Category: 2451-91-4

Duchamp, Edouard published the artcileCyanide-Free Synthesis of Air Stable N-Substituted Li and K Cyanamide Salts from Tetrazoles. Applications toward the Synthesis of Primary and Secondary Cyanamides as Precursors to Amidines, Recommanded Product: N,N-Dibenzylcyanamide, the publication is Organic Letters (2020), 22(21), 8487-8491, database is CAplus and MEDLINE.

A practical two-step synthesis of N,N’-disubstituted cyanamides such as N-allyl-N-benzylcyanamide consists in the low-temperature metalation of N-substituted 5H-tetrazoles such as 1-allyl-1H-tetrazole that undergo spontaneous cycloreversion at 0°C releasing dinitrogen, and forming N-metalated cyanamides that can be reacted in situ with a variety of electrophiles. Remarkably, N-substituted Li and K cyanamides such as lithium N-benzylcyanamide are air stable white solids at room temperature Addition of lithium organometallics to the N,N’-disubstituted cyanamides provides a new method for accessing N,N’-disubstituted amidines.

Organic Letters published new progress about 2451-91-4. 2451-91-4 belongs to amides-buliding-blocks, auxiliary class Nitrile,Amine,Benzene, name is N,N-Dibenzylcyanamide, and the molecular formula is C15H14N2, Recommanded Product: N,N-Dibenzylcyanamide.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Ye, Fei published the artcileRuthenium-Catalyzed [2 + 2 + 2] Cycloaddition Reaction Forming 2-Aminopyridine Derivatives from α,ω-Diynes and Cyanamides, Category: amides-buliding-blocks, the publication is Organic Letters (2017), 19(5), 1104-1107, database is CAplus and MEDLINE.

A novel, efficient, and mild synthetic route for the preparation of 2-aminopyridines , e. g., I, via ruthenium-mediated [2 + 2 + 2] cycloaddition of α,ω-diynes and cyanamides has been developed. This atom-economical catalytic process demonstrated remarkable regioselectivities to access pyridine derivatives of high synthetic utility.

Organic Letters published new progress about 2451-91-4. 2451-91-4 belongs to amides-buliding-blocks, auxiliary class Nitrile,Amine,Benzene, name is N,N-Dibenzylcyanamide, and the molecular formula is C16H24BF4Ir, Category: amides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Ye, Fei published the artcileSolvent-free ruthenium trichloride-mediated [2 + 2 + 2] cycloaddition of α,ω-diynes and cyanamides: a convenient access to 2-aminopyridines, Safety of N,N-Dibenzylcyanamide, the publication is Organic Chemistry Frontiers (2017), 4(6), 1063-1068, database is CAplus.

A convenient access to functionalized 2-aminopyridines via a solventless Ru-catalyzed [2 + 2 + 2] cycloaddition reaction of α,ω-diynes and cyanamides was described. This transformation efficiently proceeded in the presence of a stable, easy to handle, and cost-effective RuCl₃·nH₂O complex, leading to various 2-aminopyridines in good to excellent yields according to an eco-friendly, straightforward approach.

Organic Chemistry Frontiers published new progress about 2451-91-4. 2451-91-4 belongs to amides-buliding-blocks, auxiliary class Nitrile,Amine,Benzene, name is N,N-Dibenzylcyanamide, and the molecular formula is C16H24BF4Ir, Safety of N,N-Dibenzylcyanamide.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Zahariev, Sotir published the artcileSolvent-free synthesis of azole carboximidamides, Product Details of C15H14N2, the publication is Tetrahedron Letters (2004), 45(51), 9423-9426, database is CAplus.

A one-pot procedure is described for the preparation of 1H-pyrazole-carboximidamides, 1H-benzotriazole-carboximidamides and guanidinylation of amines with 1H-benzotriazole-carboximidamides. The X-ray crystal structure of N,N-dimethyl-1H-benzotriazole-1-carboximidamide (I), has been determined The reaction of 1H-benzotriazole hydrochloride with N,N-dimethylcyanamide to give I (in situ) was followed by addition of N²-[(phenylmethoxy)carbonyl]-L-ornithine (II) under microwave irradiation conditions. This reaction yielded the corresponding guanidine derivative, i.e., N²-tert-butoxycarbonyl-N^G,N^G-dimethyl-L-arginine (III).

Tetrahedron Letters published new progress about 2451-91-4. 2451-91-4 belongs to amides-buliding-blocks, auxiliary class Nitrile,Amine,Benzene, name is N,N-Dibenzylcyanamide, and the molecular formula is 0, Product Details of C15H14N2.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Hua, Guoxiong published the artcileSynthesis and Structural Study of Novel Selenation Derivatives of N, N-Dialkylcyanamides, Quality Control of 2451-91-4, the publication is ChemistrySelect (2016), 1(21), 6810-6817, database is CAplus.

The reaction of 2,4-bis(phenyl)-1,3-diselenadiphosphetane-2,4-diselenide {[PhP(Se)(μ-Se)]₂, Woollins’ reagent, WR} with N, N-dialkylcyanamides 1–3 in refluxing toluene solution led to the corresponding [2+3] cycloaddition products 4-dialkylamino-2,5-diphenyl-1,3,2,5-selenazadiphosphole 2,5-diselenides 4–6 in good yields, the latter were further treated with water resulting in the corresponding hydrolysis derivatives dialkyl-selenoureas 7–9, and phosphinodiselenoates 10 and 11. Selenourea 7 could be transferred into 1,3-selenazol-2-amines 12–15 in excellent yields by further cyclization with four different α-haloketones. All new compounds have been characterized by IR spectroscopy, multi-NMR (¹H, ¹³C, ³¹P, ⁷⁷Se) spectroscopy and accurate mass measurement. The single crystal X-ray structural features of nine new compounds are also discussed.

ChemistrySelect published new progress about 2451-91-4. 2451-91-4 belongs to amides-buliding-blocks, auxiliary class Nitrile,Amine,Benzene, name is N,N-Dibenzylcyanamide, and the molecular formula is C15H14N2, Quality Control of 2451-91-4.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Shcherbakov, Nikolay V. published the artcileHetero-Tetradehydro-Diels-Alder Cycloaddition of Enynamides and Cyanamides: Gold-Catalyzed Generation of Diversely Substituted 2,6-Diaminopyridines, Synthetic Route of 2451-91-4, the publication is Journal of Organic Chemistry (2021), 86(10), 7218-7228, database is CAplus and MEDLINE.

The reaction proceeds under very mild conditions (DCM, rt) with high functional group tolerance. The obtained 2,6-diaminopyridines I and II represent a useful synthetic platform with an easily modulated substitution pattern for subsequent functionalizations of both the pyridine core and the N-substituents. Gold(I)-catalyzed hetero-tetradehydro-Diels-Alder cycloaddition of enynamides R¹CH=C(R²)CCN(R³)R⁴ [R¹ = C₆H₅, 2-thienyl, 1-naphthyl, etc.; R² = H, Me; R³ = Me, Ph, Bn, Ts; R⁴ = 4-MeC₆H₄S(O)₂, MeS(O)₂, 4-FC₆H₄S(O)₂, CH₂CH=CH₂, 2-(2H-1,3-benzodioxol-5-yl)ethyl; R³R⁴ = -C(O)O(CH₂)₂-] and cyanamides R⁵R⁶NCN (R⁵ = Me, Et, Bn, Ph; R⁶ = Me, Et, Bn, Ph; R⁵R⁶ = -(CH₂)₄-, -(CH₂)₅-, -(CH₂)₂O(CH₂)₂-) and 3,4-dihydro-2(1H)-Isoquinolinecarbonitrile comprises an efficient route to diversely substituted 2,6-diaminopyridines I and II (yields up to 99%).

Journal of Organic Chemistry published new progress about 2451-91-4. 2451-91-4 belongs to amides-buliding-blocks, auxiliary class Nitrile,Amine,Benzene, name is N,N-Dibenzylcyanamide, and the molecular formula is C18H24N6O6S4, Synthetic Route of 2451-91-4.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Goldberg, Kristin published the artcileA facile synthesis of 3-trifluoromethyl-1,2,4-oxadiazoles from cyanamides, HPLC of Formula: 2451-91-4, the publication is Tetrahedron Letters (2014), 55(32), 4433-4436, database is CAplus.

A safe and facile method for the formation of 3-trifluoromethyl-5-amino-1,2,4-oxadiazoles, via a reversed addition of hydroxylamine to cyanamides, is reported. This two-pot procedure is suitable to scale-up and avoids the hazards associated with trifluoromethyl amidoxime synthesis.

Tetrahedron Letters published new progress about 2451-91-4. 2451-91-4 belongs to amides-buliding-blocks, auxiliary class Nitrile,Amine,Benzene, name is N,N-Dibenzylcyanamide, and the molecular formula is C15H14N2, HPLC of Formula: 2451-91-4.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Shcherbakov, Nikolay V. published the artcileRedox-Neutral and Atom-Economic Route to β-Carbolines via Gold-Catalyzed [4 + 2] Cycloaddition of Indolylynamides and Cyanamides, Safety of N,N-Dibenzylcyanamide, the publication is Journal of Organic Chemistry (2021), 86(24), 17804-17815, database is CAplus and MEDLINE.

Gold(I)-catalyzed [4 + 2] cycloaddition of indolylynamides I (R = Ts, Boc; R¹ = R² = H BnO; R³ = tosyl, mesyl, brosyl, etc.; R⁴ = Me, cyclopropyl, benzyl, etc.; R³R⁴ = -C(O)O(CH₂)₂-) and cyanamides (aminonitriles) R⁵CN [R⁵ = diethylamino, methylphenylamino, pyrrolidino, etc.] is an efficient redox-neutral and atom-economic route to diversely substituted 1,3-diamino-α-carbolines II. The protocol operates under mild conditions (Ph₃PAuNTf₂ 5 mol%, DCE, 60°C) with a good tolerance to functional groups (23 examples and yields up to 98%). The obtained α-carboline systems represent a versatile synthetic platform with modifiable substituents for successive functionalizations. Control experiments indicate the crucial role of both the nature of reactants and the identity of employed catalysts in the developed cycloaddition

Journal of Organic Chemistry published new progress about 2451-91-4. 2451-91-4 belongs to amides-buliding-blocks, auxiliary class Nitrile,Amine,Benzene, name is N,N-Dibenzylcyanamide, and the molecular formula is C14H18BNO2, Safety of N,N-Dibenzylcyanamide.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Shcherbakov, Nikolay V. published the artcileRedox-Neutral and Atom-Economic Route to β-Carbolines via Gold-Catalyzed [4 + 2] Cycloaddition of Indolylynamides and Cyanamides, Safety of N,N-Dibenzylcyanamide, the publication is Journal of Organic Chemistry (2021), 86(24), 17804-17815, database is CAplus and MEDLINE.

Gold(I)-catalyzed [4 + 2] cycloaddition of indolylynamides I (R = Ts, Boc; R¹ = R² = H BnO; R³ = tosyl, mesyl, brosyl, etc.; R⁴ = Me, cyclopropyl, benzyl, etc.; R³R⁴ = -C(O)O(CH₂)₂-) and cyanamides (aminonitriles) R⁵CN [R⁵ = diethylamino, methylphenylamino, pyrrolidino, etc.] is an efficient redox-neutral and atom-economic route to diversely substituted 1,3-diamino-α-carbolines II. The protocol operates under mild conditions (Ph₃PAuNTf₂ 5 mol%, DCE, 60°C) with a good tolerance to functional groups (23 examples and yields up to 98%). The obtained α-carboline systems represent a versatile synthetic platform with modifiable substituents for successive functionalizations. Control experiments indicate the crucial role of both the nature of reactants and the identity of employed catalysts in the developed cycloaddition

Journal of Organic Chemistry published new progress about 2451-91-4. 2451-91-4 belongs to amides-buliding-blocks, auxiliary class Nitrile,Amine,Benzene, name is N,N-Dibenzylcyanamide, and the molecular formula is C14H18BNO2, Safety of N,N-Dibenzylcyanamide.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Goldberg, Kristin published the artcileA facile synthesis of 3-trifluoromethyl-1,2,4-oxadiazoles from cyanamides, HPLC of Formula: 2451-91-4, the publication is Tetrahedron Letters (2014), 55(32), 4433-4436, database is CAplus.

A safe and facile method for the formation of 3-trifluoromethyl-5-amino-1,2,4-oxadiazoles, via a reversed addition of hydroxylamine to cyanamides, is reported. This two-pot procedure is suitable to scale-up and avoids the hazards associated with trifluoromethyl amidoxime synthesis.

Tetrahedron Letters published new progress about 2451-91-4. 2451-91-4 belongs to amides-buliding-blocks, auxiliary class Nitrile,Amine,Benzene, name is N,N-Dibenzylcyanamide, and the molecular formula is C15H14N2, HPLC of Formula: 2451-91-4.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics