Category: 6136-93-2

Reference of 6136-93-2, The chemical industry reduces the impact on the environment during synthesis 6136-93-2, name is 2,2-Diethoxyacetonitrile, I believe this compound will play a more active role in future production and life.

To a stirred solution of 2,2-diethoxyacetonitrile (XIX) (0.33 g, 2.52 mmol) in a vial containing MeOH (2.52 mE) was added MeONa (0.23 mE, 0.25 mmol) dropwise. The reaction was stirred at 22 C. for 20 h. HOAc was added (14.4 tE, 0.25 mmol) (checked that the pH is 7-8 using pH strips) followed by (4-bromo-3-methyl-phenyl)methan- amine (XXV) (0.5 g, 2.52 mmol). The mixture was stirred at 40 C. for 40 h. The solvent was removed under vacuum. Sulthric Acid (4.09 mE, 75.49 mmol) was then added and stirred at 40 C. for 16 h. NH4OH (33.4 mE, 78 mmol) was added at 0 C. The reaction was filtered through Celite and purified by C18 silica gel (240 g) [0-30% H20/MeCN (0.1% Formic acid)] to produce a 1:1 mixture (by NMR) of 6-bromo-7-methylisoquinolin-3-amine (XXVI) and6-bromo-5-methylisoquinolin-3-amine (XXVII) (378 mg,1.59 mmol, 63.4% yield). ?H NMR (499 MHz, DMSO-d5)0 ppm 2.40 (3H, s), 2.52 (3H, s), 5.96 (2H, s), 6.12 (1H, s),6.54 (1H, s), 6.71 (1H, s), 7.27 (1H, d, J=8.78 Hz), 7.58 (1H, d, J=8.78 Hz), 7.73 (1H, s), 7.86 (1H, s), 8.74 (1H, s), 8.79 (1H, s); ESIMS found for C,0H9BrN2 mlz 237.0 (79BrM+H).

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, 2,2-Diethoxyacetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Samumed, LLC; KC, Sunil Kumar; Mak, Chi Ching; Hofilena, Brian Joseph; Mittapalli, Gopi Kumar; Eastman, Brian Walter; Cao, Jianguo; Bollu, Venkataiah; Chiruta, Chandramouli; (149 pag.)US2019/125740; (2019); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Some common heterocyclic compound, 6136-93-2, name is 2,2-Diethoxyacetonitrile, molecular formula is C6H11NO2, 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. Quality Control of 2,2-Diethoxyacetonitrile

Into a 100-mL round bottom flask was placed a solution of 2,2-diethoxyacetonitrile (5.00 g, 38.83 mmol) and sodium methylate(30% in methanol, 1 mL) in methanol (30 mL)at ambient temperature. The resulting mixture was degassed with nitrogen for3 times and stirred at room temperature for 42 hr. The reaction was quenched with solid CO2and evaporated under vacuum. The residue was diluted with water (100 mL) and extracted with dichloromethane (3 xlOO mL). The combined organics were washed with brine(200 mL),dried over anhydrous sodium sulfate and filtered. The solvent was evaporated under vacuum to yieldthe title compound:?H NMR (400 MHz, CD3C1): oe7.89 (s, 1H), 4.80 (s, 1H),3.81 (s, 3H), 3.60-3.52 (m, 4H), 1.29-1.22 (m, 6H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6136-93-2, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; BENNETT, Frank; JIANG, Jinlong; PASTERNAK, Alexander; DONG, Shuzhi; GU, Xin; SCOTT, Jack D.; TANG, Haiqun; ZHAO, Zhiqiang; HUANG, Yuhua; HUNTER, David; YANG, Dexi; ZHANG, Zhibo; FU, Jianmin; BAI, Yunfeng; ZHENG, Zhixiang; ZHANG, Xu; YOUNG, Katherine; XIAO, Li; (580 pag.)WO2016/206101; (2016); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 6136-93-2, 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. 6136-93-2, name is 2,2-Diethoxyacetonitrile, This compound has unique chemical properties. The synthetic route is as follows.

2,2-Diethoxyacetonitrile 1 (25 g, 193 mmol) was mixed with (NH4)25 (40 mL, 265 mmol, 45% aq. solution in) in 300 mL of methanol (MeOH) at room temperature (RT). After keeping the reaction mixture overnight, it was concentrated under vacuum and the residue was taken up in ethyl acetate (EtOAc). The EtOAc solution was washed with saturatedNaHCO solution then brine and dried over anhydrous Na2504. The EtOAc was evaporated to give thioamide 2 (26 g, 159 mmol, 82%) as a white solid. ?H NMR (400 MHz, CDC13) oe 5.01 (s, 1H), 3.67 (m, 4H), 1.22 (t, J=7.2 Hz, 6H).

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

Reference:
Patent; E. R. SQUIBB & SONS, L.L.C.; Cheng, Heng; Gangwar, Sanjeev; Cong, Qiang; (82 pag.)US9226974; (2016); B2;,
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. 6136-93-2, name is 2,2-Diethoxyacetonitrile, A new synthetic method of this compound is introduced below., COA of Formula: C6H11NO2

To a solution of diethoxyacetonitrile (5 g, 38.75 mmol) in methyl alcohol (40 mL) was added sodium ethoxide (0.42 g, 7.75 mmol). The reaction was stirred for 3 h at room temperature. The resulting solution was concentrated under vacuum, then the residue was diluted with dichloromethane (100 mL) and washed with water (20 mL). The organic phase was dried with anhydrous sodium sulfate. After filtration, the filtrate was concentrated under vacuum to afford methyl 2,2-diethoxyethanimidate (4.8 g, crude) as a yellow oil. The crude product was directly used in the next step without purification. LCMS (ESI) [M+H]+ = 162.

The synthetic route of 6136-93-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; LIANG, Jun; MALHOTRA, Sushant; MENDONCA, Rohan V.; RAJAPAKSA, Naomi; SIU, Michael; STIVALA, Craig; TELLIS, John C.; WEI, BinQing; CHAN, Bryan K.; DROBNICK, Joy Alison; GAZZARD, Lewis J.; HEFFRON, Timothy; JONES, Graham; LAINCHBURY, Michael; MADIN, Andrew; SEWARD, Eileen; CARTWRIGHT, Matthew W.; GANCIA, Emanuela; FAVOR, David; FONG, Kin-Chiu; GOOD, Andrew; HU, Yonghan; (298 pag.)WO2020/23560; (2020); 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. 6136-93-2, name is 2,2-Diethoxyacetonitrile, A new synthetic method of this compound is introduced below., Computed Properties of C6H11NO2

EXAMPLE II PREPARATION OF 2-ETHYLIDENE-6-METHYL-CIS-3-HEPTENAL A solution of 5.40 g of isobutylacetylene in 50 ml of diethyl ether is treated with 30 ml of 2.2 N n-butyl-lithium in hexane at -20 C, and after several minutes the resulting solution is treated with 8.50 g of diethoxy-acetonitrile and then warmed solwly to room temperature. After about 1.5 hours the dark mixture is cooled and brought to a pH of about 2 with 10% sulfuric acid. The layers are then separated and the organic layer is washed successively with water and saturated aqueous sodium bicarbonate solution and then dried over sodium sulfate. Evaporation of the solvent provides 4.6 g of a dark oil, shown by IR and NMR to contain 1,1-diethoxy-6-methyl-3-heptyn-2-one.

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; International Flavors & Fragrances Inc.; US4107217; (1978); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 6136-93-2, These common heterocyclic compound, 6136-93-2, name is 2,2-Diethoxyacetonitrile, 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.

Sodium methylate (54 g, 1 mol) was added to a solution of diethoxyacetonitrile (139 ml_, 1 mol) in methanol (500 ml_). The reaction mixture was kept at room temperature for 24 g, then the reaction mixture was evaporated, treated with water (500 mL), and the product was extracted with ether (2×300 mL). The combined organic extracts were dried over anhydrous K2CO3 and evaporated to give 114.62 g (60% purity) of methyl 2,2- diethoxyethanimidoate. The obtained crude product was used for the next stage without additional purification.10% Pd/C (2 g) was added to a solution of 4,5-difluoro-2-nitroaniline (40 g, 0.229 mol) in methanol (500 mL). The reaction mixture was hydrogenated at room temperature for 3 h and treated with the mixture of compound methyl 2,2-diethoxyethanimidoate (71 g, 0.23 mol) with acetic acid (60 g). After 16 h at room temperature, the reaction mixture was evaporated, washed with the 10% K2CO3 solution (1 L), and the product was extracted with ether (300 mL). The organic extract was evaporated, and the residue was purified on silica gel (ethyl acetate/hexane 1 :5) to give 48 g of 2-(diethoxymethyl)-5,6-difluoro-1H-benzimidazole. Cs2CO3 (67.21 g, 0.206 mol) and methyl iodide (27 g, 0.19 mol) were added to a solution of 2-(DiethoxymethyI)-5,6-difluoro-1H-benzimidazoIe (48 g, 0.1875 mol) in DMF (250 mL). The reaction mixture was stirred at room temperature for 16 h and evaporated. Ethyl acetate (300 mL) was added to the residue, and the reaction mixture was washed with water (1 L). The organic layer was separated, dried, and evaporated. The residue was purified on silica gel (ethyl acetate/hexane 1 :5) to give 40.8 g of 2-(diethoxymethyl)-5,6-difluoro-1-methyl- 1 /-/-benzimidazole. 2-(Diethoxymethyl)-5,6-difluoro-1-methyl-1W-benzimidazole was treated with 5 M HCI (300 ml_), and the reaction mixture was kept at 60 0C for 6 h. Then the reaction mixture was evaporated to a volume of 100 ml_ and treated with acetone (200 mL). Then the mixture was kept in a refrigerator, and white crystals precipitated. The crystals were separated by filtration and dried under a reduced pressure to give 5,6-Difluoro-1-methyl-1H-benzimidazole-2- carbaldehyde Hydrochloride Hydrate in 72% (26.77 g, 21.4 g of free base) yield. Satisfactory C, H, lambda/-analysis was obtained.

The synthetic route of 6136-93-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2007/135527; (2007); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 6136-93-2, 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. 6136-93-2 name is 2,2-Diethoxyacetonitrile, 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.

A solution of 2,2-diethoxyacetonitrile (4.0 g, 30.97 mmol) and sodium methoxide (1.2 mL, 5.4 mol/L, 6.19 mmol) in methyl alcohol (40 mL) was stirred at 25C for 3 hrs, then concentrated to dryness. The residue was taken up in dichloromethane (200 mL) and washed with water (3 x 80 mL) and brine, dried over anhydrous MgS04, filtered and concentrated under vacuum to give methyl 2,2-diethoxyacetimidate (5 g, crude), which was directly used in the next step without purification. LCMS (ESI) [M+H]+ = 162.

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

Reference:
Patent; GENENTECH, INC.; F. HOFFMANN-LA ROCHE AG; LIANG, Jun; MENDONCA, Rohan V.; SIU, Michael; TELLIS, John C.; WANG, Weiru; WEI, BinQing; CHAN, Bryan K.; CHOO, Edna F.; DROBNICK, Joy Alison; GAZZARD, Lewis J.; HEFFRON, Timothy; (159 pag.)WO2020/72627; (2020); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 6136-93-2, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 6136-93-2, name is 2,2-Diethoxyacetonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

a) To a solution of sodium methoxide (3.54 ml of a 25% wt. solution in methanol, 15.5 mmol) in methanol (80 ml) was added diethoxyacetonitrile (215 ml, 155 mmol) and the reaction mixture stirred for 4 hours at room temperature. Solid carbon dioxide was added and most of the methanol was removed in vacuo. Diethyl ether (30 ml) was added and the sodium carbonate removed by filtration. The residue was concentrated to afford methyl diethoxyacetimidate as a colourless oil (22 g, 92% yield) which was used with no further purification. MS (+ve ESI): 162 (M+H)+.

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, 2,2-Diethoxyacetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AstraZeneca AB; US7235559; (2007); B1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 6136-93-2, 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 6136-93-2 as follows.

(iii) 2.2-Diethoxyethanethioamide(See, for example, Inami, K., Shiba, T., Bull. Chem. Soc. Jpn., 1985, 58, 352.) Diethoxyacetonitrile (0.050 g, 0.5 mmol; see step (ii) above) was placed in a 10 mL microwavable vial, methanol (5 mL) and (NEU)2S (54 muL, 0.5 mmol (40% wt solution in water)) was then added. The vial was then heated to 8O0C at IOOW for 15 min and the reaction then allowed to cool to RT. The solvent was then removed under reduced pressure and the residue dissolved in ethyl acetate (15 mL) and extracted with water (2 x 10 mL) and brine (2 x 5 mL). The organic layer was then dried (MgSO4), filtered and concentrated under reduced pressure to yield the sub-title compound as a white/off- white solid (0.081 g, 99%). m.p. = 92-94C. V1113x KBr/cm”1: 3335, 3171 upsilon(N-H), 2976, 2885 upsilon(C-H), 2247 upsilon(N?C), 1645, 1449 upsilon(C=S), 1019 delta(C-O). deltaH 1H(CDCl3): 1.26 (6H5 1, 2(CH3) (J=8.0Hz)), 3.71 (4H, m, 2(CH2)), 5.05 (IH, s, C-H), 7.70 (2H, d, N-H).

According to the analysis of related databases, 6136-93-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; UNIVERSITY OF STRATHCLYDE; WO2008/38018; (2008); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 6136-93-2,Some common heterocyclic compound, 6136-93-2, name is 2,2-Diethoxyacetonitrile, molecular formula is C6H11NO2, 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 solution of diethoxyacetonitrile (1 ,120 g, 930 mmol) in MeOH (500 ml_) was added a 17% solution of (NH4)2S in H20 (440 ml_) at rt. The mixture was stirred at rt overnight. The mixture was evaporated in vacuo to approximately 100 ml_ volume and filtered. The solid was washed with cooled water and dried in vacuo to afford the title compound 2 (92 g, 61 %) as a white solid, which was used as such in next step.

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