-30-4, name is 2-(Methylamino)acetonitrile hydrochloride, molecular formula is C3H7ClN2, 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. name: 2-(Methylamino)acetonitrile hydrochloride

54.5 g of ethyl chloroformate was then poured dropwise into the resulting mix, with the temperature being maintained at between 0° and 5° to form a mixed anhydride. When the addition operation was concluded, agitation was effected for a further period of 30 minutes at 5° C. At the same time, 400 cc of chloroform and 55.5 g of triethylamine were introduced into a one liter balloon flask provided with an agitator and the mixture was cooled in an ice bath. 59 g of methylamino acetonitrile hydrochloride in finely divided form was then added gradually. The solution thus obtained was then gradually added to the solution of mixed anhydride which was produced previously, with the temperature being maintained at between 5° and 10°. At the end of the addition operation, agitation was effected for a further period of 1 hour at 5°C. The temperature of the reaction mix was permitted to rise and the reaction medium was left overnight. The chloroform was then distilled off under a slight vacuum. The residue was dissolved in water and the last traces of chloroform were removed by entrainment with water. The remaining product crystallized out. A few drops of soda lye were then added to make the medium slightly alkaline and then the product obtained was drained, washed with water until the Cl- ions were removed, and dried at 40°. Weight obtained=92 g MP=128° C. Yield=72.5percent

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 25808-30-4, its application will become more common.

Reference:
Patent; Societe d’Etudes Scientifiques et Industrielles de l’Ile-de-France; US4703055; (1987); A;,
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. 25808-30-4, name is 2-(Methylamino)acetonitrile hydrochloride, A new synthetic method of this compound is introduced below., Recommanded Product: 2-(Methylamino)acetonitrile hydrochloride

REFERENCE SYNTHETIC EXAMPLE 41 2-(Methyl{[trans-4-(3-methyl-4-oxo-7-{[2-(trimethylsilyl)ethoxy]methyl}-2,3,4,7-tetrahvdro-1H-pyrrolo[3′,2′:5,6]pyrido[4,3-d]pyrimidin-1-yl)cyclohexyl]methyl}amino)acetonitrile To a solution of trans-4-(3-methyl-4-oxo-7-{[2-(trimethylsilyl)ethoxy]methyl}-2,3,4,7-tetrahydro-1H-pyrrolo[3′,2′:5,6]pyrido[4,3-d]pyrimidin-1-yl)cyclohexanecarbaldehyde (25 mg, 0.056 mmol) obtained in Reference Synthetic Example 29 in methanol (0.5 mL), methylaminoacetonitrile hydrochloride (7.8 mg, 0.073 mmol) and 2-picoline borane (8.1 mg, 0.073 mmol) were added, and the mixture was stirred at room temperature for 3 hours. The reaction mixture was mixed with 1 M aqueous sodium hydroxide and extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel thin-layer chromatography (ethyl acetate/2-propanol=9/1 (v/v)) to obtain the title compound as a colorless oil (27.5 mg, yield: 99percent).

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; Nissan Chemical Industries, Ltd.; TAKAHASHI, Keiji; WATANABE, Tsuneo; HAYASHI, Keishi; KURIHARA, Kazunori; NAKAMURA, Takanori; YAMAMOTO, Akio; NISHIMURA, Takuya; KAMIYAMA, Toshihiko; HIDAKA, Yuuki; EP2955181; (2015); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 25808-30-4, These common heterocyclic compound, 25808-30-4, name is 2-(Methylamino)acetonitrile hydrochloride, 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.

General procedure: A dry one neck 50mL round bottom flask equipped with magnetic stirring, reflux condenser, and nitrogen atmosphere (or drying tube) was charged with the vinamidinium salt (3.30 mmol), methylaminoacetonitrile hydrochloride (0.355 g, 3.33mmol) and triethylamine (0.97 mL, 6.95 mmol).Anhydrous acetonitrile (10 mL) was added and the mixture was allowed to stir at reflux overnight. The flask wascooled to room temperature and the volatiles were removed in vacuo. The remainingsolid was partitioned between water and ethyl acetate. The ethyl acetate layer was dried over sodiumsulfate and concentrated in vacuo togive the crude solid.

Statistics shows that 2-(Methylamino)acetonitrile hydrochloride is playing an increasingly important role. we look forward to future research findings about 25808-30-4.

These common heterocyclic compound, 25808-30-4, name is 2-(Methylamino)acetonitrile hydrochloride, 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: C3H7ClN2

Step 1: (2-Amino-ethyl)-methyl-carbamic acid tert-butyl ester To a cooled solution of methyl aminoacetonitrile hydrochloride (5.4 g, 50 mmol) in tetrahydrofuran:dimethylformamide (15 mL each) was added over 30 minutes, a solution of di-t-butyl dicarbonate (9.0 g, 50 mmol) and triethylamine (3.4 mL, 24 mmol) in tetrahydrofuran (30 mL). The reaction was stirred overnight at room temperature. The solution was concentrated and the residue taken up in ethyl acetate. The organic solution was washed with brine, dried over MgSO4, filtered and concentrated to give a brownish oil; 8.38 g, (98percent yield). MS-APCI: M+1=171. It was used without further purification. The above product was reduced in the presence of Raney nickel, in ethanol/triethylamine. The catalyst was removed and washed with ethanol. The filtrate was concentrated to give the desired product as a brownish oil; 7.13 g (84percent yield). MS-ACPI: M+1=175.

The synthetic route of 2-(Methylamino)acetonitrile hydrochloride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Warner-Lambert Company; US6369034; (2002); B1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts