Category: 6136-93-2

Browne, E. J. published the artcile< Perimidine-2-carbaldehyde>, Category: nitriles-buliding-blocks, the main research area is perimidinecarbaldehyde dimer; naphthalene diamino imidate condensation; imidate diaminonaphthalene condensation.

Perimidine-2-carbaldehyde was prepared and consists of a mixture of the free aldehyde (I, R = CHO) and the dimeric cyclic hemiaminal (II) in the solid state. This dimerization is analogous to that observed in many N-unsubstituted azole aldehydes. The aldehyde (I, R = CHO) initially forms as the hydrate (I, R = CH(OH)2) on hydrolysis of its diethyl acetal. The condensation of imidates or imidate salts with 1,8-diaminonaphthalene is a useful route to 2-substituted perimidines or their salts.

Australian Journal of Chemistry published new progress about 6136-93-2. 6136-93-2 belongs to class nitriles-buliding-blocks, and the molecular formula is C6H11NO2, Category: nitriles-buliding-blocks.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Shiba, Tetsuo; Inami, Kaoru; Sawada, Kozo; Hirotsu, Yoshihiro published the artcile< Synthesis and geometric configuration of 2-(hydroxyiminomethyl)thiazole-4-carboxylic acid in antibiotic althiomycin>, Application of C6H11NO2, the main research area is althiomycin configuration; hydroxyiminomethylthiazole preparation configuration.

Isomeric oximes I (R = Et) were prepared from (EtO)2CHCO2Et in 6 steps. The isomers were separated and their configuration determined by nuclear Overhauser enhancement. These assignments were used to established that I (R = H) in althiomycin have the syn configuration and it isomerized on purification on acid ion exchange resin. Althiomycin has the syn configuration II.

Heterocycles published new progress about Configuration. 6136-93-2 belongs to class nitriles-buliding-blocks, and the molecular formula is C6H11NO2, Application of C6H11NO2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Utimoto, Kiitiro; Wakabayashi, Yukio; Horiie, Takafumi; Inoue, Masaharu; Shishiyama, Yuho; Obayashi, Michio; Nozaki, Hitosi published the artcile< Cyanotrimethylsilane as a versatile reagent for introducing cyanide functionality>, Computed Properties of 6136-93-2, the main research area is cyanotrimethylsilane cyanation hydrocyanation; ketone cyanotrimethylsilane; acetal cyanotrimethylsilane; ortho ester cyanotrimethylsilane; sugar cyanotrimethylsilane; nitrile.

Me3SiCN adds to some α,β-unsaturated ketones in a conjugate manner under the catalytic action of Lewis acids such as Et3Al, AlCl3, and SnCl2. Hydrolysis of the products gives β-cyano ketones which are identical to the hydrocyanated products of the starting enones. Me3SiCN reacts with acetals and ortho esters under the catalytic action of SnCl2 or BF3·OEt2 affording 2-alkoxy- and 2,2-dialkoxyalkanenitriles. Application of the reaction to O-protected β-D-ribofuranoses gives selectively β-D-ribofuranosyl cyanide in excellent yield.

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

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Stambouli, Abdelhamid; Hamedi-Sangsari, Farid; Amouroux, Roger; Chastrette, Francine; Blanc, Alain; Mattioda, Georges published the artcile< 2,2-Dialkoxyethanals, bifunctional synthons with two carbons: preparation by acetalization of glyoxal and some synthetic applications>, COA of Formula: C6H11NO2, the main research area is ethanol dialkoxy preparation reaction; acetaldehyde dialkoxy preparation reaction; glyoxal monoacetalization alc.

Treatment of 40% aqueous OHCCHO or its solid trimer with a large excess of ROH (R = Me, Et, Pr, Me2CH, Bu, Me2CHCH2, cyclohexyl, allyl) in the presence of a sulfonic acid resin or Zr(SO4)2 followed by NaHCO3 gave 50-70% (RO)2CHCHO (I; same R) and only 10-20% (RO)2CHCH(OR)2. I (R = Et) was transformed into a variety of derivatives

Bulletin de la Societe Chimique de France published new progress about 6136-93-2. 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

Mass, Olga; Lindsey, Jonathan S. published the artcile< A trans-AB-Bacteriochlorin Building Block>, Recommanded Product: 2,2-Diethoxyacetonitrile, the main research area is bacteriochlorin preparation dihydrodipyrrin self condensation bromination.

Synthetic bacteriochlorins are of interest for fundamental studies in photochem. because of their strong absorption in the near-IR spectral region and close similarity with natural bacteriochlorophylls. A de novo route to 5-methoxybacteriochlorins entails self-condensation of a dihydrodipyrrin-acetal, which in turn is prepared from a 2-(2-nitroethyl)pyrrole species and an α,β-unsaturated ketone-acetal (e.g., 1,1-dimethoxy-4-methylpent-3-en-2-one). Here, four new results are reported concerning the synthesis of substituted bacteriochlorins. First, a new, scalable route to 1,1-dimethoxy-4-methylpent-3-en-2-one removes a significant previous impediment to the overall route. Second, the new route was employed to gain access to new α,β-unsaturated ketones and corresponding dihydrodipyrrins bearing alternative substituents in place of the dimethoxy unit. Third, a dihydrodipyrrin bearing a 1,3-dioxolan-2-yl moiety afforded the bacteriochlorin (30% yield) containing a 2-hydroxyethoxy substituent at the 5-position. Fourth, subsequent bromination proceeded regioselectively at the 15-position to give a trans-(5,15)-AB-bacteriochlorin building block I. The linear 5,15-substitution pattern is attractive for a number of mol. designs. The results taken together afford deeper understanding of the scope and limitations of the de novo route and also advance the capabilities for tailoring synthetic bacteriochlorins.

Journal of Organic Chemistry published new progress about Autocondensation reaction. 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

Erickson, John G.; Montgomery, W. H.; Rorso, Ole published the artcile< Dialkoxyalkanenitriles. III. Hydrogenation to α-amino acetals>, COA of Formula: C6H11NO2, the main research area is .

The appropriate 2,2-dialkoxyalkanenitrile, solvent, and Raney Ni (and NH3 if used) pressured in an autoclave with stirring with about 100 atm. H, the mixture heated until H absorption was observed, held at this temperature, cooled when the H absorption ceased, centrifuged, and distilled gave the corresponding amino acetals. (MeO)2CHCN (I) (0.50 mol) in 80 cc. dioxane hydrogenated in the presence of 1.0 mol NH3 at 75-90° and 130 atm. yielded 38% H2NCH2CH(OMe)2 (II), b768 139.5°, f.p. below -78°, d25 0.9676, nD25 1.4144. A similar run in 80 cc. methylal at 75-80° and 135 atm. yielded 56% II; in 80 cc. cyclohexane at 80-90° and 87 atm. the yield was 67%. (EtO)2CHCN (III) (0.39 mol) in 80 cc. EtOH and 0.7 mol NH3 gave at 75-125° and 197 atm. 10% H2NCH2CH(OEt)2 (IV), b769 163°, f.p. below -78°, d25 0.9108, nD25 1.4142. A similar run in 75 cc. methylal with 0.8 mol NH3 at 75-80° and 197 atm. gave 85% IV. III (1.16 mol) and 2.3 mol NH3 in 240 cc. cyclohexane gave at 75-90° and 100 atm. 87% IV; a similar run in 275 cc. cyclohexane without NH3 at 75-80° and 100 atm. gave 67% IV and 13% HN[CH2CH(OEt)2]2, b1 86°, f.p. -30°, d25 0.9419, nD25 1.4250. (BuO)2CHCN (0.27 mol) and 0.5 mol NH3 in 85 cc. cyclohexane gave at 75-80° and 87 atm. 67% H2NCH2CH(OBu)2, b17 118°, b2 78° f.p. below -78°, d25 0.8835, nD25 1.4274. (MeO)2C(CN)Me (0.83 mol) and 3.0 mol NH3 in 300 cc. cyclohexane gave at 75-115° and 122 atm. 88% H2NCH2C(OMe)2Me, b751 146°, f.p. -70°, d25 0.9620, nD25 1.4220. (EtO)2C(CN)Ph (0.35 mol) and 1.5 mol NH3 in 40 cc. cyclohexane yielded at 100-50° and 163 atm. 71% H2NCH2C(OEt)2Ph, b0.5 68°, sets at -40° to a hard glass, d25 1.0050, nD25 1.4950.

Journal of the American Chemical Society published new progress about Acetals. 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

Merritt, Eleanor A.; Bagley, Mark C. published the artcile< Convergent synthesis of the central heterocyclic domain of micrococcin P1>, Application In Synthesis of 6136-93-2, the main research area is thiazolylpyridine micrococcin P1 core preparation; aminopentadienone Bohlmann Rahtz intramol cyclodehydration; keto ester ammonium acetate amination microwave.

The heterocyclic domain I of micrococcin P1 was prepared from N-Boc-(2S,3R)-threonine in 15 steps and 9% overall yield utilizing a microwave-assisted enamine formation in mono- or multimode instruments, Bohlmann-Rahtz pyridine synthesis to form the 2,3,6-trisubstituted pyridine motif, and two-directional elaboration of the 3- and 6-thiazole substituents.

Synlett published new progress about Amination. 6136-93-2 belongs to class nitriles-buliding-blocks, and the molecular formula is C6H11NO2, Application In Synthesis of 6136-93-2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Chastrette, Maurice; Axiotis, Georges P. published the artcile< An efficient general synthesis of α-amino acetals>, COA of Formula: C6H11NO2, the main research area is nitrile dialkoxy organometallic addition reaction; amino acetal.

Title compounds H2NCRR1CR2(OEt)2 (R = Bu, Ph; R1 = Bu, Ph, H; R2 = H, Ph) were prepared in 60-95% yield by treating (EtO)2CR2CN with RMgBr or BuLi for 12 h at room temperature, adding BuLi, PhLi or LiAlH4 under N for 12-15 h at room temperature, and hydrolyzing the mixture using NH4Cl.

Synthesis published new progress about Organometallic compounds Role: RCT (Reactant), RACT (Reactant or Reagent). 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

Moderhack, Dietrich published the artcile< N-unsubstituted tetrazolocarboxaldehyde>, Application In Synthesis of 6136-93-2, the main research area is tetrazolecarboxaldehyde; aldehyde tetrazolyl.

The title compound was prepared by the cyclization of (EtO)2CHCN with N3H in the presence of pyridine to give I [R = CH(OEt)2], which was treated with HCl to give the aldehyde, which exists in the solid form as the dimer II. Upon dissolving in dry Me2SO at 80°, II gave 90% I (R = CHO), which undergoes most of the normal aldehyde reactions, e.g., aldol condensation. Reaction of I (R = CHO) with piperidine gave the unstable salt III, which upon exposure to air gave IV.

Chemiker-Zeitung published new progress about 6136-93-2. 6136-93-2 belongs to class nitriles-buliding-blocks, and the molecular formula is C6H11NO2, Application In Synthesis of 6136-93-2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Dulou, Raymond; Savostianoff, Dimitri published the artcile< Synthesis of glyoxal acetals from diethoxyacetonitrile>, Computed Properties of 6136-93-2, the main research area is .

A series of RCOCH(OEt)2 (I) was prepared from (EtO)2CHCN (II) with the corresponding RMgX. II was obtained in 77% yield by ammonolysis of (EtO)2CHCO2Et and subsequent dehydration of the resulting (EtO)2CHCONH2. II (12.9 g.) in 150 cc. dry Et2O added to about 0.2 mol appropriate RMgX in Et2O (1-1.9 mol/kg.), stirred 1 h., kept 12 h. at room temperature, treated with 50 g. NH4Cl in 200 cc. H2O, and acidified with concentrated HCl to pH 2-3 yielded 80-95% corresponding I listed in the table. R, b.p./mm., n20D, d2020, % yield; Et, 98-100°/55, 1.408, 0.929, 80; iso-Pr, 103-4°/45, 1.408, 0.910, 79; Am, 104-7°/9, 1.420, 0.913, 94; C7H15, 126-30°/10-11, 1.426, 0.886, 94; Ph, 135-6°/12, 1.505, 1.040, 80; cyclohexyl, 108-13°/10, 1.448, 0.961, 95;

Comptes Rendus des Seances de l’Academie des Sciences, Serie C: Sciences Chimiques published new progress about 6136-93-2. 6136-93-2 belongs to class nitriles-buliding-blocks, and the molecular formula is C6H11NO2, Computed Properties of 6136-93-2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts