Category: 6136-93-2

Kawamoto, Isao; Muramatsu, Shigeki; Yura, Yasuo published the artcile< New synthetic route to functionally substituted cyclopentenones>, Name: 2,2-Diethoxyacetonitrile, the main research area is cyclopentenone; jasmone; Wittig reaction oxoalkanoyldithiane.

2,2-Dialkoxynitriles with 2-lithio-1,3-dithiane (I), followed by hydrolysis, gave α-oxoalkanoyl-1,3-dithianes which with LiN(CHMe2)2 and vinyltriphenylphosphonium salts gave, after removal of triphenylphosphonium oxide, cyclopentenone derivatives E.g., MeC(OEt)2CN with I gave 68% II which with LiN(CHMe2)2 and CH2:CMeP+Ph3Br- in Me2SO gave 52% III. Desulfurization of IV, prepared similarly, gave dihydrojasmone (V).

Tetrahedron Letters published new progress about Cycloalkenones Role: RCT (Reactant), RACT (Reactant or Reagent). 6136-93-2 belongs to class nitriles-buliding-blocks, and the molecular formula is C6H11NO2, Name: 2,2-Diethoxyacetonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Bagley, Mark C.; Glover, Christian published the artcile< Synthesis of methyl sulfomycinate, sulfomycinic amide and sulfomycinine, degradation products of the sulfomycin thiopeptide antibiotics>, Recommanded Product: 2,2-Diethoxyacetonitrile, the main research area is sulfomycin thiopeptide antibiotic methanolysis product synthesis methyl sulfomycinate; sulfomycinic amide sulfomycinine synthesis sulfomycin thiopeptide antibiotic degradation product; methyl sulfomycinate ammonolysis hydrolysis sulfomycinine; thiazole oxazole building block peptide coupling.

The convergent synthesis of Me sulfomycinate and sulfomycinic amide, two acidic methanolysis products of the sulfomycin thiopeptide antibiotics, is achieved starting from diethoxyacetonitrile. Further confirmation of structure is obtained by heating Me sulfomycinate at 110 °C in hydrochloric acid to give (±)-sulfomycinine hydrochloride, the acid hydrolyzate of sulfomycin I.

Tetrahedron published new progress about Ammonolysis. 6136-93-2 belongs to class nitriles-buliding-blocks, and the molecular formula is C6H11NO2, Recommanded Product: 2,2-Diethoxyacetonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Sato, Nagaaki; Ando, Makoto; Ishikawa, Shiho; Jitsuoka, Makoto; Nagai, Keita; Takahashi, Hirobumi; Sakuraba, Aya; Tsuge, Hiroyasu; Kitazawa, Hidefumi; Iwaasa, Hisashi; Mashiko, Satoshi; Gomori, Akira; Moriya, Ryuichi; Fujino, Naoko; Ohe, Tomoyuki; Ishihara, Akane; Kanatani, Akio; Fukami, Takehiro published the artcile< Discovery of Tetrasubstituted Imidazolines as Potent and Selective Neuropeptide Y Y5 Receptor Antagonists: Reduced Human Ether-a-go-go Related Gene Potassium Channel Binding Affinity and Potent Antiobesity Effect>, COA of Formula: C6H11NO2, the main research area is aminoester fluorophenylmagnesium bromide bromofluoropyridine coupling ring opening closure reduction; imidazoline asym preparation; neuropeptide Y5 receptor antagonist antiobesity structure activity human.

A series of novel imidazoline derivatives was synthesized and evaluated as neuropeptide Y (NPY) Y5 receptor antagonists. Optimization of previously reported imidazoline leads, I and II, was attempted by introduction of substituents at the 5-position on the imidazoline ring and modification of the bis(4-fluorophenyl) moiety. A number of potent derivatives without human ether-a-go-go related gene potassium channel (hERG) activity were identified. Selected compounds, including III, were shown to have excellent brain and CSF permeability. Compound III displayed a suitable pharmacokinetic profile for chronic in vivo studies and potently inhibited D-Trp34NPY-induced acute food intake in rats. Oral administration of III resulted in a potent reduction of body weight in a diet-induced obese mouse model.

Journal of Medicinal Chemistry published new progress about Amino acid esters Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 6136-93-2 belongs to class nitriles-buliding-blocks, and the molecular formula is C6H11NO2, COA of Formula: C6H11NO2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Park, Yunjeong; Bae, Song Yi; Hah, Jung-Mi; Lee, Sang Kook; Ryu, Jae-Sang published the artcile< Synthesis of stereochemically diverse cyclic analogs of tubulysins>, Recommanded Product: 2,2-Diethoxyacetonitrile, the main research area is tubulysin cyclic analog peptide peptidomimetic enantioselective synthesis thiazole; Diels Alder reaction stereoselective Danishefsky diene type peptide coupling; antitumor agent tubulin polymerization inhibiting structure activity; Antitumor agents; Asymmetric catalysis; Hetero Diels–Alder reaction; Peptides; Tubulysin.

The synthesis of tubulysin analogs containing stereochem. diverse cyclic Tuv moieties is described. A tetrahydropyranyl moiety was incorporated into the Tuv unit by enantioselective hetero Diels-Alder reactions of Danishefsky’s diene and thiazole aldehyde. Four different stereoisomers of cyclic Tuv units were used as surrogates for the Tuv moiety. The synthesized stereochem. diverse simplified cyclic analogs were evaluated for the inhibition of tubulin polymerization

Bioorganic & Medicinal Chemistry published new progress about Antitumor agents. 6136-93-2 belongs to class nitriles-buliding-blocks, and the molecular formula is C6H11NO2, Recommanded Product: 2,2-Diethoxyacetonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Murakami, Teiichi; Otsuka, Masami; Kobayashi, Susumu; Ohno, Masaji published the artcile< Synthesis of 2-formyladenosine using diethoxyacetonitrile as a synthon>, Name: 2,2-Diethoxyacetonitrile, the main research area is formyladenosine; adenosine formyl; formyladenine; adenine formyl; aminoribofuranosylimidazolecarbonitrile cyclization diethoxyacetonitrile; nucleoside formyladenosine.

Imidazole I was heated with (EtO)2CHCN in BuOH-pyridine at 120° for 10 min in the presence of BuONa to give 90% nucleoside II [R = CH(COEt)2] which on hydrolysis with H2O-AcOH gave 96% II (R = CHO). II (R = CHO) was further converted into II (R = CH:NOH) and II (R = cyano). 2-Formyladenine was analogously prepared

Heterocycles published new progress about Cyclization. 6136-93-2 belongs to class nitriles-buliding-blocks, and the molecular formula is C6H11NO2, Name: 2,2-Diethoxyacetonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Lambert, Kyle M.; Bobbitt, James M.; Eldirany, Sherif A.; Kissane, Liam E.; Sheridan, Rose K.; Stempel, Zachary D.; Sternberg, Francis H.; Bailey, William F. published the artcile< Metal-Free Oxidation of Primary Amines to Nitriles through Coupled Catalytic Cycles>, Recommanded Product: 2,2-Diethoxyacetonitrile, the main research area is primary amine acetamido TEMPO catalyst oxone oxidation; nitrile preparation green chem; amines; catalysis; nitriles; organic chemistry; synthetic methods.

Synergism among several intertwined catalytic cycles allowed for selective, room temperature oxidation of primary amines to the corresponding nitriles in 85-98 % isolated yield. This metal-free, scalable, operationally simple method employed a catalytic quantity of 4-acetamido-TEMPO (ACT; TEMPO = 2,2,6,6-tetramethylpiperidine N-oxide) radical and the inexpensive, environmentally benign triple salt oxone as the terminal oxidant under mild conditions. Simple filtration of the reaction mixture through silica gel afforded pure nitrile products.

Chemistry – A European Journal published new progress about Green chemistry. 6136-93-2 belongs to class nitriles-buliding-blocks, and the molecular formula is C6H11NO2, Recommanded Product: 2,2-Diethoxyacetonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Lang, Andreas; Pei, Yu; Ouahab, Lahcene; Kahn, Olivier published the artcile< Synthesis, crystal structure, and magnetic properties of 5-methyl-1,2,4-triazole-nitronyl nitroxide. A one-dimensional compound with unusually large ferromagnetic intermolecular interactions>, Electric Literature of 6136-93-2, the main research area is methyltriazolenitronyl nitroxide preparation magnetic property; crystal structure methyltriazolenitronyl nitroxide; mol structure methyltriazolenitronyl nitroxide; ferromagnetic intermol interaction methyltriazolenitronyl nitroxide.

The title compound I exhibits exceptionally strong ferromagnetic interactions. Its preparation, crystallog. data, and magnetic properties are described. Possible mechanisms for the origin of these properties are suggested.

Advanced Materials (Weinheim, Germany) published new progress about Crystal structure. 6136-93-2 belongs to class nitriles-buliding-blocks, and the molecular formula is C6H11NO2, Electric Literature of 6136-93-2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Barraclough, Paul; Collard, David; Smith, Steven; Vine, Susan J.; Wharton, Clifford J. published the artcile< Synthesis of a 2-arylimidazo[1,2-d][1,2,4]triazine derivative>, Application of C6H11NO2, the main research area is methoxyphenylimidazotriazinone preparation crystal mol structure; imidazotriazinone dimethoxyphenyl preparation structure.

Cyclocondensation of (EtO)2CHCN with 2,4-(MeO)2C6H3COCH2NH2.HCl in MeOH in the presence of MeONa gave 34% arylimidazolecarboxaldehyde acetal I which condensed with H2NNHCO2Et in AcOH to give 34% (dimethoxyphenyl)imidazolylmethylenecarbazate II. Heating II at 185° in Ph2O gave 43% arylimidazotriazinone III. The structure of III was confirmed by x-ray crystal anal.

Journal of Chemical Research, Synopses published new progress about Crystal structure. 6136-93-2 belongs to class nitriles-buliding-blocks, and the molecular formula is C6H11NO2, Application of C6H11NO2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application 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.

Diethoxyacetamidine hydrochloride was synthesized according to the literature method.3 To a solution of sodium methoxide (0.09 g, 1.6 mmol) in methanol (8.4 mL) was added diethoxyacetonitrile (2.00 g, 15.5 mmol) and the reaction mixture was stirred for 4 hours at room temperature. Solid carbon dioxide (0.5 g) was added and most of the methanol was evaporated. Diethyl ether was added and the sodium carbonate was removed by filtration.The filtrate was concentrated to afford methyl diethoxyacetimidate as a colorless oil (2.47 g, 99 % yield) which was used in the next step without further purification. The oil was dissolved in methanol (4mL), ammonium chloride (0.82 g, 15.3 mmol) was added, and the resultant mixture was stirred overnight at room temperature. The mixture was filtered and the methanol was removed in vacuo. The resulting oil was cooled to -78 C to form a solid and washed by diethyl ether (3 mL). The solid was filtered, warmed to ambient temperature and dried in vacuo to givedi ethoxyacetamidine hydrochloride (1.64 g, 58 %, 2 steps) as a white solid. 1H NMR (400 MHz, DMSO-d6): 9.15(br, 4 H), 5.29 (s, 1H), 3.61 (q, 4 H, J = 6.8 Hz), 1.18 (t, 6 H, J = 6.8 Hz).

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

Reference:
Article; Hattori, Yohei; Nishikawa, Michihiro; Kusamoto, Tetsuro; Kume, Shoko; Nishihara, Hiroshi; Chemistry Letters; vol. 43; 7; (2014); p. 1037 – 1039;,
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., Safety of 2,2-Diethoxyacetonitrile

In a 10-L reactor 2, 2-diethoxyacetonitrile (1.00 kg, 7.74 mol, 1.0 eq. ) was mixed with (NH 4) 2S (48%aqueous solution, 1.41 kg, 9.29 mol, 1.2 eq. ) in methanol (6.0 L) at room temperature. The internal temperature increased to 33 and then dropped back to r.t. After stirring overnight, the reaction mixture was concentrated under vacuum and the residue was taken up in ethyl acetate (5 L) and washed with saturated NaHCO 3 solution (4 × 1.0 L) . The aqueous layer was back-extracted with ethyl acetate (5 × 1.0 L) . The organic phases were combined and washed with brine (3 L) , dried over anhydrous Na 2SO 4and concentrated. The resulting solid was collected by vacuum filtration and washed with petroleum ether. The filtrate was concentrated and triturated with petroleum ether to yield a few crops of white or light yellow solid. All crops were combined to give 1.1 kg of desired product (87%yield) . 1H NMR (500 MHz, CDCl 3) delta 7.81 (d, J = 71.1 Hz, 2H) , 5.03 (s, 1H) , 3.73 (dq, J = 9.4, 7.1 Hz, 2H) , 3.64 (dq, J = 9.4, 7.0 Hz, 2H) , 1.25 (t, J = 7.1 Hz, 6H) .

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; HANGZHOU DAC BIOTECH CO. LTD; ZHAO, Robert Yongxin; YANG, Qingliang; HUANG, Yuanyuan; ZHAO, Linyao; GAI, Shun; YE, Hangbo; LEI, Jun; XU, Yifang; CAO, Mingjun; GUO, Huihui; JIA, Junxiang; TONG, Qianqian; LI, Wenjun; ZHOU, Xiaomai; XIE, Hongsheng; BAI, Lu; CAI, Xiang; ZHUO, Xiaotao; ZHANG, Xiuzheng; ZHENG, Jun; (424 pag.)WO2019/127607; (2019); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts