Tag: M.W=0-100

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;,
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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. 6011-14-9.

General procedure: The aminoacetonitrile hydrochloride was added to a solution of xylene in triethylamine,Heated to 40 for 15 min,Preparation of amino acetonitrile solution;4-trifluoromethylnicotinic acid was dissolved in xylene,Added to the above amino acetonitrile solution,Cooling to -10 C, slowly dropping oxalyl chloride in xylene solution,To be added dropwise,Heated to 45 reaction 1h,Then continue to raise the temperature to 100 reaction 2 h;among them,Aminoacetonitrile hydrochloride and triethylamine in a molar ratio of 1: 2.5; 4-trifluoromethylnicotinic acid and aminoacetonitrile hydrochlorideReaction molar ratio of 1: 0.5; 4-trifluoromethyl nicotinic acid and oxalyl chloride reaction molar ratio of 1: 1.05.After the reaction was completed, the temperature was lowered to 85 C and hot filtration was performed to obtain a filtrate 1 and an organic salt. The resulting filtrate1 slowly cooled to room temperature, transferred to a cryogenic tank, -5 crystallization, filtration,The filtrate 2 (in which N-cyanomethylbis (trifluoromethyl) nicotinamide, flonicamid, 4-trifluoromethylnicotinic acid, xylene and triethylamine was included in the filtrate 2)The filter cake is washed with water,And the volume ratio of 82:18 methyl tert-butyl ether and ethyl acetate solution was recrystallized,A white N-cyanomethylbis (trifluoromethyl) nicotinamide solid powder was obtained,The yield was 71.1% and the purity after purification was 99.9%. Examples 2-5 are respectively a preparation method of N-cyanomethylbis (trifluoromethyl) nicotinamide and N-cyanomethylbisMethyl) nicotinamide, which is similar to the preparation method and application described in Example 1, except that the amount of raw materials involved, the technical parameters involved in the preparation method and the application are different, as follows Table shows:

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

Reference:
Patent; Hebei University of Science and Technology; Dong Xinrui; Shu Xueye; Wang Yingnan; Guo Qingchun; Zhang Yue; (17 pag.)CN107286086; (2017); A;,
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151-18-8, Adding a certain compound to certain chemical reactions, such as: 151-18-8, name is 3-Aminopropanenitrile, 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 151-18-8.

To a solution of 4-(((6-methylpyridin-2-yl)carbonyl)amino)-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole-3-carboxylic acid obtained in Reference Example 47 (0.66 g, 2.0 mmol) and 3-aminopropionitrile (0.18 mL, 2.4 mmol) in DMF (15 mL), WSC (0.41 g, 2.4 mmol) and HOBt (0.32 g, 2.4 mmol) were added, and the mixture was stirred at room temperature for 6 hr. Saturated aqueous sodium hydrogen carbonate solution was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with water, dried over anhydrous magnesium sulfate, and evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane-ethyl acetate 1:1) to give the title compound (0.75 g, yield 92%) as crystals. melting point 186-187C. 1H-NMR (CDCl3) :delta 1.60-1.80(3H, m), 2.00-2.15 (2H, m), 2.15-2.30 (1H, m), 2.70(3H, s), 2.76(2H, t, J=6.6 Hz), 3.75(2H, t, J=6.6 Hz), 3.65-3.80 (1H, m), 4.00-4.55 (1H, m), 5.36 (1H, d, J=7.2 Hz), 7.20-7.30 (1H, m), 7.32 (1H, d, J=7.2 Hz), 7.75 (1H, t, J=7.7 Hz), 8.03 (1H, d, J=6.9 Hz), 8.58 (1H, s), 11.53 (1H, s).

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, 3-Aminopropanenitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP1847531; (2007); A1;,
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A common heterocyclic compound, 151-18-8, name is 3-Aminopropanenitrile, molecular formula is C3H6N2, 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. 151-18-8.

EXAMPLE 2 To 59.5 parts of sodium methylate is added 300 parts by volume of tetrahydrofuran, and the mixture is cooled at -5C and then to the mixture is added dropwise 70 parts of beta-aminopropionitrile. Into the mixture is introduced carbon monoxide at 50 kg/cm2 G at 70C for 4 hours to allow the reaction to take place. After completion of the reaction, the solvent is removed and the crystals are recovered by filtration and washed with tetrahydrofuran, whereby 116 parts of alpha-sodioformylbeta-formylaminopropionitrile is obtained. Melting point: 178C(decomp.) Purity: 79 %. Yield: 62 %.

The synthetic route of 3-Aminopropanenitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Chemical Industries, Ltd.; US3954756; (1976); A;,
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The chemical industry reduces the impact on the environment during synthesis 151-18-8, name is 3-Aminopropanenitrile, I believe this compound will play a more active role in future production and life. 151-18-8

5.2.6 N-(2-Cyanoethyl)benzamide (85) 18 A solution of benzoyl chloride (11.98 g, 85.22 mmol) in THF (50 mL) was added dropwise to a solution of 3-aminopropionitrile (84, 5.98 g, 85.3 mmol) and triethylamine (15 mL, 107.6 mmol) in THF (50 mL) at -5 C (ice-salt bath). The reaction mixture was stirred overnight at room temperature before being poured into water and extracted into EtOAC (3*). The dried, evaporated extract was recrystallized from hexanes and the minimum volume of EtOAC to give white crystals (12.36 g, 83%): mp 94 C; 1H NMR (400 MHz, DMSO-d6) delta 8.83 (t, J = 5.7 Hz, 1H), 7.90-7.82 (m, 2H), 7.60-7.50 (m, 1H), 7.53-7.44 (m, 2H), 3.50 (td, J = 6.5, 5.7 Hz, 2H), 2.78 (t, J = 6.5 Hz, 2H); HPLC 100 area% (230 nm). Anal. Calcd for C10H10N2O: C, 68.95; H, 5.79; N, 16.08. Found: C, 68.86; H, 5.80; N, 16.22.

The chemical industry reduces the impact on the environment during synthesis 151-18-8. I believe this compound will play a more active role in future production and life.

Reference:
Article; Patrick, Donald A.; Wenzler, Tanja; Yang, Sihyung; Weiser, Patrick T.; Wang, Michael Zhuo; Brun, Reto; Tidwell, Richard R.; Bioorganic and Medicinal Chemistry; vol. 24; 11; (2016); p. 2451 – 2465;,
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105-34-0, A common heterocyclic compound, 105-34-0, name is Methyl 2-cyanoacetate, molecular formula is C4H5NO2, 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.

Benzaldehyde SI-10 (1.59 g, 15 mmol, 1.0 equiv) and methyl 2-cyanoacetate SI-6 (1.59 g, 16 mmol 1.1 equiv) were dissolved in 50 mL acetonitrile and polymer bound dimethyl benzylamine (QP-DMA, 10 g) were added. The whole mixture was stirred under N2 at 80 C for 18 h. The solvent was then removed under reduced pressure and the crude solid was recrystallised from ethanol to give 1.64 g ofwhite crystals. Isolated yield: 1.64 g (58%, 15 mmol)

The synthetic route of 105-34-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Mallia, Carl J.; Englert, Lukas; Walter, Gary C.; Baxendale, Ian R.; Beilstein Journal of Organic Chemistry; vol. 11; (2015); p. 875 – 883;,
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15760-35-7, The chemical industry reduces the impact on the environment during synthesis 15760-35-7, name is 3-Methylenecyclobutanecarbonitrile, I believe this compound will play a more active role in future production and life.

Sodium periodate (43.0 mmol, 9.20 g) was added portion-wise to a solution of 3- methylenecyclobutanecarbonitrile (21.5 mmol, 2.00 g) and ruthenium trichloride (0.47 mmol, 98 mg) in (0880) dichloromethane : acetonitrile : water (1:1:1.5; 175 mL) . The resulting suspension was vigorously stirred (0881) overnight. The organic phase was separated then the aqueous phase was further extracted with dichloromethane (3 x 50 mL) . The combined organic extracts were dried (MgSOi) then passed through a silica plug. The solvents were removed under reduced pressure to give the title compound as a dark solid (1.58 g, 74%).

The chemical industry reduces the impact on the environment during synthesis 3-Methylenecyclobutanecarbonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; ONO PHARMACEUTICAL CO., LTD.; SAITO, Tetsuji; HIGASHINO, Masato; KAWAHARADA, Soichi; LEWIS, Arwel; CHAMBERS, Mark Stuart; RAE, Alastair; HIRST, Kim Louise; HARTLEY, Charles David; WO2015/115673; (2015); A1;,
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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., 6011-14-9

To a solution of aminoacetonitrile hydrochloride (25.27 g) and K2C03 (109.80 g) in THF/H20 (200 mL/400 mL) at 5-10C was added benzyl chloroformate (45.22 g) under an atmosphere of nitrogen. The mixture was stirred at room temperature for 15 h and then quenched with NH4C1(aq) (100 mL, 2 M). The resulting mixture was extracted with ethyl acetate (3×200 mL). The combined organic extracts were washed with water and brine, dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated to get the crude product S-VI-II (46.88 g, y: 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; NATIONAL HEALTH RESEARCH INSTITUTES; SHIH, Chuan; SHIA, Kak-Shan; WU, Chien-Huang; CHOI, Ming-Chen; SONG, Jen-Shin; WANG, Yun; (84 pag.)WO2018/132326; (2018); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 6011-14-9.

fluoroaniline 1.1 g, 0.01 mol dissolved in 30 ml 2M hydrochloric acid, add 40 ml of water diluted, then sodium nitrite 0.7 g, 0.01 mol dissolved in a small amount of water, 0 C under the reaction of diazonium salt solution, To this temperature was added dropwise a solution of 1.0 g of aminoacetoacetonitrile hydrochloride, 0.01 ml of a 30 ml aqueous solution, and the reaction was stirred for 2 hours;A-2, add excess sodium acetate 25-30 grams dissolved after standing overnight, petroleum ether extraction crude, and then recrystallized in petroleum ether 1-p-fluoro-azidophenyl-3-nitrile-triazene (A) 1.9 grams, the melting point of 95-96 C, the yield of 95%;

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

Reference:
Patent; Hebei Maison Chemical Co.,ltd; Yue, gang; Guan, Deng shi; Yang, Shi yan; (17 pag.)CN104130243; (2016); B;,
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151-18-8, A common compound: 151-18-8, name is 3-Aminopropanenitrile, belongs to nitriles-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

At room temperature,To a solution of 4- (2- (1-methyl-1H-pyrazol-4-yl) -5 – ((2- (trimethylsilyl) ethoxy) methyl) -5H-pyrrolo [ 3-b] pyrazin-7-yl) cyclohexanone (15 mg, 0.03 mmol)3-aminopropionitrile (30 [mu] L, 0.41 mmol)Of tetrahydrofuran (4 mL)Was added sodium triacetoxyborohydride (12 mg, 0.05 mmol)Stirred at room temperature for 6 hours,(20 mL), extracted with dichloromethane (20 mL x 3), dried over anhydrous sodium sulfate and concentrated column chromatography (dichloromethane / methanol (v / v) = 10/1) to give 12 mg of a yellow oil, yield: 70.98%.

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, 3-Aminopropanenitrile, other downstream synthetic routes, hurry up and to see.

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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