Category: 1193-74-4

Action of guanidine and urea on some hydroxymethylene ketones was written by Benayr, Erich. And the article was included in Berichte der Deutschen Chemischen Gesellschaft [Abteilung] B: Abhandlungen in 1930.Formula: C6H9N3 This article mentions the following:

In general, aliphatic and aliphatic-aromatic hydroxymethylene ketones readily yield the corresponding aminomethylene compounds with primary or secondary organic bases (C. A 24, 4507). In this connection the behavior of MeCOCH:CHOH (I) toward guanidine (II) was also studied. The Na derivative of I reacts with salts of II in alc. at room temperature with formation of 2-amino-4-methylpyrimidine (III), i. e., not only is the HO group replaced by the guanidine residue but ring formation, with further elimination of water, also takes place. The reaction is quite general: analogous products were obtained with the hydroxymethylene derivatives of MeCOEt, MeCOPr, methylheptenone (IV), MeCOPh, MeCOC₆H₄Me and MeCOC₆H₄OMe. The III, now readily available, gives with Br in water a Br derivative (V) in which the Br is held exceedingly firmly and must, therefore, be on the nucleus, probably in position 5. With acid chlorides, however, it readily forms N-derivatives; the ClCH₂CO compound (VI) with hot alc. NH₃ regenerates III in most part while a small part remains unchanged. The pyrimidine formation also takes place with the derivatives of cyclic ketones. Hydroxymethylenecyclohexanone yields Bz-tetrahydro-2-aminoquinazoline (VII) and the hydroxymethylene derivatives of cyclopentanone, menthone and carvone behave in the same way; as these require heat for the reaction and are, in general, more stable than the aliphatic compounds, the desired products are most simply obtained by boiling the free hydroxymethylene compounds with I carbonate in alc. The reaction can be used quite generally to characterize those cyclic ketones which can yield hydroxymethylene derivatives All the bases so obtained do not turn litmus blue and their NH₂ group is held very firmly. The bases can be boiled a long time with dilute HCl without appreciable change and HNO₂ also generally has no action on them. Hydroxymethylenecamphor (VIII) treated as above gives only a trace of quinazoline (IX) which, however, is obtained quite smoothly in boiling AmOH instead of EtOH. Rupe found that with urea VIII splits off only 1 mol. water to form methylenecamphorurea, and B. has now found that ring formation likewise does not occur in the reaction of VIII with CS(NH₂)₂ or of hydroxymethylenecyclohexanone with urea. MeCOC(:CHOH)Me behaves in the same way. The hydroxymethylene ketones, therefore, resemble AcCH₂CO₂Et in their behavior toward urea and II. With hydroxymethyleneacetoacetic ester, II gives iminomethyluracil, resulting from the action of II on AcCH₂CO₂Et, i. e., the HOCH group is split off in the reaction. III is obtained in 51% yield. 5-Br derivative (V), m. 195鎺? N-Chloroacetyl derivative (VI), turns green about 165鎺? then brown and completely decomposes 235鎺? 5-Me derivative, from MeCOC(:CHOH)Me, m. 216-7鎺?(N-chloroacetyl derivative, m. 145-8鎺?. 4-Pr homolog of III, m. 122-3鎺? 4-Ph analog, m. 165鎺? easily soluble in dilute HCl. 4-p-Tolyl homolog, m. 189-91鎺? 4-p-Methoxyphenyl compound, m. 185-7鎺? 4-(4′-Methyl-4′-pentene)-2-aminopyrimidine, from the hydroxymethylene derivative of IV, m. 155-9鎺? VII, m. 206-10鎺? 4,5-Trimethylene-2-aminopyrimidine, from hydroxymethylenecyclopentanone, m. 206-8鎺? 5-Methyl-8-isopropyl-2-aminoquinazoline, m. 139-41鎺? Ac derivative, m. 125-7鎺? 2-Amino-5,6-dihydro-5-isopropenyl-8-methylquinazoline, from hydroxymethylenecarvone, m. 165-7鎺?(13 g. from 45 g. carvone). 2-Aminobornylenepyrimidine (IX) (yield, 55%), m. 249-53鎺? Ac derivative, m. 154-5鎺? chloroacetyl derivative, m. 156-9鎺? Methylenecamphorthiourea, m. 213-4鎺? Methylenecyclohexanoneurea, light yellow, m. 229-30鎺?(decomposition). Methylenemethylethyl ketoneurea, MeCOC(:CHNHCONH₂)Me, m. 156鎺? In the experiment, the researchers used many compounds, for example, 4,5-Dimethylpyrimidin-2-amine (cas: 1193-74-4Formula: C6H9N3).

4,5-Dimethylpyrimidin-2-amine (cas: 1193-74-4) belongs to pyrimidine derivatives. Pyrimidine is an aromatic heterocyclic organic compound similar to pyridine. A Cu-catalyzed and 4-HO-TEMPO-mediated [3 + 3] annulation of commercially available amidines with saturated ketones enables an efficient and facile synthesis of structurally important pyrimidines via a cascade reaction of oxidative dehydrogenation/annulation/oxidative aromatization.Formula: C6H9N3

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthesis and herbicidal activity of 2-benzoyliminopyrimido[3,2-b]-1,2,4-thiadiazolines was written by Xue, Si Jia;Tan, Dong Yun;Sun, Chang You. And the article was included in Chinese Chemical Letters in 1998.Category: pyrimidines This article mentions the following:

The title compounds, i.e., N-([1,2,4]thiadiazolo[2,3-a]pyrimidinylidene)benzamides [2-benzoyliminopyrimido[3,2-b]-1,2,4-thiadiazolines], were synthesized and tested for herbicidal effects. All of them are new compounds and their structures were confirmed by ¹HNMR, IR, MS. The preliminary herbicidal tests show that some of the target compounds have potent activity and very good selectivity to rice. Of the target compounds thus prepared and tested was N-(6,7-Dimethoxy-2H-[1,2,4]thiadiazolo[2,3-a]pyrimidin-2-ylidene)benzamide. In the experiment, the researchers used many compounds, for example, 4,5-Dimethylpyrimidin-2-amine (cas: 1193-74-4Category: pyrimidines).

4,5-Dimethylpyrimidin-2-amine (cas: 1193-74-4) belongs to pyrimidine derivatives. Pyrimidine is an aromatic heterocyclic organic compound similar to pyridine. Pyrimidine derivatives have been used in a wide variety of pharmaceuticals including general anesthetics, anti-epilepsy medication, anti-malaria medication, drugs for treating high blood pressure, and HIV medication.Category: pyrimidines

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Proton and carbon-13 nuclear magnetic resonance studies of substituted pyrimidines. 2. Monoprotonation of methyl- and aminopyrimidines was written by Riand, J.;Chenon, M. T.;Lumbroso-Bader, N.. And the article was included in Journal of the American Chemical Society in 1977.Category: pyrimidines This article mentions the following:

The monoprotonation of methyl- and aminopyrimidines was studied by C13 NMR spectroscopy. The chem.-shift parameters associated with the protonation of methylpyrimidines were determined for the aromatic and Me group C atoms from the salts of certain sym. compounds A significant difference exists for certain parameters for a given C, depending on whether a H atom or a Me group is attached to it. An especially large solvent effect exists for C atoms bearing a Me group para to the site of protonation. The percentages of the forms monoprotonated at sites N-1 or N-3 of pyrimidines were evaluated from their chem. shifts in F3CCO2H and Me2SO. For methylpyrimidines a higher percentage (闂?1%) of the form in which the protonated N is in the para position to the Me group is found. For the 4-amino-6-methylpyrimidines, the influence of the amino group is greater than that of the Me group, and the percentage reaches 闂?4% for the form in which the protonated N is in the para position to the amino group. In the experiment, the researchers used many compounds, for example, 4,5-Dimethylpyrimidin-2-amine (cas: 1193-74-4Category: pyrimidines).

4,5-Dimethylpyrimidin-2-amine (cas: 1193-74-4) belongs to pyrimidine derivatives. Pyrimidine also found in many synthetic compounds such as barbiturates and the HIV drug, zidovudine. Drugs having the pyrimidine motif have manifested to exhibit gratifying biological activity like anticancer, antiviral, anti-inflammatory, antibacterial, and antihypertensive activities.Category: pyrimidines

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Heterocycles. 41. Preparation of substituted 3,4-dihydro-2(1H)-pyrimidinimines and 2-aminopyrimidines from guanidine and 浼?灏?unsaturated ketones was written by Wendelin, Winfried;Harler, Anton. And the article was included in Monatshefte fuer Chemie in 1975.Recommanded Product: 4,5-Dimethylpyrimidin-2-amine This article mentions the following:

HN:C(NH2)2 reacted with RCOCR1:CHR3[R = Me, Ph3R1 = H, Me; R2 = H, Me, Ph, or R1R2 = (CH2)9] to give the unstable dihydropyrimidinimines I, which dehydrogenated to give the corresponding 2-pyrimidinamines II. The unstable I[R = Ph, R1 = H, R2 = Me; R-R2 = Me; R = Me, R1R2 = (CH2)4] were isolated as the corresponding stable 1H-2-pyrimidinium and 1H-2-quinazolinium picrates, whereas I(R = R2 = Ph, R1 = H) was isolated as its hydrochloride. In the experiment, the researchers used many compounds, for example, 4,5-Dimethylpyrimidin-2-amine (cas: 1193-74-4Recommanded Product: 4,5-Dimethylpyrimidin-2-amine).

4,5-Dimethylpyrimidin-2-amine (cas: 1193-74-4) belongs to pyrimidine derivatives. Heterocyclic compounds bearing the pyrimidine core are of tremendous interest as they constitute an important class of natural and synthetic compounds exhibiting diverse useful biological activities that hold attractive potential for clinical translation as therapeutic agents in alleviation of a myriad of diseases. We all know its importance to life – pyrimidine and purine bases are included in the structure of DNA and RNA.Recommanded Product: 4,5-Dimethylpyrimidin-2-amine

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthesis and herbicidal activity of 2-aminopyrimidines and their derivatives of 2-thiophenesulfonylureas was written by Xue, Si-Jia;Sun, Chang-You. And the article was included in Hecheng Huaxue in 1998.Application of 1193-74-4 This article mentions the following:

Using Claisen condensation six 灏?dicarbonyl compounds HCOR (R = CH₂COCH₃, CH(CH₃)COCH₃, CH₂COC₆H₅), PhCOCH₂COCH₃, EtCOCH(CH₃)COOEt, and 2-formylcyclohexanone were prepared and reacted with guanidine carbonate to give seven 2-aminopyrimidines I (X = CH₃, C₆H₅, OH, Cl; Y = H, C₆H₅, Et; Z = H, CH₃; XZ = (CH₂)₄). Five N’-(substituted pyrimidin-2-ly)-2-thiophenesulfonylureas II were prepared by nucleophilic addition of 2-aminopyrimidines I with 2-thiophenesulfonyl isocyanate. The structures of substituted 2-aminopyrimidines and their 2-thiophenesulfonylurea derivatives were confirmed by IR,¹H NMR and elemental anal., and their herbicidal activities were tested. In the experiment, the researchers used many compounds, for example, 4,5-Dimethylpyrimidin-2-amine (cas: 1193-74-4Application of 1193-74-4).

4,5-Dimethylpyrimidin-2-amine (cas: 1193-74-4) belongs to pyrimidine derivatives. The aromatic compound pyrimidine, and its derivatives, are ubiquitous in nature. They are found in nucleic acids, vitamins, amino acids, antibiotics, alkaloids, and a variety of toxins. Drugs having the pyrimidine motif have manifested to exhibit gratifying biological activity like anticancer, antiviral, anti-inflammatory, antibacterial, and antihypertensive activities.Application of 1193-74-4

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthesis and herbicidal activity of 2-benzoyliminopyrimido[3,2-b]-1,2,4-thiadiazolines was written by Xue, Si Jia;Tan, Dong Yun;Sun, Chang You. And the article was included in Chinese Chemical Letters in 1998.Category: pyrimidines This article mentions the following:

The title compounds, i.e., N-([1,2,4]thiadiazolo[2,3-a]pyrimidinylidene)benzamides [2-benzoyliminopyrimido[3,2-b]-1,2,4-thiadiazolines], were synthesized and tested for herbicidal effects. All of them are new compounds and their structures were confirmed by ¹HNMR, IR, MS. The preliminary herbicidal tests show that some of the target compounds have potent activity and very good selectivity to rice. Of the target compounds thus prepared and tested was N-(6,7-Dimethoxy-2H-[1,2,4]thiadiazolo[2,3-a]pyrimidin-2-ylidene)benzamide. In the experiment, the researchers used many compounds, for example, 4,5-Dimethylpyrimidin-2-amine (cas: 1193-74-4Category: pyrimidines).

4,5-Dimethylpyrimidin-2-amine (cas: 1193-74-4) belongs to pyrimidine derivatives. Pyrimidine is an aromatic heterocyclic organic compound similar to pyridine. Pyrimidine derivatives have been used in a wide variety of pharmaceuticals including general anesthetics, anti-epilepsy medication, anti-malaria medication, drugs for treating high blood pressure, and HIV medication.Category: pyrimidines

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Proton and carbon-13 nuclear magnetic resonance studies of substituted pyrimidines. 2. Monoprotonation of methyl- and aminopyrimidines was written by Riand, J.;Chenon, M. T.;Lumbroso-Bader, N.. And the article was included in Journal of the American Chemical Society in 1977.Category: pyrimidines This article mentions the following:

The monoprotonation of methyl- and aminopyrimidines was studied by C13 NMR spectroscopy. The chem.-shift parameters associated with the protonation of methylpyrimidines were determined for the aromatic and Me group C atoms from the salts of certain sym. compounds A significant difference exists for certain parameters for a given C, depending on whether a H atom or a Me group is attached to it. An especially large solvent effect exists for C atoms bearing a Me group para to the site of protonation. The percentages of the forms monoprotonated at sites N-1 or N-3 of pyrimidines were evaluated from their chem. shifts in F3CCO2H and Me2SO. For methylpyrimidines a higher percentage (鈭?1%) of the form in which the protonated N is in the para position to the Me group is found. For the 4-amino-6-methylpyrimidines, the influence of the amino group is greater than that of the Me group, and the percentage reaches 鈭?4% for the form in which the protonated N is in the para position to the amino group. In the experiment, the researchers used many compounds, for example, 4,5-Dimethylpyrimidin-2-amine (cas: 1193-74-4Category: pyrimidines).

4,5-Dimethylpyrimidin-2-amine (cas: 1193-74-4) belongs to pyrimidine derivatives. Pyrimidine also found in many synthetic compounds such as barbiturates and the HIV drug, zidovudine. Drugs having the pyrimidine motif have manifested to exhibit gratifying biological activity like anticancer, antiviral, anti-inflammatory, antibacterial, and antihypertensive activities.Category: pyrimidines

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthesis and herbicidal activity of 2-benzoyliminopyrimido[3,2-b]-1,2,4-thiadiazolines was written by Xue, Si Jia;Tan, Dong Yun;Sun, Chang You. And the article was included in Chinese Chemical Letters in 1998.Category: pyrimidines This article mentions the following:

The title compounds, i.e., N-([1,2,4]thiadiazolo[2,3-a]pyrimidinylidene)benzamides [2-benzoyliminopyrimido[3,2-b]-1,2,4-thiadiazolines], were synthesized and tested for herbicidal effects. All of them are new compounds and their structures were confirmed by ¹HNMR, IR, MS. The preliminary herbicidal tests show that some of the target compounds have potent activity and very good selectivity to rice. Of the target compounds thus prepared and tested was N-(6,7-Dimethoxy-2H-[1,2,4]thiadiazolo[2,3-a]pyrimidin-2-ylidene)benzamide. In the experiment, the researchers used many compounds, for example, 4,5-Dimethylpyrimidin-2-amine (cas: 1193-74-4Category: pyrimidines).

4,5-Dimethylpyrimidin-2-amine (cas: 1193-74-4) belongs to pyrimidine derivatives. Pyrimidine is an aromatic heterocyclic organic compound similar to pyridine. Pyrimidine derivatives have been used in a wide variety of pharmaceuticals including general anesthetics, anti-epilepsy medication, anti-malaria medication, drugs for treating high blood pressure, and HIV medication.Category: pyrimidines

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Proton and carbon-13 nuclear magnetic resonance studies of substituted pyrimidines. 2. Monoprotonation of methyl- and aminopyrimidines was written by Riand, J.;Chenon, M. T.;Lumbroso-Bader, N.. And the article was included in Journal of the American Chemical Society in 1977.Category: pyrimidines This article mentions the following:

The monoprotonation of methyl- and aminopyrimidines was studied by C13 NMR spectroscopy. The chem.-shift parameters associated with the protonation of methylpyrimidines were determined for the aromatic and Me group C atoms from the salts of certain sym. compounds A significant difference exists for certain parameters for a given C, depending on whether a H atom or a Me group is attached to it. An especially large solvent effect exists for C atoms bearing a Me group para to the site of protonation. The percentages of the forms monoprotonated at sites N-1 or N-3 of pyrimidines were evaluated from their chem. shifts in F3CCO2H and Me2SO. For methylpyrimidines a higher percentage (∼71%) of the form in which the protonated N is in the para position to the Me group is found. For the 4-amino-6-methylpyrimidines, the influence of the amino group is greater than that of the Me group, and the percentage reaches ∼94% for the form in which the protonated N is in the para position to the amino group. In the experiment, the researchers used many compounds, for example, 4,5-Dimethylpyrimidin-2-amine (cas: 1193-74-4Category: pyrimidines).

4,5-Dimethylpyrimidin-2-amine (cas: 1193-74-4) belongs to pyrimidine derivatives. Pyrimidine also found in many synthetic compounds such as barbiturates and the HIV drug, zidovudine. Drugs having the pyrimidine motif have manifested to exhibit gratifying biological activity like anticancer, antiviral, anti-inflammatory, antibacterial, and antihypertensive activities.Category: pyrimidines

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia