Category: 6136-93-2

Electric Literature 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.

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

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., Application In Synthesis of 2,2-Diethoxyacetonitrile

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 diethoxyacetonitrile and then warmed slowly to room temperature. After about 1.5 hours the dark mixture is cooled and brought to a pH of about 2 with ten percent 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.; US4045497; (1977); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. Recommanded Product: 2,2-Diethoxyacetonitrile

To a vial was added 2,2-diethoxyacetonitrile (XIX) (1.0 g, 7.74 mmol) dissolved MeOH (7.74 mL) followed by addition of MeONa/MeOH (0.18 mL, 0.77 mmol) dropwise. The reaction was stirred at room temperature for 20 h. HOAc (44.3 muL, 0.77 mmol) was added until pH=7-8 (using pH strips). (4-Bromo-3-fluoro-phenyl)methanamine hydrochloride (XX) (1.86 g, 7.74 mmol) was added and stirred at 40 C. for 4 h. The solvent was removed under vacuum. Sulfuric acid (12.6 mL, 232.3 mmol) was added and stirred at 40 C. for 16 h. NH4OH (30.8 mL, 240.0 mmol) was added dropwise at 0 C. The solvent was removed under vacuum and the residue was purified by C18 silica gel (240 g) [0?50% H2O/MeCN (0.1% Formic acid)] to produce 6-bromo-7-fluoro-isoquinolin-3-amine (XXI) (1.33 g, 5.50 mmol, 71.1% yield) as an off-white solid. 1H NMR (499 MHz, DMSO-d6) delta ppm 6.07 (2H, s), 6.61 (1H, s), 7.76 (1H, d, J=9.33 Hz), 8.01 (1H, d, J=6.86 Hz), 8.80 (1H, s); ESIMS found for C9H6BrFN2 m/z 242.9 (81BrM+H).

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

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

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. Computed Properties of C6H11NO2

Step 1 To a stirred solution of 2,2-diethoxyacetonitrile (XXVIII) (5.0 g, 38.71 mmol) in dry MeOH (80 mL) was added a 25% solution of sodium methoxide (1 mL). After the addition, the reaction mixture was stirred at room temperature for 24 h, quenched with dry ice, and then concentrated under vacuum. The resulting residue was diluted with water and EtOAc. The organic layer was separated and aqueous was extracted with EtOAc (3*100 mL). The combined organic layers were dried (Na2SO4) and the solvent was removed in vacuo to produce the product methyl 2,2-diethoxyacetimidate as colorless oil (XXIX) (4.7 g, 29.2 mmol, 75.3% yield).

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

Reference:
Patent; Samumed, LLC; KC, Sunil Kumar; Mak, Chi Ching; Cao, Jianguo; Bollu, Venkataiah; Chiruta, Chandramouli; Mittapalli, Gopi Kumar; Eastman, Brian Walter; Hofilena, Brian Joseph; (960 pag.)US2019/127370; (2019); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature 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 stirred solution of 2,2-diethoxyacetonitrile (XIX) (0.59 g, 4.57 mmol) in a vial containing MeOH (4.57 mL) was added MeONa (0.1 mL, 0.46 mmol) dropwise. The reaction was stirred at 35 C. for 20 h. HOAc was added (26.1 muL, 0.46 mmol) (checked that the pH is 7-8 using pH strips) followed by (4-bromo-3-chloro-phenyl)methanamine (XXII) (1.01 g, 4.57 mmol). The mixture was stirred at 35 C. for 40 h. The solvent was removed under vacuum. Sulfuric Acid (7.43 mL, 137.0 mmol) was then added and stirred at 35 C. for 16 h. NH4OH (60.6 mL, 141.6 mmol) was added at 0 C. The reaction was filtered through Celite and purified by C18 silica gel (240 g) [0?30% H2O/MeCN (0.1% Formic acid)] to produce a 1:1 mixture (by NMR) of 6-bromo-7-chloro-isoquinolin-3-amine (XXIII) and 6-bromo-5-chloroisoquinolin-3-amine (XXIV) (633.7 mg, 2.46 mmol, 53.9% yield). 1H NMR (499 MHz, DMSO-d6) delta ppm 6.23 (2H, s), 6.46 (2H, s), 6.57 (1H, s), 6.83 (1H, s), 7.40 (1H, d, J=8.51 Hz), 7.74 (1H, d, J=8.51 Hz), 8.05 (1H, s), 8.09 (1H, s), 8.81 (1H, s), 8.88 (1H, s); ESIMS found for C9H6BrClN2 m/z 256.9 (79BrM+H).

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.

Reference:
Patent; Samumed, LLC; KC, Sunil Kumar; Mak, Chi Ching; Eastman, Brian Walter; Cao, Jianguo; Mittapalli, Gopi Kumar; (82 pag.)US2019/125741; (2019); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. Product Details of 6136-93-2

Step 1 To a vial was added 2,2-diethoxyacetonitrile (XXVI)(1.0 g, 7.74 mmol)dissolved MeOH (7.74 mL)followed by addition of MeONa/MeOH (0.18 mL, 0.77 mmol)dropwise. The reaction was stirred at room temperature for 20 h. HOAc (44.3 muL, 0.77 mmol)was added until pH=7-8 (using pH strips). (4-Bromo-3-fluoro-phenyl)methanamine hydrochloride (XXVII)(1.86 g, 7.74 mmol)was added and stirred at 40 C. for 4 h. The solvent was removed under vacuum. Sulfuric acid (12.6 mL, 232.3 mmol)was added and stirred at 40 C. for 16 h. NH4OH (30.8 mL, 240.0 mmol)was added dropwise at 0 C. The solvent was removed under vacuum and the residue was purified by C18 silica gel (240 g)[0?50% H2O/MeCN (0.1% Formic acid)] to produce 6-bromo-7-fluoro-isoquinolin-3-amine (XXVIII)(1.33 g, 5.50 mmol, 71.1% yield)as an off-white solid. 1H NMR (499 MHz, DMSO-d6)delta ppm 6.07 (2H, s), 6.61 (1H, s), 7.76 (1H, d, J=9.33 Hz), 8.01 (1H, d, J=6.86 Hz), 8.80 (1H, s); ESIMS found for C9H6BrFN2 m/z 242.9 (81BrM+H).

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

Reference:
Patent; Samumed, LLC; KC, Sunil Kumar; Mak, Chi Ching; Eastman, Brian Walter; Cao, Jianguo; Bollu, Venkataiah; Mittapalli, Gopi Kumar; Chiruta, Chandramouli; (218 pag.)US2017/313682; (2017); 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. Computed Properties of C6H11NO2

In a 2 L, three-neck round bottom flask (equipped with magnetic stir bar, thermometer, and addition funnel), charged diethoxyacetonitrile (111.1 g, 860 mmol) and methanol (620 mL, anhydrous) while under a steady nitrogen flow. Via an addition funnel, slowly charged 25 wt % solution of sodium methoxide (4.64 g, 86 mmol, 19.7 mL) in methanol. (Note: addition is slightly exothermic). The mixture was stirred for 15 h, at which point, the solvent was removed under vacuum (Note: starting material had not been completely converted according to NMR). The residue was dissolved in methanol and charged with a fresh sodium methoxide solution- same concentration/equivalents- and stirred another 15 h). The solvent was removed under vacuum and the residue was dissolved in diethyl ether (1.0 L), with the organic phase washed with water (3 x 500 mL), then brine (1 x 300 mL). The organic layer was dried over magnesium sulfate, the salts filtered and the solvent reduced under vacuum to give 89.9 g of a crude mixture of methyl 2,2-diethoxyethanimidoate and un-reacted starting material (10-12 mol % by NMR) as a thin oil. Note that best yields of the imidate are obtained when the organic layer is stripped of at 400 mbar and 45 0C because of its volatility.The oil was dissolved in methanol (300 mL,) and placed into a 2 L round bottom flask (equipped with magnetic stir bar, reflux condenser) along with 1-(4-bromophenyl)methanamine (100.0 g, 537 mmol) and the mixture subjected to heating in a pre-heated oil bath. The mixture was stirred at 700C for 18 h and then allowed to cool. The solvent was removed to give 158.8 g of the desired intermediate (1) in 93.8% yield (based on 1-(4-bromophenyl)methanamine as limiting reagent).

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; PFIZER PRODUCTS INC.; WO2007/125405; (2007); A2;,
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. 6136-93-2, name is 2,2-Diethoxyacetonitrile, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 6136-93-2

In a round bottom flask, ammonium sulfide (44 wt% in H2O, 17.4 mL, 112 mmol) was added to a solution of diethoxyacetonitrile (6) (11.1 mL, 80.0 mmol) in MeOH (770 mL). The mixture was stirred at room temperature for 22 h. The solvent was evaporated under reduced pressure to afford thioamide 7 (13.0 g, quantitative yield) as a pale yellow solid. TLC: Rf 0.63 (1:1 hexane/EtOAc). Mp: 87.5-89.5 C (lit.81-82 C). IR (KBr, film): 3370,3182, 2975, 1124, 1064 cm1. 1H NMR (400 MHz, CDCl3): d 7.86(br s, 1H), 7.52 (br s, 1H), 5.05 (s, 1H), 3.74 (dq, 2H, J = 9.6,7.2 Hz), 3.64 (dq, 2H, J = 9.6, 7.2 Hz), 1.26 (t, 6H, J = 7.2 Hz).13C NMR (100 MHz, CDCl3): d 202.2, 103.2, 63.1, 15.2. HRMS (ESI)m/z calculated for C6H13NO2S 163.0667, found 163.0664.

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:
Article; Park, Yunjeong; Bae, Song Yi; Hah, Jung-Mi; Lee, Sang Kook; Ryu, Jae-Sang; Bioorganic and Medicinal Chemistry; vol. 23; 21; (2015); p. 6827 – 6843;,
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.

EXAMPLE I 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-butyllithium in hexane at -20 C, and after several minutes the resulting solution is treated with 8.50 g of diethoxyacetonitrile and then warmed slowly to room temperature. After about 1.5 hours the dark mixture is cooled and brought to a pH of about 2 with ten percent 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 synthetic route of 2,2-Diethoxyacetonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; International Flavors & Fragrances Inc.; US4024190; (1977); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts