Category: 6011-14-9

Synthetic Route 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.

Toluene (5 mL)(2,3-b] pyrazin-7-yl) aniline (36 mg, 0.12 mmol) was added to a solution of 4- (2- (1-methyl-1H-pyrazol-4-yl) -5H-pyrrolo [Triphosgene (33 mg, 0.11 mmol)Add two drops of triethylamine,110 reflux reaction 5h,The reaction solution was cooled to room temperature,Aminoacetonitrile hydrochloride (28 mg, 0.30 mmol) was added,Triethylamine (100 mg, 0.10 mmol)Stirred at room temperature for 12 h,Reaction by adding silica gel, direct spin dry mix,Column separation (dichloromethane / methanol (v / v) = 15/1)35 mg of a white solid was obtained in a yield of 75.8%.

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

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Liu Bing; Huang Jiuzhong; Zheng Changchun; Zhang Yingjun; Ouyang Luo; Mao Hongfen; Nie Biao; Xu Juan; Chen Hongfen; (137 pag.)CN106336413; (2017); A;,
Nitrile – Wikipedia,
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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., Application In Synthesis 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

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

Synthetic Route 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.

4-Acetylbenzoic acid (10 g, 0.061 mol) was added to a 500 mL eggplant-shaped bottle. Add N,N-dimethylformamide (150 mL), triethylamine (18 mL, 13.5 g), HOBt (9.7 g, 0.071 mol), and stirred at room temperature for 10 min. After the solid was substantially dissolved, EDCI (13.8 g, 0.071 mol) was added and stirring was continued for 1 h. Aminoacetonitrile hydrochloride (6.16 g, 0.067 mol) was added to react at room temperature, and the reaction was followed by thin layer chromatography (TLC). After 4 h, TLC showed the reaction was completed. A large amount of solid is formed, and the reaction solution is poured into dilute hydrochloric acid (concentration: 12 to 18% by weight), stirred for 30 minutes, and the solid is precipitated, suction filtered, washed with water, and dried to obtain 4-acetyl-N-(cyanomethyl)benzoamide 11.7 g, yield 95%.

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:
Patent; Fushun Daheng Chemical Co., Ltd.; Shenyang Jinjiuqi Technology Co., Ltd.; Yu Kai; Zhao Zhiwei; Qu Yuanyuan; Wang Wei; Wang Han; (25 pag.)CN108707119; (2018); 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. 6011-14-9, name is 2-Aminoacetonitrile hydrochloride, A new synthetic method of this compound is introduced below., Recommanded Product: 2-Aminoacetonitrile hydrochloride

To 2g (5.3mmol) C4 was added 4.42 ml (32mmol) triethylamine, 0.98g (10.6mmol) aminoacetonitrile hydrochloride, 1.22g (6.6mmol) EDCI, and 860 ml (6.6mmol) HOBT. It was dissolved in 20mL DMF. After reacting at room temperature overnight, concentrate to dry, by adding dichloromethane, with saturated sodium bicarbonate solution, salt water after washing, concentrating, methanol used for recrystallization to obtain the yellow solid, yield 90%.

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; China Pharmaceutical University; Wang, Peng; Gu, Yueqing; Huang, Jinxin; (9 pag.)(2016);,
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, name: 2-Aminoacetonitrile hydrochloride

The coupling of an aminonitrile to a carboxylic acid and subsequentBoc-deprotection is described and is referred to as General Method 6. To a solution ofCompound 101-N (180 mg, 0.15 mmol), aminoacetonitrile hydrochloride (31 mg, 0.33 mmol) and DIPEA (38 mg, 0.29 mmol) in DCM/DMF (3 mL, 2:1) at 0C, HATU (56 mg, 0.15 mmol) was added while stirring. The resulting mixture was stirred at room temperature for lh. Most DCM was removed under reduced pressure and the residue was poured into water (10 mL),which was extracted with EtOAc (20 mL x 3). The combined organic layers were washed with brine (50 mL), dried over Na2504, concentrated to the residue, which was purified by flash chromatography column to afford Compound 101-0 (140 mg, 76%) as a white solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Aminoacetonitrile hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; RQX PHARMACEUTICALS, INC.; GENENTECH, INC.; CHEN, Yongsheng; SMITH, Peter Andrew; ROBERTS, Tucker Curran; HIGUCHI, Robert I.; PARASELLI, Prasuna; KOEHLER, Michael F. T.; SCHWARZ, Jacob Bradley; CRAWFORD, James John; LY, Cuong Q.; HANAN, Emily J.; HU, Huiyong; YU, Zhiyong; (424 pag.)WO2017/84630; (2017); A1;,
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. 6011-14-9, name is 2-Aminoacetonitrile hydrochloride, A new synthetic method of this compound is introduced below., Computed Properties of C2H5ClN2

A. 2-tert-Butyloxycarbonylamino-3-methyl-pentanoic acid cyanomethyl-amide N-Tertbutyloxycarbonyl-isoleucine semihydrate (3 g, 12.5 mmol), HOBt (3.71 g, 27.5 mmol, 2.2 eq.) and aminoacetonitrile hydrochloride (1.27 g, 13.7 mmol, 1.1 eq.) are dissolved in dimethylformamide (36 ml) and WSCD (2.5 ml, 13.7 mmol, 1.1 eq.) is added.. After stiring for 1 hour at rt, 4% sodium bicarbonate solution is added and the mixture is extracted with ethyl acetate.. The organic layer is washed with sodium bicarbonate and dilute hydrochloric acid, dried over magnesium sulfate and evaporated, to give the product in quantitative yield. mp. 125-133.5 C., Rf=0.44 (hexanes:ethyl acetate=1:1)

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

Reference:
Patent; Novartis AG; US6353017; (2002); B1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application 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.

A mixture of 2-aminoacetonitrile hydrochloride (5 g, 54.0 mmol), NaHC03(18.16 g, 216 mmol) and dioxane (50 mL) in H20 (100 mL) was stirred at 0C. Then a solution of benzyl carbonochloridate (1 1.06 g, 64.8 mmol, 9.22 mL) in toluene (10 mL) was added at 0C and stirred at 20C for 12 hours. The mixture was poured into water (100 mL), and the aqueous phase was extracted with ethyl acetate (100 mLchi3).The combined organic phases were washed with brine (100 mL), dried with anhydrous Na2S04, filtered and concentrated in vacuo. The residue was purified by silica gel chromatography to give benzyl(cyanomethyl)carbamate (1 .70 g).1H NMR (chloroform-c/400 MHz): 7.40-7.31 (m, 5H), 5.35- 5.13 (m, 3H), 4.16-4.12 (m, 2H).

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; H. LUNDBECK A/S; KEHLER, Jan; JUHL, Karsten; MARIGO, Mauro; VITAL, Paulo, Jorge, Vieira; JESSING, Mikkel; LANGGARD, Morten; RASMUSSEN, Lars, Kyhn; CLEMENTSON, Carl, Martin, Sebastian; (270 pag.)WO2018/7249; (2018); A1;,
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. 6011-14-9, name is 2-Aminoacetonitrile hydrochloride, A new synthetic method of this compound is introduced below., SDS of cas: 6011-14-9

In a 250 mL three-necked flask, 10 g of maleic anhydride, 9.5 g of aminoacetonitrile hydrochloride, 50 ml of acetonitrile was added, and triethylamine was added dropwise at a temperature of 0 to 10 C.Thereafter, the reaction solution was cooled to room temperature, and then the acetonitrile was distilled off under reduced pressure.Thereafter, 30 ml of ethyl acetate and 25 ml of water were added to the residue. After the stirring, the liquid separation operation was carried outAnd then the water layer is removed.To the organic layer, 25 ml of a saturated aqueous solution of sodium chloride was added, followed by a liquid separation operation after stirring, and then the aqueous layer was removed. There will be several layers of distillation under reduced pressure.To give 12.8 g of an oil (compound 2) in 81% yield, volume 1 (purity: 99.21%).

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

Reference:
Patent; University of Jinan; Zheng Gengxiu; Yang Liu; Ma Zhijia; Wang Wei; Fu Kai; (5 pag.)CN104817511; (2017); B;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

These common heterocyclic compound, 6011-14-9, name is 2-Aminoacetonitrile 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. category: nitriles-buliding-blocks

Step 7 : Preparation of N1(cyanomethyl)-N2{(1S)-2,2,2-trifluoro-1-[4′-(methylsulfonyl)-1,1′- BIPHENYLLETHYL}-L-LEUCINAMIDE; To a DMF (200 ML) solution of the acid from Step 7 (9 g) was added benzotriazol-1- yloxytris (dimethylamino) phosphonium hexafluorophosphate (11.6 g), aminoacetonitrile hydrochloride (3.94 g) and the mixture was cooled to 0 C. Triethylamine (9.9 ML) was added dropwise and the mixture warmed to room temperature and stirred for 16 hours. It was poured into ice and saturated aqueous sodium bicarbonate and extracted with diethyl ether (3 X 100 mL). The combined extracts were washed with brine, dried with magnesium sulfate and the solvent removed in vacuo. The residue was purified by chromatography on SIO2USING ethyl acetate and hexanes (1: 1). The title compound was then stirred in diethyl ether for 16 hours, filtered and dried (mp 140.5 C). 1H NMR (CD3COCD3) 6 8.0 (2H, d), 7.95 (2H, d), 7.8 (2H, d), 7.65 (2H, d), 4.35-4. 45 (1H, m), 4.1-4. 2 (2H, m), 3.45-3. 55 (1H, m), 3.15 (3H, s), 2.65-2. 7 (1H, m), 1.85-1. 95 (1H, m), 1.4-1. 6 (2H, m), 0. 85-0. 95 (6H, m).

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

Reference:
Patent; MERCK FROSST CANADA & CO.; WO2005/19161; (2005); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts