Category: 31401-45-3

Proba, Zbigniew published the artcileConformation of the dimethylamino group in benzene, pyridine, pyrimidine, and cytosine derivatives. Carbon-13 chemical shift studies of ortho-methyl substitution effects, Synthetic Route of 31401-45-3, the publication is Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999) (1978), 1119-23, database is CAplus.

The ¹³C NMR spectra of C₆H₆ derivatives I (R = H, Me), pyrimidines II (RR¹ = bond, R² = H; R³ = H, Me, R⁴ = NMe₂; R³ = NMe₂, R⁴ = H, Me), oxopyrimidines II (R = Me, R¹R² = O, R³ = NMe₂, R⁴ = H, Me) and pyridines III (R = H, Me) are reported. Anal. of the chem. shifts of C-Me and amino N-Me C atoms as well as C-Me and C-NMe₂ ring-C atoms showed a progressive twist of the NMe₂ group in hindered derivatives from a planar conformation in the 2-oxopyrimidine compounds to the most twisted one in I (R = H).

Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999) published new progress about 31401-45-3. 31401-45-3 belongs to pyrimidines, auxiliary class Pyrimidine,Amine, name is N,N-Dimethylpyrimidin-4-amine, and the molecular formula is C6H9N3, Synthetic Route of 31401-45-3.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Smagowicz, J. published the artcileThe phosphorescence of hindered aminopyrimidines, Application of N,N-Dimethylpyrimidin-4-amine, the publication is Journal of Luminescence (1976), 14(1), 9-18, database is CAplus.

The quantum yields, lifetimes, and polarizations of phosphorescence of 4- and 5-aminopyrimidines and their hindered alkyl derivatives were measured in solvents of different polarity at 90°K. The model presented for interpretation of these data allows determining the matrix elements of spin-orbit coupling between the emitting singlet and triplet states. These elements are 0.2-0.8 cm-1 in aminopyrimidines and increase as the amino group becomes more twisted relative to the ring. Spin-orbit coupling of higher 1(n,π*) states with emitting triplets is ∼10 times stronger than that of the lowest 1(l,aπ*).

Journal of Luminescence published new progress about 31401-45-3. 31401-45-3 belongs to pyrimidines, auxiliary class Pyrimidine,Amine, name is N,N-Dimethylpyrimidin-4-amine, and the molecular formula is C22H18Cl2N2, Application of N,N-Dimethylpyrimidin-4-amine.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Herbich, Jerzy published the artcileExcited charge transfer states in 4-aminopyrimidines, 4-(dimethylanilino)pyrimidine and 4-(dimethylamino)pyridine, Category: pyrimidines, the publication is Chemical Physics (1994), 188(2,3), 247-65, database is CAplus.

This paper presents a comparative study of the photoinduced electron transfer in a series of donor-acceptor compounds and their hydrogen-bonded complexes in solution 4-(Dimethylamino)pyridine (III), similarly to 4-(dimethylamino)pyrimidine (I) and 4-(dimethylamino)-5-methylpyrimidine (II) and contrary to 4-(N,N-dimethylanilino)pyrimidine (IV), shows dual luminescence in a sufficiently polar and mobile environment. The results of steady-state and kinetic investigations as well as quantum chem. calculations of I–III fit well into the twisted intramol. charge transfer (TICT) state model. On the other hand, the results suggest an enhanced planarity of the ICT fluorescent state of IV. INDO/S calculations confirm the large probability of the allowed radiative transitions in the latter compound Photophysics of all the compounds under study is modified by hydrogen bonding: fluorescence quantum yields are strongly reduced in the presence of alcs.

Chemical Physics published new progress about 31401-45-3. 31401-45-3 belongs to pyrimidines, auxiliary class Pyrimidine,Amine, name is N,N-Dimethylpyrimidin-4-amine, and the molecular formula is C6H9N3, Category: pyrimidines.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Cohen, Sasson published the artcileThe preparation and properties of 6-halomethylpurines, Recommanded Product: N,N-Dimethylpyrimidin-4-amine, the publication is Journal of Organic Chemistry (1962), 3545-9, database is CAplus.

6-Methylpurine (I) was converted by sulfuryl chloride or N-chlorosuccinimide into 6-trichloromethylpurine in trifluoroacetic acid solution. Stepwise or partial chlorination of the methyl group was not achieved. N-Bromosuccinimide converted I into the 6-dibromo- and, by further substitution, 6-tribromomethylpurine. Stepwise catalytic reduction of the trihalomethylpurines afforded dihalo- and monohalomethylpurines. The chem. and phys. properties of the new compounds are described.

Journal of Organic Chemistry published new progress about 31401-45-3. 31401-45-3 belongs to pyrimidines, auxiliary class Pyrimidine,Amine, name is N,N-Dimethylpyrimidin-4-amine, and the molecular formula is C6H9N3, Recommanded Product: N,N-Dimethylpyrimidin-4-amine.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Yamagami, Chisako published the artcileHydrophobicity parameter of diazines. 1. Analysis and prediction of partition coefficients of monosubstituted diazines, HPLC of Formula: 31401-45-3, the publication is Quantitative Structure-Activity Relationships (1990), 9(4), 313-20, database is CAplus.

The octanol/water partition coefficient (P) of a number of monosubstituted diazines was measured. The composition of the π value of substituents, the increment in the log P value accompanying the introduction of substituents, was examined in terms of physicochem. substituent parameters and correlation anal. The diazine-π value of substituents was generally higher than the pyridine-π value of corresponding substituents, indicating that the intramol. electronic interactions between the ring-N atoms and substituent are more pronounced than those in substituted pyridines in governing the log P value of the mol. Except for 2-substituted pyrimidines, the π value of substituents in each series of monosubstituted diazines was in general nicely correlated with the π value of the corresponding substituents in substituted pyridines along with electronic parameter terms representing bidirectional electronic effects on the relative solvation of the ring-N atom(s) and the hydrogen-bondable substituents with partitioning solvents according to the procedure proposed previously for the anal. of the π value in disubstituted benzenes and monosubstituted pyridines. Keeping in mind that 2-pyrimidines substituted by hydrogen-bondable groups sometimes behave as outliers, the correlations were believed to be usable for prediction of log P values of monosubstituted diazines.

Quantitative Structure-Activity Relationships published new progress about 31401-45-3. 31401-45-3 belongs to pyrimidines, auxiliary class Pyrimidine,Amine, name is N,N-Dimethylpyrimidin-4-amine, and the molecular formula is C5H6BNO2, HPLC of Formula: 31401-45-3.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Fung, B. M. published the artcileDynamic NMR in liquid-crystal solutions. Hindered rotation in 4-(dimethylamino)pyrimidine, Category: pyrimidines, the publication is Journal of the American Chemical Society (1984), 106(24), 7301-4, database is CAplus.

The hindered rotation of the dimethylamino group in 4-(dimethylamino)pyrimidine in a liquid-crystal solution (Merck ZLI 2142) was studied from 232 to 263 K by natural-abundance carbon-13 NMR. The enthalpies of activation were 53, 35, and 52 kJ mol^-1 in the liquid crystal, CD₂Cl₂, and CD₃OD, resp. The ordering forces of the liquid-crystal solvent may favor the planar ground state of the solute more than the bulkier transition state, causing the barrier of rotation to be unusually high.

Journal of the American Chemical Society published new progress about 31401-45-3. 31401-45-3 belongs to pyrimidines, auxiliary class Pyrimidine,Amine, name is N,N-Dimethylpyrimidin-4-amine, and the molecular formula is C6H9N3, Category: pyrimidines.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Brown, D. J. published the artcilePyrimidines. I. Spectroscopic studies, Related Products of pyrimidines, the publication is Journal of the Chemical Society (1953), 331-7, database is CAplus.

Crude 2-chloropyrimidine (I) (2 g.) and NaOMe (from 0.5 g. Na and 25 ml. MeOH) refluxed 0.5 hr., cooled, saturated with CO₂, filtered, the filtrate concentrated in vacuo, the residue extracted with 40 ml. Et₂O, and the dried extract concentrated and distilled gave 0.83 g. 2-methoxypyrimidine (II), colorless liquid, b₁₅ 70-1°, n²⁰_D 1.5060. II (2.4 g.) and 20 ml. 15% Me₂NH-MeOH heated 1 hr. at 120°, NaOMe (from 0.4 g. Na in 20 ml. MeOH) added, and the mixture worked up as above (but without refluxing) gave 1.2 g. 2-(dimethylamino)pyrimidine (III), colorless hygroscopic liquid, b₁₇ 78-81°, n²²_D 1.5438. II and MeNH₂-EtOH similarly gave 2-(methylamino)pyrimidine (IV), b₁₄ 91-2°, m. 59-61° (from petr. ether). 4-Hydroxypyrimidine (V) (7 g.) and 25 ml. POCl₃ refluxed 25 min., cooled, extracted with six 15-ml. portions of petr. ether to remove the POCl₃, and the residue treated with MeOH gave as with II, 4-methoxypyrimidine (VI), colorless liquid, b₃₀ 69-70°. 2,4-Dimercaptopyrimidine (VII) (10.2 g.) and 60 ml. 25% aqueous Me₂NH heated 3 hrs. at 130°, evaporated, the residue treated with 200 ml. cold 0.5N HCl (VII was insoluble), the mixture filtered, and the filtrate adjusted to pH 3-4 gave 8.25 g. 4-dimethylamino-2-mercaptopyrimidine (VIII), m. 265-78° (decomposition), which, treated in 370 ml. boiling H₂O portionwise with 45 g. (wet weight) Raney Ni, refluxed 0.5 hr., filtered hot, the insoluble material washed with 100 ml. hot H₂O, the combined filtrates treated with 20 g. Raney Ni as above, filtered, the filtrate saturated with salt, extracted 15 hrs. with Et₂O, and the extracts concentrated and distilled gave 3.1 g. 4-(dimethylamino)pyrimidine (IX), b₅₀ 131-2°, m. about 40° 2-Mercapto-4-(methylamino)pyrimidine (12 g.) and Raney Ni as above gave 54% 4-(methylamino)pyrimidine (X), b₁₆ 142-4°, m, 69-72° (from petr. ether). 2-Aminopyrimidine (XI) (0.48 g.) and 1.5 ml. Ac₂O refluxed 1 hr., cooled, and 5 ml. Me₂CO added gave 0.45 g. 2-acetamidopyrimidine, colorless laths, m. 145-6.5° [from AcCH₂CHMe (XII)]. 4-Amino-5-cyanopyrimidine (XIII), m. 248-51° (decomposition) (7.4 g.), 55 ml. N KOH, and 225 ml. 3% H₂O₂ kept 1 hr. at 50-5°, the pH adjusted to 7, and the solution cooled gave 5.6 g. 4-amino-5-pyrimidinecarboxamide, colorless laths, m. 254-6° (from H₂O). XIII (1.9 g.) and 19 ml. 2.5N NaOH heated 1 hr. on the steam bath, the pH adjusted to 4, and the whole cooled gave 1.75 g. 4-amino-5 pyrimidinecarboxylic acid (XV), m. 278-81° (from H₂O); XIV (4.25 g.) and 40 ml. 2.5N NaOH gave as above 3.8 g. XV. XV (0.5 g.) added in portions to 5 g. Ph₂CO at 280, kept 5 min. at 280°, cooled to 100°, 25 ml. petr. ether (b. 100-20°) added, and the mixture cooled gave 0.1 g. 4-aminopyrimidine (XVI), m. 150° (from XII); 4-acetamido analog, colorless needles, m. 198-200° (from XII.). The pK_a (for 0.01M solution unless otherwise stated) at 20°, pH (as buffered), λ_maximum and log ε_maximum for the following compounds are reported: V, 1.69 ± 0.04 (or 8.60 ± 0.02), 13 (or 6.2), 227, 263 (or 223, 260), 4.06, 3.56 (or 3.87, 3.57); VI, 2.5 ± 0.2, 6.95 (0), 247-8 (227-8, 238), 3.53 (3.89, 386); XI (0.1M), 3.54, 7.0 (1), 224, 292 (221, 302-3), 4.13, 350 (4.17, 360); IV 3.82, 0.03, 7.0 (1), 234, 306-7 (228, 315), 4.23, 4.33 (4.23, 3.53); III, 3.96 ± 0.01, 7.0 (1), 243, 318 (235, 324-5), 4.26, 3.35 (4.24, 3.47); XVI (0.005M), 5.71, 13 (0), 233, 268-9 (246), 4.26, 3.72 (4.27); X, 6.12 ± 0.04, 9.0 (2.1), 242, 276-7 (254), 4.18, 3.54 (4.20); and IX, 6.35 ± 0.02, 9.3 (3.15), 250, 286 (262), 4.22, 3.56 (4.21). The infrared absorption curves for 2-hydroxypyrimidine, II, V, and VI in CCl₄ are shown; XI and XVI show the 2 strong bands characteristic of the H₂N group, proving that these 2 compounds exist in that form in this solvent. The various spectra are discussed.

Journal of the Chemical Society published new progress about 31401-45-3. 31401-45-3 belongs to pyrimidines, auxiliary class Pyrimidine,Amine, name is N,N-Dimethylpyrimidin-4-amine, and the molecular formula is C6H9N3, Related Products of pyrimidines.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Mussetta, Marie T. published the artcileConfigurations of 4-amino- and of 4-acetylaminopyrimidines and their derivatives, Safety of N,N-Dimethylpyrimidin-4-amine, the publication is Comptes Rendus des Seances de l’Academie des Sciences, Serie C: Sciences Chimiques (1973), 277(24), 1279-82, database is CAplus.

Dipole moments for pyrimidine, 4-aminopyrimidine (I), and 9 N-substituted I were measured in benzene or dioxane and were interpreted in relation to preferential conformations and interactions between the amino and adjacent ring N atoms.

Comptes Rendus des Seances de l’Academie des Sciences, Serie C: Sciences Chimiques published new progress about 31401-45-3. 31401-45-3 belongs to pyrimidines, auxiliary class Pyrimidine,Amine, name is N,N-Dimethylpyrimidin-4-amine, and the molecular formula is C6H9N3, Safety of N,N-Dimethylpyrimidin-4-amine.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Lardenois, Patrick published the artcileTautomerism in heterocyclic compounds. X. Structure of pyrimidine derivatives, Synthetic Route of 31401-45-3, the publication is Bulletin de la Societe Chimique de France (1971), 1858-68, database is CAplus.

The uv, ir, and NMR spectra were used to study tautomerism in 54 hydroxy, thio, amino, and acylamino pyrimidine derivatives, having no Me or Ph group in the 2-position and a functional group in the 4 position. The pyrimidine derivatives were prepared by known methods.

Bulletin de la Societe Chimique de France published new progress about 31401-45-3. 31401-45-3 belongs to pyrimidines, auxiliary class Pyrimidine,Amine, name is N,N-Dimethylpyrimidin-4-amine, and the molecular formula is C6H9N3, Synthetic Route of 31401-45-3.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Wennerbeck, Ingegerd published the artcileCNDO/2 [complete neglect of differential overlap-new version] calculations of rotational barriers in N,N-dimethylamino azines. Line shape study of the barrier in 3-dimethylamino-1,2,4-triazine, Safety of N,N-Dimethylpyrimidin-4-amine, the publication is Journal of Molecular Structure (1974), 22(1), 1-10, database is CAplus.

Barriers to rotation about exocyclic C-N bonds in dimethylamino derivatives of pyridine, pyrimidine, and 1,2,4- and 1,3,5-triazine were studied using CNDO/2 calculations The results were discussed in terms of calculated total and π-charge densities.

Journal of Molecular Structure published new progress about 31401-45-3. 31401-45-3 belongs to pyrimidines, auxiliary class Pyrimidine,Amine, name is N,N-Dimethylpyrimidin-4-amine, and the molecular formula is C25H47NO8, Safety of N,N-Dimethylpyrimidin-4-amine.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia