4,6-Dimethylpyrimidine supplier

Name
4,6-DIMETHYLPYRIMIDINE
EINECS 216-314-8
CAS No. 1558-17-4
Article Data16
CAS DataBase
Density 0.98 g/cm³
Solubility Soluble in water at 20°C.
Melting Point 25°C
Formula C₆H₈N₂
Boiling Point 154 °C at 760 mmHg
Molecular Weight 108.143
Flash Point 56 °C
Transport Information UN 1993 3/PG 3
Appearance clear yellowish liquid after melting
Safety 23-24/25
Risk Codes 10
Molecular Structure
Hazard Symbols R10:;
Synonyms NSC 60686;
PSA 25.78000
LogP 1.09340

Synthetic route

: 123-32-0
2,5-dimethyl-pyrazine

A: 22868-76-4
2,5-dimethylpyrimidine

B: 1558-17-4
4,6-dimethylpyrimidine

Conditions

Conditions	Yield
under 1 - 1.5 Torr; for 0.0833333h; Irradiation;	A 72% B 26%

: 82619-54-3
N-Benzyl-4,6-dimethylpyrimidinium bromide

: 1558-17-4
4,6-dimethylpyrimidine

Conditions

Conditions	Yield
With ammonia at -33℃; for 2h; Product distribution; Mechanism;	65%

: 82619-55-4
N-(p-nitrophenyl)-4,6-dimethylpyrimidinium bromide

A: 1558-17-4
4,6-dimethylpyrimidine

B: 7409-30-5
p-nitrobenzylamine

Conditions

Conditions	Yield
With ammonia at -33℃; for 2h; Product distribution; Mechanism;	A 65% B 37%

: 22868-76-4
2,5-dimethylpyrimidine

A: 123-32-0
2,5-dimethyl-pyrazine

B: 1558-17-4
4,6-dimethylpyrimidine

Conditions

Conditions	Yield
under 1 - 1.5 Torr; for 0.0833333h; Irradiation;	A 62% B 31%

: 4472-44-0
2-chloro-4,6-dimethylpyrimidine

: 1558-17-4
4,6-dimethylpyrimidine

Conditions

Conditions	Yield
With water; zinc
With palladium on activated charcoal; sodium acetate; acetic acid Hydrogenation;
With palladium on activated charcoal; ethanol; sodium acetate under 5148.6 Torr; Hydrogenation;
Multi-step reaction with 2 steps 1: N2H4 * H2O 2: aqueous CuSO4 View Scheme

: 67-56-1
methanol

: 22126-16-5
4,6-dimethyl-2-pyrimidinecarbonitrile

A: 1558-17-4
4,6-dimethylpyrimidine

B: 27427-89-0
methyl 4,6-dimethylpyrimidine-2-carboxylate

Conditions

Conditions	Yield
With hydrogenchloride; water

...Expand

: 60420-76-0
4,6-dimethyl-2-pyrimidinecarboxylic acid

: 1558-17-4
4,6-dimethylpyrimidine

Conditions

Conditions	Yield
Destillieren;

: 23906-13-0
2-hydrazino-4,6-dimethylpyrimidine

: 1558-17-4
4,6-dimethylpyrimidine

Conditions

Conditions	Yield
With copper(II) sulfate

: 62501-45-5
4,6-dimethylpyrimidine-2(1H)-thione hydrochloride

: 1558-17-4
4,6-dimethylpyrimidine

Conditions

Conditions	Yield
With hydrogenchloride; nickel

: 77287-34-4, 77287-35-5, 60100-09-6
formamide

: 123-54-6
acetylacetone

: 1558-17-4
4,6-dimethylpyrimidine

Conditions

Conditions	Yield
With water at 180 - 190℃;
at 220 - 240℃;

: 289-95-2
PYRIMIDINE

: 75-91-2
tert.-butylhydroperoxide

A: 3438-46-8
4-Methylpyrimidine

B: 5053-43-0
2-methylpyrimidine

C: 14331-54-5
2,4-dimethylpyrimidine

D: 1558-17-4
4,6-dimethylpyrimidine

E: 22114-27-8
2,4,6-trimethylpyrimidine

Conditions

Conditions	Yield
With sulfuric acid; iron(II) sulfate In water at 20 - 25℃; for 0.5h; Product distribution; various radical source ratios, varipus conversion and produts yield;

...Expand

: 289-95-2
PYRIMIDINE

: 64-19-7
acetic acid

A: 3438-46-8
4-Methylpyrimidine

B: 5053-43-0
2-methylpyrimidine

C: 14331-54-5
2,4-dimethylpyrimidine

D: 1558-17-4
4,6-dimethylpyrimidine

Conditions

Conditions	Yield
With ammonium thiosulphate; silver nitrate at 90℃; for 2h; Product distribution; various radical source ratios, varipus conversion and produts yield;

...Expand

: 289-95-2
PYRIMIDINE

: 67-68-5
dimethyl sulfoxide

A: 3438-46-8
4-Methylpyrimidine

B: 5053-43-0
2-methylpyrimidine

C: 14331-54-5
2,4-dimethylpyrimidine

D: 1558-17-4
4,6-dimethylpyrimidine

E: 22114-27-8
2,4,6-trimethylpyrimidine

Conditions

Conditions	Yield
With sulfuric acid; dihydrogen peroxide; iron(II) sulfate In water Product distribution; Ambient temperature; various radical source ratios, varipus conversion and produts yield;

...Expand

: 3438-46-8
4-Methylpyrimidine

: 75-91-2
tert.-butylhydroperoxide

A: 14331-54-5
2,4-dimethylpyrimidine

B: 1558-17-4
4,6-dimethylpyrimidine

Conditions

Conditions	Yield
With sulfuric acid; iron(II) sulfate In water at 20 - 25℃; for 0.5h;	A 32 % Turnov. B 65 % Turnov.

...Expand

: 5053-43-0
2-methylpyrimidine

: 75-91-2
tert.-butylhydroperoxide

A: 14331-54-5
2,4-dimethylpyrimidine

B: 1558-17-4
4,6-dimethylpyrimidine

C: 22114-27-8
2,4,6-trimethylpyrimidine

Conditions

Conditions	Yield
With sulfuric acid; iron(II) sulfate In water at 20 - 25℃; for 0.5h;	A 32 % Turnov. B 65 % Turnov. C 3 % Turnov.

...Expand

: 123-54-6
acetylacetone

: 463-52-5
formamidine

: 1558-17-4
4,6-dimethylpyrimidine

Conditions

Conditions	Yield
In dimethylsulfoxide-d6 at 22 - 28℃; Mechanism; determined of intermedier by 13C nmr;

4.6-dimethyl-pyrimidine-carboxylic acid-(2): 4.6-dimethyl-pyrimidine-carboxylic acid-(2)

: 1558-17-4
4,6-dimethylpyrimidine

Conditions

Conditions	Yield
bei der Destillation;

: 4472-44-0
2-chloro-4,6-dimethylpyrimidine

: 7732-18-5
water

zinc dust: zinc dust

: 1558-17-4
4,6-dimethylpyrimidine

...Expand

: 77767-94-3
(4,6-dimethylpyrimid-2′-yl)-trimethylammonium chloride

: 1558-17-4
4,6-dimethylpyrimidine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: acetamide 2: HCl; water View Scheme

: 1558-17-4
4,6-dimethylpyrimidine

: 459-46-1
4-Fluorobenzyl bromide

: 329983-94-0
4-[2-(4-fluorophenyl)ethyl]-6-methylpyrimidine

Conditions

Conditions	Yield
Stage #1: 4,6-dimethylpyrimidine With n-butyllithium In tetrahydrofuran; hexane at -78℃; Stage #2: 4-Fluorobenzyl bromide In tetrahydrofuran; hexane at -78℃; Further stages.;	100%

: 1558-17-4
4,6-dimethylpyrimidine

: 100-39-0
benzyl bromide

: 329983-86-0
4-methyl-6-phenethylpyrimidine

Conditions

Conditions	Yield
Stage #1: 4,6-dimethylpyrimidine With n-butyllithium In tetrahydrofuran; hexane at -78℃; Stage #2: benzyl bromide In tetrahydrofuran; hexane at -78℃; Further stages.;	99%
With n-butyllithium; ammonium chloride In tetrahydrofuran

: 1558-17-4
4,6-dimethylpyrimidine

: 124-38-9
carbon dioxide

: lithium (6-methylpyrimidin-4-yl)acetate

Conditions

Conditions	Yield
Stage #1: 4,6-dimethylpyrimidine With n-butyllithium In tetrahydrofuran at -78℃; for 0.333333h; Stage #2: carbon dioxide In tetrahydrofuran at -78 - 15℃; for 1h;	97%
Stage #1: 4,6-dimethylpyrimidine With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.333333h; Stage #2: carbon dioxide In tetrahydrofuran; hexane at 15℃; for 1h;	97%
Stage #1: 4,6-dimethylpyrimidine With [2,2]bipyridinyl; n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.333333h; Inert atmosphere; Stage #2: carbon dioxide In tetrahydrofuran; hexane at -78 - 20℃; for 1.25h;

: 1558-17-4
4,6-dimethylpyrimidine

: 1192-58-1
N-methylpyrrole aldehyde

: 1154426-21-7
(E,E)-4,6-bis[2-(1-methyl-1H-pyrrol-2-yl)vinyl]pyrimidine

Conditions

Conditions	Yield
With sodium hydroxide; Aliquat 336 In water for 1h; Reflux;	95%
With Aliquat 336; sodium hydroxide at 20 - 110℃; for 4h;	40%

: 1558-17-4
4,6-dimethylpyrimidine

: potassium tetrachloroaurate(III) dihydrate

: 1233385-56-2
Au(chloride)3(4,6-dimethylpyrimidine)

Conditions

Conditions	Yield
In methanol; water dropwise addn. of soln. of N compd. in methanol to aq. soln. of Au compd.; filtration, washing with water, drying under vacuum;	95%

: 1558-17-4
4,6-dimethylpyrimidine

: 67-56-1
methanol

: 54198-72-0
(4,6-dimethylpyrimidin-2-yl)methanol

Conditions

Conditions	Yield
With ammonium peroxydisulfate; sulfuric acid In water for 5h; Heating;	93%

: 98-03-3
thiophene-2-carbaldehyde

: 1558-17-4
4,6-dimethylpyrimidine

: 1154426-26-2
(E,E)-4,6-bis[2-(thiophen-2-yl)vinyl]pyrimidine

Conditions

Conditions	Yield
With sodium hydroxide; Aliquat 336 In water for 1h; Reflux;	93%

: 498-62-4
3-thiophene carboxaldehyde

: 1558-17-4
4,6-dimethylpyrimidine

: 1154426-36-4
(E,E)-4,6-bis[2-(thiophen-3-yl)vinyl]pyrimidine

Conditions

Conditions	Yield
With sodium hydroxide; Aliquat 336 In water for 1h; Reflux;	93%

: 1558-17-4
4,6-dimethylpyrimidine

: 10338-57-5
4-(piperidin-1-yl)benzaldehyde

: 4,6-bis(4-(piperidin-1-yl)styryl)pyrimidine

Conditions

Conditions	Yield
Stage #1: 4,6-dimethylpyrimidine With potassium tert-butylate In N,N-dimethyl-formamide at 80℃; for 0.25h; Stage #2: 4-(piperidin-1-yl)benzaldehyde In N,N-dimethyl-formamide at 80℃; for 4h;	92%

: 142-68-7
TETRAHYDROPYRANE

: 1558-17-4
4,6-dimethylpyrimidine

: 4,6-dimethyl-2-(tetrahydro-2H-pyran-2-yl)pyrimidine

Conditions

Conditions	Yield
With sodium persulfate; [4,4’-bis(1,1-dimethylethyl)-2,2’-bipyridine-N1,N1‘]bis [3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]iridium(III) hexafluorophosphate; trifluoroacetic acid In water; acetonitrile at 23℃; for 8h; Minisci Aromatic Substitution; Inert atmosphere; Irradiation; regioselective reaction;	91%

: 1558-17-4
4,6-dimethylpyrimidine

: 100-52-7
benzaldehyde

: 68763-05-3, 36272-52-3
(E,E)-4,6-bis-styrylpyrimidine

Conditions

Conditions	Yield
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate for 1h; Heating;	90%
With sodium hydroxide In water for 1h; Reflux;	79%
With tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide In water Reflux;	76%
With sodium hydroxide; Aliquat 336 for 1h; Heating;

: 1558-17-4
4,6-dimethylpyrimidine

: 123-11-5
4-methoxy-benzaldehyde

: 4,6-bis[2-(4-methoxyphenyl)ethenyl]pyrimidine

Conditions

Conditions	Yield
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate for 1h; Heating;	90%
With sodium hydroxide In water for 2h; Inert atmosphere; Reflux;	90%
With sodium hydroxide; Aliquat 336 for 1h; Heating;

: 1558-17-4
4,6-dimethylpyrimidine

: 274249-48-8
trisilver(I) tris(3,5-bis(trifluoromethyl)pyrazolate)

: C5HF6N2(1-)*Ag(1+)*C6H8N2

Conditions

Conditions	Yield
In toluene at 20℃; for 12h; Inert atmosphere; Schlenk technique;	90%

: 1558-17-4
4,6-dimethylpyrimidine

: 100-10-7
4-dimethylamino-benzaldehyde

: 1154426-01-3
4,4′-(1E,1′E)-2,2′-(pyrimidine-4,6-diyl)bis(ethene-2,1-diyl)bis(N,N-dimethylaniline)

Conditions

Conditions	Yield
Stage #1: 4,6-dimethylpyrimidine With potassium tert-butylate In N,N-dimethyl-formamide at 80℃; for 0.25h; Stage #2: 4-dimethylamino-benzaldehyde In N,N-dimethyl-formamide at 80℃; for 4h;	89%
With sodium hydroxide; Aliquat 336 In water for 1h; Reflux;	77%
With sodium hydroxide In water for 2h; Inert atmosphere; Reflux;	77%
With Aliquat 336; sodium hydroxide at 20 - 110℃; for 4h;	20%

: 1558-17-4
4,6-dimethylpyrimidine

: 1204-86-0
4-(4-morpholinyl)benzaldehyde

: 4,6-bis(4-morpholinostyryl)pyrimidine

Conditions

Conditions	Yield
Stage #1: 4,6-dimethylpyrimidine With potassium tert-butylate In N,N-dimethyl-formamide at 80℃; for 0.25h; Stage #2: 4-(4-morpholinyl)benzaldehyde In N,N-dimethyl-formamide at 80℃; for 4h;	88%

: 1558-17-4
4,6-dimethylpyrimidine

: 4707-71-5
Phenanthrene-9-carboxaldehyde

: 1154425-59-8
(E,E)-4,6-bis[2-(phenanthren-9-yl)vinyl]pyrimidine

Conditions

Conditions	Yield
With sodium hydroxide; Aliquat 336 In water for 1h; Reflux;	86%

: 1558-17-4
4,6-dimethylpyrimidine

: 51980-54-2
4-(pyrrolidin-1-yl)benzaldehyde

: 4,6-bis(4-(pyrrolidin-1-yl)styryl)pyrimidine

Conditions

Conditions	Yield
Stage #1: 4,6-dimethylpyrimidine With potassium tert-butylate In N,N-dimethyl-formamide at 80℃; for 0.25h; Stage #2: 4-(pyrrolidin-1-yl)benzaldehyde In N,N-dimethyl-formamide at 80℃; for 4h;	86%

: 1558-17-4
4,6-dimethylpyrimidine

: 81172-89-6
terephthalaldehyde mono(diethylacetal)

: 4-[2-(4-pyrimidinyl)ethenyl]-4'-[2-(6-pyrimidinyl)ethenyl]benzaldehyde

Conditions

Conditions	Yield
With sodium hydroxide; Aliquat 336 for 1h; Heating;	85%
Stage #1: 4,6-dimethylpyrimidine; terephthalaldehyde mono(diethylacetal) With sodium hydroxide In water for 2h; Heating; Stage #2: With hydrogenchloride In acetone at 20℃; for 0.0833333h;	71%

: 1558-17-4
4,6-dimethylpyrimidine

: 77182-73-1
4-[(4-methoxyphenyl)methoxy]benzaldehyde

: 1396036-52-4
(E,E)-4,6-bis[4'-(4''-methoxybenzyloxy)styryl]pyrimidine

Conditions

Conditions	Yield
With tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide In water Reflux;	84%

: 1558-17-4
4,6-dimethylpyrimidine

: 27913-99-1
4-(4-methylpiperazin-1-yl) benzaldehyde

: 4,6-bis(4-(4-methylpiperazin-1-yl)styryl)pyrimidine

Conditions

Conditions	Yield
Stage #1: 4,6-dimethylpyrimidine With potassium tert-butylate In N,N-dimethyl-formamide at 80℃; for 0.25h; Stage #2: 4-(4-methylpiperazin-1-yl) benzaldehyde In N,N-dimethyl-formamide at 80℃; for 4h;	84%

: 1558-17-4
4,6-dimethylpyrimidine

: 15666-84-9
2-phenylperimidine

: 6,8-dimethyl-2-phenylbenzo[gh]perimidine

Conditions

Conditions	Yield
With polyphosphoric acid at 250℃;	82%

: 1558-17-4
4,6-dimethylpyrimidine

: 5736-94-7
4-(hexyloxy)benzaldehyde

: 1154425-13-4
(E,E)-4,6-bis(4-hexyloxystyryl)pyrimidine

Conditions

Conditions	Yield
With sodium hydroxide; Aliquat 336 In water for 1h; Reflux;	81%

: 1558-17-4
4,6-dimethylpyrimidine

: 72785-29-6
4-methoxy-3-((4-methoxybenzyl)oxy)benzaldehyde

: 1236355-55-7
(E,E)-4,6-bis[4'-methoxy-3'-(4''-methoxybenzyloxy)styryl]pyrimidine

Conditions

Conditions	Yield
With tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide In water Reflux;	81%
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In water Reflux;

: 1558-17-4
4,6-dimethylpyrimidine

: 129047-38-7
3-methoxy 4-((4-methoxybenzyl)oxy)benzaldehyde

: 1396036-62-6
(E,E)-4,6-bis[3'-methoxy-4'-(4''-methoxybenzyloxy)styryl]pyrimidine

Conditions

Conditions	Yield
With tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide In water Reflux;	81%

: 1558-17-4
4,6-dimethylpyrimidine

: 81172-89-6
terephthalaldehyde mono(diethylacetal)

: 4,6-bis{2-[4-(diethoxymethyl)phenyl]ethenyl}pyrimidine

Conditions

Conditions	Yield
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate for 1h; Heating;	80%

: 1558-17-4
4,6-dimethylpyrimidine

: 4701-17-1
5-bromo-2-thiophencarboxaldehyde

: 1154426-31-9
(E,E)-4,6-bis[2-(5-bromothiophen-2-yl)vinyl]pyrimidine

Conditions

Conditions	Yield
With sodium hydroxide; Aliquat 336 In water for 1h; Reflux;	78%

: 1558-17-4
4,6-dimethylpyrimidine

: 5157-10-8
2-methyl-1H-perimidine

: 2,6,8-trimethylbenzo[gh]perimidine

Conditions

Conditions	Yield
With polyphosphoric acid at 250℃;	78%

: 1558-17-4
4,6-dimethylpyrimidine

: [Rh2(μ-Cl)2(tetrafluorobenzobarrelene)2]

: silver perchlorate

: {Rh(tetrafluorobenzobarrelene)(4,6-dimethylpyrimidine)}(ClO4)

Conditions

Conditions	Yield
In acetone byproducts: AgCl; acetone soln. of AgClO4 added to suspn. of Rh complex in acetone, stirred for 30 min, filtered off AgCl, added amine ligand to filtrate, stirred for 20 min; concd., added hexane, filtered off, washed with hexane, air-dried, elem. anal.;	76%

...Expand

: 1558-17-4
4,6-dimethylpyrimidine

: 12257-42-0
[(norbornadiene)rhodium(I)chloride]2

: 90423-47-5
{(RhCl(2,5-norbornadiene))2(4,6-dimethylpyrimidine)}

Conditions

Conditions	Yield
In acetone addn. of amine ligand to suspn. of Rh complex in acetone, soln. stirred for 20 min; concd. in vac., added hexane, filtered off, washed with hexane, air-dried, elem. anal.;	76%

: 1558-17-4
4,6-dimethylpyrimidine

: 108781-14-2
3-(4-Methoxybenzyloxy)benzaldehyde

: 1396036-57-9
(E,E)-4,6-bis[3'-(4''-methoxybenzyloxy)styryl]pyrimidine

Conditions

Conditions	Yield
With tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide In water Reflux;	76%

4,6-Dimethylpyrimidine Specification

The Pyrimidine,4,6-dimethyl-, with the CAS registry number 1558-17-4, is also known as NSC60686. It belongs to the product categories of Pyrimidine; Pyridines, Pyrimidines, Purines and Pteredines; Building Blocks; Heterocyclic Building Blocks; Pyrimidines. Its EINECS registry number is 216-314-8. This chemical's molecular formula is C₆H₈N₂ and molecular weight is 108.14. Its IUPAC name is called 4,6-dimethylpyrimidine.

Physical properties of Pyrimidine,4,6-dimethyl-: (1)ACD/LogP: 0.59; (2)ACD/LogD (pH 5.5): 0.59; (3)ACD/LogD (pH 7.4): 0.59; (4)ACD/BCF (pH 5.5): 1.64; (5)ACD/BCF (pH 7.4): 1.64; (6)ACD/KOC (pH 5.5): 49.51; (7)ACD/KOC (pH 7.4): 49.68; (8)#H bond acceptors: 2; (9)Index of Refraction: 1.503; (10)Molar Refractivity: 32.08 cm³; (11)Molar Volume: 108.4 cm³; (12)Surface Tension: 38.9 dyne/cm; (13)Density: 0.997 g/cm³; (14)Flash Point: 56 °C; (15)Enthalpy of Vaporization: 37.47 kJ/mol; (16)Boiling Point: 154 °C at 760 mmHg; (17)Vapour Pressure: 4.17 mmHg at 25°C.

Preparation of Pyrimidine,4,6-dimethyl-: this chemical can be prepared by N-Benzyl-4,6-dimethylpyrimidinium bromide. This reaction will need reagent NH₃(l). The reaction time is 2 hours with reaction temperature of -33 °C. The yield is about 65%.

Pyrimidine,4,6-dimethyl- can be prepared by N-Benzyl-4,6-dimethylpyrimidinium bromide

Uses of Pyrimidine,4,6-dimethyl-: it can be used to produce (6-methyl-pyrimidin-4-yl)-pyruvic acid ethyl ester. This reaction will need reagents potassium ethylate and diethyl ether.

Pyrimidine,4,6-dimethyl- can be used to produce (6-methyl-pyrimidin-4-yl)-pyruvic acid ethyl ester

When you are using this chemical, please be cautious about it. It is flammable. You should not breathe gas/fumes/vapour/spray (appropriate wording to be specified by the manufacturer). What's more, you must avoid contact with skin and eyes.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CC1=CC(=NC=N1)C
(2)InChI: InChI=1S/C6H8N2/c1-5-3-6(2)8-4-7-5/h3-4H,1-2H3
(3)InChIKey: LSBIUXKNVUBKRI-UHFFFAOYSA-N

Product Name

4,6-DIMETHYLPYRIMIDINE

Synthetic route

4,6-Dimethylpyrimidine Specification

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