Category: 6011-14-9

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. 6011-14-9, name is 2-Aminoacetonitrile hydrochloride, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 2-Aminoacetonitrile hydrochloride

Example 6 N-(BOC) amino Acetonitrile To a stirred suspension of aminoacetonitrile hydrochloride (0.1 mol) and triethyl amine (0.25 mol) in THF (150 ml) is added a solution of di-t-butyldicarbonate in THF (75 ml) at room temperature under argon. After stirring overnight, the reaction mixture is filtered and concentrated to give the title compound as an oil.

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 6011-14-9.

Reference:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 6011-14-9, name is 2-Aminoacetonitrile hydrochloride, belongs to nitriles-buliding-blocks 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 6011-14-9, 6011-14-9

A solution of 4-(2-((6-carboxy-2-(3,4-dichloro-5-methyl-1H-pyrrole-2-carboxamido)benzo[d]thiazol-4- yl)oxy)ethyl)morpholin-4-ium chloride (Example 10) (19 mg, 0.035 mmol) in N,N-dimethylformamide (4 mL) was cooled to 0 C and then EDC (8 mg, 0.042 mmol), HOBt (6 mg, 0.046 mmol) and N- methylmorpholine (12 muL, 0.106 mmol) were added and the reaction mixture stirred for 20 min at 0 C. Then aminoacetonitrile hydrochloride (5 mg, 0.053 mmol) was added and reaction mixture stirred overnight at room temperature. The solvent was evaporated in vacuo, to the residue ethyl acetate (10 mL) and 1M HCl (10 mL) were added after which the precipitate formed. The solid was filtered off and dried. Yield: 14 mg (68.0%); beige solid. (0686) 1H NMR (400 MHz, DMSO-d6) d 2.29 (s, 3H), 3.25-3.34 (m, 2H), 3.62-3.73 (m, 4H), 3.76-3.88 (m, 2H), 4.01-4.10 (m, 2H), 4.36 (d, J = 5.4 Hz, 2H), 4.71 (t, 2H), 7.62 (d, J = 1.5 Hz, 1H), 8.21 (d, J = 0.5 Hz, 1H), 9.40 (t, J = 5.5 Hz, 1H), 10.93 (s, 1H), 12.20 (s, 1H), 12.78 (s, 1H). (0687) HRMS (ESI+) m/z for C22H23Cl2N6O4S ([M+H]+): calculated 537.0873, found 537.0861.HPLC: tr 4.313 min (96.9 % at 254 nm, 97.7 % at 280 nm), method A

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-Aminoacetonitrile hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; UNIVERZA V LJUBLJANI; MTA SZEGEDI BIOLOGIAI KUTATOKOeZPONT; HELSINGIN YLIOPISTO; TOMA?IC, Tihomir; ZIDAR, Nace; DURCIK, Martina; ILA?, Janez; ZEGA, Anamarija; DURANTE CRUZ, Cristina; TAMMELA, Paeivi; PAL, Csaba; NYERGES, Akos Jozsef; KIKELJ, Danijel; MA?IC, Lucija Peterlin; (116 pag.)WO2020/48949; (2020); 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. 6011-14-9, name is 2-Aminoacetonitrile hydrochloride, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 6011-14-9

General procedure: N-protected amino acid was dissolved in dichloromethane (DCM). 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDC.HCl, 1.3 eq.) and hydroxybenzotriazole (HOBt ·xH2O, 1.3 eq.) were added at 0 C and the mixture was stirred for 50 min, after which thecorresponding amine (1.3 eq.) and N,N-Diisopropylethylamine (DIPEA, 1.3 eq.) were added at 0C. After stirring overnight, the mixture was washed with a 5% potassium sulfate solution(KHSO4), a 5% sodium bicarbonate solution (NaHCO3) and with water. After drying over sodiumsulfate (Na2SO4) and evaporation of the solvent, the residue was purified via columnchromatography.

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 6011-14-9.

Reference:
Article; Silva, Daniel G.; Ribeiro, Jean F.R.; De Vita, Daniela; Cianni, Lorenzo; Franco, Caio Haddad; Freitas-Junior, Lucio H.; Moraes, Carolina Borsoi; Rocha, Josmar R.; Burtoloso, Antonio C.B.; Kenny, Peter W.; Leitao, Andrei; Montanari, Carlos A.; Bioorganic and Medicinal Chemistry Letters; vol. 27; 22; (2017); p. 5031 – 5035;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 6011-14-9, 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 6011-14-9 as follows.

General procedure: For the aryl alpha-iminonitriles, a suspension of aminoacetonitrile hydrochloride (0.37 g, 4.0 mmol) and Et3N (1.0 mL, 7.2 mmol) in ethanol (10 mL) was stirred at room temperature for 0.5 h. To the resulting solution was added the corresponding aldehyde (2.0 mmol). After the reaction mixture was stirred for 1-2 h, the solvent was removed in vacuo. The residue was then diluted with EtOAc and washed with brine, dried over MgSO4, filtered and concentrated under in vacuo. The crude alpha-iminonitrile was used in next step without further purification.

According to the analysis of related databases, 6011-14-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Li, Jundong; Lin, Na; Yu, Lei; Zhang, Yandong; Tetrahedron Letters; vol. 57; 51; (2016); p. 5777 – 5780;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 6011-14-9, The chemical industry reduces the impact on the environment during synthesis 6011-14-9, name is 2-Aminoacetonitrile hydrochloride, I believe this compound will play a more active role in future production and life.

Compound 9f (45 mg, 0.157 mmol)And N, N-dimethylformamide (5mL) into a three-necked flask,Then 9g of compound (16.78mg, 0.181mmol) was added in order while stirring,N, N-diisopropylethylamine (70.2 mg, 0.544 mmol) and2- (7-benzotriazole) -N, N, N ‘, N’-TetramethylureaHexafluorophosphate(68.9mg, 0.181mmol),Stir overnight at room temperature,The reaction solution was poured into ice water (20 mL),Then filtered and dried,Compound 9 was obtained as a yellow solidN- (cyanomethyl) -1 (2 (-(1-methyl-1H-pyrazol-4-yl) amino) pyrimidin-4-yl) -1H-pyrazole-4-carboxamide(30.3 mg, yield 59.4%).

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-Aminoacetonitrile hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Jiaxing Tekeluo Biological Technology Co., Ltd.; Xing Li; Li Guanqun; Wang Xiaolei; Cai Yuting; Jiang Xiang; Pan Xiang; Zhu Wenhao; Wang Yang; Wang Zengquan; (44 pag.)CN110734428; (2020); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

6011-14-9, name is 2-Aminoacetonitrile hydrochloride, belongs to nitriles-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Recommanded Product: 6011-14-9

2-trifluoromethylpyridine-5-carboxylic acid (0.191 g, 1.0 mmol)And aminoacetonitrile hydrochloride (0.081 g, 1.0 mmol)Dissolved in 25 mL of dichloromethane,Add triethylamine (0.202 g, 2.0 mmol),Then EDC (0.287 mg, 1.5 mmol) was added.HOBt (0.20g, 1.5mmol),Reaction at 25 C for 3 h,After TLC detects the reaction,The reaction solution was first washed with water (20 mL*2).Wash with saturated brine (20ml*1),After drying with anhydrous sodium sulfate,Desolvent, get crude,The crude product was purified by column chromatography to give a white solid.M.p. 83-85 C, yield: 88%.

The synthetic route of 6011-14-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Kaiai Network Technology Co., Ltd.; Xu Liyong; (6 pag.)CN108623518; (2018); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 6011-14-9,Some common heterocyclic compound, 6011-14-9, name is 2-Aminoacetonitrile hydrochloride, molecular formula is C2H5ClN2, 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: 2-Aminoacetonitrile hydrochloride 2 (7.0 mmol) and sodium acetate (8.0 mmol) were dissolved in 35 mL of methanol. Aldehyde 1 (7.0 mmol) was added to the grey solution, and the reaction mixture was stirred at room temperature. A solid suspension was formed after a few minutes (for compounds 3a, 3c, 3f and 3g). The suspension was stirred for 2 h and the solid filtered and washed with cold methanol, leading to the pure product 3. A second crop was isolated from the mother liquor after complete removal of methanol in the rotary evaporator, addition of dichloromethane (40 mL) and dry flash chromatography of the solution using dichloromethane (4×10 mL) as eluent. The solution was concentrated in the rotary evaporator and the yellow oil was kept at 0 C leading to the product 3 that was filtered and washed with cold diethyl ether. For compounds 3b, 3d, 3e and 3h-k, the reaction mixture was stirred at room temperature for 2 h. The solvent was removed in the rotary evaporator and dichloromethane (40 mL) was added to the mixture. Dry flash chromatography of this mixture was performed using 20 mL of dichloromethane as eluent. The solvent was removed in the rotary evaporator leading to a solid product. Cold diethyl ether was added to the suspension, kept for a few minutes in an ice bath. The solid was filtered and washed with cold diethyl ether, leading to the pure (arylideneamino)acetonitrile 3.

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

Reference:
Article; Costa, Marta; Proena, Fernanda; Tetrahedron; vol. 67; 10; (2011); p. 1799 – 1804;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 6011-14-9,Some common heterocyclic compound, 6011-14-9, name is 2-Aminoacetonitrile hydrochloride, molecular formula is C2H5ClN2, 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.

Under nitrogen protection100 g (523 mmol) of 4-trifluoromethylnicotinic acid and 600 mL of toluene were placed in a three-neck reaction flask with a reflux condenser and a constant pressure dropping funnel, and 125 g (1.05 mol) of SOCl2 was slowly added to the reaction flask at 0 C. It was refluxed at 120 C for 2.5 hours. The contents of the reaction flask were concentrated, and after cooling, 600 mL of THF was added. 100 g (1.08 mol) of aminoacetonitrile hydrochloride and 600 mL of toluene were placed in the previous reaction flask, and the reaction flask was cooled to 0 C to maintain the temperature, and 190 g (1.88 mol) of Et 3 N was slowly added. The reaction flask was reacted at 25 C for 10 hours, and then most of the THF solution was removed under reduced pressure, and water and ethyl acetate were added for extraction.After drying and concentrating the organic phase, 112 g (488 mmol) of the solid of flonicamid was obtained.The yield was 93.4%.

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

Reference:
Patent; Shanghai Heteng Fine Chemical Co., Ltd.; Chen Sheng; Shi Guancheng; Meng Haicheng; (10 pag.)CN108191749; (2018); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 6011-14-9, A common heterocyclic compound, 6011-14-9, name is 2-Aminoacetonitrile hydrochloride, molecular formula is C2H5ClN2, 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) 4-t-Butoxycarbonylamino-2-methylpyrrole-3-carboxylic acid ethyl ester ; Triethylamine (8.25 mL, 59.17 mmol) was added to a solution of amino acetonitrile hydrochloride (7.00 g, 53.79 mmol) in ethanol (23 mL), and the obtained mixture was then stirred at room temperature for 10 minutes. Thereafter, ethyl acetoacetate (5.47 g, 59.17 mmol) was added to the reaction solution, and the obtained mixture was then stirred at 70C for 1 hour. Thereafter, the solvent was distilled away, and ice water (50 mL) was then added to the reaction solution, followed by stirring at 0C. The generated precipitate was collected by filtration to obtain an enamine compound (7.35 g, yield: 81%) in the form of a colorless powder. The obtained enamine compound (7.35 g, 43.7 mmol) was added to a solution of sodium ethoxide in ethanol prepared from sodium metal (1.11 g, 48.1 mmol), and the obtained mixture was then stirred at room temperature for 18 hours. Thereafter, a 4 M-hydrochloric acid-ethyl acetate solution was added to the reaction solution to neutralize it (pH = 6), and the solvent was then distilled away. The generated precipitate was collected by filtration to obtain an aminopyrrole compound in the form of a brown solid. Triethylamine (4.74 mL, 34.0 mmol), Boc2O (7.42 g, 34.0 mmol), and DMAP (3.12 g, 25.5 mmol) were added to a solution of the obtained aminopyrrole compound in dichloromethane (150 mL). The obtained mixture was stirred at room temperature for 4 hours. Thereafter, water was added to the reaction solution, and it was then extracted with ethyl acetate twice, washed with a saturated saline, and then dried over anhydrous sodium sulfate, followed by concentration. The obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate), so as to obtain the title compound (1.84 g, yield in two steps: 20%) in the form of a colorless oily substance. 1H NMR (400 MHz, CDCl3): delta (ppm) = 8.49 (1H, brs), 7.90 (1H, brs), 7.01 (1H, d, J = 1.9 Hz), 4.31 (2H, q, J = 7.2 Hz), 2.45 (3H, s), 1.49 (9H, s), 1.37 (3H, t, J = 7.2 Hz).

The synthetic route of 6011-14-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Daiichi Sankyo Company, Limited; EP2308838; (2011); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 6011-14-9, 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. 6011-14-9, name is 2-Aminoacetonitrile hydrochloride, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of Compound (I-1-2) (1.33 g, 3.79 mmol) in dimethylformamide were successively added 2-aminoacetonitrile hydrochloride (0.525 g, 5.68 mmol), HATU (2.159 g, 5.68 mmol) and Et3N (1.049 mL, 7.57 mmol) with ice-cooling, then the reaction mixture was stirred at room temperature for 3 hours. To the reaction solution were added 0.1M hydrochloric acid and ethyl acetate, then the reaction solution was extracted with ethyl acetate. The organic layer was washed with brine and dried over sodium sulfate. The solvent was removed under reduced pressure. The obtained residue was purified by column chromatography to give Compound (I-1-3) (1.23 g, 83%) as a yellow solid.Compound (I-1-3); 1H-NMR (CDCl3) delta: 3.97 (s, 2H), 4.24 (d, J=5.6 Hz, 2H), 4.76 (s, 2H), 7.39 (t, J=7.4 Hz, 1H), 7.48 (t, J=7.4 Hz, 2H), 7.63 (d, J=7.1 Hz, 2H), 7.74 (dd, J=8.6, 1.5 Hz, 1H), 8.02-8.07 (m, 3H).

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

Reference:
Patent; Shionogi & Co., Ltd.; US2012/253040; (2012); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts